Italian Food and Wine Experiences Vacation Packages

Food and wine are central to daily life in Italy, reflecting regional identity, history, and tradition. Each region, from Tuscany to Sicily, offers distinct dishes influenced by local ingredients, seasonal cooking, and time-honored recipes. Meals are social rituals, bringing family and friends together to celebrate culture and community. Italian wines, from robust reds to crisp whites, are carefully paired with dishes, enhancing the overall dining experience and showcasing the country’s deep agricultural heritage.

Best Vacation Packages:

An adventurous food lover`s trip in in Italy!, While visit Rome (the Eternal City, with its stunning architecture like the Colosseum and the Roman Forum), Florence (an artists haven with a surprisingly political past), and Venice (the romantic city set on canals) take a bite out of their famous cuisines, sampling traditional food, sweets and wines and have an unforgettable Dinning Experience!.

What Makes Tripmasters Vacation Packages Different?
Unique, fully custom approach to vacation planning
Choose your preferred flight cabin class
Select up to 14 nights in each city during your stay
Pick from a wide selection of accommodation types (hotels, apartments, B&Bs, Guesthouses, and more)
Add transfers, activities and experiences, and more services to enhance your vacation
Live phone and chat support

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

Sample of Included Tours:

Cooking Class in Rome

Sweet Eats Tour around Rome

Dinner in Rome

Food and Markets Tour around Florence

Italian Cooking Class in Florence

Food Tasting Tour around Venice

Your price will only include confirmed available tours; some tours may collect for entrance fees or attraction tickets on site. If an included tour becomes unavailable, alternate options may be available at an additional cost.

9 nights from $1,890*

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Vibrant Food and Wine scene during this trip in Italy!. Base yourself in tantalizing Florence (capital of Italy`s Tuscany Region ; with its glorious landscapes, vast history, delicious cuisine and exquisites wines, to even artistic legacy along cities and small villages scattered about the lush greenery), and explore all the best Food and Wine (okay, and a little culture, too)!.

What Makes Tripmasters Vacation Packages Different?
Unique, fully custom approach to vacation planning
Choose your preferred flight cabin class
Select up to 14 nights in each city during your stay
Pick from a wide selection of accommodation types (hotels, apartments, B&Bs, Guesthouses, and more)
Add transfers, activities and experiences, and more services to enhance your vacation
Live phone and chat support

Included:

Flight into and out of Florence

Hotel for 8 nights in Florence

Sample of Included Tours:

Food and Markets Tour

Evening Tour with Aperitivo

Chianti Wine Tour (a Protected Designation of Origin)

Tuscan Cheese and Wine Tastings

Visit Uffizi and Accademia Museums

Italian Cooking Class

Truffle Hunting (Outdoors) in Tuscany

Your price will only include confirmed available tours; some tours may collect for entrance fees or attraction tickets on site. If an included tour becomes unavailable, alternate options may be available at an additional cost.

8 nights from $2,248*

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Taste your away around these Italian famous cities!. The flavors of Italy are as varied as its people, and you deserve to experience them all!... From a Food Tour around the city, a Cooking Class and a Italian Dinner in Rome (the Eternal City, with its stunning architecture like the Colosseum and the Roman Forum); to Chianti Wine Area Day Trip and an relax Evening Tour with Aperitivo in Florence (capital of Italy’s Tuscany region, home to many masterpieces of Renaissance art and architecture).

What Makes Tripmasters Vacation Packages Different?
Unique, fully custom approach to vacation planning
Choose your preferred flight cabin class
Select up to 14 nights in each city during your stay
Pick from a wide selection of accommodation types (hotels, apartments, B&Bs, Guesthouses, and more)
Add transfers, activities and experiences, and more services to enhance your vacation
Live phone and chat support

Included:

Flight into Rome and out Florence

Hotel for 4 nights in Rome

Train from Rome to Florence

Hotel for 4 nights in Florence

Sample of Included Tours:

Food Tour in Rome

Cooking Class in Rome

Dinner in Rome

Evening Tour with Aperitivo in Florence

Chianti Wine Tour (a Protected Designation of Origin) from Florence

Your price will only include confirmed available tours; some tours may collect for entrance fees or attraction tickets on site. If an included tour becomes unavailable, alternate options may be available at an additional cost.

8 nights from $1,708*

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Get a real taste of Italy`s Capital and The Serenissima!. The flavors of Italy are as varied as its people, and you deserve to experience them all!. From famous Rialto Market food stalls, to Tuscan Wines, you will try it all during visits to Rome (the Eternal City, with its stunning architecture like the Colosseum and the Roman Forum) and Venice (set on gorgeous canals, intimate Gondola rides will guide you past sumptuous palaces and under sculpted bridges).

