The Colosseum, Florence Duomo (center), Trevi Fountain, Leaning Tower of Pisa, Positano (from upper left).

Italy of Bust - Our Post-Pandemic Family Adventure

In 2022, after two years of canceled plans and being stuck at home with three hormonal teenagers, we were itching to explore again. So Bryan and I called a family meeting—complete with snacks, maps, healthy debates, and eye rolls—and the destination vote began.

There were several contenders: Greece for the beaches, France for the food, Iceland for the novelty. But when the dust (and crumbs) settled, the result was unanimous: Italy, 5–0.

Italy promised a little something for everyone:

Bryan, our resident history buff, was practically giddy at the thought of walking where Roman emperors once ruled.
I couldn’t wait to stroll in the footsteps of the Medici family and finally see the Vatican in person.
Callan was ready to geek out over Renaissance art and all the classics she’d studied in Art History.
Jake was laser-focused on the Colosseum — especially the underground chambers where gladiators and wild animals once waited for battle.
And Max? He had his heart set on the sparkling blue waters of the Amalfi Coast and, of course, the mystical Blue Grotto.

And just like that, our Italian adventure began to take shape. After countless hours of online research (and more “must-see” debates than I’d like to admit), we mapped out our 14-day itinerary: 3 days in Venice, 4 in Florence, 4 in Rome, and 3 in Sorrento.

We opted to fly into Venice and fly home from Rome to avoid backtracking, working our way south entirely by train. No rental cars, no parking drama, and no cliffside driving (you’re welcome, Bryan). Traveling by train was simple, eco-friendly, and gave us a chance to watch the Italian countryside (or catch up on sleep).

We chose Airbnbs over hotels to give us space to spread out, make our own breakfasts, and relax in a homelike setting after long days of sightseeing. Preference was given to Airbnbs within walking distance of each city’s center and train station. After flights and accommodations were booked, the real fun began: planning all the activities, excursions, hikes, tours, and delicious stops we could fit in.

So here we are — ready to share the highs, the laughs, the occasional teenage moods, and all the unforgettable moments from our Italian getaway.

Spoiler alert: It was absolutely amazing., even with occasionally moody teens in tow. Italy delivered big time, and we’d 100% recommend it for any family considering an adventure through Italy with their own crew of budding travelers.

Venice — The Floating City (Days 1-3)

First Impressions

Our arrival in Venice set the tone for the entire trip — a little chaotic, a little magical, and completely unforgettable. Instead of piling into a bus from the airport like mere mortals, we went full Venetian and arranged for a private vaporetto pickup. After collecting our bags, we followed the signs to the boat ramp… because, of course, that’s how you get to your “car” in Venice. Our driver loaded our luggage with expert flair and soon we were skimming across the lagoon, wind in our hair, grins on our faces. As the skyline of Venice slowly unfolded — domes, bell towers, and pastel facades rising out of the water — we were officially smitten. The floating city was every bit as enchanting as we’d imagined… and we hadn’t even docked yet.

Where We Stayed: San Polo

Venice offers a patchwork of neighborhoods, each with its own distinct personality. **San Marco** is tourist central (think selfie sticks and souvenir stalls), **Dorsoduro** is artsy with a university buzz, **Cannaregio** feels laid-back and local, **Castello** is quiet and residential, and **Santa Croce** is where all the transit action happens. We chose **San Polo**—the *Goldilocks* of Venice. Not too busy, not too quiet… just right.
Our apartment was perfectly placed for exploring: a quick stroll over a few bridges brought us to the **Rialto Bridge**, and **St. Mark’s Square** was close enough for nightly gelato runs (a tradition we fully embraced). Plus, staying here was far more affordable than the ultra-touristy San Marco, where prices soar faster than a gondolier’s singing voice. San Polo gave us the best of both worlds—local charm and easy access to Venice’s greatest hits—and made our stay feel wonderfully authentic.

Getting Around Venice

In Venice, your two feet are your best (and only) set of wheels. With no cars, buses, or scooters, walking is the way to go. The city isn’t large, but it’s delightfully compact — a labyrinth of narrow alleyways, winding canals, and (of course) endless bridges. We got lost more than once, but honestly, that’s half the fun. One minute you’re in a silent, sun-dappled courtyard, and the next you’ve stumbled into a bustling lane packed with tourists, gelato shops, and Venetian masks staring back at you.

For a little adventure on the water, you can hop on ferries (especially handy for island-hopping to Murano and Burano) or splurge on a water taxi if you’re feeling fancy. That said, Venice is so walkable that you’ll often beat the boats just by hoofing it. And of course, there are the gondolas — not exactly practical transportation, but absolutely worth it for the sheer romance of gliding through the canals like you’ve stepped into a painting.

Our Venice Itinerary

Day 1 – Arrival and First Wanderings

Our arrival in Venice set the tone for the whole trip — a mix of awe, jet lag, and pure magic. After being whisked across the lagoon via water taxi, we checked into our cozy apartment in San Polo, dropped our bags, and set out to explore on foot. The Rialto Bridge was our first stop, and it didn’t disappoint. Standing there, watching gondolas glide beneath us as shopkeepers shouted greetings to one another across the canal, it finally hit us — we were in Venice. Naturally, we snapped about a hundred photos before wandering through the maze of alleyways that connect Rialto to St. Mark’s Square.

St. Mark’s was every bit as stunning as we imagined — the basilica’s glittering mosaics, the symphony of bells ringing in the background, the pigeons (and tourists) everywhere. After soaking it in, we decided to explore a quieter side of the city and walked all the way to the Jewish Ghetto, one of the oldest in Europe. It was peaceful and humbling — a historic pocket of Venice that felt worlds away from the bustle near the square. We had dinner nearby, savoring our first real Italian pasta of the trip.

On the way back, we grabbed our first gelato (because you can’t go a day in Italy without one) and made a quick stop at a neighborhood grocery store in San Polo for essentials — bottled water, breakfast items, and maybe a little chocolate. Exhausted but giddy, we headed to bed early, ready for a big day ahead.

Day 2 – Palaces, Churches, and Canals

Day two was a whirlwind of Venetian highlights. We had booked a six-hour combination tour through The Tour Guy, which covered the Doge’s Palace, St. Mark’s Basilica, and a gondola ride — basically a crash course in everything iconic about Venice.

