9 nights from $929*
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9 nights from $929*
6 Customer ReviewsMain cities, charming villages with great fine wine in Italy!. Enjoy a nice stay in Rome (the Eternal City, with its stunning Colosseum, Roman Forum and delicious food), after that, continue by train to Florence (capital of Italy’s Tuscany region, is home to Renaissance art and architecture). From there, with a Rental Car, leap up to the charming Chianti Wine Region (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).
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Driving Time
Florence - Chianti Wine Region: 50 - 75 mins. approx.
Chianti Wine Region - Florence: 50 - 75 mins. approx. approx.
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Hotels rooms were on the smaller side, but well located, clean and comfortable. This is our third trip with you and will ...
Read more - See this traveler's itinerary Traveled on: 08/11/2025 VIEW IT ›TAP was OK for airline. Food was not palatable. Layovers were long; 4-6 hours. Would not fly again ...
Read more - See this traveler's itinerary Traveled on: 08/23/2025 VIEW IT ›I do think it would be helpful to check in hotel specifics, such as sister vs firmer beds, as this was difficult for us ...
Read more - See this traveler's itinerary Traveled on: 09/18/2024 VIEW IT ›Experience Italy by train!. Travel to Rome (famous for the Colosseum, Roman Forum, Vatican and delicious food), after that, Cinque Terre (five miles of rocky coast with five small villages overlooking the sea, in the midst of two capes with hundreds of miles of beautiful paths), next is Florence (home to many masterpieces of Renaissance Art and architecture) and finally, Venice (set on gorgeous canals, intimate Gondola rides and under sculpted bridges). Travel between these cities by very convenient train rides which allow you an opportunity to observe the lovely country side.
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
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9 nights from $929*
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Fantastic cities in Germany, Austria and Switzerland. Begin in Munich (the capital of Bavaria; stunning architecture and the annual Oktoberfest), continue to Salzburg (known as the Florence of the north for its undeniable contribution to the world of art; it is also the birthplace of Mozart) and after that, to Innsbruck (Austria's leading ski destination and one of the oldest and most idyllic ski towns in Europe). Lastly, visit Zurich (a charming old town with cobbled streets and museums which define its cultural and political position). Connect each destination with trains.
What Makes Tripmasters Vacation Packages Different?
Unique, fully custom approach to vacation planning
Choose your preferred flight cabin class
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8 nights from $1,359*
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Take this once in a life adventure in Croatia and Slovenia, journeying through three memorable cities. Begin in Zagreb (a vibrant destination with modern shops and fascinating museums), and then, catch a flight to Ljubljana (known for its green spaces), after that, take a train to Lake Bled (surrounded by mountains and forests, with its Medieval Bled Castle). A last train from Lake Bled will allow you to arrive to Ljubljana for one last night stay.
What Makes Tripmasters Vacation Packages Different?
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8 nights from $1,239*
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Spain is combined perfectly in this flexible Europe vacation package, discovering its main cities. Travel from Madrid (Golden Triangle of Art: Prado Museum; Reina Sofia and Thyssen-Bornemisza Museums; its famous nightlife and endless energy) to Seville (The Cathedral, Alcazar, Archive of the Indies, Barrio Santa Cruz); and finally, to Barcelona (Gaudi, Gothic Quarter and always in the biting edge of fashion, architecture, food, style, music and good times).
What Makes Tripmasters Vacation Packages Different?
Unique, fully custom approach to vacation planning
Choose your preferred flight cabin class
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8 nights from $909*
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Combine three stunning cities in France with a popular vacation package! Begin in romantic Paris (the City of Lights, with museums, world-class shopping and incomparable cuisine) then travel by train to Aix en Provence (the charming countryside which inspired Cezanne and features numerous summer festivals, ranging from jazz to opera) and Nice (founded by the Greeks and popular for its brilliant sunshine and relaxed living).
What Makes Tripmasters Vacation Packages Different?
Unique, fully custom approach to vacation planning
Choose your preferred flight cabin class
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9 nights from $1,189*
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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
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6 nights from $869*
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Journey through the awe-inspiring wonders of England, France and The Netherlands. Start in London (immaculate English gardens, Royal Palaces and vivid nightlife to explore); then, take a train to Paris (the City of Lights, with museums, world-class shopping and incomparable cuisine); and after that, a last train to Amsterdam (the eclectic city set on canals and wonderful atmosphere of diversity).
What Makes Tripmasters Vacation Packages Different?
Unique, fully custom approach to vacation planning
Choose your preferred flight cabin class
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9 nights from $1,339*
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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
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6 nights from $769*
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A taste of two of the most fascinating cities in Netherlands and France! Visit Paris (The City of Lights with impressive monuments, museums, culture and gastronomy) and Amsterdam (easygoing and liberal; a diverse culture full of museums, shops and eclectic neighborhoods set along tranquil canals with a vibrant nightlife). Travel between these two amazing destinations by train.
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
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6 nights from $939*
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Enjoy your holiday with a mix of culture and art in Italy, Greece and Egypt!. Begin your trip in Rome (the Eternal City, with its stunning architecture and delicious food) and then, travel to Athens (the cradle of civilization and home of democracy) and finally, to Cairo (the capital of Egypt; full of rich history from Greek, Roman and Egyptian empires). Connect each destination with flights.
