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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.
Fully Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city. Easily add curated experiences to complete your journey.
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9 nights from $1,099*
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Discover Japan at its best! Travel the famous "Golden Route" with convenient, high-speed trains!
Destination Highlights Include:
Tokyo: immerse yourself in the unbeatable Michelin-starred food scene, world-class luxury shopping in Ginza, and its neon-lit skyscrapers
Kyoto: the country's cultural heart; known as the City of Ten Thousand Shrines, it is the premier destination for UNESCO World Heritage Sites
Osaka: often called the Nation’s Kitchen; indulge in authentic local delicacies in the bustling Dotonbori district before exploring Osaka Castle or the world-renowned Osaka Aquarium Kaiyukan.
Fully Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city. Easily add curated experiences to complete your journey.
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9 nights from $1,489*
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Wine and Tango in Argentina. Enjoy Buenos Aires (the argentine capitol, where Tango and great dining experiences await you). Up next, experience wine tasting in the heart of Argentina's winemaking industry: Mendoza will enchant you with its vineyards, wineries, and breathtaking Andes. Combine them with intercity 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
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6 nights from $859*
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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).
Fully Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city. Easily add curated experiences to complete your journey.
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7 nights from $1,999*
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Spain is recognized throughout Europe for its distinctive style and contribution to art; and these two cities highlight that commitment. Visit Madrid (lively, energetic and vibrant - with a well earned reputation for its nightlife and cultural contributions with its diverse Spanish museums) and Barcelona (with dramatic buildings by famed artists Gaudi, the stunning Gothic Quarter and always on the biting edge of fashion, food, style and music while retaining and celebrating its own unique heritage). Catch a train between these cities.
Fully Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city. Easily add curated experiences to complete your journey.
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6 nights from $1,099*
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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.
Fully Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city. Easily add curated experiences to complete your journey.
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6 nights from $1,009*
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Explore Thailand's iconic beauty - including its bustling cities and welcoming shores!. Discover Bangkok (world famous for its high-rise buildings, floating markets, nightlife, and exotic Thai cuisine). Continue this sensory experience with a flight to the idyllic Phuket (the "Pearl of the South," a rain-forested and mountainous island with some of Thailand's most popular beaches).
Fully Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city. Easily add curated experiences to complete your journey.
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6 nights from $1,019*
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Visit Australia`s two largest cities. Start in the marvelous city of Sydney, the oldest and most sophisticated city in Australia featuring two of the most iconic structures on the planet, The Sydney Opera House and The Sydney Harbor Bridge. Combine this amazing experience flying into Melbourne, the world’s most livable city known for its many laneways, its cultural diversity, excellent dining options for all budgets, and amazing street art.
Fully Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city. Easily add curated experiences to complete your journey.
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6 nights from $1,289*
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Discover why this is our #1 bestseller in magical Thailand. Experience the Land of Smiles with the perfect blend of vibrant city life, Northern Thai culture, and relaxation at the Andaman Sea, with quick and convenient intercity flights!
- Bangkok is the vibrant capital and Thailand’s heart, from the majestic Grand Palace and sacred Buddhist temples like Wat Arun to the bustling Damnoen Saduak Floating Market, there is always something to explore, and at night enjoy the legendary nightlife of Sukhumvit and world-class shopping at Siam Paragon
- Chiang Mai is the gateway to the Cultural Highlands where you can immerse yourself in Lanna culture, visit ancient mountaintop temples like Wat Phra That Doi Suthep, and explore the famous Sunday Night Market for authentic street food and local crafts
- Phuket is Thailand's largest island known as The Pearl of the Andaman (recently named a top global destination); relax on the pristine sands of Patong or Kata Beach or take a boat tour to the limestone cliffs of Phang Nga Bay to enjoy the turquoise waters. <
Fully Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city. Easily add curated experiences to complete your journey.
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9 nights from $1,089*
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One of our Best-Sellers in Costa Rica! The classic route to see Costa Rica's most popular highlights: Arenal Volcano (the most active stratovolcano in Costa Rica, near Lake Arenal); Monteverde (famous for its Cloud Forest Reserve, perfect for anyone looking for a nature experience) and Tamarindo (one of the most popular beach towns with crystal blue waters, pristine sand, and strong surf) in the beautiful Guanacaste Province. Enjoy stress-free, comfortable private transfers between each location.
This vacation package includes recommended hotels and transportation that you can customize based on your preferences and availability! Easily add curated experiences to enhance your stay.
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8 nights from $1,309*
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Samba and Tango in Brazil and Argentina!. This classic itinerary will take you from Rio de Janeiro (famed for its natural settings, its Carnival, samba, bossa nova, Christ the Redeemer and beaches like Copacabana and Ipanema), next to Iguassu Falls (the most dramatic and among the most monumental waterfalls in the world, tumbling over the cliffs on the border with the Argentine province of Misiones and Brazilian state of Parana) and finally, to Buenos Aires (to stroll in the streets of the Paris of South America and experience one of their Tango Shows). Flights and transfers connect these destinations.
Fully Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city. Easily add curated experiences to complete your journey.
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8 nights from $1,539*
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Our Peru #1 Best-Seller!. Visit Lima for a chance to taste its colonial and cosmopolitan sites and its unique and world renowned peruvian cuisine. Next, fly to Cuzco airport and immediately continue to the Sacred Valley, a magical land where Indian Markets and Incan Constructions mix with Corn Fields, the Andes Mountains, Picturesque Towns, Salt Mines and a Legendary river. Proceed to Machu Picchu, the new Wonder of the World. Finally, visit Cuzco City to discover more Incan and Colonial sites and enjoy lots of shopping and endless nightlife.
Fully Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city. Easily add curated experiences to complete your journey.
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7 nights from $1,339*
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This was my first time booking a trip like this, so I found the site convenient for booking and the chat customer servic ...
Read more - See this traveler's itinerary Traveled on: 06/23/2026 VIEW IT ›United was an absolute disaster to fly with. There were so many issues with cancelations, members of our family being pl ...
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