Rome - 23 Days Itinerary
Rome - 23 Days Itinerary
This immersive 23-day cultural journey takes two friends through the heart of Italy, balancing iconic historical sites like the Vatican and Pompeii with hands-on cooking classes and wine tastings in Tuscany. From private transfers and charming, budget-friendly stays to scenic drives through Chianti and a relaxing finale in Venice, this itinerary perfectly blends iconic exploration with authentic local experiences.
Arrival and Settling In
Private Airport Transfer
Pre-booked private driver meeting you at FCO arrival terminal.
Casa per Ferie Rosaz
Check-in and freshen up at your peaceful guesthouse in Monteverde.
Vatican Wonders
Vatican Museum Tour
Guided visit to the Vatican Museums and Sistine Chapel.
Book skip-the-line tickets in advance.
Ancient Rome
Colosseum & Forum
Guided exploration of the Colosseum and Palatine Hill.
Iconic City Squares
Pantheon & Trevi
Walking tour of Pantheon, Trevi Fountain, and Spanish Steps.
Trastevere & Departure Prep
Trastevere Food Tour
Casual stroll and dining in the famous Trastevere district.
Travel to Sorrento
Transfer to Sorrento
Private transfer from Rome to your accommodation in Sorrento.
Private car service booked for comfort.
Coastal Lunch
Traditional lunch at a harbor-side restaurant.
Pompeii Discovery
Private Pompeii Tour
Guided exploration of the ancient Roman ruins destroyed by Vesuvius.
Book a private guide to navigate the vast site easily.
Amalfi Coast & Cooking
Cooking Class
Market tour and cooking class with a local chef.
Naples Culinary Day
Neapolitan Food Tour
Explore the historic Spaccanapoli district for the best pizza and street food.
Relaxation and Transit
Coastal Walk
Final morning stroll through the cliff-top gardens of Sorrento.
Arrival in Orvieto
Orvieto Underground
Guided tour of the ancient caves and tunnels carved into the volcanic rock.
Orvieto Cathedral
Marvel at the stunning mosaic facade of the Cathedral.
Transition to Tuscan Countryside
Pick up rental
Pick up rental car in Orvieto to begin your Tuscan drive.
Drive to Agriturismo
Scenic drive through the Val d'Orcia region towards your farmhouse base.
Enjoy the rolling hills of Tuscany en route.
Tuscan Flavors & Vineyards
Chianti Wine Tasting
Visit a local winery for a guided tasting of regional wines.
Traditional Lunch
Enjoy rustic Pici pasta and local truffles at a farmhouse trattoria.
Medieval San Gimignano
Explore Towers
Walk through the medieval streets and visit the famous towers.
Cooking Lesson
Learn to make authentic Tuscan pasta from a local chef.
Siena Exploration
Piazza del Campo
Visit the heart of Siena, the shell-shaped main square.
Siena Cathedral
Tour the magnificent Duomo di Siena.
Siena Discovery
Piazza del Campo
Walk through the historic heart of Siena, famous for the Palio horse race.
Local Trattoria Lunch
Enjoy Pici pasta, a local Sienese specialty, at a budget-friendly city center spot.
Chianti Wine Tasting
Afternoon visit to a family-run winery near Gaiole in Chianti for a guided tasting of classic Chianti Classico.
San Gimignano Towers
Medieval Towers Walk
Explore the iconic towers, including Torre Grossa, in the 'Manhattan of the Middle Ages'.
SanGimignano1300
Visit this interactive museum to see the history and scale models of the town.
World Famous Gelato
Stop at Gelateria Dondoli in Piazza della Cisterna for award-winning artisan gelato.
Drive to Lucca
Scenic Tuscan Drive
Enjoy the drive from your farmhouse towards Lucca through the rolling hills.
Lucca City Walls
Walk or cycle along the ancient Renaissance walls surrounding the city.
Florence Day Trip
Train to Florence
Regional train from Lucca to Florence Santa Maria Novella station.
The Duomo Exploration
Visit the exterior of the Cathedral of Santa Maria del Fiore and explore the Piazza.
Mercato Centrale
Budget-friendly culinary experience in the bustling food market.
Lucca Relaxation & Departure Prep
Piazza dell'Anfiteatro
Relax in the unique oval-shaped square built on the site of a Roman amphitheater.
Lucca Cooking Lesson
Hands-on Tuscan cooking class in a local kitchen.
Arrival in Venice Lido
Check-in at Lido
Arrive at your hotel in Venice Lido and settle in.
Take the Alilaguna water bus from Marco Polo Airport directly to the Lido stop.
Lido Beach Stroll
Enjoy a relaxing walk along the Adriatic coast, enjoying the fresh sea breeze.
Seaside Dinner
Casual dinner at a local trattoria serving fresh catch of the day.
St. Mark's & Hidden Venice
St. Mark's Basilica Tour
Explore the golden mosaics and historical architecture of the basilica.
Venice Lagoon Private Sunset Tour
Experience the natural beauty and calm of the lagoon away from the crowds.
Return to Rome
Take the high-speed Frecciarossa train from Venezia Santa Lucia back to Roma Termini.
Pre-book tickets via Trenitalia. Relaxed evening arrival in Rome for easy access to the airport tomorrow.
Departure Preparation
Transfer to FCO
Private pre-booked transfer from your Rome hotel to Terminal 3.
Flight Departure
Check-in and international departure from Terminal 3.
This 23-day itinerary for Rome can be customized using our AI travel planner. Chat with our AI assistant to modify activities, adjust timings, add personal preferences, and get recommendations for restaurants, hotels, and transportation.