New Chat
Download App
Ask me about your trip!
There are no messages for this conversation.Travel AI
Ultimate 14-Day Italy Adventure: Rome, Sicily, Alberobello, Naples, Tuscany, Positano Itinerary
Last updated: 2024 Jun 14Iconic Rome: The Colosseum to Vatican City
Morning
Start your Italian adventure with a visit to the iconic Colosseum. Afterward, take a leisurely stroll through the ancient ruins of the Roman Forum and Palatine Hill.
Afternoon
Enjoy a traditional Roman lunch at Da Enzo Al 29 near Campo de' Fiori. Then, explore the grandeur of the Pantheon and the stunning Trevi Fountain.
Evening
Conclude your day with a visit to the beautiful Piazza Navona. For dinner, savor the local cuisine at Roscioli.
Bedtime
Find amazing hotels in Rome, Italy.
4.45Colosseum
Book Now
4.45
Colosseum
Book Now
4.44Roman Forum
Book Now
4.44
Roman Forum
Book Now
4.37Palatine Hill
Book Now
4.37
Palatine Hill
Book Now
4.63Pantheon
Book Now
4.63
Pantheon
Book Now
4.51Trevi Fountain
Book Now
4.51
Trevi Fountain
Book Now
4.65Piazza Navona
Book Now
4.65
Piazza Navona
Book Now
Vatican Wonders: Museums and Basilica
Morning
Spend the morning exploring the world-renowned Vatican Museums, including the Sistine Chapel. Don't miss the opportunity to visit the St. Peter's Basilica.
Afternoon
For a delightful lunch, head to Pizzarium near the Vatican. Afterward, relax in the peaceful St. Peter's Square.
Evening
Enjoy a leisurely evening in the charming neighborhood of Trastevere. Dine at the authentic Trattoria Da Cesare al Casaletto.
Bedtime
Find amazing hotels in Rome, Italy.
4.27Vatican Museums
Book Now
4.27
Vatican Museums
Book Now
4.28Sistine Chapel
Book Now
4.28
Sistine Chapel
Book Now
4.37St. Peter's Basilica
Book Now
4.37
St. Peter's Basilica
Book Now
4.64St. Peter's Square
Book Now
4.64
St. Peter's Square
Book Now
4.72Trastevere
Book Now
4.72
Trastevere
Book Now
Rome's Hidden Gems: Catacombs and Appian Way
Morning
Explore the fascinating Catacombs of Rome and the ancient Appian Way.
Afternoon
Have a traditional Roman lunch at Ristorante Aroma. Spend the afternoon discovering the artistic treasures of the Borghese Gallery.
Evening
Enjoy a relaxing evening at the beautiful Spanish Steps. For dinner, indulge in a culinary experience at Il Pagliaccio.
Bedtime
Find amazing hotels in Rome, Italy.
4.46Catacombs of Rome
Book Now
4.46
Catacombs of Rome
Book Now
4.69Appian Way
Book Now
4.69
Appian Way
Book Now
4.42Borghese Gallery
Book Now
4.42
Borghese Gallery
Book Now
4.59Spanish Steps
Book Now
4.59
Spanish Steps
Book Now
Welcome to Sicily: Palermo and Street Food
Morning
Arrive in the vibrant city of Palermo, Sicily. Start your day with a visit to the Norman Palace and Palatine Chapel.
Afternoon
Delight your taste buds with a street food tour in Palermo, sampling local specialties.
Evening
Enjoy a traditional Sicilian dinner at a local trattoria.
Bedtime
Find amazing hotels in Sicily, Italy.
Ancient Wonders: Agrigento and the Valley of the Temples
Morning
Explore the impressive Valley of the Temples in Agrigento, a UNESCO World Heritage Site.
Afternoon
Enjoy a leisurely Sicilian lunch in the area. Visit the archaeological museum to learn more about the history of the region.
Evening
Relax and enjoy the sunset at the Valley of the Temples.
Bedtime
Find amazing hotels in Sicily, Italy.
