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Italy Vacations Packages

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Enchanting landscapes, magical hilltop hamlets and vineyars in The Southern Tuscany, in addition to cities with rich history in Italy. Start in Rome (the Eternal City, with its stunning architecture like the Colosseum and the Roman Forum and delicious food), after that, catch a train to Florence (capital of Italy’s Tuscany region, is home to many masterpieces of Renaissance art and architecture). From there, with a Rental Car, leap up to Southern Tuscany (boasting the most captivating countryside and vineyards that produce Tuscany's mightiest red wines in cities like: Montepulciano, San Gimignano, Pienza and Volterra). Drive back to Florence to drop off the car and finisht this trip, travelling by train to Venice (set on gorgeous canals, intimate Gondola rides will guide you past sumptuous palaces and under sculpted bridges). This is a flexible vacation package. Select your number of nights in each city, desired hotel and activities.

Included:

  • Hotel for 3 nights in Rome
  • Train from Rome to Florence
  • Hotel for 2 nights in Florence
  • Rental Car for 4 nights
  • Hotel for 3 nights in Southern Tuscany
  • Hotel for 1 night in Florence
  • Train from Florence to Venice
  • Hotel for 2 nights in Venice
  • <p><strong>Driving Time</strong><br>Florence - Southern Tuscany: 1 hr./ 1 hr. 20 mins. approx.<br>Southern Tuscany - Florence: 1 hr. /1 hr. 20 mins. approx.</br></p>

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One of our most popular vacation packages, offering an incredible introduction to Italy!. Discover Rome (the Eternal City, with its stunning architecture like the Colosseum and the Roman Forum and delicious food) after that, travel north to Florence (capital of Italy’s Tuscany region, is home to many masterpieces of Renaissance art and architecture), continue to Venice (set on gorgeous canals, intimate Gondola rides will guide you past sumptuous palaces and under sculpted bridges) and finish in Milan (one of the fashion and high-tech capitals of the world; known for the majestic Duomo Cathedral and the dazzling Vittorio Emanuele II shopping arcade). These destinations are connected by trains.

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 2 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

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Visit some highlights of Italy with a unique vacation package in Europe! Venice (unrivaled romance cruising the canals); take the train to the artistic treasures of Florence (Michelangelo`s David, Botticelli`s Birth of Venus, and Raphael`s La Velata); then Rome (Italy`s treasure with two millennia of artistic achievement) and finally drive down the impossible beauty of the Amalfi coast in a rental car.

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 Venice and out of Naples
  • Hotel for 3 nights in Venice
  • Train from Venice to Florence
  • Hotel for 2 nights in Florence
  • Train from Florence to Rome
  • Hotel for 3 nights in Rome
  • Rental Car for 4 days
  • Hotel for 3 nights in Amalfi
  • Hotel for 1 night in Naples

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For those who want to experience the complete Amalfi in Italy; but do not want to drive, this vacation is for you!. Visit Naples (a city full of charm in its narrow streets and ancient churches, and a vibrant nightlife), Amalfi (rich history, splendid coasts and a love of incredible food), Sorrento(engulfed in Lemon and olive groves, perched on a cliff with a lively seafront promenade) and Capri(its postcard worthy vistas have seen the island change hands several times, belonging at one time or other to nearly every major empire in Europe, finally restored to Italy). Enjoy private transfers between these destinations. This is a flexible vacation package. Select your number of nights in each city, desired hotel and activities.

Included:

  • Hotel for 2 nights in Naples
  • Transfer from Hotel in Naples to Hotel in Amalfi
  • Hotel for 2 nights in Amalfi
  • Transfer from Hotel in Amalfi to Hotel in Sorrento
  • Hotel for 3 nights in Sorrento
  • Ferry from Sorrento to Capri
  • Hotel for 2 nights in Capri
  • Ferry from Capri to Naples
  • Hotel for 1 night in Naples

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Main cities, charming villages with great fine wine in Italy!. Enjoy a nice stay in Rome (the Eternal City, with its stunning architecture like the Colosseum and the Roman Forum and delicious food), after that, continue by train to Florence (capital of Italy’s Tuscany region, is home to many masterpieces of Renaissance art and architecture). From there, with a Rental Car, leap up to the charming Chianti Wine Region (offering a unique landscape, with 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. This is a flexible vacation package. Select your number of nights in each city, desired hotel and activities.