Booking through a tour company turned out to be a great call — our guide handled all the logistics (and skipped the notoriously long lines) while sharing stories that made history feel alive. The Doge’s Palace was a jaw-dropper — opulent halls, intricate ceilings, and the haunting Bridge of Sighs, where prisoners once caught their last glimpse of Venice before being led to their cells. From there, we walked straight into St. Mark’s Basilica, where golden mosaics shimmered under the dim light. Even the teenagers were impressed — and that’s saying something.

The tour wrapped up with a gondola ride, and though it’s undeniably touristy, we couldn’t resist. Our gondolier’s oars dipped rhythmically in the water, guiding us through narrow canals and passing under tiny bridges. It was all very relaxing until he started “singing.” The gondolier’s voice sounded more like a cat with a sore throat than a smooth Venetian tenor. The kids were cracking up, and honestly, we were too—but we tried to play it off like we were just laughing at a family joke so we wouldn’t hurt his feelings. He seemed completely oblivious, happily belting out every note as we floated through the canals, and that somehow made it even funnier.

After the tour, we returned to the Airbnb for a little downtime (and possibly a power nap). That evening, we headed back out toward the Grand Canal, where we found a row of waterfront restaurants buzzing with activity. With no reservation, we chose the spot with the shortest wait and lucked into a table overlooking the water at Caffè Saraceno Restaurant. The seafood was impossibly fresh, the pasta cooked to perfection, and the setting — gondolas drifting past as the sun set — couldn’t have been more cinematic.

Day 3 – Murano & Burano Excursion

For our final day in Venice, we ventured beyond the main island on a half-day tour to Murano and Burano, two colorful gems of the Venetian Lagoon.

Our first stop was Murano, world-famous for its glassblowing tradition. We watched a demonstration where a master glassmaker transformed a glowing blob of molten glass into a delicate horse in seconds. It was mesmerizing. Afterward, we had free time to wander the quiet streets lined with tiny shops selling everything from shimmering chandeliers to miniature glass animals.

Next, we cruised over to Burano, where the first thing you notice is the riot of color. Every house was painted a different shade of coral, turquoise, lemon, or lavender. The story goes that fishermen painted their homes bright colors so they could spot them from afar in the fog. Whatever the reason, it’s impossible not to smile there. We grabbed an outdoor café table shaded by an umbrella, ordered a round of snacks, and soaked up the sunshine and cheerful vibe. Of course, we couldn’t resist another gelato stop before heading back to the main island.

After some downtime at our Airbnb, we spent our final evening revisiting a few favorite spots — snapping golden-hour photos on the Rialto Bridge, picking up souvenirs, and enjoying one last dinner in San Polo atTrattoria Ai Botteri . Sitting there, plates of pasta in front of us and church bells echoing across the canals, it felt like the perfect Venetian farewell. Tomorrow, we’d be off to Florence, but part of our hearts were already staying behind in this floating city.

Reflections on Venice

As our train pulled out of Venice, we all leaned toward the window for one last glimpse of that dreamy, water-laced city — half convinced it might vanish like a mirage the second we turned away. Venice was equal parts magic and mayhem: gondolas gliding past crumbling palazzos, bridges that seemed to multiply overnight, and enough gelato stops to justify skipping dinner (at least twice). It’s a city that doesn’t just charm you — it bewitches you, then sends you home wondering if your shoes will ever dry.

For the full scoop on our three whirlwind days — including each of our favorite sights, top dining picks, our family’s official travel ratings (Fun, Ease, Cost, and Relaxation), and our brutally honest final verdict on Venice — don’t miss our blog post: Exploring Venice with Teenagers: Tips, Sites, and Quirky History.

Florence — The Renaissance City (Days 4-7)

First Impressions

From the moment we stepped out of the train station, Florence hit us with a completely different energy than Venice. The hum of Vespas, the lively chatter echoing through the piazzas, and the mouthwatering aroma of garlic and fresh pasta made our senses tingle. The city felt bigger, more spread out, yet inviting, with clean streets, smiling locals, and stunning architecture at every turn. There was a vibrancy here that made it feel alive — every corner a potential masterpiece, every alleyway begging to be explored.

Where We Stayed: Oltrarno

We based ourselves in the **Oltrarno district**, a neighborhood that felt like stepping into the real Florence rather than a postcard. Far enough from the crush of tourists but still just a short stroll from the **Ponte Vecchio** and the bustling city center, it was the perfect “home base.” The streets were lined with **artisan workshops**, cozy cafés, and endless gelato stops — a paradise for casual wandering. The boys were happy to discover a couple of **fitness studios** nearby, perfect for burning off all the pasta-heavy meals we indulged in. Every day, we walked past Boboli Gardens on our way into the heart of Florence, making even a simple walk feel scenic and dreamy.

Getting Around Florence

Florence is a city made for walking. Cobblestone streets, grand palazzos, and tucked-away museums mean most of the best sights are totally inaccessible by car or bus. Taxis and rideshares are available but can get pricey, and biking is an option if you can handle a bumpy ride over historic streets. For anyone driving, be mindful of the ZTL zones — restricted areas where entering by car without a permit will earn you a hefty ticket. Since walking is unavoidable, comfortable shoes are non-negotiable. On the plus side, strolling Florence allows you to discover the little things — a hidden gelateria, a quiet courtyard, or the perfect view of the Arno that you’d miss zipping by in a taxi.

Our Florence Itinerary

Day 4 – Arrival & Museum Magic

We caught an early train from Venice and arrived in Florence around 9:30 a.m., buzzing with excitement. After dropping our bags at our Oltrarno Airbnb, we made a beeline for our 12:30 museum tour of the Uffizi and Accademia Galleries with My Green Tour. Our guide was a walking encyclopedia, bringing each Renaissance masterpiece to life with stories and insights that had us completely spellbound. Callan was completely in her element — she loved her art history class and made a list of pieces she wanted to see in person, including Botticelli’s The Birth of Venus and Da Vinci’s Annunciation. My boys, on the other hand, thought the tour was a total snooze fest. They quickly found unoccupied benches where they could sit and dissociate while the rest of us looked at art.

By the time we moved on to the Accademia Gallery, the boys’ patience for Renaissance art was wearing thin, although even they couldn’t help but be impressed when they came face-to-face with Michelangelo’s David. The sheer size, the smooth marble muscles, the perfect proportions (except for the one comically small appendage)— it’s one of those moments that makes you realize just how much talent one person can hold. When the guided tour ended, Callan and I wanted to stay a bit longer to see Michelangelo’s Prisoners — those half-finished sculptures that look like they’re trying to break free from the stone. At that point, the boys (predictably) tapped out.

