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Join the journey of a lifetime with our 20 Day Best of Italy Tour Package – Milan, Bellagio, Venice, Dolomites, Bologna, Florence, Tuscany, Rome & Puglia. Start your adventure in Milan with delicious bites like panzerotti and arancini before heading to the shores of Lake Como and Bellagio. In Venice, tour the grand Doge’s Palace and St. Mark’s Basilica, then travel into the Dolomites to take in the dramatic peaks surrounding Cortina and Lake Misurina. Taste your way through Bologna with rich flavors and stroll through Florence’s Renaissance streets, stopping to explore the medieval towns of Tuscany. In Rome, visit the Colosseum and Roman Forum with skip-the-line tickets and enjoy local favorites like supplì, pizza, and gelato. Finally, discover Bari’s delicious street food, visit Matera’s ancient cave dwellings, and see the iconic trulli houses of Alberobello.
Our 20 Day Best of Italy Tour Package is perfect for the first-time traveler to Italy! This immersive journey includes expert guides, comfortable accommodations, food tours, train transfers, and skip-the-line tickets. Indulge, marvel, and tour your way through Milan, Como, the Dolomites, Rome, Tuscany, Puglia, and more with us! Book your spot today!
20 Day Best of Italy Tour Package – Milan, Bellagio, Venice, Dolomites, Bologna, Florence, Tuscany, Rome & Puglia Highlights
- Taste your way through Milan, Bologna, Rome, and Bari on guided food tours
- Take in the peaceful scenery of Lake Como and Bellagio
- Step inside Venice’s Doge’s Palace and St. Mark’s Basilica
- Explore the alpine beauty of the Dolomites, Cortina, and Lake Misurina
- Marvel at Florence’s Renaissance sites and Tuscany’s hilltop towns
- Skip the lines at the Colosseum and Roman Forum
- Visit Matera’s cave homes and the UNESCO trulli of Alberobello
- Enjoy top-rated hotel stays and comfortable train transfers across Italy
- Travel with expert guides passionate about sharing amazing sites
- Roam around on your own during your free time
Why Tourist Journey?
Book Direct with a Leading Travel Company Friendly Customer Service 7 Days a Week Hand Picked Guides & Tour Leaders Pay only 30% today to secure your booking Flexibility to personalize your experience
20 Day Best of Italy Tour Package – Milan, Bellagio, Venice, Dolomites, Bologna, Florence, Tuscany, Rome & Puglia Itinerary
Day 1 - Arrival In Milan
- Optional airport transfer
- Overnight in Milan
Day 2 - Milan Food Tour
- Start your food tour with panzerotti stuffed with mozzarella, tomato, or seasonal fillings
- Sip local craft or classic Italian beer
- Enjoy pizza topped with classic or creative ingredients, and arancini
- For dessert, indulge in chocolates, traditional sweets, or creamy gelato
- Finish off with a bold Italian espresso
- Overnight in Milan
Day 3 - Lake Como & Bellagio
- Travel by bus from Milan to Lake Como
- Stop in Tremezzina, known for its villas and scenic views
- Enjoy a 1-hour boat cruise on the lake
- Dock at Bellagio to explore its alleys and relax with a coffee or gelato
- Continue by boat to Cadenabbia
- Visit Como’s historic center
- Free time for shopping and exploring
- Return to Milan by bus
- Overnight in Milan
Day 4 - Transfer to Venice
- Train to Venice
- Overnight in Venice
Day 5 - Venice
- Skip the lines and step inside the Doge’s Palace to explore its grand halls and rich political past
- Admire the stunning interiors and hidden stories of Venetian power
- Enjoy fast-track entry to St. Mark’s Basilica, a masterpiece of mosaics and history
- Overnight in Venice
Day 6 - Dolomites
- Travel to the Dolomites among the Italian Alps
- Visit the posh town of Cortina
- See the Tre Cime di Lavaredo mountain range from multiple viewpoints
- Free time at Lake Misurina to walk, dine at the local restaurant or take photos
- Return to Venice
- Overnight in Venice
Day 7 - Transfer to Bologna
- Train to Bologna
- Overnight in Bologna
Day 8 - Bologna Food Tour
- Explore Bologna, one of Italy’s most influential food capitals
- Enjoy several food stops, tasting dishes that originated here, like ragù alla Bolognese
- Savor fried meat with cream, parmesan, and smoked ham, among other bites
- For dessert, enjoy a slice of rice cake and gelato with high-quality Italian coffee
- Overnight in Bologna
Day 9 - Transfer to Florence
- Train to Florence
- Overnight Florence
Day 10 - Florence
- Start at Piazza della Repubblica and learn about Florence’s medieval history
- Walk through historic streets with tower houses, Renaissance palaces, and artists’ workshops
- See the exterior sites of Dante’s house, the Duomo, and the Baptistery
- Stroll Via Tornabuoni and Via Maggio for designer boutiques and antique shops
- Cross Santa Trinita and Ponte Vecchio into the artisan-filled Oltrarno district
- From the outside, marvel at Orsanmichele, Santa Maria Novella, Ruccellai, and Strozzi Palaces
- Visit the interior of Santa Trinita Church to spot amazing art and frescoes
- Discover the Pitti Palace, Santa Felicita, and the Vasari Corridor
- Overnight in Florence
Day 11 - Free Day in Florence
- Spend a free day discovering famous museums and galleries, like the Accademia or Uffizi
- Overnight in Florence
