14 day itinerary
Italy
Personalized with:VineyardRestaurantsSicile
Itinerary
Italy is a treasure trove of stunning landscapes, delicious food, and rich culture, and I’m thrilled to help you craft a 14-day itinerary that includes vineyards, fantastic restaurants, and a delightful experience in Sicily. Let’s dive in!
Day 1: Arrival in Rome
- Morning: Arrive in Rome. Check into your hotel and freshen up.
- Afternoon: Stroll through the historic center. Visit the iconic and .
- Evening: Dinner at Trattoria Da Enzo al 29 in Trastevere for authentic Roman cuisine. Don’t forget to try the Cacio e Pepe!
Day 2: Rome
- Morning: Visit the Vatican City. Explore and the (book tickets in advance!).
- Afternoon: Lunch at for some of the best pizza al taglio in Rome.
- Evening: Enjoy a leisurely dinner at with a view of the .
Day 3: Rome to Tuscany (Chianti Region)
- Morning: Rent a car and drive to the Chianti region (about 3 hours).
- Afternoon: Check into a vineyard hotel like . Enjoy a wine tasting and tour of the vineyard.
- Evening: Dinner at the vineyard’s restaurant, savoring local Tuscan dishes paired with their wines.
Day 4: Tuscany (Florence)
- Morning: Drive to Florence (about 1 hour). Visit the and see at the .
- Afternoon: Lunch at for a variety of local foods.
- Evening: Dinner at for a cozy, authentic experience.
Day 5: Tuscany (Siena and San Gimignano)
- Morning: Head to Siena (about 1 hour). Explore the and the stunning .
- Afternoon: Drive to San Gimignano (about 30 minutes). Enjoy gelato at .
- Evening: Dinner at in San Gimignano, known for its local specialties.
Day 6: Tuscany to Venice
- Morning: Drive to Venice (about 3 hours). Park at a garage and take a vaporetto (water bus) to your hotel.
- Afternoon: Explore and visit the .
- Evening: Dinner at , a small seafood restaurant that’s a local favorite.
Day 7: Venice
- Morning: Take a gondola ride and explore the canals.
- Afternoon: Visit the and have lunch at on Burano Island.
- Evening: Enjoy dinner at , known for its Venetian cuisine.
Day 8: Venice to Sicily (Palermo)
- Morning: Fly from Venice to Palermo (about 1.5 hours).
- Afternoon: Check into your hotel and explore the historic center, including the .
- Evening: Dinner at , a charming spot with Sicilian dishes.
Day 9: Sicily (Palermo)
- Morning: Visit the and the .
- Afternoon: Lunch at for traditional street food.
- Evening: Dinner at , known for its innovative Sicilian cuisine.
Day 10: Sicily (Marsala)
- Morning: Drive to Marsala (about 1.5 hours). Visit a local vineyard like for a wine tour and tasting.
- Afternoon: Enjoy lunch at with views of the vineyards.
- Evening: Return to Palermo for dinner at .
Day 11: Sicily (Agrigento)
- Morning: Drive to Agrigento (about 2 hours) to visit the .
- Afternoon: Lunch at nearby.
- Evening: Head back to Palermo for a relaxed dinner at .
Day 12: Sicily ()
- Morning: Drive to (about 2 hours). Explore the city’s baroque architecture.
- Afternoon: Visit the fish market and have lunch at .
- Evening: Dinner at , known for its local seafood.
Day 13: Sicily (Etna)
- Morning: Take a day trip to . Consider a guided tour for a hike or a cable car ride.
- Afternoon: Enjoy lunch at a vineyard restaurant like with stunning views of the volcano.
- Evening: Return to for a farewell dinner at .
Day 14: Departure
- Morning: Enjoy a leisurely breakfast and do some last-minute shopping or sightseeing.
- Afternoon: Depart from or return to Palermo for your flight home.
And there you have it! A delightful 14-day journey through Italy, filled with vineyards, mouthwatering restaurants, and the enchanting beauty of Sicily. Enjoy every moment, and don’t forget to savor the gelato! 🍦✨