Bryan, Jake, and Max concurred that Italian cuisine was infinitely more interesting than the art in the Accademia, so they they set out to find an artful outdoor café, and they struck dining gold. The Buca San Giovanni Frigest is right across the piazza from the Duomo, beneath the shadow of Brunelleschi’s dome. We found them contentedly eating pasta and pizza under the shade of an umbrella, and to our very grateful surprise, they had already ordered lunch for us. Dining with the cathedral towering above us was mesmerizing. Between bites, we just kept staring at the Duomo — it’s impossible not to. Good job, boys. Good job.

As late afternoon rolled in, we crossed the Ponte Vecchio, taking in the glittering jewelry shops and golden light on the Arno before grabbing a few groceries and some well-earned gelato in our neighborhood. Then it was back to our apartment to put our feet up and relive the day — one that perfectly blended high culture, family comedy, and a few accidental discoveries.

Day 5 – Tuscan Countryside Adventure

If Florence fed our minds with Renaissance brilliance, Tuscany fed our souls (and stomachs). On this day, we swapped cobblestones for countryside and joined a full-day Walkabout Tours adventure through rolling hills, medieval towns, and postcard-perfect fields of olive trees and vineyards. It remains one of our favorite days of the entire trip — equal parts dreamy scenery, amazing food, and “wow, is this real life?” moments.

Siena — Medieval Beauty & a Surprise Celebration

Our first stop: Siena, the medieval rival of Florence where time seems to stand still. We wandered through narrow brick streets and suddenly walked straight into a colorful parade — drums beating, flags snapping, locals in centuries-old costumes — celebrating the Feast of St. Anthony of Padua. There’s nothing like unintentionally joining a saint’s celebration to make you feel immersed in local culture.

We learned about Siena’s famous Palio horse race, held twice a year in the fan-shaped Piazza del Campo. Picture bare-back riders racing at breakneck speed around a packed medieval square while locals cheer like it’s the Super Bowl but with silk flags and medieval bragging rights. Even seeing the empty piazza felt electric. You could almost feel the anticipation in the air.

A Tuscan Feast at Fattoria Poggio Alloro

From Siena, the countryside called and we answered, winding through vineyards and olive groves until we reached Fattoria Poggio Alloro, a working agriturismo straight out of a Tuscan fairy tale.

Lunch was one for the memory books — a sun-dappled courtyard overlooking hills so green they almost didn’t look real. We ate fresh homemade pasta still warm from the kitchen, drizzled with the farm’s peppery extra-virgin olive oil, and sipped locally made wine that tasted even better knowing we could see the vines where the grapes were grown. Every bite and sip tasted like someone had bottled sunshine and rustic happiness.

The kids? Delightfully happy. Fresh pasta, friendly farm dogs, and panoramic views of rolling hills and cypress trees. They playfully suggested that we buy land and become olive farmers - and we considered it.

San Gimignano — Towers, Gelato & Medieval Magic

Then on to San Gimignano, the medieval hilltop town famous for having more stone towers than an episode of Game of Thrones. These medieval skyscrapers were built by wealthy families trying to show off — ancient “my tower is taller than your tower” energy. Very relatable.

We strolled cobblestone lanes, browsed tiny artisan shops, and admired sweeping views of Tuscany that stretched for miles. And of course, we made a mandatory stop at Gelateria Dondoli, home to world-champion gelato. We put their titles to the test (purely for research purposes, of course) and can confirm: award-winning gelato tastes like happiness.

Pisa — Leaning, Laughing & Climbing to the Top

Our final stop of the day was Pisa, because you can't come all the way to Italy and not do the famous “pretend-you’re-holding-up-the-tower” photo. We joined the selfie circus, struck our most dramatic “save the tower!” poses, and took several photos that will absolutely resurface in future birthday-slideshow blackmail.

Then, because our legs weren’t jelly yet, we climbed the 294 spiral steps to the top of the Leaning Tower. Yes, you really do feel the tilt as you climb. At the top, we were rewarded with sweeping views of the square below, the glistening white marble cathedral complex, and terracotta rooftops stretching out across Pisa. Totally worth every uneven step.

Back to Florence — Happy, Tired, & Carb-Dreaming

Exhausted in the best way, we boarded our bus back to Florence. Once dropped off, we grabbed quick sandwiches and headed to our Airbnb to collapse, replay the day's highlights, and start planning how we could somehow move to Tuscany permanently.

Day 6 – Bell Tower Climb & Sunset at Piazzale Michelangelo

Our morning kicked off with a healthy dose of cardio disguised as culture — a tour of the Duomo (Cattedrale di Santa Maria del Fiore), the Baptistery of St. John, and Giotto’s Bell Tower, all thanks to our handy Florence Pass. If you’ve ever wanted to question your life choices mid-staircase, the 414 steps up the bell tower will do it. Somewhere around step 273, I was rethinking my croissant and cappuccino breakfast. But the moment we reached the top? Totally worth every burning calf muscle. The terracotta rooftops rolled out like an endless sea of burnt orange, and the Duomo’s dome was so close it felt like we could reach out and touch it.

After lunch (and maybe a gelato or two... for “recovery”), we ditched the itinerary and just wandered — our favorite way to explore a city. We meandered across the river toward Oltrarno, where the crowds thin out and real life in Florence hums along. That’s when we stumbled upon Piazza della Signoria, which felt like stepping straight into a Renaissance movie set. Marble statues of heroes, gods, and long-dead philosophers surrounded us, including Perseus with the Head of Medusa, which made the boys declare it the “coolest-slash-creepiest” sculpture ever.

It wasn’t even on our list, but that’s the magic of Florence — it rewards curiosity. Around every corner is something ancient, dramatic, or delicious (sometimes all three). We browsed the outdoor leather markets, poked into tiny artisan shops where craftsmen actually make things, and watched a street performer juggle flaming torches like it was no big deal.

After a power nap at our Airbnb, we rallied for one last adventure: climbing up to Piazzale Michelangelo for sunset. We grabbed picnic supplies — bread, cheese, a bottle of something fizzy — and joined the crowd of sunset-watchers on the hill. As the sky turned golden, the Arno River shimmered below us and the Ponte Vecchio glowed like it had been dipped in honey. We sat there in that perfect Florence stillness, tired but content, not saying much because the view said it all. Some travel days are about checking boxes. This one? Pure, beautiful serendipity.

