Spring Break in Italy: Where to Go and What to See in 5 Nights
Italy in the spring is pure magic—warmer days, blooming landscapes, and the buzz of approaching Easter celebrations in the air. Whether visiting for the first time or returning to explore a new region, five nights in Italy can be just enough time to create unforgettable memories—if you plan wisely.
But here’s something to remember: 2025 is a Jubilee Year in Italy, meaning Rome will be especially busy with religious celebrations and pilgrimages. The good news is that coming during Spring Break means you’ll be back home before the Easter crowd arrives. If you're coming during the Easter period though, I recommend avoiding Rome. If you’re set on visiting Rome anytime this year, it’s worth checking the official Jubilee calendar before planning your itinerary.
With just five nights, you have two main options: a whirlwind trip, where you check off as many highlights as possible, or an immersion experience, where you slow down and savor one region in depth. Either way, with some thoughtful planning, your Italian spring break can be equal parts adventure and relaxation.
Note: All of these trips take advantage of flying in and out of different cities which I highly recommend for short vacations if possible.
Immersion vs. Whirlwind – Which One Are You?
If you’re the kind of traveler who loves soaking in the atmosphere, taking strolls, and truly experiencing a destination, an immersion trip is for you. This means choosing one place as your home base and using it to explore the surrounding areas while allowing time to relax and savor the moments.
On the other hand, if you love ticking off as many bucket-list locations as possible and don’t mind packing and unpacking a few times, then a whirlwind trip will maximize what you see in a short time.
No matter which approach you take, keep in mind that day one and day six are often lost to travel, leaving you with four—maybe five—full days to experience Italy. That’s why choosing the right itinerary is key.
Italy Itineraries You’ll Love for a Short Break
Here are three itineraries that allow you to enjoy your time rather than just rush through it:
Young family break from the Rome crowds in the gardens of Villa Borghese
Suggested Itinerary #1:
The Classic Highlights: Rome – Florence – Venice
This is the Italian adventure you’ve been dreaming of—a journey filled with ancient wonders, breathtaking views, and unforgettable moments. Imagine walking through history in Rome, indulging in Tuscany’s rich flavors in Florence, and getting lost in the romance of Venice. This itinerary blends iconic sights with authentic experiences, ensuring your trip is as magical as the country itself. And what better way to cherish these once-in-a-lifetime memories than with a professional photographer capturing the joy and connection of your family against Italy’s most stunning backdrops?
Day 1: Arrive in Rome & Explore
You’ve finally arrived in Rome! The excitement is palpable as you step into a city where history whispers from every corner. Today is all about soaking in the atmosphere without rushing. Start at Piazza del Popolo, letting the grandeur of the architecture welcome you, before strolling through the serene gardens of Villa Borghese. Pause for a rowboat ride on the lake, laughter echoing through the trees.
A mid-afternoon snack is in order—savor local delights; pizza al taglio or supplì, or gather picnic essentials to enjoy in the gardens.
Local tip: Depending on your energy levels, visiting the Vatican (pre-purchase tickets required) and Castel Sant’Angelo today can make tomorrow even more relaxing.
As the golden hour sets in, take a taxi to Trastevere for aperitivo- a perfect option for a light dinner which allows you to get back “home” by bedtime. If you’re hungrier than that but can’t push out bedtime, Glovo is like Uber Eats and will deliver to your hotel. Good to know: Restaurants open at 7:30 PM for dinner at the earliest unless they cater to tourists.
Stay in Rome
Related: Where to stay in Rome with kids
Day 2: Ancient Rome & Vatican City
Wake up early and make your way to Trevi Fountain while the city is still quiet.
Wander through time as you explore the Colosseum and Roman Forum. Tip: A pre-booked kid-friendly Rome tour guide can turn history into an engaging story rather than a lesson- and allow you to enjoy it too!
Take a break with a long Italian lunch—Pasta alla Carbonara is a Roman classic, or opt for an option unique to spring; Carciofi alla Romana, or Carciofi alla Giudia.
If you didn't visit yesterday, The Vatican is a must—standing beneath Michelangelo’s Sistine Chapel is an experience beyond words. Don't forget to pre-book tickets.
After a full day of exploring, wind down with a rooftop aperitivo, watching the city lights flicker to life. If you have little people with early bed times, purchase a bottle of local wine to enjoy on your balcony- just don’t forget a corkscrew!
Hint: If possible, end your day with a breathtaking walk from the Colosseum down Via dei Fori Imperiali. The illuminated ruins create the perfect open-air museum.
