6 nights from $949*
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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 $949*
Customize it 468 Customer Reviews
Hawaii`s Bestseller. Visit: The Gathering Place; 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). After spending wonderful days under the sun, catch a flight to Maui (beauty atmosphere, history, and its never-ending supply of pristine beaches, waterfalls and gardens. The island beloved for its world-famous beaches, the sacred Iao Valley, views of migrating humpback whales and the magnificent sunrise and sunset from Haleakala -East Maui Volcano-).
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 $1,049*
Customize it 435 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 $699*
Customize it 47 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 $2,419*
Customize it
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
Live phone and chat support
Includes:
8 nights from $999*
Customize it 104 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 $909*
Customize it 1849 Customer Reviews
Explore one of the best Australia vacation packages; combining with intercity flights: 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; up next is Cairns, renowned as the gateway to two of the world's greatest natural attractions: the Great Barrier Reef and the Wet Tropics Rainforest, and Melbourne, Australia`s second largest city with its conservative and refined elegance.
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 $1,599*
Customize it 101 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 334 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 $1,009*
Customize it 50 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 $1,069*
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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.
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 $1,499*
Customize it 219 Customer Reviews
Colombia Essentials!. Enjoy Colombia's second most important city; Medellin (the City of the Eternal Spring ; (known by its coffee plantations, flower farms, funny Botero's oversized statues, cultural encounters, the warmth of its people and the amazing views that are accompanied by clear blue skies and beautiful sunsets. Medellin is the city's enviable nightlife) ; and after that, catch a flight to Cartagena (colonial city on the shores of the sea, and one of the most visited cities. The historic walled city remains alongside the ultramodern skyscraper-filled Bocagrande. Cartagena is famous for its castles, culture, history and colorful buildings as well as the iconic palenqueras –Afro-Colombian women in bright dresses selling fruit in Cartagena`s plazas-).
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 $569*
Customize it 73 Customer Reviews
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One item: we reserved a hotel and researched it but ended up in an apartment that had nothing to do with the hotel. My w ...
Read more - See this traveler's itinerary Traveled on: 06/05/2025 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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