Your complimentary, private transfer takes you to your local departure airport. On arrival at Rome's Fiumicino Leonardo da Vinci Airport, you will be met and transferred to your elegant five-star hotel, facing the famous Piazza Barberini. At 6:00 pm, meet your Traveling Concierge and fellow travelers for a short stroll to the Trevi Fountain, enjoying the romance of the Eternal City as night falls, before gathering for a spectacular Welcome Dinner of delicious Italian cuisine and wine at an elegant local restaurant near Piazza Navona.

Our fast-track entry into the Vatican Museums is the best way to enjoy the timeless Papal art collection. Enter Michelangelo's Sistine Chapel for a private tour with a Local Expert before it opens to the public. Continue to St. Peter's Basilica, before seeing the Roman Forum and visiting the grand Colosseum. Enjoy time at leisure in the afternoon, perhaps relishing an espresso at a piazza cafe or walking along the romantic Tiber River. In the evening meet Debora, your local EatWith host, for a home-cooked Italian meal served at her wonderful city-center flat located on Janiculum hill with splendid views over the city.

Journey to the ill-fated town of Pompeii, frozen in time since A.D. 79 when it was violently engulfed by an eruption of Vesuvius. Join your Local Expert to learn about the lifestyles of the people who once lived here and explore the remnants of ancient shops, baths and patrician villas. Journey on to the Bay of Naples where you’ll board your hydrofoil bound for the sun-drenched Isle of Capri. On arrival, enjoy an escorted ride in an open-top taxi to your exclusive hotel. Settle in and appreciate the splendors of Capri at your leisure, long after the day-trippers have returned to the mainland.

Embark on a dazzling cruise to see the white grotto and spectacular cliffs of the island, before arriving in Capri town to cool off with a refreshing lemon granita. Walk with your Local Expert to the gardens of Caesar Augustus to view the legendary Faraglioni Rocks, jutting out of the water. Prepare for a Highlight Lunch at the incredible Michelin-starred Mammà. Enjoy exclusive views over the Gulf of Naples while savoring Mediterranean flavors created with passion from fresh, local produce by chef Salvatore La Ragione. Enjoy the rest of the day at leisure, perhaps treating yourself to a pampering massage at your hotel’s day spa.

Return to the mainland and travel north along the Highway of the Sun to the winding, cobbled streets of Assisi for a guided visit to the imposing Basilica of St. Francis with your Local Expert. Continue on to the Umbrian capital of Perugia. Ascend from the lower town, through the maze of medieval streets, to your five-star deluxe hotel. In the afternoon, meet your Local Expert for a walk along Perugia's Corso Vannucci to the main square where you’ll see the Great Fountain, Collegio del Cambio and the splendid Prior's Palace. Spend the evening at your leisure; perhaps soaking up the vibrancy of this historic university town from a local cafe.

Discover the preserved heritage of textile loom-weaving at the Laboratorio Giuditta Brozzetti, a weaver’s workshop situated inside a 13th-century Franciscan church. Meet Marta, the workshop director and recipient of a TreadRight Foundation grant, and learn how this medieval craft has been kept alive over the generations. Continue your journey north through glorious Tuscan landscapes to hilltop San Gimignano and stroll through its serpentine alleyways to taste the award-winning gelato of Sergio Dondoli. Travel to the Chianti region to meet your Local Expert for a guided tour through the former house and Mediterranean gardens of the Italian Renaissance diplomat and writer, Nicolo Machiavelli. You’re invited to join a special opening of his private office where he famously wrote 'The Prince' and then to enjoy an exclusive wine tasting in his original cellar. Taste a variety of wines from his cellar including a rare Super Tuscan, one of the world’s most renowned wines. Conclude your visit with a light lunch of Farm-to-Table Tuscan snacks.

Chairman's Collection

If you are traveling on a Chairman's Collection departure, you are invited to an exclusive lunch and wine tasting with Marchese Mazzei at his centuries-old Tuscan estate. This experience will replace the lunch and wine tasting at the home of Nicolo Machiavelli.

For a relatively small city, Florence boasts an abundance of art and architectural masterpieces, chic boutiques and fabulous restaurants. Explore Florence Your Way with a choice to join an art historian for an insider's guide to this romantic city. Admire Michelangelo's original statue of David in the Accademia Museum, before strolling to the cathedral, baptistery and open-air gallery of Piazza della Signoria. Alternatively, join a local foodie on a walking tour of the best gastronomic treats in this Tuscan town. Enjoy Florence in the afternoon at your own pace or return to your renaissance hotel for a relaxing afternoon spent in its tranquil Tuscan gardens. In the evening, gather for a delicious dinner with wine, served at served at Rivasud, a local restaurant in delightful Barberino Di Mugello.

Join a professional chef and uncover the secrets of Tuscan cooking during an authentic culinary masterclass set in a historic villa. Complete your cooking experience by savoring the fruits of your labor with a lovely lunch. In the afternoon, travel to Pisa and meet your Local Expert to view the splendid Duomo, baptistery and, of course, the famous gravity-defying Leaning Tower of Pisa!

Journey northwest towards the Cinque Terre, a UNESCO World Heritage Site. Join your Local Expert in the picturesque fishing village of Manarola, then cruise along the rugged coast to explore Monterosso's medieval quarter and popular sandy beach. Enjoy lunch at leisure, then journey by train to the resort town of Rapallo. Your prestigious hotel offers striking views.

Cross the fertile Po Valley to Verona, home of Shakespeare's star-crossed lovers. Stroll past the well-preserved Roman Arena and through a maze of elegant squares to stand beneath the balcony said to have belonged to the Capulet family. Continue on to your five-star luxury hotel in Venice. In the evening, you are invited to an after-hours private visit of the magnificent Doge's Palace. As all crowds disappear, discover the history, art and culture of the Venetian Republic with your Local Expert.

Discover the majestic wonders of Venice on a guided walk with your Local Expert. Admire St. Mark's Basilica and see the Bridge of Sighs, witness the age-old skill of glassblowing at an arts center and finally take your seat in a traditional gondola for a serenade through the romantic canals. In the afternoon, cruise to the idyllic fisherman's island of Burano and arrive just in time for a spectacular Celebration Dinner. Raise a glass of local Italian wine, as you toast to new friendships and memories.

After breakfast, bid farewell to your travel companions and transfer by private boat to Venice Marco Polo Airport for your onward journey. On arrival at your home airport, your driver will greet and escort you to your waiting car for your private transfer home.