Day 12 - Pisa, Siena & San Gimignano
- Explore Siena’s medieval streets, Piazza del Campo, and the Duomo
- Free time for shopping, wandering, or grabbing some coffee
- Visit a family-run Chianti vineyard for a wine tasting
- Pair cantucci with Vino Santo, in classic Tuscan tradition
- Enjoy a Tuscan lunch with homemade pasta, cured meats, local cheeses, and more
- Visit the hilltop town of San Gimignano
- Take a scenic drive through Tuscany to Pisa
- Marvel at the Leaning Tower of Pisa (outside), a worldly icon
- Overnight in Florence
Day 13 - Transfer to Rome
- Train to Rome
- Overnight in Rome
Day 14 - Colosseum & Rome Afternoon Food Tour
- Tour the Colosseum Arena in-depth
- Enjoy some free time
- Visit Palatine Hill and the Roman Forum
- In the afternoon see the icons of Rome and walk through the main squares, like Piazza Navona
- Stop at local food vendors sampling a range of local bites, like supplì, Roman pizza, cured meats, and more
- Enjoy delicious complimentary beer
- For dessert, indulge in classic tiramisu or gelato, paired with espresso
- Overnight in Rome
Day 15 - Free day in Rome
- Free day to discover the cobblestone streets or Vatican City on your own
- Overnight in Rome
Day 16 - Transfer to Bari
- Train to Bari
- Overnight in Bari
Day 17 - Bari Food Tour
- Start your Bari food tour with focaccia barese, topped with tomatoes and olives
- Snack on crispy sgagliozze, Bari’s famous fried polenta squares
- Taste popizze, classic panzerotto, grilled octopus, and more
- End off with homemade Italian gelato
- Overnight in Bari
Day 18 - Free day in Bari
- Spend your free day in Bari wandering the Old Town’s narrow alleys and relaxing by the Adriatic Sea
- Overnight in Bari
Day 19 - Alberobello & Matera
- Head to Matera to explore the Sassi cave dwellings
- Lunch + free time to explore
- Travel to Alberobello
- Visit the famous trulli houses, protected by UNESCO
- Overnight in Bari
Day 20 - Departure
- Optional airport transfer
NB - all timings on 20 Day Best of Italy Tour Package – Milan, Bellagio, Venice, Dolomites, Bologna, Florence, Tuscany, Rome & Puglia are approximate
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Use our online package customization tool to add extra nights, change hotel, and include airport transfers.
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Availability
Available dates are shown in green along with the starting price for that date based on recent searches for 2 adults. Click on a date to move to the next step and customize your trip such as adding airport transfers, choosing your hotel, and adding extra nights.
Important Details
Includes
All touring and accommodation
Trains: Milan-Venice, Venice-Bologna, Bologna-Florence, Florence-Rome, Rome-Bari
Entrance fees: Skip-the-line entrance to the Doge's Palace & St. Mark's Basilica, Colosseum, Roman Forum, Palatine and Imperial Forum, Boat tour on Lake Como
Meals & tastings: Food tastings during the Milan, Bologna, Rome & Bari Food Tours, Lunch & Wine tasting on the Tuscany day tour
Excludes
Anything not mentioned above
Personal travel insurance
Gratuities
Essential Information
Each day will be led by an expert local guide to provide an enhanced experience along Tourist Journey's values
Choose your own hotel from our hand-picked selection during the booking process
The order of the days is subject to change so that we can optimize your itinerary to provide the best experience
During the booking process, it's possible to add extra nights of accommodation before or after the tour package
During the booking process, it's possible to add a private airport transfer
Transfers between hotels and train stations are not included in the package
Please note that while we aim to follow the outlined Florence itinerary, there is always a chance of slight itinerary changes
Colosseum: Please note: Depending on ticket availability, we will start either at the Colosseum or the Roman Forum/Palatine Hill
Tastings on food tours may slightly vary based on availability and/or season
Participants are responsible for making their own way between the hotels and meeting points. Unless otherwise requested, included hotels are chosen for their close proximity to the meeting points
Cancellation Policy
Please note: It is mandatory to provide a first and last name during the Colosseum ticket booking process. Upon issuing, the ticket becomes non-refundable. Guest must ensure they have their passport with them on the day of the tour to guarantee entry. In case of incorrect personal data, access to the Colosseum will be denied
As a result of the above policy, the Colosseum part of the tour is non-refundable
The train tickets are non-refundable
The remaining tours are subject to the general cancellation policy and can be canceled up to 4 weeks before the start of the package with a 95% refund (5% handling fee)
As a result of the above policy, the Colosseum part of the tour is non-refundable
The train tickets are non-refundable
The remaining tours are subject to the general cancellation policy and can be canceled up to 4 weeks before the start of the package with a 95% refund (5% handling fee)
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