6 nights from $799*
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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.
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
Includes:
6 nights from $799*
Customize it 695 Customer Reviews
This package combines Japan's political and cultural capitals: Tokyo (with its contrasts between the old and the new, the traditional and modern, an exciting place for travelers to visit) and Kyoto (the ancient capital of Japan for more than a thousand years, and forever known for its history and culture). A train connect these two destinations.
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
Includes:
6 nights from $1,119*
Customize it 143 Customer Reviews
Visit Costa Rica and make incredible memories, enjoying the best and most emblematic activities without a single worry. We make it possible with our action-packed and stress-free vacation package! You can focus on having fun because we've curated fun included and optional add-on adventures, including hiking near the famous Arenal Volcano and walking over hanging bridges in the rainforest canopy! We invite you to live "La Pura Vida!" as only Tripmasters can bring you in Costa Rica, make new friends, and enjoy the adventure of a lifetime! We take care of every detail to maximize your experience, and with our local support team, we ensure everything runs smoothly.
Pay attention to flight arrival and departure times. Depending on the flight schedule, you may want to stay overnight in San Jose. You can select this same package with an overnight stay in San Jose.
Why Visit Costa Rica with Tripmasters?
Daily departures for individuals, families, or small groups
No need to stay in San Jose! Go straight to Arenal
Select from several well-located hotels
Many more included and additional optional activities than other offerings
Local organic support staff throughout
Option to extend your stay at last destination
Includes:
5 nights from $1,079*
Customize it 2 Customer Reviews
Experience beautiful Portugal through two of its most popular destinations!. Enjoy Lisbon (the dazzling capital with an ancient fortress at its heart with charming neighborhoods, local festivals, nightlife and delectable food) and then, take a train to Porto (the former residence of the Royal Family; visit medieval cathedrals, concert halls, the national library and museums with breathtaking art treasures and porto wines!).
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
Includes:
6 nights from $809*
Customize it 474 Customer Reviews
Experience Christmas like never before starting this adventure in Austria and Hungary. First Vienna (a city of classical music and waltzes with trendy, bustling coffee houses and intriguing museums) and then, is Budapest (wide boulevards and stunning architecture, steamy thermal baths). In these cities, have Walking Tours around Chrismas Markets and enjoy Christmas Concerts.
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
Includes:
6 nights from $919*
Customize it 4 Customer Reviews
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
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
Includes:
7 nights from $1,729*
Customize it
South Pacific getaway, visiting Fiji, New Zealand and Australia!. Start in Nadi, known for its amazing beaches, clear waters, palm trees, very friendly locals, and relaxed atmosphere. Up next, fly into Auckland, put your adventure gear on, and be ready to experience another whole level of wildlife encounters, certainly something not to be missed. Finally, catch a flight to Sydney a city which is surrounded by one of the largest natural harbors, and immerse yourself into this vibrant and lively place, whose major attractions are The Sydney Opera House and The Sydney Harbor Bridge.
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
Includes:
9 nights from $2,019*
Customize it 47 Customer Reviews
Sparkling City and Iconic cityscape in New Zealand and Australia!. Begin this incredible experience in Auckland (where you can find world-class shopping, also offers seaside art galleries and the unique Torpedo Bay Naval Museum). Combine this amazing adventure flying into Sydney (Sydney Opera House which is the most recognizable landmark). A truly unforgettable experience you won't want to miss!.
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
Includes:
6 nights from $1,479*
Customize it 52 Customer Reviews
Japan at its best!. Start your trip in Tokyo, the world`s most populous metropolis and recently awarded as the city with best Helpfulness of locals`, `Nightlife`, `Shopping` and Best Local Transportation. Then take the train to Kyoto, known as the City of the Ten Thousand Shrines for a reason! Since it holds about a quarter of Japan`s National Treasures and popular festivals. Last but not least go to Osaka, famous for its delicious traditional food along with its Castle and renowned Osaka Aquarium Kaiyukan, definitely a trip not to be missed!.
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
Includes:
9 nights from $1,269*
Customize it 354 Customer Reviews
What better way to see picturesque Costa Rica than by car?. Pick up your car at San Jose City Airport and travel to Arenal Volcano (youngest and one of the most active stratovolcano in Costa Rica, near Lake Arena); after that, drive along the country visiting: Monteverde (with famous Cloud Forest Reserve, perfect for anyone looking for an educational nature experience), and then, is Manuel Antonio (home to a namesake national Park in Quepos; one of the most biodiverse areas in the world and one of the most visited in Costa Rica). Finally, drive back to spend one last night stay in San Jose City (is Costa Rica`s Capital city known for its natural beauty and coffee).
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
Includes:
Driving Time
San Jose City Airport - Arenal Volcano: 2 hrs. 30 mins. approx.
Arenal Volcano - Monteverde: 3 hrs. 10 mins. approx.
Monteverde - Manuel Antonio (Quepos): 3 hrs. 40 mins. approx.
Manuel Antonio (Quepos) - San Jose City: 2 hrs. 50 mins. approx.
8 nights from $809*
Customize it 51 Customer Reviews
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.
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
Includes:
7 nights from $1,269*
Customize it 376 Customer Reviews
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.
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
Includes:
8 nights from $1,329*
Customize it 220 Customer Reviews
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Hotels were fantastic, there was a train strike on one of the days we were traveling from Rome to Florence and our Delta ...
Read more - See this traveler's itinerary Traveled on: 09/19/2025 VIEW IT ›United was an absolute disaster to fly with. There were so many issues with cancelations, members of our family being pl ...
Read more - See this traveler's itinerary Traveled on: 08/07/2025 VIEW IT ›I already have recommended you guys to several people and I was very happy with the service. I appreciate all the help t ...
Read more - See this traveler's itinerary Traveled on: 06/09/2025 VIEW IT ›
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