Day 7 - Hiking Cinque Terre

Our final day in Florence was a high-energy adventure and the perfect grand finale to our time in Tuscany. We joined Walkabout Tours’ full-day hiking trip to Cinque Terre, a region made up of five colorful fishing villages perched dramatically along Italy’s rugged Ligurian coastline. Known for its postcard-worthy views, terraced vineyards, and winding seaside trails, Cinque Terre feels like something straight out of a storybook. Our tour kicked off in the first village, Manarola, where we laced up our sneakers, grabbed our water bottles, and set off along the famous Sentiero Azzurro (or “Blue Trail”), ready to take on one of Italy’s most scenic hikes.

The scenery was nothing short of breathtaking: rugged cliffs, terraced vineyards, and impossibly blue water. We hiked 11 kilometers, stopping in each village — Riomaggiore, Corniglia, Vernazza, and Monterosso — to admire the colorful houses, enjoy snacks, and, naturally, indulge in gelato. Every turn offered a new view more stunning than the last, and the locals welcomed us with warmth and smiles. Mid-day we paused for a 4-course lunch at Cecio Ristorante Camere . . . and man had we worked up an appetite. While enjoying a panoramic view of the coast, we feasted on Caprese and octopus salad, pasta with marinara, fresh grilled fish, and creamy panna cotta for dessert.

After the hike, we boarded a boat that took us back to Riomaggiore, floating along the coastline we had hiked earlier. We thoroughly enjoyed seeing the pastel-colored villages and and terraced vineyards from the water. Back on land, we took the train to Mararola, where we caught the bus back to Florence.

By the time we returned to Florence after 8 p.m., we were exhausted, sun-kissed, and completely smitten with the region. One last dinner at the Airbnb and a little packing for our Rome departure wrapped up the day — a perfect, adventurous finale to our Tuscan and coastal explorations.

Reflections on Florence

As we waved goodbye to Florence from the train platform, we couldn’t help but feel like we were leaving behind an old friend — one who fed us too much pasta, dazzled us with art, and made us climb a ridiculous number of stairs in the name of “culture.” Florence was a masterpiece in motion — all marble domes, cobblestone charm, and carbs that deserve their own museum wing. Between Michelangelo, markets, and mouthwatering meals, the city kept our eyes (and stomachs) very, very full.

For more details on our four fabulous days in Florence — including each of our favorite sights, top dining picks, our family’s travel ratings (Fun, Ease, Cost, and Relaxation), and our brutally honest final verdict — check out our blog post: Exploring Florence: Climbing Domes and Chasing Carbs.

Rome — The Eternal City (Day 8- 11)

First Impressions

After the dreamy canals of Venice and the artistic heart of Florence, we were ready for a little chaos — and Rome delivered it in spades. From the moment we stepped off the train, the city pulsed with life: honking cars, fast-talking locals, Vespas zipping by, and the faint aroma of espresso and history in the air. Rome was loud, proud, ancient, and unapologetically alive. It felt like stepping into a movie where every corner held a story — some whispered by ruins, others shouted by street vendors. For the kids, it was thrilling; for us, it was humbling. And while Venice had charmed us and Florence had inspired us, Rome absolutely commanded our attention.

Where We Stayed: Lazio

We made our home in the **Lazio neighborhood**, in a charming three-bedroom Airbnb tucked along a street lined with **pink and white oleander trees**. The apartment felt like a little oasis amid the urban buzz — quiet, residential, and authentically Roman. Best of all, it was only a **five-minute walk to the Colosseum**, which meant we could stroll past that iconic amphitheater in the early morning or after dinner when the crowds thinned.
Lazio gave us a real local vibe. Cobblestone streets, neighborhood cafés, and gelaterias made every walk feel like we were part of the city instead of just visiting. There was a metro station nearby, so hopping to other attractions was simple, and we had plenty of dining options right on our doorstep. Compared to tourist-heavy areas like **Centro Storico** or **Vatican City**, it felt authentic and much more affordable — a win for both convenience and budget.

Getting Around Rome

Rome, like Florence, is a city best explored on foot, but there are plenty of ways to mix it up. We loved renting Lime scooters for zipping through the city center — a real adrenaline rush, especially weaving past scooters, cars, and the occasional Vespa. For longer trips, the Rome Metro is surprisingly efficient, and taxis or Ubers are convenient when the summer sun gets too intense or you just want a break from walking.

We didn’t rent a car — traffic is chaotic, parking is almost impossible, and one wrong turn into a restricted zone will get you a hefty ticket faster than you can say “Colosseo.” Biking is also an option, but securing your bike can be tricky. We actually did a full-day guided bike tour, which was fantastic because our bikes were never left unattended; our guide handled the logistics while we pedaled through historic streets, soaking up sites and stories without worry.

Every mode of transport had its own thrill — scooters for speed, metro for efficiency, and walking for discovery. Rome rewarded us most when we slowed down and strolled, letting the city reveal hidden piazzas, fountains, and local corners that tourists often miss.

Our Rome Itinerary

Day 8: First Impressions & the Colosseum in Our Backyard

We arrived in Rome early afternoon and checked into our Airbnb in the Lazio neighborhood. The excitement level was high — after all, the Colosseum was practically in our backyard, just a five-minute walk away. As we crossed the little park across the street and watched those ancient stone walls appear through the trees, it was one of those goosebump moments. You see the Colosseum a hundred times in textbooks and movies, but standing before it in person? That’s something else entirely — humbling, awe-inspiring, and surreal all at once.

We spent the next few hours wandering around the Colosseum and the Roman Forum area, choosing not to go inside just yet since we had tours booked later in the trip. Instead, we just soaked it all in — ruins, statues, columns, fountains, and history everywhere we looked. It felt like stepping into another century. I couldn’t help but think how wild it must be to live in a place like this, where 2,000-year-old relics are your daily scenery. Probably the Roman version of how we feel about living near Walt Disney World — been there, done that, pass the popcorn.

Eventually, hunger led the way, and the irresistible aroma of garlic and grilled meats pulled us into a little trattoria we stumbled upon nearby. No reservations, no plan — just pure luck. The food was incredible: authentic, rustic, and bursting with flavor. We walked home happy, full, and slightly in disbelief that this was real life. Of course, we couldn’t end the evening without gelato (is that even legal in Italy?). On the way back to our apartment, we grabbed a couple scoops and stopped by a local grocery for essentials before calling it a night.

Day 9: The Ultimate Bike Tour of Rome

Whenever we travel, we try to book a bike tour early in the trip — it’s our favorite way to get a feel for the layout of the city and see which spots we might want to revisit later. For Rome, we went all in with a full-day tour through Top Bike Rental, and it was easily one of our favorite experiences of the entire vacation.

