Day 1 – Monday, September 7

Your Italian adventure begins! Board your overnight flight to Rome and prepare for seaside villages, ancient ruins, and vineyard-covered hills with fellow curious, kind travelers.

Day 2 – Tuesday, September 8

Welcome to Italy! Upon arrival in Rome, board your private coach and head to Naples. Settle into the Gold Tower Lifestyle Hotel before a festive Welcome Dinner at Mama Eat—known for its inclusive menu and classic Neapolitan flavors. (D)

Day 3 – Wednesday, September 9

Travel along the stunning Amalfi Coast. Begin in Ravello with lush gardens and panoramic views, then continue to Positano for free time to explore its colorful streets, boutiques, and beach. Return to Naples with your heart full of beauty. (B, L)

Day 4 – Thursday, September 10

Enjoy a free day in Naples—wander the piazzas, sip espresso, or visit a museum. Or, join an optional excursion to the Isle of Capri to explore sea caves, Anacapri shops, or ride the Monte Solaro chairlift. (B)

Day 5 – Friday, September 11

Step back in time on a guided tour of Pompeii’s ancient ruins. Later, return to Naples and roll up your sleeves for a pizza-making class with a local pizzaiolo. Learn the secrets of Neapolitan pizza—and eat your masterpiece! (B)

Day 6 – Saturday, September 12

Travel north to Rome. Visit iconic sites like the Colosseum and Roman Forum with a local guide. Enjoy lunch in the city before checking in to the Dharma Luxury Suites. This evening is yours to explore. (B, L)

Day 7 – Sunday, September 13

Choose your pace: relax in Rome or join an optional guided Vatican tour, including the Sistine Chapel and St. Peter’s Basilica. Reunite this evening for a rooftop dinner with sunset views over Rome. (B, D)

Day 8 – Monday, September 14

Head into the golden hills of Tuscany. Stop for a wine and olive oil tasting at a boutique winery, then settle into Borgo Casabianca, your peaceful countryside villa. Tonight, enjoy a chef-prepared dinner under the stars. (B, D)

Day 9 – Tuesday, September 15

Visit Montepulciano, known for its wine and charm. Explore the hilltop town, then head to Icario Winery for a tour and al fresco lunch paired with Vino Nobile. Return to the resort for a quiet evening. (B, L)

Day 10 – Wednesday, September 16

Start with a hands-on Tuscan cooking class, then enjoy your homemade lunch. In the afternoon, visit Castello di Verrazzano in Chianti for a winery tour and tasting. A perfect day of flavors and countryside views. (B, L)

Day 11 – Thursday, September 17

Travel to Siena for a guided walking tour through its medieval streets and famed Piazza del Campo. After free time for lunch and exploring, return to the villa. Tonight, toast your journey at the farewell dinner. (B, D)

Day 12 – Friday, September 18

Travel back to Rome for your afternoon flight home. You'll leave with new friends, full hearts, and unforgettable memories of Italy. (B)