Included:

  • Hotel for 3 nights in Rome
  • Train from Rome to Florence
  • Hotel for 2 nights in Florence
  • Rental Car for 4 days
  • Hotel for 3 nights in Chianti Wine Region
  • Hotel for 1 night in Florence
  • <p><strong>Driving Time</strong><br>Florence - Chianti Wine Region: 50 mins. / 1 hr. 10 mins. approx.<br>Chianti Wine Region - Florence: 50 mins. / 1 hr. 10 mins. approx. approx.</br></p>

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Explore splendid italian Sicily, with its characteristic grit and glam then look no further than this essential package. You will visit Palermo (Sicily's Crown Jewel, it rewards inquisitive visitors with citrus-filled cloisters, stucco-laced chapels and vintage stores filled with the threads of faded aristocrats), the Greek influenced Agrigento, must see Taormina (perched on the edge of a cliff overlooking the Ionian Sea with countless stores, cafes, piazzas, and breathtaking vistas), and end in the youthful, energetic Catania (a city which exudes youthful vibrancy; great food, even better nightlife, and stunning views keep visitors returning year after year). Private transfers connect these destinations. This is a flexible vacation package. Select your number of nights in each city, desired hotels and activities.

Included:

  • Hotel for 3 nights in Palermo
  • Transfer from Hotel in Palermo to Hotel in Agrigento via Castello di Caccamo
  • Hotel for 2 nights in Agrigento
  • Transfer from Hotel in Agrigento to Hotel in Taormina
  • Hotel for 2 nights in Taormina
  • Transfer from Hotel in Taormina to Hotel in Catania
  • Hotel for 2 nights in Catania

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Picture it: Sicily - right now! Your perfect escape is found on this idyllic island, with a rich and unique culture, especially in regard to art, music, literature, cuisine, and architecture. Sicily has plenty to see and do and this flexible vacation package highlights Palermo (notorious for its mafia glamour, but that aside, uncover forgotten treasures in its museums and wander through its packed outdoor markets), Agrigento (home to the Valley of the Temples with the best preserved Greek ruins outside Greece), Syracuse (Siracusa) (a former stronghold of the Greek empire; full of medieval and Baroque buildings), and finally Taormina (perched on the edge of a cliff overlooking the Ionian Sea this dreamy city has drawn artists, writers, and intellectuals for decades). Admire various other points of interest with stops at the Norman Castello di Caccamo, the historical Piazza Armerina, and the haunting Necropolis of Pantalica! This is a flexible vacation package. Select your number of nights in each city, desired hotel and activities.

Included:

  • Hotel for 2 nights in Palermo
  • Transfer from Hotel in Palermo to Hotel in Agrigento via Castello di Caccamo
  • Hotel for 2 nights in Agrigento
  • Transfer from Hotel in Agrigento to Hotel in Syracuse via Piazza Armerina
  • Hotel for 2 nights in Syracuse
  • Transfer from Hotel in Syracuse to Hotel in Taormina via Necropolis of Pantalica
  • Hotel for 2 nights in Taormina
  • Transfer from Hotel in Taormina to Catania Airport

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Discover the best of France and Italy!. Combine Paris (the romantic City of Lights; shopping, dining, museums) and Rome (the Eternal City, with its stunning architecture like the Colosseum and the Roman Forum and its delicious food) with an intercity flight.

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 Paris and out of Rome
  • Hotel for 3 nights in Paris
  • Flight from Paris to Rome
  • Hotel for 3 nights in Rome

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An undeniably unique adventure, combining three famous cities in England, France and Italy. Discover London (a world center of theatre, art, music, literature and culture), Paris (the City of Light is the world's most visited capital) and Rome (the Eternal City, with its stunning architecture and delicious food). These destinations are connected by flights.

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 London and out of Rome
  • Hotel for 3 nights in London
  • Flight from London to Paris
  • Hotel for 3 nights in Paris
  • Flight from Paris to Rome
  • Hotel for 3 nights in Rome

Customize It
 
 

Combine France and Italy most popular cities in Europe!. Paris (the romantic City of Lights, the Eiffel Tower and The Louvre) will steal your breath before flying to Venice (with sumptuous palaces and dreamy waterways). Take the train and enjoy the charming countryside on route to Florence (home to many masterpieces of Renaissance art and architecture) and lastly Rome (the Eternal City, with its stunning architecture like the Coliseum and the Roman Forum and delicious food).

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 Paris and out of Rome
  • Hotel for 3 nights in Paris
  • Flight from Paris and Venice
  • Hotel for 2 nights in Venice
  • Train from Venice to Florence
  • Hotel for 2 nights in Florence
  • Train from Florence to Rome
  • Hotel for 3 nights in Rome

Customize It
 
 

Visit Spain and Italy with this customizable vacation package! Barcelona (on the cutting edge of fashion, culture, food and music) welcomes you warmly and Rome (Italy`s treasure with centuries of achievement in the arts and charming alleys) captivates. Flights between cities.