Our guide was phenomenal — part historian, part comedian, and full-time Roman. The morning started strong as we pedaled past the Imperial Forum, Trajan’s Market, and the Column of Marcus Aurelius before zipping through Rome’s most famous squares and fountains: Trevi Fountain (where, naturally, we stopped for gelato), the Spanish Steps, Piazza Navona, and Piazza del Popolo.

We rode through the shaded paths of Villa Borghese Gardens, then stopped for a well-earned lunch at Ristorante Ponte Vittorio. We enjoyed a feast of hand-tossed pizza, homemade pasta, and what felt like a gallon of water each — Roman heat is no joke! In the afternoon, our route took us across the river to Trastevere, where we peeked inside Santa Maria Cathedral and admired its mosaics before heading up to Capitoline Hill for a panoramic view of the Roman Forum below. The grand finale? A breathtaking stop near Vatican City, where the sight of St. Peter’s Basilica and Bernini’s sweeping colonnades left everyone speechless.

By the end of the day, we’d covered dozens of landmarks, clocked some serious miles, and soaked up centuries of history — all on two wheels. Max declared it his favorite activity of the entire trip, and honestly, we all agreed. Exhausted but happy, we picked up some takeout from a corner café for dinner back at our Airbnb.

Most of the crew turned in early, but Jake — ever the night owl — convinced me to head back out for a quick Trevi Fountain night mission. We hopped on Lime scooters and zipped through the nearly empty streets to find the fountain glowing like liquid marble under the night lights. The crowds had thinned, a soft breeze filled the air, and it felt like a totally different world. Jake snapped some great photos for Instagram, and I was just thrilled to see him genuinely appreciating the art and atmosphere. We cruised back home, laughing the whole way, ready for bed and another big day ahead.

Day 10: Vatican, Sistine Chapel, and Souvenir Shopping

Just when we thought Rome couldn’t top itself, Day 10 came along. We started bright and early with a Vatican tour booked through Made in Rome Tours. When we saw the line wrapping around St. Peter’s Square, our excitement quickly turned to mild panic. But the Swiss Guard runs a tight ship — the line moved far faster than we expected.

Inside St. Peter’s Basilica, our guide led us to Michelangelo’s Pietà, which stopped us all in our tracks. We craned our necks to admire the massive dome he designed, and stood in awe under Bernini’s bronze Baldacchino, rising like a forest of gold above the altar. We also visited the tomb of Pope John Paul II, a quiet and deeply moving moment for us Catholics.

In the Pinecone Courtyard, named for its massive ancient bronze pinecone, we paused for a breather before entering the Vatican Museums. The famous double-helix staircase was a work of art all its own — part sculpture, part optical illusion. The museum itself was a sensory overload of frescoes, tapestries, gilded ceilings, and ancient sculptures. By the time we reached the Sistine Chapel, our feet were throbbing, but our hearts were full.

As soon as we entered, the energy shifted — reverent, hushed, sacred. In my enthusiasm, I made the rookie mistake of leaving my camera rolling and was promptly told, “No photos!” by a vigilant guard. Oops. (In my defense, the view was too stunning to resist.) Sitting quietly beneath Michelangelo’s ceiling, gazing up at the Creation of Adam, was one of those pinch-me moments. The chapel itself was smaller than expected — about the size of a high school gym — but its impact was anything but.

After our Vatican adventure, we grabbed a late lunch nearby — a cozy trattoria where we rehydrated, rested our aching feet, and compared favorite moments. Michelangelo swept the fan vote, with his ornate dome and stunning marble Pietà . Later that afternoon, the boys hit the gym while Callan and I went shopping along Via del Corso. We picked out a leather purse for her, Furla perfume for me, and some gifts for friends back home.

That evening, we regrouped and decided to wing it for dinner. No reservations, just Roman wandering until a menu pulled us in — which is always a solid plan in Italy.

Day 11: The Colosseum, Gladiators, and Our Final Farewell Feast

For our final morning in Rome, we joined a Colosseum and Underground Gladiator Tour with Buongiorno Tours. Unfortunately, this was the one hiccup of our trip — the tour was overbooked, ran nearly an hour late, and a few people from our group couldn’t get in. We wouldn’t recommend this operator, but once inside, the experience was still fascinating.

Walking through the Colosseum’s underground, we learned how gladiators and wild animals were held in cramped pens before being hoisted up by intricate pulleys to the arena floor. The Romans really did love their drama, and their bloodsport. The more shocking the spectacle, the bigger the applause. It was part genius, part madness.

Afterward, we grabbed a quick bite at a café right across the street — warm, crispy sandwiches stuffed with local cold cuts and cheeses — before heading to the Roman Forum next door. Standing among the ruins where senators once debated and Julius Caesar once strolled was surreal. You could almost hear the echoes of ancient life all around.

For our grand finale, we took a taxi 30 minutes out to Hosteria Antica Roma, a historic restaurant along the Appian Way, nestled near the catacombs. Dinner was served outdoors in a beautifully manicured garden under soft string lights — pure magic. The food was unforgettable: slow-cooked meats, handmade pasta, and rich sauces based on ancient Roman recipes. Even the teens were captivated. It was the perfect “final supper” in Rome — the kind of meal that lingers in your mind long after the last bite.

As we rode back to our Airbnb that night, full and happy, the glow of Rome still clung to us — ancient, chaotic, beautiful Rome — and we couldn’t wait to see what adventures awaited next on the Amalfi Coast.

Reflections on Rome

By the time we left Rome, our feet were sore, our camera rolls full, and our minds buzzing with centuries of stories. The Eternal City lived up to its name — every piazza, column, and cobblestone seemed to whisper a secret from the past. We’d walked in the footsteps of emperors, gladiators, saints, and sculptors… and somehow managed to survive the modern-day gladiator arena known as Roman traffic. Between the awe of the Colosseum, the reverence of the Vatican, and the charm of our Lazio neighborhood, Rome was a whirlwind of history, chaos, and beauty that left us both exhausted and exhilarated. As we packed up for the Amalfi Coast, we couldn’t help but smile — we’d conquered Rome, and now it was time for some seaside serenity.

For more details on our four riveting days in Rome— including each of our favorite sights, top dining picks, our family’s travel ratings (Fun, Ease, Cost, and Relaxation), and our brutally honest final verdict — check out our blog post: Exploring Rome with Teenagers: A Family Guide to Surviving (and Loving) the Eternal City.

