6 nights from $1,109*
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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 $1,109*
Customize it 467 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 $1,419*
Customize it 328 Customer Reviews
Costa Rica enchants visitors, and you are guaranteed to make new friends and incredible memories with our stress-free vacation package to Arenal, Monteverde, and Tamarindo! Enjoy exciting included and optional activities that enhance your stay. We invite you to experience "La Pura Vida!" only Costa Rica can offer and have the adventure of a lifetime! We take care of every detail, and our local support team ensures 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:
8 nights from $1,399*
Customize it
An enchanting journey through the best cities and breathtaking landscapes of Italy!. Discover Rome (the Eternal City) and after that, travel to Florence (the capital of Tuscany and cradle of the Renaissance), until you finally reach Venice (the intimate city of the canals with gondola rides). Enjoy private transfers en route that allow you to avoid the hassle of train stations and explore the following scenic Italian 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 $2,129*
Customize 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
Live phone and chat support
Includes:
9 nights from $1,389*
Customize it 586 Customer Reviews
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
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 $979*
Customize it 1835 Customer Reviews
Temples and amazing beaches in Indonesia!. Combine Ubub (Bali's cultural heart. Located in the cool mountains, this traditional country town is home to one of Bali's royal family), Bali (the island of gods", land of magnificent temples such as: Uluwatu Temple and Tanah Lot and its Bali Beaches: including Kuta, Nusa Dua and Seminyak), for a unique experience in Indonesia.
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 $1,099*
Customize it 50 Customer Reviews
Hawaii's Most Visited Islands. Enjoy the beauty of Kona-Kailua (often referred to as Kona by locals, is a sunny seaside town located in the heart of the Kona district on the western coast of the Hawaii`s Big Island. The weather on this side of the island is almost always dry and sunny and there are many white sand beaches that are perfect for sunbathing, snorkeling and swimming). After spending amazing sunny days, catch a flight to Oahu (the third largest island and most visited of the Hawaiian chain. The Island is primarily defined by the state capital of Honolulu, Pearl Harbor, and the world-famous Waikiki Beach. This vibrant island offers the best of both worlds-tropical verdure and a lively night scene).
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 $1,009*
Customize it 233 Customer Reviews
Our #1 Bestseller and Thailand first timer's favorite!. Visit Bangkok, -The Venice of the East-, national treasure trove, with its Buddhist temples, palaces, floating markets, legendary nightlife and shopping. Then, fly to Chiang Mai, -The Rose of the North-, famous for its history, culture and ancient temples, and complete your journey with some days in Phuket, -Pearl of the South-, with its endless beaches and crystal-clear blue ocean.
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 $1,129*
Customize it 438 Customer Reviews
Costa Rica Best Seller!. The classic route to see Costa Rica's most popular highlights: Arenal Volcano (the most active stratovolcano in Costa Rica, near Lake Arena); Monteverde (one of Costa Rica's biggest attractions and famous Cloud Forest Reserve, perfect for anyone looking for an educational nature experience) and Tamarindo (one of the most popular beach towns with crystal blue waters, pristine sand and strong surf) in beauty Guanacaste Province. These destinations are connected by private transfers.
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 $1,139*
Customize it 452 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 $1,089*
Customize it
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 $1,439*
Customize it 219 Customer Reviews
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Great trip and value outstandin ...
Read more - See this traveler's itinerary Traveled on: 04/20/2025 VIEW IT ›The Hilton Waikola King's Club was fantastic. The property was beautiful, and everyone was welcoming and polite. Our roo ...
Read more - See this traveler's itinerary Traveled on: 10/13/2023 VIEW IT ›Overall, the trip was amazing. The people were friendly and helpful. The transportation was solid. The different sites w ...
Read more - See this traveler's itinerary Traveled on: 05/08/2025 VIEW IT ›
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