What Makes Tripmasters Vacation Packages Different?
Unique, fully custom approach to vacation planning
Choose your preferred flight cabin class
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Pick from a wide selection of accommodation types (hotels, apartments, B&Bs, Guesthouses, and more)
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6 nights from $1,229*
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Take an exciting vacation in Grece and Turkey!. Combine a visit to Athens (the cradle of civilization and home of democracy, is a heady mix of history and edginess with iconic monuments mingle with first-rate museums) with a flight to Istanbul (which is world-famous for its rich history and culture, stunning scenery, magnificent structures across the sprawling Bosphorus Strait).
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)
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6 nights from $719*
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Flawless cities in Switzerland with a Rental Car!. Combine Zurich (a global center for banking and finance, lies at the north end of Lake Zurich in northern Switzerland) and after that, drive to Grindelwald (a village in Switzerland’s Bernese Alps, is a popular gateway for the Jungfrau Region, with skiing in winter and hiking in summer). Drive back to Zurich for one last night stay, before returning home.
What Makes Tripmasters Vacation Packages Different?
Unique, fully custom approach to vacation planning
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Driving Time
Zurich - Grindelwald: 2 hrs. 15 mins. approx.
Interlaken - Grindelwald: 2 hrs. 15 mins. approx.
7 nights from $1,459*
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Combine Bologna (a thriving university town and architectural gem), Rimini (Adriatic coast, in Italy’s Emilia-Romagna region), Ravenna (former capital of the Western Roman Empire, the Visigoth Empire, and the Byzantine Empire, but best known today for the Byzantine mosaic decoration of its churches and tombs), Ferrara (known for the buildings erected by its Renaissance rulers, the Este family) and Venice (built on more than 100 small islands in a lagoon in the Adriatic Sea. It has no roads, just canals, lined with Renaissance and Gothic palaces) with train 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)
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12 nights from $1,139*
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Our most popular combo for Czech Republic, Austria and Hungary!. Visit Prague (`The City of a Hundred Spires` with 1,000 years of art and architecture), Vienna (City of music, cafes, waltzes, parks, pastries, and wine with stately streets and Baroque palaces) and Budapest (two cities in one: Buda built upon hills, Castle Hill and Gellert Hill and Pest, as flat as a pancake, the perfect contrast between the right and left banks, a vibrant city). Transportation between cities by train.
What Makes Tripmasters Vacation Packages Different?
Unique, fully custom approach to vacation planning
Choose your preferred flight cabin class
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Pick from a wide selection of accommodation types (hotels, apartments, B&Bs, Guesthouses, and more)
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9 nights from $999*
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Explore our favorite Italian cities and hidden gems, including Montepulciano and UNESCO-listed cities Ferrara and San Gimignano, with private transfers. Begin this twist on our classic Italy getaway in historic Rome (the Eternal City) where the Colosseum looms large and the Vatican's treasures await discovery, and after that, travel to Florence (the capital of Tuscany and cradle of the Renaissance), until you finally reach Venice (the intimate city set on canals famous for gondola rides). Enjoy private transfers between each city that allow you to avoid the hassle of train stations and explore the following scenic towns: Montepulciano (renowned for its exquisite Vino Nobile Wine), San Gimignano (characterized by its medieval architectural towers) and Ferrara (a well-preserved UNESCO-listed city with rich history).
The driver will give you time to explore these stops independently: Enjoy wandering the streets, shop, grab lunch, gelato, or coffee, and see the iconic landmarks before continuing your journey!
What Makes Tripmasters Vacation Packages Different?
Unique, fully custom approach to vacation planning
Choose your preferred flight cabin class
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7 nights from $1,739*
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Discover Spain's most popular destinations, with visits to; Madrid (lively, energetic and vibrant - with a well earned reputation for its nightlife and cultural contributions with its diverse Spanish museums); Seville (a rich Moorish heritage, the passion of the Flamenco and the perfume of orange blossoms in every corner); and Granada (a historic Moorish-Christian artistic heritage and a UNESCO World Heritage site). Travel by train 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
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8 nights from $1,029*
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9 nights from $1,179*
519 Customer ReviewsA favorite vacation package that allows you to experience the best of Ireland on your own terms!. Spend a pleasant stay in Dublin (home to a rich literary tradition, stunning scenery, and fantastic food). On your last morning, pick up your Rental Car and head for Cork (where you can see the charming Blarney Castle, whimsical sculpture gardens, and moody Drombeg Stone Circle); continue to Killarney (the unforgettable Muckross House and Gardens are a must see as is the breathtaking Ring of Kerry) and Galway (Connemara and Kylemore Abbey are simply stunning). Finish your stay in lively Limerick (a bubbling, revitalized city that honors its past as it looks to the future). Return flight will be out of nearby Shannon Airport.
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
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Driving Time
Dublin - Cork: 2 hrs. 50 mins. approx.
Cork - Killarney: 1 hr. 20 mins. approx.
Killarney - Galway: 2 hrs. 40 mins. approx.
Galway - Limerick: 1 hr. 25 mins. approx.
Limerick - Shannon Airport: 30 mins. approx.
9 nights from $1,179*
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