Amalfi Coast — The Divine Coast (Days 12-14)

First Impressions

Venice, Florence, and Rome were about exploring — but the Amalfi Coast was all about exhaling. Picture dramatic cliffs plunging into turquoise waters, pastel villages clinging to the rocks like seashells, and the scent of lemon groves drifting through the air. Life here runs on a slower rhythm — the kind where you sip your espresso a little longer, stroll instead of rush, and actually notice the sea sparkling beneath you.

The Amalfi region includes the lively hub of Sorrento, the picture-perfect cliffside glamour of Positano, the historic charm of Amalfi, the serene beauty of Ravello, and just across the bay, the legendary island of Capri.

Technically, Sorrento sits on the Gulf of Naples — not the Amalfi Coast itself — but it turned out to be the perfect home base. It’s like living next door to all the cool kids without paying their rent.

Getting down to Sorrento from Rome did take a little logistical juggling. We boarded a Trenitalia train to Naples, trading the buzz of Rome for coastal anticipation. From there, we hopped on the Circumvesuviana line, a local train that winds past lemon groves, the ruins of Pompeii, and colorful seaside villages. Note: If you want to visit Pompeii, you can hop off there and stash your luggage in lockers at the station. But we were ready for the beach life, so we skipped the ruins and went straight for the Riviera vibes.

Where We Stayed: Sorrento

Why did we choose **Sorrento** instead of one of the more famous coastal towns? Three words: **location, location, location.** With easy train connections, a ferry port, and day-trip access to the Amalfi towns, Sorrento made the perfect launch pad. No hairpin cliff roads, no parking stress, just pure dolce vita.
It’s also more budget-friendly than its glamorous neighbors and full of shops, trattorias, and gelaterias to keep everyone — including teens — entertained. Plus, unlike the steep, stair-heavy towns of Positano and Ravello, **Sorrento is actually walkable.** Huge win when traveling with kids who’ve already logged miles through museums.
Our only debate: beachfront or hilltop with a view? Being from Florida, beaches weren’t exactly new territory, so we swapped sand for scenery and booked a two-bedroom family apartment at **Residence Le Terrazze**, perched high above town. The views stretched across Sorrento, the Gulf of Naples, and all the way to Mount Vesuvius — so beautiful, it felt unfair to blink.
This family-friendly gem checked all our boxes: free parking, a pool with loungers, a garden, small library, and a complimentary shuttle that dropped us off right in central Sorrento. We loved our stay — peaceful, panoramic, and perfectly positioned for adventure.

Getting Around the Amalfi Coast

We used the free hotel shuttle each day to get into the city center, where everything in Sorrento is walkable. If you want to venture farther, public transportation options include buses and the Circumvesuviana train, though we rarely needed them — the town itself is compact and easy to navigate.

For exploring beyond Sorrento, boats and ferries are the way to go. Cruising along the coast gives you front-row seats to those famous cliffside views without a single nauseating hairpin turn. We also hired a private driver for one day to tour Positano, Amalfi, and Ravello — hands down the easiest and fastest way to access the coastal towns.

And to reach Capri? There’s only one option — by boat, of course. Skimming across the sparkling blue water toward the island is half the fun and 100% unforgettable. Whether you travel by ferry, foot, or friendly local driver, getting around the Amalfi Coast isn’t just about transportation — it’s part of the magic itself.

Amalfi Coast Itinerary

Day 12: Settling into Sorrento

After our train-hop adventure from Rome to Naples and finally down to Sorrento, we caught the shuttle up to our apartment — ready to drop our bags and breathe in that first hit of coastal air. The moment we stepped onto our terrace, we were speechless. The view stretched across the Bay of Naples all the way to Mount Vesuvius, a postcard come to life. Below us, the pastel rooftops of Sorrento glimmered in the sun, and for the first time in days, we felt our shoulders drop.

We didn’t linger long — curiosity (and hunger) won out. We hopped back on the shuttle and made a beeline for the Marina Grande, having heard the seafood there was legendary. It did not disappoint. Fresh calamari, lemon-splashed sea bass, and the kind of pasta that makes you forget your own name.

After lunch, we strolled through Villa Comunale Park, pausing at the overlook where Sorrento’s cliffs plunge into the sea. The town center was buzzing — souvenir stands, limoncello tastings on every corner, linen shops, and artisans selling hand-painted ceramics. We wandered through cobblestone streets scented with citrus until we found ourselves by a small lemon grove on the edge of town, a perfect spot to just take it all in.

The rest of the afternoon was pure relaxation — poolside lounging under the Italian sun, a soft breeze rustling through olive trees, and not a single complaint about tired feet (a first on this trip!). Dinner that night was in the neighboring hilltop village of Sant’Agata sui Due Golfi, at the wildly quirky Bar Orlando — a fever dream of colorful décor and local charm. Our first day on the coast was everything we hoped it would be: peaceful, scenic, and deliciously slow-paced.

Day 13: Cruising to Capri and the Blue Grotto

If I could relive one day of our entire Italy trip, it would be this one. We booked a boat excursion to Capri and the Blue Grotto with Lubrense Boats, who picked us up right from our apartment and drove us to the marina. Once aboard, we got a quick safety briefing, then pushed off into the sparkling Tyrrhenian Sea. The limestone cliffs of the Sorrento coast rose dramatically beside us, sunlight dancing across the water like shards of glass.

Our first sight was the Marciano Waterfall, trickling down the cliffs into the sea. From there, we continued to the world-famous Blue Grotto — and what a scene! A small fleet of rowboats jostled for position at the tiny entrance, each waiting their turn. To enter, we transferred from our tour boat into a smaller wooden skiff, paid the admission fee, and then — quite literally — had to lie flat as our guide yanked us through the narrow opening with a rope.

Inside was pure magic. The sunlight filtering through an underwater crevice illuminated the cave in an electric, otherworldly blue. It felt like slipping into Neptune’s private sanctuary. We learned that ancient Romans once used this as a luxury bath — because of course they did.

Back aboard, we continued around Capri’s coastline, passing the White Grotto, Green Grotto, and Punta Carena Lighthouse, each with its own beauty and personality. Then came the showstopper: the Faraglioni, three towering limestone stacks rising from the sea like nature’s own Stonehenge. Legend says couples who kiss while sailing beneath the arch will stay together forever — so naturally, Bryan and I locked lips, much to our kids’ dramatic groans. (We regret nothing.)

We swam and snorkeled in hidden coves before docking at Marina Piccola on Capri for four hours of island exploration. Callan and I browsed the designer boutiques along Via Camerelle — where the prices made us laugh and quickly retreat — while the boys claimed beach chairs by the marina, ordering cold drinks and diving into the clear blue water.