Stay in Rome
Day 3: Travel to Florence & Explore
An early fast train (90 minutes) whisks you to Florence, where Renaissance beauty awaits.
After dropping your bags at your hotel, immerse yourself in art and history. A kid-friendly scavenger hunt or a visit to Galleria dell'Accademia to meet David makes for a memorable morning for all ages.
When hunger sets in, embrace lunch local style with a schiacciata. Enjoy your Florentine sandwich on the steps of a centuries-old church. Feeling adventurous? Try Panino con Lampredotto instead, a true Florentine specialty.
Schiacciata Tip: Skip the crowds at All'Antico Vinaio and opt for one of the many hidden gems serving just as delicious sandwiches.
Climb Duomo’s 463 steps (bookings required) to take in the view, knowing this moment is one you’ll want to remember forever.
Refuel your energy with gelato at Vivoli before strolling through San Lorenzo leather market. Alternatively, craft a personal souvenir with a perfume, leather, or watercolor workshop—a tangible memory of your time in Florence.
For dinner, indulge in the famous Bistecca alla Fiorentina. Many restaurants will claim to have the best, but the locals tend to agree that Trattoria 13 Gobbi is the place to go (they also open for lunch if you’re worried about the late dinner impact on bedtime.)
Stay in Florence
Day 4: Florence’s Highlights & Train to Venice
Start your morning with the most breathtaking view of Florence at Piazzale Michelangelo—a picture-perfect backdrop for professional family portraits in Florence that will tell the story of your trip for generations.
Wander through the elegant Boboli Gardens and Palazzo Pitti, imagining life as part of the legendary Medici family.
Before crossing Ponte Vecchio into the heart of Florence, and dine where the locals do — in Oltrarno, away from the crowds.
Spend the afternoon lost in the masterpieces of the Uffizi Gallery, your family-friendly guide breathing life into Botticelli and Da Vinci.
As evening falls, board a 2-hour fast train to Venice with a packed dinner, or grab Scartosso (Venetian fried seafood) once you arrive.
Stay in Venice
Related: Suggested Northern Italy Itinerary
Day 5: Venice & the Islands
Wake up to the magic of Venice! Get lost among the canals watching gondolas!
Step into St. Mark’s Square, feel history beneath your feet, and walk through the ancient Jewish quarter, Europe's first ghetto.
After a big breakfast, board a Vaporetto to Murano (glass-blowing island) or Burano (colorful fishing village)- or join an excursion for both!
For a truly immersive experience, trade the traditional afternoon gondola ride for a Learn to Row lesson—a unique and interactive way to connect with Venice’s maritime soul.
Before heading back to your hotel, savor cicchetti, Venice’s version of tapas available all day, in a lively bacaro, soaking in the energy of this one-of-a-kind city.
Stay in Venice
Day 6: Departure
Say goodbye to wonderful Italy and head to Venice Marco Polo Airport for your flight home!
This isn’t just a trip; it’s a story waiting to be told. And what better way to tell it than through breathtaking photographs? Whether it’s a sunrise session in Florence, golden hour in Rome, or a dreamy gondola portrait in Venice, investing in professional photography ensures you’ll relive these incredible moments forever. Let’s capture your journey together!
Family photoshoot at their Tuscan villa!
Suggested Itinerary #2:
Italy at a Family-Friendly Pace: Tuscany + Highlights of Venice & Rome
If that five-day highlights itinerary feels too packed, why not slow down and enjoy a more relaxed adventure? This itinerary is designed for families who want to balance sightseeing with downtime, giving kids (and parents!) a chance to take in Italy at a comfortable pace. Fly into Venice for a night, spend a few days in the Tuscan countryside, where little ones can run through vineyards while you sip wine, and where hands-on experiences like truffle hunting and pasta-making bring everyone together. Then, wrap up your trip in Rome, where ancient history comes to life before you fly home with a heart full of memories—and hopefully, a camera roll full of them too.
Day 1: Arrive in Venice – A Magical Start
Begin your Italian adventure in Venice, where even kids will be enchanted by the winding canals and boats everywhere. Take inspiration from Itinerary #1 to make the most of today and tomorrow morning!
Ride a vaporetto, explore hidden alleyways, and sample scartosso and cicchetti for easy, kid-friendly local foods.
Stay in Venice
Day 2: Venice to Florence to Chianti – From Gondolas to Rolling Hills
Enjoy one last morning in Venice before taking the fast train to Florence.
