Day 1 – Depart for Italy

Your Italian adventure begins with an overnight flight to Rome. Settle in, relax, and imagine the seaside villages, ancient ruins, and vineyard-covered hills that await.

Day 2 – Arrival in Naples

Welcome to Italy! Upon arrival, travel south to Naples, a city bursting with life and flavor. Check into the elegant Gold Tower Lifestyle Hotel, then gather for a Welcome Dinner at Mama Eat, known for its warm atmosphere and authentic Neapolitan classics. Raise a glass to new friends and the days ahead. (D)

Day 3 – The Amalfi Coast

Journey along the spectacular Amalfi Coast, where cliffs plunge into the blue Mediterranean. Explore the hilltop town of Ravello, visit its lush gardens, and enjoy lunch overlooking the sea. Continue to Positano, with pastel homes and pebble beaches, and take time to shop, sip a spritz, or stroll the waterfront before returning to Naples. (B, L)

Day 4 – Naples or Capri

Today is yours to explore. Discover Naples at your own pace or join an optional excursion to the Isle of Capri. Glide across the water by boat, explore the chic streets of Anacapri, or take the chairlift to Monte Solaro for sweeping views. However you spend the day, Italy’s coastal charm surrounds you. (B)

Day 5 – Pompeii and Pizza Making

Step back in time at Pompeii, the ancient city frozen by Mount Vesuvius. A guided tour reveals its streets, villas, and frescoes. Later, return to Naples for a hands-on pizza-making class with a local pizzaiolo. Learn the art of Neapolitan pizza, then enjoy your creation fresh from the oven. (B)

Day 6 – Rome: The Eternal City

Travel north to Rome, where ancient history meets modern elegance. Visit the Colosseum and Roman Forum with a local guide, then enjoy lunch in the heart of the city. Check into Dharma Luxury Suites before spending the evening at leisure. Stroll the Trevi Fountain, dine al fresco, or simply enjoy Rome’s lively piazzas. (B, L)

Day 7 – Vatican or Leisure Day

Spend the morning your way. Join an optional tour of Vatican City, including the Sistine Chapel and St. Peter’s Basilica, or explore at your own pace. Later, enjoy free time to shop or sightsee before a rooftop dinner overlooking Rome’s skyline. Savor each bite as the sun sets over the Eternal City. (B, D)

Day 8 – Journey to Tuscany

Trade city streets for vineyard hills as you travel north to Tuscany. Stop at a boutique winery for a tasting of local wines and olive oils, then continue to Borgo Casabianca, your countryside retreat in Asciano. Tonight’s chef-curated dinner welcomes you to Tuscany’s tranquil rhythm. (B, D)

Day 9 – Montepulciano and Icario Winery

Visit the medieval town of Montepulciano, famous for wine, artisan shops, and sweeping views. Then enjoy a tour and open-air lunch at Icario Winery, where contemporary design meets centuries-old winemaking tradition. Return to the villa for a quiet evening under the Tuscan stars. (B, L)

Day 10 – Tuscan Cooking and Chianti Wine

Learn the art of Tuscan cuisine in a hands-on cooking class, then enjoy your creations for lunch. This afternoon, visit Castello di Verrazzano, a renowned winery in Chianti Classico territory, for a tour and tasting. Toast to friendship, flavor, and the joy of travel. (B, L)

Day 11 – Siena and Farewell Dinner

Discover Siena, one of Tuscany’s most beloved cities. Join a local guide to explore medieval streets, admire the Piazza del Campo, and learn about the town’s famous Palio horse race. After free time for lunch and browsing, return to the resort for a farewell dinner filled with laughter, reflection, and heartfelt toasts to new friends. (B, D)

Day 12 – Departure

After breakfast, travel to Rome for afternoon departures. As you board your flight home, your suitcase may be heavier, but your heart will be lighter, filled with memories of Italy’s warmth, flavor, and endless beauty. (B)