Trulli Magic in Alberobello
Morning
Discover the unique trulli houses of Alberobello, a UNESCO World Heritage Site.
Afternoon
Enjoy a traditional Apulian lunch in a local trattoria. Visit the Trullo Sovrano, a two-story trullo house.
Evening
Stroll through the charming streets of Alberobello and savor a romantic dinner in a trullo restaurant.
Bedtime
Find amazing hotels in Alberobello, Italy.
Naples: Pizza and Pompeii
Morning
Arrive in Naples and start your day with a visit to the archaeological site of Pompeii.
Afternoon
Enjoy a classic Neapolitan pizza for lunch. Explore the historic center of Naples, a UNESCO World Heritage Site.
Evening
Sample the local street food for dinner and take in the vibrant atmosphere of the city.
Bedtime
Find amazing hotels in Naples, Italy.
Enchanting Tuscany: Florence and Chianti
Morning
Travel to Florence and visit the world-famous Uffizi Gallery.
Afternoon
Enjoy a Tuscan lunch in the heart of Florence. Visit the Duomo and climb the Brunelleschi's Dome for panoramic views of the city.
Evening
Stroll across the Ponte Vecchio and have a delightful dinner in a traditional osteria.
Bedtime
Find amazing hotels in Tuscany, Italy.
4.12Brunelleschi's Dome
Book Now
4.12
Brunelleschi's Dome
Book Now
Charming Siena and San Gimignano
Morning
Explore the medieval streets of Siena and visit the Siena Cathedral.
Afternoon
Enjoy a leisurely lunch in Siena. Continue to the hilltop town of San Gimignano and sample the famous Vernaccia di San Gimignano.
Evening
Watch the sunset over the Tuscan hills and savor a gourmet dinner in San Gimignano.
Bedtime
Find amazing hotels in Tuscany, Italy.
Wine and Relaxation in the Chianti Region
Morning
Take a scenic drive through the Chianti countryside and visit a local winery for a wine tasting.
Afternoon
Enjoy a traditional Tuscan lunch at the winery. Relax and take in the beauty of the vineyards.
Evening
Return to Florence and have a farewell dinner at a Michelin-starred restaurant.
Bedtime
Find amazing hotels in Tuscany, Italy.
Amalfi Coast Paradise: Positano and Ravello
Morning
Arrive in the picturesque town of Positano and spend the morning relaxing on the beach.
Afternoon
Enjoy a seafood lunch with a view of the sea. Take a boat trip along the coast to the charming town of Amalfi.
Evening
Explore the gardens of Villa Cimbrone in Ravello and have a romantic dinner overlooking the Mediterranean.
Bedtime
Find amazing hotels in Positano, Italy.
Island Escape: Capri and Anacapri
Morning
Take a ferry to the island of Capri and visit the Blue Grotto.
Afternoon
Enjoy a leisurely lunch in Capri. Take the chairlift to Monte Solaro in Anacapri for panoramic views.
Evening
Explore the chic boutiques of Capri and have a farewell dinner on the island.
Bedtime
Find amazing hotels in Positano, Italy.
Blue Grotto
Book Now
Blue Grotto
Book Now
Relaxation in Positano: Beaches and Views
Morning
Spend your last day in Italy relaxing on the beaches of Positano.
Afternoon
Enjoy a leisurely seafood lunch. Take a walk through the town and savor the stunning views of the Amalfi Coast.
Evening
Watch the sunset with a glass of local limoncello. Have a farewell dinner at a cliffside restaurant.
Bedtime
Find amazing hotels in Positano, Italy.
Departure Day: Positano to Rome
Morning
Depart from Positano and travel back to Rome for your return flight.
Afternoon
Depending on your flight time, you may have some free time in Rome for last-minute shopping or sightseeing.
Evening
Conclude your 14-day Italy adventure with a final dinner in Rome at a restaurant of your choice.
Bedtime
Find amazing hotels in Positano, Italy.
What others have been looking for
Find the right stay during your trip.
Got a question about your trip?