Best of Italy Vacation Packages

Italy is a dream destination for many, but it can be daunting trying to decide what to do and how to 'fit everything in' to your trip. Whether you prefer culinary experiences, relaxing escapes, outdoor adventures, or vibrant cities full of culture, our 'Best of' packages have it all! Discover history, religion, and art in iconic cities like Rome, Florence, and Venice, enjoy wine tastings in Tuscany, marvel at the beautiful coastal towns of Cinque Terre and the Amalfi Coast, visit remarkable UNESCO World Heritage Sites like Pompeii, or experience modern street art and haute couture in fashionable Milan! Whatever you choose, leave the details to us and remember to have fun!

Best Vacation Packages:

Truly Italia!. Experience Rome (the Eternal City, with its stunning architecture and delicious food), Florence (birthplace of the Renaissance art and architecture), Venice (gorgeous canals, intimate Gondola rides under sculpted bridges) and Milan (fashion, high-tech capital with majestic Duomo Cathedral) by Guided Tours that allow you to discover all their aspects, from main Monumets and Landmarks, first Class Museums and worldwide Renaissance Painting Masterpieces.

Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city while enjoying included, curated activities that enhance your experience!

Included:

Flight into Rome and out of Milan

Hotel for 3 nights in Rome

Train from Rome to Florence

Hotel for 3 nights in Florence

Train from Florence to Venice

Hotel for 3 nights in Venice

Train from Venice to Milan

Hotel for 3 nights in Milan

Curated Experiences Based on Availability:

Guided City Tours of Rome and Florence, visiting iconic sites and popular neighborhoods

Vatican Museums and Sistine Chapel Tour from Rome

Visit to Doge`s Palace and St Mark`s Basilica in Venice

Guided City Tour plus The Last Supper by Da Vinci in Milan

Your price will only include confirmed activities; some tours may collect for entrance fees or attraction tickets on site.

Try our flexible Essential Series package with hotels, transportation and optional activities that you can customize!

12 nights from $2,493*

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Along charming places in Italy!. The Eternal City, Rome (with its stunning architecture like the Colosseum and the Roman Forum and delicious food), Florence (capital of Italy’s Tuscany region, is home to many masterpieces of Renaissance art and architecture) and Venice (set on gorgeous canals, intimate Gondola rides under sculpted bridges), have so much to offer, but don't miss out on popular nearby destination: The Amalfi Coast and Cinque Terre (both UNESCO Sites, by the way)!. Visiting the large metropolitan cities is only complemented by visits to the quaint and more authentic collection of villages in these two areas.

Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city while enjoying included, curated activities that enhance your experience!

Included:

Flight into Rome and out Venice

Hotel for 3 nights in Rome

Train from Rome to Florence

Hotel for 3 nights in Florence

Train from Florence to Venice

Hotel for 3 nights in Venice

Curated Experiences Based on Availability:

Guided City Tours of Rome and Florence, visiting iconic sites and popular neighborhoods

Day Trip to The Amalfi Coast from Rome

Day Trip to Cinque Terre from Florence

Food and Wine Tastings around Venice

Visit to Doge`s Palace and St Mark`s Basilica in Venice

Your price will only include confirmed activities; some tours may collect for entrance fees or attraction tickets on site.

9 nights from $1,934*

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Enjoy the ultimate Northern Italy vacation! Sophisticated Milan makes a great base to pair with the idyllic Italian Lakes, of which Lake Como and Lake Garda are particularly iconic!. While visiting influential and historic Milan (a historic and thriving fashion metropolis and home to the UNESCO-recognized The Last Supper by Da Vinci), take Day Trips to the beautiful Lakes District to enjoy Italy's natural beauty, plus a visit to famous Verona City and a Food Tasting Tour. We hope you will be inspired to return!

Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city while enjoying included, curated activities that enhance your experience!

Included:

Flight into and out of Milan

Hotel for 8 nights in Milan

Curated Experiences Based on Availability:

Guided City Tour plus Tickets to The Last Supper by Da Vinci

Visit the Duomo of Milan

Day Trip to Lake Como and Bellagio

Day Trip to Verona and Lake Garda

Guided Food Tour

Your price will only include confirmed activities; some tours may collect for entrance fees or attraction tickets on site.

8 nights from $1,639*

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Explore one of Italy`s most touristic cities!. A visit to Venice (with rich history, bridges, gondola rides, atmospheric streets and carnival celebrations) and popular Murano Island (producer of the famous glass) is complimented with food and wine tastings and tours of popular Doge`s Palace and St. Mark`s Basilica. This is the quintessential Venetian tour with a twist!.

Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city while enjoying included, curated activities that enhance your experience!