Store your luggage at the Florence station and enjoy a fun, delicious lunch stop (try schiacciata, a local favorite- more on that in Itinerary #1!).
A driver can take you from Florence to your Tuscan agriturismo, or you can pick up a rental car and enjoy the drive through scenic countryside.
Stay at an agriturismo in Chianti
Related: Tuscany’s most beautiful family-friendly Agriturismo
Day 3: Tuscany – A Day to Remember
Start your morning with a family photoshoot at your Tuscan agriturismo—a chance to capture this unforgettable trip with professional portraits.
Take part in an on-site activity, like a truffle hunt or a hands-on cooking class (I can stay to photograph these special moments, too!).
Rent bikes or Vespas to explore nearby villages, or simply relax by the pool while the kids play.
Enjoy a delicious Tuscan steak dinner at Ristomacelleria del Borgaccio in Poggibonsi, or opt for a cozy farm-to-table meal at your agriturismo.
Stay at an agriturismo in Chianti
Day 4: Tuscany – Medieval Towns & Gelato Stops
If you haven’t hired a car, arrange a driver for a relaxed day exploring Tuscany’s most charming hilltop villages.
Visit San Gimignano, where medieval towers line the sky—and where you’ll find some of Italy’s best gelato!
Wander through Monteriggioni, a fairytale-like fortress town, or explore the lively piazzas of Siena.
If the adults want to enjoy a winery tour, many offer outdoor spaces where kids can play while you sample Chianti’s finest.
Stay at an agriturismo in Chianti
Day 5: Tuscany to Rome – A Final Stop Before the Eternal City
Say goodbye to the countryside and head to Rome, stopping in Orvieto for lunch and a quick exploration of the impressive Pozzo di San Patrizio.
If your kids love adventure, consider adding stops at Civita di Bagnoregio (a town perched atop a cliff) or the playful Parco Dei Mostri.
After checking into your hotel in Rome, take a relaxed evening stroll down Via Dei Fori Imperiali to see the Colosseum glowing at sunset.
Enjoy a Roman-style dinner, with pasta dishes that even picky eaters will love.
Hint: Orvieto is on the train line between Florence and Rome, making it an easy stop even if you’re traveling by rail!
Stay in Rome
Related: Best family-friendly hotels in Rome
Day 6: Depart from Rome – Taking Memories Home
Squeeze in one last cappuccino or gelato before heading to the airport.
Fly home with the best souvenirs of all—memories of an incredible family adventure, captured in beautiful photographs.
This itinerary isn’t just about the places you’ll see—it’s about the memories you’ll create together as a family. Let’s make sure those moments are captured in professional portraits, so you can relive them for years to come.
Family enjoy gelato in Lecce, Puglia
Explore Italy’s Southern Coastal Charm: A Perfect 7-Night Itinerary to Rome, Puglia and Naples
If you can extend your trip to seven nights, a seaside escape is well worth it. This itinerary is perfect for those who’d prefer to relax on Italy’s coast, soaking in stunning views, local food, and a slower pace of life. It’s ideal for return visitors or those who prefer unwinding over visiting museums. The trip begins in Rome, then heads to Puglia, and ends in Naples.
Suggested Itinerary #3:
Day 1: Rome
Arrive in Rome and walk off any jetlag by exploring key sights: start at The Colosseum (pre-book tickets if you want to go inside), stroll down Via dei Fori Imperiali, stop by Trevi Fountain, and head up to the Spanish Steps (take the metro from “Spagna” to your hotel).
Tip: If you arrive at Fiumicino Airport and travel into the city by train, you’ll get off at Termini. There is also a metro stop there so book accommodation near a metro stop on Line A if you’ll be using public transport.
Stay in Rome
Day 2: Rome – Puglia
Start your day with early access to the Vatican (book tickets in advance), then catch a midday train to Puglia (about 4 hours).
Arrive in Monopoli, a small seaside town perfect for a quiet retreat. Spend the late afternoon wandering around the charming town before indulging in fresh seafood for dinner.
Tip: Shops close for a long lunch (1-4 PM), so plan accordingly. If flying, there are direct flights from Rome to Bari or Brindisi, but I find the train to be more comfortable.
Stay in Monopoli
Day 3: Monopoli
Ease into the day with a morning photoshoot by the ancient harbour. Enjoy breakfast in Piazza Garibaldi and then explore Castello Carlo V. If you're in the mood for adventure, book a boat trip or sailing experience (I can join for photos!). If it's cool, take a 15-minute train to Polignano a Mare or enjoy an afternoon cooking class.
