6 nights from $1,109*
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Explore Italy with ease! Customize the hotels and transfers or add tours to this package to craft your perfect getaway, adding convenience and value! Explore these captivating cities: Rome (famous for the Colosseum, Roman Forum, Vatican, and delicious food); Florence (home to many masterpieces of Renaissance art and architecture at the Tuscany Region); and Venice (situated along beautiful canals where a gondola ride will take you to magnificent palaces and beneath elegant bridges).
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*
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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 $1,409*
Customize it 329 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 $749*
Customize it 45 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 $2,209*
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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 $1,459*
Customize it 587 Customer Reviews
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 $1,279*
Customize it 104 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 $1,079*
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 $1,119*
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
A fantastic Road Trip Adventure, across charming Costa Rica!. From San Jose City Airport pick up your car to drive to Arenal Volcano (youngest and one of the most active stratovolcano in Costa Rica, near Lake Arena); and up next, continue to Monteverde (one of Costa Rica's biggest attractions and famous Cloud Forest Reserve and ecoturism); and finally, Tamarindo (one of the most popular beach towns with crystal blue waters, pristine sand and strong surf) in beauty Guanacaste Province. Drive to Liberia Airport to drop off the car and catch your flight returning home.
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 - Arenal Volcano: 2 hrs. 37 mins. approx.
Arenal Volcano - Monteverde: 3 hrs. 10 mins. approx.
Monteverde - Tamarindo Beach: 3 hrs. 20 mins. approx.
Tamarindo Beach - Liberia (Guanacaste) Airport: 1 hr. 30 mins. approx.
8 nights from $729*
Customize it 67 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*
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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 $1,149*
Customize it 452 Customer Reviews
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I booked the flex plan for our flights, thinking I would be able to reserve our seats at no additional cost. Air Canada ...
Read more - See this traveler's itinerary Traveled on: 05/18/2025 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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