Curator’s statement
Italy stands out as one of Europe's most beloved destinations, and it's easy to see why – warm and welcoming locals, captivating history, awe-inspiring art and mouthwatering cuisine make it an irresistible choice! Italy weaves its magic for every generation. Whether you're dealing with toddlers, wrangling teenagers, exploring with adults or enjoying the wonders with grandparents, there's truly something for everyone. In this guide, I'm kicking things off with three of Italy's most iconic cities: Rome, Florence and Venice.
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Where to stay
Elizabeth Unique Hotel
This chic five-star getaway, housed in a handsome 17th-century palazzo, boasts locally sourced, gourmet dining and some of Rome's most personable service.
Fora Perks
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$25 hotel / resort credit.
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Complimentary aperitif.
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Breakfast daily.
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Upgrade & extended check-in/out whenever possible.
Portrait Firenze
Portrait is an incredibly personal place where discerning travelers find the exclusivity they relish.
Fora Perks
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$100 food / beverage credit.
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Breakfast daily.
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Upgrade & extended check-in/out whenever possible.
Cipriani, A Belmond Hotel, Venice
This glamorous Giudecca Island icon is prized for its lagoon views, famed cocktail bar, enchanting gardens and pool.
Fora Perks
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$100 food / beverage credit.
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Breakfast daily.
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Upgrade & extended check-in/out whenever possible.
Unlock perks by contacting Micah to book your trip.
Day 1: When in Rome
Start your trip in Rome, the capital city of Italy. After checking into your hotel, start your day at the Piazza del Popolo. Take a stroll through the square, capturing the essence of this historical meeting point. Walk along Via del Corso. Explore the shops and boutiques, and when the kids (and parents!) need a pick-me-up, make sure to stop at one of the many Gelaterias for a refreshing treat.
In the afternoon, brave the crowds at the world-famous Spanish Steps. Continue to the mesmerizing Trevi Fountain. Although you will surely be competing for space with many other visitors, the beauty and grandeur of these landmarks are not to be missed.
Get a taste of true roman cuisine your first night at Al Moro. Don’t miss the Spaghetti al Moro, a house specialty known for its flavorful combination of ingredients. The cozy atmosphere and delicious pasta make for a memorable evening.
Day 2: Roman Marvels
After breakfast, venture over to The Colosseum.
Pro Tip: for a seamless, family-friendly experience, book a skip-the-line tour in advance with The Tour Guide.
The experience proves to be excellent, especially for the kids. After learning about the incredible history of the Colosseum, the tour continues through the historic Roman Forum and Palatine Hill, where the excavation of Augustus' house unveils original paintings on the walls, reminiscent of Pompeii's preserved beauty.
After the Colosseum tour, grab a traditional Roman lunch at Monti 79. When you’re finished, spend the afternoon at the Borghese Gardens, where rolling hills, fountains and trees create a picturesque backdrop.
For dinner, check out Taverna Trilussa in the hip area of Trastevere. Don’t miss the red prawns and the truffle pasta! After dinner, take a stroll through the charming streets of Trastevere, known for its picturesque alleys and great nightlife.
Day 3: Exploring Rome on Two Wheels
Take a bike tour through Rome on your third day. Pedal through Testaccio, Trastevere, the Jewish Quarter and Piazza Navona, absorbing the unique charm each district has to offer and stopping for lunch at one of the many cafes in the area.
In the afternoon, head to Vatican City to visit St. Peter's Basilica and the Vatican Museums, including the Sistine Chapel. Consider booking tickets in advance to skip the lines. If time permits, grab a cab (or hop on an electric scooter!) to the Monti neighborhood to explore the cool vintage shops. Have dinner at the delectable La Tavernaccia.
Day 4: Rome to Florence
Take a morning train from Rome to Florence.
First stop in Florence
The renowned Accademia Gallery, where you’ll marvel at Michelangelo's masterpiece, the David. Continue your exploration with a tour of the iconic Duomo, immersing yourself in the history and architectural beauty of Florence. Don’t miss out on the climb to the top of the Duomo, where you’ll be rewarded with panoramic views of the city.
Stop for lunch at Nuvoli, a hidden gem with traditional Florentine cuisine. Walk off lunch as you wander through the charming streets of Florence. Cross the Ponte Vecchio- a famous medieval bridge lined with shops.
As the sun sets, grab a cocktail at the rooftop bar at Hotel Continental. You can also enjoy a relaxing evening at the family-friendly Piazzale Michelangelo, offering panoramic views of Florence. Witness the city's beauty as it comes alive in the evening light.
Enjoy dinner at Buca Mario and be sure to try the Florentine steak.
Day 5: Palatial Wonders, Gardens and a Journey to Venice
Start your morning at the Pitti Palace, where the kids can run free in the breathtaking Boboli Gardens. Or discover the Uffizi Gallery, which houses a remarkable collection of Renaissance art. Stroll across the Ponte Vecchio, a famous medieval bridge lined with shops.
Take an afternoon train to Venice. After checking in to your hotel, take a water taxi to the fascinating Jewish Ghetto where you can find some of the best Cicchetti (small plates) around. Pair your snacks with a glass of wine or a spritz, and you’ll find you never want to leave this magical city!
Day 6: Take an iconic gondola ride through the picturesque canals of Venice
Spend your day exploring some other can’t miss sites and experiences, such as San Marco Square (beware the pigeons!), St. Mark's Basilica, and the Peggy Guggenheim Museum.
Have dinner at Antiche Carampane (be sure to try the crab pasta) or dine in style at da Ivo.
Day 7: Departure Day: A Graceful Farewell from Venice
Ride in style from your hotel to the airport via a water taxi, soaking in the final views of Venice as you bid farewell. Arrivederci, Italia!
Need to know
If you have longer than a week, consider adding a few days in Tuscany on your way from Rome to Florence (if visiting in the Spring or Fall). If you visit during the summer, consider adding a coastal region such as the Amalfi Coast.
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Travel Advisor
Micah Drimmer
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Looking for more travel inspiration? Check out my guide, Chic Retreat: A Girls' Long Weekend in Paris.
This guide is part of our ongoing series on travel to Italy.