Stay in Monopoli
Day 4: Alberobello & Matera
Hire a driver for a day trip to the UNESCO-listed town of Alberobello (45-minute drive). Early morning is the best time to see the iconic trulli houses before the crowds arrive.
Afterward, head to Ostuni for lunch (I recommend Osteria del Tempo Perso).
If you're up for more exploring, continue to Matera (famous for its cave dwellings and used in a Bond film). If you love hiking, add a stop at Gravina di Laterza for stunning views of the largest canyon in Europe.
Return to Monopoli for a relaxing evening with a glass of wine.
Stay in Monopoli
Day 5: Salento
Choose your next adventure—train to Lecce for a wander through its baroque streets, sampling local pastries, or take a driver for a day tour
Option 1: Take the train to Lecce, explore the baroque city, enjoy a local pastry (Pasticciotto) with coffee, and savor a delicious lunch before returning to Monopoli.
Option 2: Hire a driver for a day trip to the Salento region, visiting Lecce and either the Adriatic or Ionian Sea. The first allows you to explore Otranto, Grotta Zinzulusa, the later, to hike and swim in Porto Selvaggio. Finish with dinner in Ostuni if you haven’t visited yet.
Stay in Monopoli
Related: Vising Lecce
Day 6: Bari – Naples
Check out from Monopoli and catch a train to Bari. Stroll the historic center and watch women making Orecchiette pasta in the streets. After lunch (a dish of Orecchiette of course!), catch the train to Naples.
Arrive in Naples, the birthplace of pizza, and enjoy an authentic pizza dinner in the city.
Tip: Book a train which arrives in Naples before dark, and have a taxi booked to take you to your hotel. Choose a hotel close to the waterfront in Santa Lucia.
Stay in Naples
Day 7: Mount Vesuvius & Napoli Sotterranea
After breakfast, take a shuttle bus up to Mount Vesuvius (don’t forget to pre-book tickets). Hike to the crater- always a hit with kids, and enjoy panoramic views of the Bay of Naples.
Return to Naples for lunch, then take a tour of Napoli Sotterranea, where the fascinating underground history is brought to life by knowledgeable guides.
Day 8: Departure
Indulge in a decadent Neapolitan breakfast (cakes, pastries, and more) before heading to the airport.
If your flight is later, consider doing the Napoli Sotterranea tour today before your departure instead of yesterday.
This itinerary offers a perfect balance of sightseeing, relaxation, and local experiences, with plenty of time to savor Italy's coast and vibrant southern culture.
Making Memories That Last a Lifetime
Italy isn’t just about sightseeing—it’s about experiencing the magic of its landscapes, flavors, and connections. Whether you’re watching your kids run through a piazza in Florence, savoring a gelato by the canals of Venice, or soaking in the golden light of a Tuscan vineyard, these moments deserve to be captured.
A family photoshoot in Italy is the perfect way to bring home more than just souvenirs. Imagine a beautiful album of your time here, filled with images that not only capture the Italy you experienced but also the love that unites your family. If you’re visiting one of these incredible destinations, consider booking a session to document your journey in a way that feels effortless and timeless.
Planning a trip? Let’s chat about how to make your Italian adventure unforgettable—both in the moment and for years to come.
Hi, I’m Kirstie
Photographer and Australian expat living her best gelato life
Love of my husband (but mostly of cheese) brought me to Italy in 2020. He was desperate to be back with his Italian family. And honestly, what Aussie girl could pass up the chance to move to the land of pizza and gelato?! (Seeing a food theme here?)
My decade of photography experience was inspired by a trip of a lifetime. My grandparents took me on a trip to Europe when I was a teen, then gifted me an album so I’d never forget it. That album quickly became a staple of family visits and storytime.
When I moved to Italy, I was surprised how rare that type of printed keepsake is for the locals. It’s quite literally a foreign concept - tourists won’t find that type of session here.
It inspired me to recreate an experience for others as deeply meaningful to them as my grandparent’s infamous vacation album has been to me.
Read more about my grandparent’s legendary vacation album! →
So that’s my mission with Classico Portraits: to provide the same timeless centrepieces for families like yours visiting Italy.
Are you coming to Tuscany with your spouse or family? Let’s customise a photoshoot experience to suit you and your personality!
Vacations gift us the rare space to spend quality time together.
Hold onto these moments through quality photographs on your walls.