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 Barcelona and out of Rome
  • Hotel for 3 nights in Barcelona
  • Flight Barcelona - Rome
  • Hotel for 3 nights in Rome

Customize It
 
 

Visit 3 of Europe`s Gems: France, Spain and Italy. Combine Paris (With its monuments and delectable foods, vast perspectives and intimate streets, formal gardens and quiet squares), Barcelona (on the biting edge of fashion, architecture, food, style, music and good times, one of the most exciting cities on the western Mediterranean) and Rome (Italy`s treasure, packed with masterpieces from more than two millennia of artistic achievement).

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 Paris and out of Rome
  • Hotel for 3 nights in Paris
  • Flight Paris to Barcelona
  • Hotel for 3 nights in Barcelona
  • Flight Barcelona to Rome
  • Hotel for 3 nights in Rome

Customize It
 
 

One of the most popular combination in Italy, Greece and Turkey!. Begin your vacation package in Rome (the Eternal City, with its stunning architecture like the Colosseum and the Roman Forum and delicious food) then, visit Athens (the cradle of civilization and home of democracy) and finally, Istanbul (a cosmopolitan city balancing its extraordinary history with modern conveniences). These destinations are connected by flights.

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 Istanbul
  • Hotel for 3 nights in Rome
  • Flight from Rome to Athens
  • Hotel for 3 nights in Athens
  • Flight from Athens to Istanbul
  • Hotel for 3 nights in Istanbul
  • <b>Ramadan</b> is a month of spirituality and purification during which participants abstain from eating, drinking, and smoking. Ramadan is typically celebrated in late winter or early spring. <br><b>Please verify dates before booking travel because food and entertainment services in hotels and other public places may be affected.</b>

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Netherlands, France and Italy! A diverse, popular and fascinating trip through Europe starts in Amsterdam (with world famous museums, an unsurpassed atmosphere of tolerance, acceptance and rich culture); fly to Paris (renowned for its romantic feel, intimate strolls along the Champs Elysees and unmatched shopping) and then continue to Rome (a veritable wealth of history, religion, culture and centuries of artistic achievement). This is a flexible vacation package. Select your number of nights in each city, desired hotel and activities.

Included:

  • Hotel for 3 nights in Amsterdam
  • Flight from Amsterdam to Paris
  • Hotel for 3 nights in Paris
  • Flight from Paris to Rome
  • Hotel for 3 nights in Rome

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Europe is at your grasp with this customizable package that ventures through Italy, France and Greece. Start the adventure in Paris (the City of Lights, with museums, world-class shopping and incomparable cuisine), then Rome and finally Athens (the cradle of civilization and the birthplace of democracy). Take flights between cities. This is a flexible vacation package. Select your number of nights in each city, desired hotels and activities.

Included:

  • Hotel for 3 nights in Paris
  • Flight Paris to Rome
  • Hotel for 3 nights in Rome
  • Flight Rome to Athens
  • Hotel for 3 nights in Athens

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See Europe and some of its most fascinating cities visiting Ireland, England, France and Italy with this customizable vacation package. Combine Dublin (overflowing with tradition and majestic countryside); London (a bustling city with fabulous shopping and culture); Paris (the romantic City of Lights) and Rome (a city rich in history and artistic achievement); all of them with intercity flights. This is a flexible vacation package. Select your number of nights in each city, desired hotel and activities.

Included:

  • Hotel for 3 nights in Dublin
  • Flight from Dublin to London
  • Hotel for 3 nights in London
  • Flight from London to Paris
  • Hotel for 3 nights in Paris
  • Flight from Paris to Rome
  • Hotel for 3 nights in Rome

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A perfect vacation through Czech Republic, Austria and Italy! These 5 cities will inspire and instill an appreciation for their incomparable culture: Prague (the city of `1,000 spire); Vienna (the city of waltzes and classical music, intimate streets and fantastic cuisine); Venice (Sumptuous palaces and romantic waterways); Florence (Michelangelo`s David, Botticelli`s Birth of Venus, and Raphael`s La Velata) and Rome(Italy`s treasure with two millennia of artistic achievement). Transportation between these cities is by train except for Vienna to Venice which is by flight. This is a flexible vacation package. Select your number of nights in each city, desired hotel and activities.

Included:

  • Hotel for 3 nights in Prague
  • Train from Prague to Vienna
  • Hotel for 3 nights in Vienna
  • Flight from Vienna to Venice
  • Hotel for 2 nights in Venice
  • Train from Venice to Florence
  • Hotel for 2 nights in Florence
  • Train from Florence to Rome
  • Hotel for 3 nights in Rome

Customize It
 
 

Browse all 633 customizable packages  or  Build Your Own Itinerary

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