Lunch by the sea, sunbathing, laughter, and that unmistakable Capri glamour — it was heaven. On the ride back, the crew passed around little glasses of limoncello to toast the day, and we clinked cups as the sun sank lower on the horizon. Back in Sorrento, we showered off the salt and enjoyed a quiet dinner at the small restaurant next to our apartment, watching the lights of Naples twinkle across the bay.

Day 14: The Amalfi Coast by Land

Today’s adventure was on wheels — and what a ride it was. We hired a private driver to explore Positano, Amalfi, and Ravello, buckling in for the serpentine roads that define this legendary coastline. Every turn revealed a new gasp-worthy vista: cliffs tumbling into the sea, pastel towns clinging to impossible heights, and terraced lemon groves glinting in the sunlight. At one scenic stop, we even saw a rock formation shaped like the Virgin Mary — proof that even nature here has a flair for the dramatic.

Our first stop, Positano, cascades down the hillside in a rainbow of sunwashed colors. We browsed boutiques filled with hand-painted ceramics, lemon-scented soaps, and bottles of limoncello in every imaginable flavor. Down by Spiaggia Grande, the main beach, cafés spilled onto the sand with Aperol spritzes in hand and Italian pop music floating through the air. Everything about Positano feels effortlessly chic — even the stray cats look glamorous.

Next was Amalfi, the “Pearl of the Mediterranean.” Along the way, we popped into Ceramiche Bar, where every shelf overflowed with hand-painted treasures. We couldn’t resist buying a set of tiny limoncello cups adorned with bright yellow lemons — the perfect souvenir of the coast. In the heart of town, Piazza Duomo buzzed with life — cafés, gelato stands, souvenir stalls, and the striking Cathedral of Saint Andrew towering above it all. Its black-and-white striped façade looked like something from a medieval fairytale, and the grand staircase leading up to it could easily be a movie set. Inside, shimmering mosaics covered the vaulted ceilings, and the candlelit crypt below offered a moment of serene contrast to the bustle outside.

Finally, we climbed (and climbed!) to Ravello, a tranquil hilltop village that feels suspended between sea and sky. No wonder writers and artists have been retreating here for centuries — it’s the definition of peaceful sophistication. We wandered through Villa Rufolo and Villa Cimbrone’s Terrace of Infinity, where the view seems to stretch into forever.

Lunch was at Giuliana’s View, a hidden rooftop gem framed by geraniums and lemon trees. The food was divine, but the atmosphere — that golden afternoon light spilling over the coast — was what made it unforgettable. We lingered there, reluctant to let the day (and our trip) end.

That evening, we packed our suitcases with sandy shoes and lemon-scented souvenirs, watching the sunset from our terrace one last time. Italy had spoiled us in every possible way.

Day 15: Arrivederci, Amalfi

With our bags packed, we caught the shuttle back down to Sorrento for one final Italian feast — brunch in a lemon garden at O’Parrucchiano La Favorita. The scent of citrus hung in the air as we sat under a canopy of lemon trees, savoring gnocchi alla Sorrentina, eggplant parmigiana, lemon pasta, and frozen limoncello for dessert. It felt like the most fitting farewell meal imaginable.

From there, we retraced our steps — Circumvesuviana train to Naples, Trenitalia to Rome’s Termini Station, then a final transfer to the airport line. Three trains, countless memories.

As we waited for our flight home, we were tired but grateful — sun-soaked, pasta-fueled, and full of stories we’d be telling for years. And maybe, just maybe, wishing for one more day on that magical coast.

Reflections on the Amalfi Coast

Our time on the Amalfi Coast was more than just a vacation — it was a deep exhale. After the whirlwind of sightseeing in Venice, Florence, and Rome, life here slowed to the rhythm of the waves and the clink of limoncello glasses. We traded museum lines for sea breezes, ancient ruins for cliffside cafés, and checklists for moments that unfolded naturally — a swim in Capri’s blue grotto, a quiet gelato under the lemon trees, a sunset shared from our terrace. Traveling as a family, we realized that sometimes the best days aren’t the ones packed with plans, but the ones where you let Italy’s beauty do the planning for you. The Amalfi Coast reminded us to pause, breathe, and simply be — and that’s a souvenir we’ll carry long after the tan fades.

For more details on our three sun-soaked days in southern Italy — including each of our favorite sights, top dining picks, our family’s travel ratings (Fun, Ease, Cost, and Relaxation), and our brutally honest final verdict — check out our blog post: Exploring Sorrento with Teenagers: The Ultimate Family Guide to Italy’s Amalfi Coast.

📅 Our 14-Day Italy Itinerary Summary

✨ Venice | Florence | Rome | Sorrento | Amalfi Coast

Day 1: ✈️ Arrive Venice • Rialto Bridge • St. Mark’s Square • Jewish Ghetto • Dinner @ Osteria Sora Al Ponte
Day 2: 🏰 Doge’s Palace • St. Mark’s Basilica • Gondola ride • Dinner @ Caffè Saraceno Restaurant
Day 3: 🌈 Island Hopping: Murano & Burano • Dinner @ Trattoria Ai Botteri
Day 4: 🎨 Arrive Florence • Uffizi & Accademia • Lunch @ Buca San Giovanni Frigest • Dinner in Oltrarno
Day 5: 🍷 Tuscany Tour: Siena • Vineyard lunch @ Fattoria Poggio Alloro • San Gimignano • Pisa
Day 6: ⛪ Duomo • Baptistery • Giotto’s Tower climb • Piazza della Signoria • Sunset picnic at Piazzale Michelangelo
Day 7: 🥾 Cinque Terre hike: Manorola • Corniglia • Lunch @ Cecio Ristorante Camere • Vernazza • Monterosso • Riomaggiore
Day 8: 🍕 Arrive Rome • Explore Rome by foot • Dinner @ Ristoro Della Salute
Day 9: 🚲 Rome bike tour: Trevi Fountain • Spanish Steps • Pantheon • Borghese Gardens • Piazza Novella • Trastevere
Day 10: ⛪ Vatican: St. Peter’s Basilica • Vatican Museums • Sistine Chapel • Shopping
Day 11: 🏛️ Colosseum • Colosseum Underground Tour • Roman Forum • Dinner @ Hosteria Antica Roma
Day 12: ☀️ Arrive Sorrento • Lunch @ Marina Grande • Poolside afternoon • Dinner @ Bar Orlando
Day 13:🚤 Capri & Blue Grotto boat day • Lunch @ Lo Scoglio Delle Sirene
Day 14: 🚗 Amalfi Coast drive: Positano • Amalfi • Ravello • Lunch @ Guiliana’s View
Day 15: 🍋 Lemon Grove brunch @ O’ Parrucchiano La Favorita • Journey home ✈️

