20 Day Best of Italy Tour Package – Milan, Como, Venice, Dolomites, Bologna, Florence, Tuscany, Rome & Sicily

Misurina Dolomites Italy
Bellagio, Como Lake, ItalySan Gimignano, Siena, Italy, Tuscany
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Misurina Dolomites ItalyBellagio, Como Lake, ItalySan Gimignano, Siena, Italy, TuscanyAerial Panoramic Cityscape Of Rome With Blue Sky And White CloudsPonte Alla Garraia Over River Arno, Florence, ItalyPanoramic View Of Taormina Town With Snow-capped Mount Etna Volcano In The BackgroundVenice Canal,grande 20 Day Italy Tour PackageFreshly,baked,traditional,savoury,italian,pizza,as,a,street,foodPizza,in,italian,street,food,cafe,in,veniceDome Of Catania And The Main Street With The Background Of Volcano Etna, SicilyAbove View Of The Central Street Of Noto In Syracuse SicilyFresh,seafood,selection,at,catania’s,fish,market,,featuring,marinated,rawPiazza Maggiore In Bologna Italy On A Sunny DayValley In Cortina D'ampezzo Ski Resort In The Italian AlpsPiazza Del Duomo In Catania In Front Of The Cathedral Of SantaItalian Antipasto Platter With Prosciutto, Salami, Cheese, Olives Served With A Glass Of Aperol Spritz CocktailCastle Sant Angelo (mausoleum Of Hadrian), Bridge Sant Angelo And River Tiber In RomeSweets,of,catania,,sicily.,italian,pastries:,profiteroles,,fruit,tartelettes,andItalian Pastries On Italy Food TourFlorence Duomo 20 Day Best Of Italy Tour PackageA,summer,dinner,.pasta,,,pizza,and,homemade,food,arrangementIsola,bella,is,small,island,near,taormina,,sicily,,italy.,narrow
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Misurina Dolomites ItalyBellagio, Como Lake, ItalySan Gimignano, Siena, Italy, TuscanyAerial Panoramic Cityscape Of Rome With Blue Sky And White CloudsPonte Alla Garraia Over River Arno, Florence, ItalyPanoramic View Of Taormina Town With Snow-capped Mount Etna Volcano In The BackgroundVenice Canal,grande 20 Day Italy Tour PackageFreshly,baked,traditional,savoury,italian,pizza,as,a,street,foodPizza,in,italian,street,food,cafe,in,veniceDome Of Catania And The Main Street With The Background Of Volcano Etna, SicilyAbove View Of The Central Street Of Noto In Syracuse SicilyFresh,seafood,selection,at,catania’s,fish,market,,featuring,marinated,rawPiazza Maggiore In Bologna Italy On A Sunny DayValley In Cortina D'ampezzo Ski Resort In The Italian AlpsPiazza Del Duomo In Catania In Front Of The Cathedral Of SantaItalian Antipasto Platter With Prosciutto, Salami, Cheese, Olives Served With A Glass Of Aperol Spritz CocktailCastle Sant Angelo (mausoleum Of Hadrian), Bridge Sant Angelo And River Tiber In RomeSweets,of,catania,,sicily.,italian,pastries:,profiteroles,,fruit,tartelettes,andItalian Pastries On Italy Food TourFlorence Duomo 20 Day Best Of Italy Tour PackageA,summer,dinner,.pasta,,,pizza,and,homemade,food,arrangementIsola,bella,is,small,island,near,taormina,,sicily,,italy.,narrow
Visits Milan, Venice, Como, Bellagio, Florence, Siena, San Gimignano, Rome, Bologna, Pisa, Dolomites, Cortina, Sicily, Catania, Taormina, Mount Etna, Syracuse, NotoStarts in MilanAvailable Every day - varies seasonallyClick on 'check availability' to view the calendar
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Discover the heart and soul of Italy with our 20 Day Best of Italy Tour Package – Milan, Como, Venice, Dolomites, Bologna, Florence, Tuscany, Rome & Sicily. Begin your journey with a delicious Milan food tour before heading to Lake Como and the charming village of Bellagio. Explore Venice’s stunning architecture with visits to St. Mark’s Basilica and the Doge’s Palace. Escape to the quiet beauty of the Dolomites, followed by a deep dive into Florence and Tuscany. Let the Renaissance history and medieval streets amaze as you make your way across Siena, San Gimignano, and Pisa. In Rome, visit the Colosseum, Roman Forum, St. Peter’s Basilica, and Sistine Chapel with skip-the-line access. Finally, reach Sicily and discover why they call it “The Jewel of the Mediterranean”. Taste unique flavors in Catania, tour the craters of Mount Etna, and soak in centuries of rich history in Syracuse, Noto, and Taormina.

Ready for an unforgettable adventure across Italy? Our 20 Day Best of Italy Tour Package covers Milan, Como, Venice, Dolomites, Bologna, Florence, Tuscany, Rome & Sicily. Enjoy authentic food tastings, iconic landmarks, and cultural insight from passionate locals. With included train tickets, comfortable hotel stays, and select site entrances, this all-in-one journey is designed to be seamless and inspiring. Book your 20-day dream getaway today!

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20 Day Best of Italy Tour Package – Milan, Como, Venice, Dolomites, Bologna, Florence, Tuscany, Rome & Sicily Highlights

  1. Cruise across Lake Como and explore the surrounding charming villages
  2. Taste authentic flavors in Milan, Bologna, and Catania on food tours
  3. Visit Venice’s Doge’s Palace and St. Mark’s Basilica with skip-the-line tickets
  4. Take a scenic day trip to the Dolomites in the Italian Alps
  5. Spend 19 nights in handpicked, comfortable hotels
  6. Learn from expert local guides who know each region in and out
  7. Experience the history of Florence and the beauty of Tuscany
  8. Tour Rome’s most iconic sites, including the Vatican and Colosseum
  9. Discover Sicily’s top icons, Catania’s flavors, and Mount Etna’s craters
  10. Enjoy smooth bus and train transfers between cities
Why Tourist Journey?
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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

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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
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 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
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)
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