What Makes Tripmasters Vacation Packages Different?
Unique, fully custom approach to vacation planning
Choose your preferred flight cabin class
Select up to 14 nights in each city during your stay
Pick from a wide selection of accommodation types (hotels, apartments, B&Bs, Guesthouses, and more)
Add transfers, activities and experiences, and more services to enhance your vacation
Live phone and chat support

Included:

Flight into Rome and out Venice

Hotel for 4 nights in Rome

Train from Rome to Venice

Hotel for 3 nights in Venice

Sample of Included Tours:

City Food Tour around Rome

Italian Cooking Class in Rome

Wine Tasting Day Trip from Rome

Rialto Market Food Tour in Venice

Italian Cooking Class in Venice

Your price will only include confirmed available tours; some tours may collect for entrance fees or attraction tickets on site. If an included tour becomes unavailable, alternate options may be available at an additional cost.

7 nights from $1,880*

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Popular Wine Destinations

• 
  Chianti Wine Region
• 
  San Gimignano
• 
  Montepulciano
• 
  Verona
• 
  Trieste
• 
  Ancona

SUGGESTED ITINERARIES

• 
  Rome - Florence - Venice - Milan for Foodies
  10 nights from $2,277*
  ›
All the Italian Flavors!. Get to taste a bit of it all with this flexible vacation package designed for foodies.... From best street food and markets, a Cooking Class and an unforgettable Dinner Experience... all during your stay in Rome (the Eternal City, with its stunning architecture), Florence (birthplace of Renaissance art and architecture), Venice (gorgeous canals and intimate Gondola rides under sculpted bridges) and Milan (fashion and high-tech capital; with the Duomo Cathedral and Vittorio Emanuele II shopping arcade).

What Makes Tripmasters Vacation Packages Different?
Unique, fully custom approach to vacation planning
Choose your preferred flight cabin class
Select up to 14 nights in each city during your stay
Pick from a wide selection of accommodation types (hotels, apartments, B&Bs, Guesthouses, and more)
Add transfers, activities and experiences, and more services to enhance your vacation
Live phone and chat support
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 2 nights in Venice
• Train from Venice to Milan
• Hotel for 2 nights in Milan
  
  Sample of Included Tours:
• Cooking Class in Rome
• Dinner in Rome
• Food and Markets Tour around Florence
• Italian Cooking Class in Florence
• Rialto Market Food Tour in Venice
• Food Tour around Milan
  
  Your price will only include confirmed available tours; some tours may collect for entrance fees or attraction tickets on site. If an included tour becomes unavailable, alternate options may be available at an additional cost.
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• 
  Florence and The Chianti Wine Region (Self Drive)
  7 nights from $1,575*
  ›
Discover Italy's most famous Wine Region by car!. Visit Florence (capital of Italy’s Tuscany region, home to Renaissance art and architecture). From there, with a Rental Car, leap up to the charming Chianti Wine Region (green, gentle hills covered with wide fields of vineyards and olive groves, small stone villages, characteristic parishes and countryside homes in stone and of course, its worldwide Chianti Wine, made primarily with Sangiovese grapes). Drive back to Florence to drop off the car and finisht this trip with one last night stay.

What Makes Tripmasters Vacation Packages Different?
Unique, fully custom approach to vacation planning
Choose your preferred flight cabin class
Select up to 14 nights in each city during your stay
Pick from a wide selection of accommodation types (hotels, apartments, B&Bs, Guesthouses, and more)
Add transfers, activities and experiences, and more services to enhance your vacation
Live phone and chat support
Included:
• Flight into and out of Florence
• Hotel for 3 nights in Florence
• Rental Car for 5 days
• Hotel for 3 nights in Chianti Wine Region
• Hotel for 1 night in Florence

• Driving Time
  Florence - Chianti Wine Region: 50 mins. / 1 hr. 10 mins. approx.
  Chianti Wine Region - Florence: 50 mins. / 1 hr. 10 mins. approx. approx.
  
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Experiences & Adventures

• 
  The Adriatic Sea

  The cities and countries that are situated on the Adriatic Sea are some of the most beautiful and awe-inducing vacation destinations in Europe. The Adriatic Coast stretches on for 2,300 miles, up the eastern coast of Italy to Slovenia, and then on from Slovenia to Croatia, Bosnia and Herzegovina, Croatia again, Montenegro, and finally Albania.
• 
  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.
• 
  The Mediterranean

  The coastlines of southern Europe, the Middle East, and North Africa are shaped by the Mediterranean Sea. Not only does the Mediterranean have beautiful resorts and beaches on the mainland, there are literally thousands of islands to explore, each with their own beauty, over 2,500 miles from Spain east to Turkey.