Day-by-Day Itinerary

Please note that the below sample itinerary is not representative of your final itinerary (unless you choose not to personalize it further). The purpose of this itinerary is to provide you with a general idea of what your day might look like. Your actual day-by-day itinerary will be fully customized to suit your trip schedule and specific needs.

Day 1

Get ready for the trip of a lifetime! Today, you’ll board your flight from the United States to Rome, Italy. Upon arrival, you will go through customs and immigration. If you’d like to book a transfer to your hotel, please let us know.

Fight the jet lag and head out to explore Rome. A trip to the Trevi Fountain is a must – be sure to take three coins to throw in the fountain. The first guarantees your return to Rome, the second will ensure a new romance, and the third will ensure marriage.

Day 2

Wake up early today and head for the Vatican. You may want to purchase a walking tour or ‘skip the line’ ticket to avoid the lengthy queues. Explore one of the world’s most extensive and beautiful art collections, in particular Michelangelo’s ‘Creation of Adam’ in the Sistine Chapel. Vatican City is the world’s smallest country, so be sure to head to the post office and send a letter to your loved ones as a reminder of your trip.

Afterwards, head to nearby restaurants for authentic Italian snacks and other tasty dishes. Avoid tourist hotspots by looking for locals inside - zucchini flowers, suppli, pastries, and pizza are all worth trying while in Rome.

Day 3

Spend your final day exploring the Capitoline Museums, three of the oldest in the world, which contain artifacts from the ancient Roman world. In the afternoon, check out some of Rome’s hidden gems such as the Baths of Diocletian, a bathhouse dating back to 300 A.D.

Afterwards, take a stroll down the Tiber River. Cross the river then and explore the local neighborhoods and backstreets in and around Piazza Navona and the Campo de Fiori (flower market). For dinner, there are lots of restaurants in the area and the bars and nightclubs stay crowded until long after midnight.

Day 4

Continue your Italian adventure to Florence today, just under a half-hour train journey away. Make your way to your hotel, check-in, then head out to explore the city. We recommend booking a sightseeing tour today so you can see all the iconic sights Florence has to offer and learn more about its history.

If not, take a self-guided tour taking in the Church of Santa Croce, the Piaza della Signoria and the Uffizi Gallery, where you can view the works of Botticelli, Michelangelo and Leonardo da Vinci.

Day 5

Get up early and head out to see more of Florence’s sights today. Stroll the charming Viale dei Colli to the Piazzale Michelangelo, where you can admire wonderful panoramic views of the city. See Giotto’s bell tower, the famous Porta del Paradiso and the Cathedral.

This evening, head to a local restaurant to savor Tuscan cuisine. Tuscany is a prominent grape-growing region and the wines produced here are second to none – be sure to have a glass (or share a bottle!) with your meal.

Day 6

You’ve another day to experience Tuscany; perhaps you’ll take a day trip to Cinque Terre, the Leaning Tower of Pisa or the Tuscan hilltowns to get an authentic feel for the region.

This evening, head back to Piazzale Michelangelo for marvelous views of the city at sunset. Grab dinner at a local eatery, then a visit to the museum in Palazzo Vecchio by night is a must to see some of the greatest masterpieces of the world with no crowds. Stop for an Aperitivo before heading back to your hotel.

Day 7

Take a short 2-hour train ride to Venice today and make your way to your hotel. We recommend adding a sightseeing tour of Venice to your itinerary so that you can get to know the city and be ready for a couple more days of exploring!

After your tour, take some time to wander the city’s maze of canals and backstreets at leisure. Don’t worry if you get lost – this is just one of the quirks of the city and you’ll get to see a plethora of hidden gems.

Day 8

Depart your hotel and make for St Mark’s Square to beat the crowds. Head to the Basilica for early morning mass, taking in the glimmering mosaics inside. Visit the Accademia gallery, the Peggy Guggenheim Collection and the Frari basilica to see a collection of academic, artistic and religious artifacts.

No trip to Venice would be complete without a Gondola ride; be sure to hop aboard a gondola and take to the canals of the city, taking in beautiful architecture and history as you go. Just let us know if you’d like to add a gondola ride to your package and we can pre-book this for you – booking in advance will save you money.

Day 9

Explore Venice’s outlying islands today. Perhaps you’ll choose to visit Murano today, a Venice in miniature. Here, you can see the lagoon’s famed glass-blowing workshops and learn more about this fascinating technique. Burano is a quiet fishing village with beautifully-colored houses, while Torcello offers a glimpse of what old Venice would have looked like.

This evening, hop on a vaporetto to Rialto Bridge, timing your arrival to coincide with sunset. Enjoy a meal at an authentic Italian restaurant, then enjoy a leisurely stroll to Caffe del Doge to mingle with the locals while enjoying post-dinner ice cream and the best coffee in Venice.

Day 10

Sadly, your trip has come to an end. We are happy to arrange a transfer from your hotel to the airport – please just ask.

Additional Days

Should you wish to add extra days to existing cities/destinations or add new destinations to your pre-designed package, you will be able to do so during the submission process. Note that this will incur additional planning fees per additional day at checkout. Your final package cost will also change depending on how many additional travel components are needed for the extra days.