Included:

Flight into and out of Venice

Hotel for 6 nights in Venice

Curated Experiences Based on Availability:

Guided City Tour of Venice, visiting iconic sites and popular neighborhoods

Food and Wine Tasting Tour

Day Trip to Murano

Visit to Doge`s Palace and St Mark`s Basilica

Your price will only include confirmed activities; some tours may collect for entrance fees or attraction tickets on site.

6 nights from $2,512*

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Highlights of Italy

• 
  Italian Wine Regions

  The country boasts thousands of vineyards found in many of its regions which produce hundreds of famous varieties of wine, from the bold reds in the hills of Tuscany to crisp sparkling wines in the northern lakes region.
• 
  Italian Cuisine

  From haute cuisine to street vendors, Italy’s food is authentic and surprising - pizza and pasta are only the tip of the iceberg when it comes to the diverse array of unforgettable dishes to enjoy with family or friends.
• 
  Italian Seaside Resorts

  Enjoy sunny days spent on lounge chairs, swimming in beautiful azure waters, and indulging in gelato when you book an Italian Seaside Resort trip. Choose from the Italian Riviera, the Amalfi Coast or one of Italy's beautiful islands like Elba, Capri or Sicily.

SUGGESTED ITINERARIES

• 
  Experience Rome - Florence - Venice
  7 nights from $1,244*
  ›
You'll find millennia of history and heritage in the Italian capital and its most famous cities! Let Tripmasters make your Italian holiday easy, visiting Rome (the Eternal City, with its stunning architecture and rich religious history), Florence (an artists haven with a surprisingly political past), and Venice (the romantic city set on canals); all contribute to the fascinating and diverse Italian traditions.

Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city while enjoying included, curated activities that enhance your experience!
Included:
• Flight into Rome and out of Venice
• Hotel for 3 nights in Rome
• Train from Rome to Florence
• Hotel for 2 nights in Florence
• Train from Florence to Venice
• Hotel for 2 nights in Venice
  
  Curated Experiences Based on Availability:
• Rome Colosseum Tour
• Guided City Tours of Florence and Venice, visiting iconic sites and popular neighborhoods
  
  Your price will only include confirmed activities; some tours may collect for entrance fees or attraction tickets on site.
  
  Easily upgrade your vacation to a Luxury Private Guided experience, featuring upgraded hotels, curated private activities, and more, or try our flexible Essential Series package with hotels, transportation and optional activities that you can customize!
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• 
  Experience Florence plus Tuscany Villages
  8 nights from $2,089*
  ›
Under the Tuscany Sun in Italy!. Combine a stay in Florence (capital of Italy`s Tuscany region and home to many masterpieces of Renaissance Art and Architecture) with Day Trips to the dreamy Tuscan Countryside (from glorious landscapes, vast history, delicious cuisines and wines, to even artistic legacy along cities and small villages scattered about the lush greenery like: Pisa and Lucca, to experience the best of this world-famous Italian region!.

Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city while enjoying included, curated activities that enhance your experience!
Included:
• Flight into and out of Florence
• Hotel for 8 nights in Florence
  
  Curated Experiences Based on Availability:
• Guided City Tour, visiting iconic sites and popular neighborhoods
• Visit Uffizi and Accademia Museums
• Tuscan Cheese and Wine Tastings
• Day Trip to Lucca and Pisa
• Chianti Wine Tour (a Protected Designation of Origin)
  
  Your price will only include confirmed activities; some tours may collect for entrance fees or attraction tickets on site.
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• 
  Experience Rome - Siena - Florence - Venice
  11 nights from $1,915*
  ›
Most visited cities in Italy!. Explore Rome`s (the Eternal City) main monuments, and enjoy a Food Tour, after that, travel to Siena (a quaint medieval time with gothic palaces and altarpieces, tasty pastry shops) and next, to Florence (capital of Italy’s Tuscany region), to discover by Guided City Tours their main attractions. Finally, visit Venice (set on gorgeous canals, intimate Gondola rides and under sculpted bridges), where to enjoy a a Doge`s Palace Visit and a delicious Food and Wine Tasting.

Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city while enjoying included, curated activities that enhance your experience!
Included:
• Flight into Rome and out of Venice
• Hotel for 3 nights in Rome
• Train from Rome to Siena
• Hotel for 2 night in Siena
• Train from Siena to Florence
• Hotel for 3 nights in Florence
• Train from Florence to Venice
• Hotel for 3 nights in Venice
  
  Curated Experiences Based on Availability:
• Guided City Tours in Rome, Florence, and Siena, visiting iconic sights and popular neighborhoods
• Food Tour around Rome and Venice (plus Wine Tasting)
• Visit to Doge`s Palace and St Mark`s Basilica in Venice
  
  Your price will only include confirmed activities; some tours may collect for entrance fees or attraction tickets on site.
  