Italy Family Favorites

Rome

“ What I liked best about Italy was being in Rome. Everywhere you turned, you were literally surrounded by history — the Colosseum, the Roman Forum, the Pantheon, sculptures, obelisks, and ancient artifacts everywhere you looked. Just knowing we were walking the same streets as ancient Romans who lived thousands of years ago was surreal. It was a really cool experience, like stepping straight into the pages of history.”
- Bryan

Isle of Capri

“My happiest day in Italy was our boating adventure around the island of Capri and the Blue Grotto. The weather was perfect, the captain was entertaining, and the Faraglioni rocks were spectacular. Everyone was smiling, no one fought, no one complained — a true Italian miracle! It was pure sunshine, sea breeze, and serotonin. It was the perfect day to top off a perfect trip.”
- Heidi

Tuscany

“My favorite part of the trip was our day in Tuscany. It was just so beautiful — all green hills, quiet countryside, and way less hectic than the cities. I loved seeing the rolling hills and endless vineyards and olive groves — such a huge change from Florida where everything’s totally flat. The tall cypress trees were so pretty, too. I would have loved to stay longer.”
- Callan, 17 yo

Cinque Terre

“The Cinque Terre hike along the Blue Trail was one of my favorite days. The views from the trail were insane — bright blue skies, turquoise water, and these rugged cliffs covered in vineyards. About every couple of miles, we’d reach another village, stop for some water or gelato, and then head off to the next one, never totally sure what we’d find. It just felt so good to spend a whole day outdoors after being in big cities for the last few days.”
- Jake, 16 you

Rome Bike Tour: “My favorite thing we did in Italy was the bike tour in Rome. I don’t remember the names of half the places we saw, but it felt like we covered the entire city. We rode past a lot of old buildings, fountains, and statues that I’ve learned about in history class. The best part was biking around the Colosseum. That was pretty cool.” - Max, 13 yo

Family Travel Rating: Italy with Teenagers

🎉 Fun: ️️️️️5/5
Italy delivered nonstop entertainment — no exaggeration. From Jake’s adrenaline-fueled scooter rides through Rome to Max declaring the bike tour his “favorite day ever,” every stop had its own highlight reel. Callan fell in love with the rolling hills of Tuscany, while I’ll never forget our laughter-filled boating day around Capri — perfect weather, stunning views, and (miracle of miracles) not a single argument all day. Even Bryan got to geek out at the Colosseum and Pantheon, soaking in the history he loves. Whether it was hiking the Sentiero Azzurro in Cinque Terre or tossing coins into the Trevi Fountain, there wasn’t one dull day on the itinerary.

🚶‍♀️ Ease: ️️️️4/5
Was it effortless? Not exactly. But for a multi-city adventure with teenagers, it went surprisingly smoothly. The Trenitalia trains ran like clockwork, and we became pros at juggling transfers (even that three-train hop from Sorrento back to the airport). The shuttle at our Sorrento apartment was a lifesaver, and Florence was practically made for walking. Sure, Rome’s traffic and cobblestones tested our patience (and our feet), but having everything so close to our Airbnb in Lazio made exploring easy. Once we learned to roll with Italy’s “organized chaos,” getting around felt like part of the adventure.

💰 Cost: ️️️3/5
Let’s just say Italy and our wallets had a complicated relationship. Gelato every day? Worth it. The private driver along the Amalfi Coast? Worth every euro. But between museum tickets, multi-course meals, and all those “we’re only here once” moments, costs did add up fast. Still, we found great value in staying just outside the main tourist hubs — like our authentic Oltrarno neighborhood in Florence and our terrace-view apartment in Sorrento. So yes, it’s a splurge destination, but one that feeds both your soul and your pasta cravings.

🌴 Relaxation: ️️️️4/5
The pace of our first week (Venice, Florence, Rome) was pure go-go-go — fascinating, but not exactly restful. But the moment we hit the Amalfi Coast, everything slowed down. Poolside lounging, lazy strolls through lemon groves, seafood lunches by the marina, and that dreamy Capri boat day brought the perfect ending to a busy trip. It was like Italy knew we needed a breather. Even the kids traded their sneakers for sandals and just…relaxed.

Final Verdict: Is Italy the Perfect Family Destination?

After two weeks, four cities, countless scoops of gelato, and roughly a million steps logged on our phones, we can confidently say: Italy absolutely delivers for families — especially those traveling with teens. It’s got the perfect mix of adventure, culture, food, and photo ops to keep everyone happy (and off their phones… at least occasionally). Each region offered something different — from the gondola-gliding magic of Venice to the history-soaked streets of Rome and the lemon-scented bliss of Sorrento. Was it all sunshine and tiramisu? Almost. Here’s our honest take:

👨‍👩‍👧‍👦 Ideal Ages: Italy shines brightest with kids 12 and up — old enough to handle a travel day without tears, but still young enough to be wowed by things like the Colosseum or a hike along the Cinque Terre. Our crew (13, 16, and 17) were the perfect mix: curious, hungry, and game for just about anything. It’s not a toddler-friendly trip — too many stairs, not enough playgrounds — but for tweens and teens, Italy hits that rare sweet spot of educational and cool.

📅 Ideal Trip Length: We found 10–14 days to be the magic number. It gave us enough time to wander, linger, and soak it all in without turning sightseeing into a sprint. Our itinerary: Venice ➜ Florence ➜ Rome ➜ Sorrento . . . was just right. Three to four days per city felt balanced: enough time for art and architecture and for lazy evening strolls with gelato in hand. The final stretch on the Amalfi Coast was the perfect exhale after the big-city energy of Rome. Any shorter, and you’ll feel rushed; any longer, and your credit card (and calves) might need a break.

⛔ Skip Italy If . . . you’re craving a low-effort beach vacation or your crew melts down after an hour in a museum. Italy rewards curiosity, stamina, and a bit of flexibility. Expect cobblestone streets, crowds, and the occasional “Are we seriously climbing another dome?” moment. Skip it if your idea of relaxation is a swim-up bar and a pool float — this trip is more about adventure than lounging. But if you love a mix of history, pasta, and pinch-me moments (like boating around Capri or watching the sunset over the Arno), Italy is pure magic — chaotic, carb-loaded, and completely unforgettable.