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Best Of Italy: Point of Interest Map
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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:

Regions of Italy


See Regions of Italy

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.

Tripmasters Exclusives

  • Door to Door Discoveries

    Discover Italy with Tripmasters Signature Transfer Series packages, including private car transfers between your destinations with stops at charming towns, local attractions, UNESCO World Heritage Sites, and more!

SUGGESTED ITINERARIES

  • The Best of Venice plus Murano
    6 nights from $1,842*
  • 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:
    • Venice City Tour
    • 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.


  • The Best of Rome - Florence - Venice
    9 nights from $2,322*
  • Our most popular combination in Italy just got better!. With this flexible vacation package you will visit Rome itself (from the majestic Colosseum to the breathtaking Sistine Chapel in the Vatican), Florence (famed for its museums like Uffizzi and Accademia, the Palatine Gallery and Pitti Palace) and Venice (with its rich history, St Mark`s Basilica and The Doge Palace, beautiful bridges, gondola rides and carnival celebrations) and enjoy visiting their major sites, sample incredible food, 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 of 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:
    • Rome Colosseum Tour
    • Vatican Musuems and Sistine Chapel Tour
    • Night Time City Tour in Florence
    • Visit Uffizi and Accademia Museums in Florence
    • Food and Markets Tour around Florence
    • Night Tour of Venice
    • 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.

      Learn more about: Rome - Florence - Venice


  • The Best of Florence plus Tuscany
    8 nights from $2,019*
  • 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, Lucca, San Gimignano or Siena, 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
    • Visit Uffizi and Accademia Museums
    • Tuscan Cheese and Wine Tastings
    • Day Trip to Lucca and Pisa
    • Day Trip to Siena and San Gimignano
    • 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.


  • The Best of Rome - Siena - Florence - Venice
    15 nights from $3,354*
  • Most visited cities in Italy!. Explore Rome`s (the Eternal City) monuments, The Vatican and enjoy a Food Tour, after that, travel to Siena (a quaint medieval time with gothic palaces and altarpieces, tasty pastry shops) where to have a Cooking Class, and next, to Florence (capital of Italy’s Tuscany region), there have a Night Tour and visits to The Uffizi and Accademia, The Cathedral and a taste of its delicious food. Finally, visit Venice (set on gorgeous canals, intimate Gondola rides and under sculpted bridges), where to enjoy a Canal Cruise, 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 4 nights in Rome
    • Train from Rome to Siena
    • Hotel for 3 night in Siena
    • Train from Siena to Florence
    • Hotel for 4 nights in Florence
    • Train from Florence to Venice
    • Hotel for 4 nights in Venice

      Curated Experiences Based on Availability:
    • Guided City Tour in Rome
    • Rome Colosseum Tour
    • Food Tour around Rome
    • Vatican Museums and Sistine Chapel Tour from Rome
    • Guided City Tour in Siena
    • Italian Cooking Class in Siena
    • Night Time City Tour in Florence
    • Visit Uffizi and Accademia Museums in Florence
    • Food and Markets Tour around Florence
    • Visit to Florence Cathedral
    • Night Tour of Venice
    • Canal Cruise around Venice
    • 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.


  • The Best of Rome and Florence
    More details
  • 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, 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
    • Night Time City Tour in Florence
    • Visit Uffizi and Accademia Museums in Florence
    • 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.


  • The Best of Rome and Venice plus the Amalfi Coast
    7 nights from $1,822*
  • Lovely Italy!. The city of 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... so don't miss out on the wildly popular Amalfi Coast (a UNESCO Sites, by the way)!. Visiting the large metropolitan cities is only complemented by visits to the quaint and more authentic collection of villages on the coast.

    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:
    • See Rome in One Day Comprehensive Tour
    • Day Trip to The Amalfi Coast from Rome
    • Night Tour of Venice
    • 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.


  • The Best of Rome plus Pompeii and The Amalfi Coast
    8 nights from $1,519*
  • Delightful Italy!. Uncover the highlights of Rome (well-known as The Eternal City), and make a 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). Complete this trip with Guided Tours to visit main monuments and Museums, a Food Tour and and Dinner Experience!.

    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:
    • Walking Guided City Tour
    • Food Tour
    • Rome Colosseum Tour
    • Day Trip to Pompeii UNESCO Heritage Site and The Amalfi Coast
    • Vatican Museums and Sistine Chapel Tour
    • Borghese Gallery Tour
    • Dinner In Rome

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


Build Your Own Itinerary

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.

CUSTOMER REVIEWS

4.7 out of 5 stars 1 Reviews

Cities in Italy

  • Rome  
  • Venice  
  • Florence  
  • more cities

Italy & Beyond

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