USD (US$)
AUD (AU$)
CAD (CA$)
EUR (€)
GBP (£)
JPY (¥)
Step into a world of wonder with our 20 Day Best of Italy Tour Package – Milan, Como, Venice, Dolomites, Bologna, Florence, Tuscany, Rome & Sicily. Start with a Milan food tour, surprising your palate with authentic Italian cuisine. Travel to the stunning Lake Como and the charming Bellagio, followed by Venice’s top sites: St. Mark’s Basilica and Doge’s Palace. From there, explore the Dolomites, escaping the hustle and bustle of city life. Once in Tuscany, dive right into Florence’s Renaissance history and be wowed by the beauty of Siena, San Gimignano, and Pisa. Head to Rome next for a classic day tour to the Colosseum, Roman Forum, St. Peter’s Basilica, and Sistine Chapel with skip-the-line tickets. The adventure continues to Sicily, a world all its own! In Catania, you’ll indulge in regional delicacies and in Syracuse & Noto, admire Greek temples that go back centuries. Visit the craters of Mount Etna and be swept away by the icons of Taormina.
Looking for the best adventure from Northern Italy to the south? Our 20 Day Best of Italy Tour Package – Milan, Como, Venice, Dolomites, Bologna, Florence, Tuscany, Rome & Sicily was made for you! Discover food specialties, iconic landmarks, and be led by expert locals that are passionate about showing you the wonders of Italy. With inclusive train transfers, hotel accommodations, select site entries, and food tastings, this is one adventure you can’t miss! Book now!
20 Day Best of Italy Tour Package – Milan, Como, Venice, Dolomites, Bologna, Florence, Tuscany, Rome & Sicily Highlights
- Take a boat ride on Lake Como and visit the village of Bellagio
- Taste traditional foods in Milan, Bologna, and Catania
- Visit Venice’s St. Mark’s Basilica and Doge’s Palace with skip-the-line tickets
- Escape the busy city to the Italian Alps with a Dolomites day trip
- Stay in comfortable hotels for 19 nights
- Be led by passionate local guides who will share tips and insight with you
- Discover the history of Florence and the rolling hills of Tuscany
- Explore the Colosseum, Roman Forum, and Vatican Museums
- Discover Mt. Etna and relax in seaside Taormina in Sicily
- Enjoy included train transfers and smooth transportation throughout
Why Tourist Italy?
Book Direct with Italy's 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 Italy experience Guaranteed departure packages, custom packages, and private trips
20 Day Best of Italy Tour Package – Milan, Como, Venice, Dolomites, Bologna, Florence, Tuscany, Rome & Sicily 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
- On your Bologna food tour, try tigelle with cured meats
- Taste tortellini in broth or other local styles
- Enjoy tagliatelle al ragu and traditional Bolognese cotoletta
- To finish, sip espresso with local gelato
- 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 - 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 12 - Transfer to Rome
- Train to Rome
- Overnight in Rome
Day 13 - Colosseum & the Vatican
- Tour the Colosseum Arena in-depth
- Enjoy some free time
- Visit Palatine Hill and the Roman Forum
- Enter Vatican City next with skip-the-line tickets
- See the world-famous Sistine Chapel
- Explore St. Peter's Basilica
- Overnight in Rome
Day 14 - Free day in Rome
- Free day to discover the cobblestone streets or Vatican City on your own
- Overnight in Rome
Day 15 - Flight to Catania
- Airport transfer to Rome airport
- Flight to Catania (included)
- Airport transfer
- Overnight in Catania
Day 16 - Catania Food Tour
- On your Catania food tour, try classic arancini
- Sample caponata with eggplant, fried fish, stuffed cipollina, and more
- For dessert, enjoy ricotta-filled cannoli and fruit granita
- Overnight in Catania
Day 17 - Syracuse & Noto
- At Neapolis Archaeological Park, admire ancient Greek and Roman theaters
- In Ortygia, enjoy a 2-hour guided tour of Greek temples, Christian churches, and Baroque palaces
- Explore Arab alleys, courtyards, and beautiful squares in Ortygia
- After lunch, visit Noto, known for its Sicilian Baroque architecture
- Stroll through Noto’s historic center, a UNESCO World Heritage Site, and admire its palaces and churches
- Overnight in Catania
Day 18 - Free Day in Catania
- Spend a relaxed solo day wandering Catania’s markets, piazzas, and seaside spots
- Overnight in Catania
Day 19 - Mount Etna & Taormina
- Drive to Mount Etna with scenic photo stops
- Trek with a local guide and explore the surrounding craters
- Taste honey, wine, and oil at a local farm
- Stop above the Isola Bella Nature Reserve
- Lunch & free time
- In Taormina, walk the main street, Corso Umberto
- See local icons, like the Greek theater, clock tower, and castle
- Overnight in Catania
Day 20 - Departure
- Optional airport transfer
NB - all timings on 20 Day Best of Italy Tour Package – Milan, Como, Venice, Dolomites, Bologna, Florence, Tuscany, Rome & Sicily are approximate
Something You’d Like To Change?
Use our online package customization tool to add extra night, change hotel, and include airport transfers.
Start PlanningFor more advanced changes, contact us to create a custom tour package.
Contact us
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 information
Includes
All touring and accommodation
Trains: Milan-Venice, Venice-Bologna, Bologna-Florence, Florence-Rome
Airport transfer: Rome & Catania on day 15
Flight: Rome-Catania
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, Neapolis Archaeological Park in Syracuse
Meals & tastings: Food tastings during the Milan, Bologna & Catania Food Tours, Lunch & Wine tasting on the Tuscany day tour, Wine & food tasting during the Mount Etna tour
Excludes
Anything not mentioned above
Personal travel insurance
Gratuities
Essential Information
Each day of this tour package will be led by a local guide who optimizes Tourist Italy's values: to provide you with an authentic, passion-filled tour
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
Please note the airfare includes one piece of luggage (20 kg) per person
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
Vatican: Shoulders and knees must be covered for both men, women, and children
Vatican: At times, certain sites may be inaccessible to the public; in such cases, the itinerary will be adjusted accordingly while still guaranteeing an in-depth experience
While we aim to follow the Mount Etna itinerary as it’s listed, the day’s activities may be subject to change due to weather conditions, availability, etc.
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 & flight 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 & flight 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)
Related Tours and Experiences
-
3 days package3 Day Tuscany & Cinque Terre Tour Package
From per person -
12 days package12 Day Best of Italy Tour Package – Rome, Florence, Tuscany, Venice & Milan
From per person -
3 days package3 Day Tuscany Food & Wine Tour
From per person -
2 days package2 Day Val D’orcia & Chianti Wine & Olive Oil Tour
From per person -
2 days package2 Day Venice & Venice Islands Tour
From per person -
16 days package16 Day Best of Italy Tour Package – Milan, Como, Venice, Dolomites, Bologna, Tuscany & Rome
From per person -
2 days package2 Day Florence Museums & Food Tour
From per person -
3 days package3 Day Highlights of Rome Tour
From per person -
20 days package20 Day Best of Italy Tour Package – Milan, Bellagio, Venice, Dolomites, Bologna, Florence, Tuscany, Rome & Puglia
From per person -
13 days package13 Day Best of Italy Package Tour – Milan, Venice, Florence, Tuscany & Rome
From per person