  Try our flexible Essential Series package with hotels, transportation and optional activities that you can customize!
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• 
  Experience Rome and Florence
  6 nights from $1,800*
  ›
Bella Italia visiting these amazing cities. Our most popular combination in Italy just got better!.. With this flexible vacation package you will enjoy visiting Rome`s (the Eternal City, with its stunning architecture like the Colosseum and delicious food) and Florence`s (capital of Italy’s Tuscany region, is home to many masterpieces of Renaissance art and architecture) major sites, sample incredible food, visiting markets, and see inspiring art from centuries of celebrated artists!. These are just highlights of what makes each of these cities famous, so be sure to come back to enjoy even more in depth!.

Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city while enjoying included, curated activities that enhance your experience!
Included:
• Flight into Rome and out Florence
• Hotel for 3 nights in Rome
• Train from Rome to Florence
• Hotel for 3 nights in Florence
  
  Curated Experiences Based on Availability:
• Rome Colosseum Tour
• Vatican Museums and Sistine Chapel Tour
• Guided City Tour of Florence, visiting iconic sites and popular neighborhoods
• Food and Markets Tour around Florence
  
  Your price will only include confirmed activities; some tours may collect for entrance fees or attraction tickets on site.
  
  Easily upgrade your vacation to a Luxury Private Guided experience, featuring upgraded hotels, curated private activities, and more, or try our flexible Essential Series package with hotels, transportation and optional activities that you can customize!
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• 
  Experience Rome and Venice plus The Amalfi Coast
  7 nights from $2,057*
  ›
Lovely Italy!. Rome (with its stunning architecture like the Colosseum and the Roman Forum) and Venice (set on gorgeous canals, intimate Gondola rides, sumptuous palaces and under sculpted bridges), have so much to offer...from main monuments, sights and delicious food!. Visiting these large metropolitan cities is only complemented by visits to the quaint and more authentic collection of villages on the coast, specially on wildly popular Amalfi Coast (a UNESCO Sites, by the way)!.

Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city while enjoying included, curated activities that enhance your experience!
Included:
• Flight into Rome and out of Venice
• Hotel for 4 nights in Rome
• Train from Rome to Venice
• Hotel for 3 nights in Venice
  
  Curated Experiences Based on Availability:
• Guided City Tour of Rome visiting iconic sights and popular neighborhoods
• Day Trip to The Amalfi Coast from Rome
• Guided Food Tour in Venice
• Visit to Doge's Palace and St Mark's Basilica in Venice
  
  Your price will only include confirmed activities; some tours may collect for entrance fees or attraction tickets on site.
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• 
  Experience Rome plus The Amalfi Coast
  8 nights from $1,529*
  ›
Delightful Italy!. While you visit Rome (well-known as The Eternal City), Guided Tours that cover all the aspects that make this city so fascinating; visit their major citiy attractions, Museums, learn about their culture, taste delicious local food. Complete this trip with an unforgettable Day Trip down to the fabulous Amalfi Coast (known for its fresh lemon scented air and beautiful beaches) and Pompeii (Archeological Site near Mount Vesuvius).

Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city while enjoying included, curated activities that enhance your experience!
Included:
• Flight into and out of Rome
• Hotel for 8 nights in Rome
  
  Curated Experiences Based on Availability:
• Guided City Tour of Rome, visiting iconic sites and popular neighborhoods
• Food Tour
• Day Trip to Pompeii UNESCO Heritage Site and The Amalfi Coast
• Vatican Museums and Sistine Chapel Tour
• Rome Colosseum Tour
  
  Your price will only include confirmed activities; some tours may collect for entrance fees or attraction tickets on site.
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Experiences & Adventures

• 
  UNESCO World Heritage Sites of Italy

  Italy is home to more UNESCO World Heritage Sites than any other country in the world with 61 designated cultural and natural landmarks. From the Dolomites to the Amalfi Coast, discover ancient ruins, historic city centers, and beautiful natural landscapes.
• 
  Honeymoon in Italy

  Italy is a country made for romance. Sailing along the Amalfi Coast, sipping wine while overlooking a vineyard in Tuscany, cuddling close in a gondola in Venice, there are endless memories to be made. From the coast to the countryside, discover all that Italy has to offer!
• 
  Iconic Italian Road Trips

  Italy is an ideal destination for a road trip. Experience its scenic beauty and picturesque landscapes from the mountains and alpine lakes of the north, through the rolling hills of Tuscany and Umbria to the rugged coastlines of Amalfi and Puglia.