6 nights from $1,089*
148 Customer ReviewsThis 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.
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Seating choice on the plain sucked. The first hotel sucked. Just felt lack of control going trough an agency. I will do ...
Read more - See this traveler's itinerary Traveled on: 02/21/2026 VIEW IT ›I wish have the detail charge for each payment. So I could show to the property how much I paid when we have some arrang ...
Read more - See this traveler's itinerary Traveled on: 02/13/2026 VIEW IT ›What I like was the app and coordination you provided. Documentns, reservations all there in the app. Also the SeepMai h ...
Read more - See this traveler's itinerary Traveled on: 02/16/2026 VIEW IT ›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
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9 nights from $1,569*
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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
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6 nights from $1,019*
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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 beautiful 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
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6 nights from $1,169*
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A perfect introduction to Japan! Combine Tokyo (Japan's capital and the world's most populous metropolis, also home to the Imperial Palace and the seat of Government and Parliament. One of the world's most modern cities in terms of its infrastructure and design. It is famous for their amazing history, Mt. Fuji, unrivaled technology and Samurais), Kyoto (famous for its numerous classical Buddhist temples, as well as gardens, imperial palaces, Shinto shrines and traditional wooden houses) and Okinawa (a Japanese prefecture comprising more than 150 islands, known for its tropical climate, broad beaches and coral reefs, as well as World War II sites) with train and flights between cities.
What Makes Tripmasters Vacation Packages Different?
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Choose your preferred flight cabin class
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Pick from a wide selection of accommodation types (hotels, apartments, B&Bs, Guesthouses, and more)
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7 nights from $1,529*
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Explore the most extraordinary spots with this vacation escape to Thailand! First stop, Bangkok (worldwide famous for its high-rise buildings, floating markets, nightlife and exotic "Thai cuisine). Then, fly to Phuket (endless beaches and crystal-clear blue). After that, take a ferry to Phi Phi Islands (one of the most spectacular beaches of the world). Lastly, travel to Krabi to relax before going back home.
What Makes Tripmasters Vacation Packages Different?
Unique, fully custom approach to vacation planning
Choose your preferred flight cabin class
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Pick from a wide selection of accommodation types (hotels, apartments, B&Bs, Guesthouses, and more)
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8 nights from $1,319*
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Exhilarating journey in South East Asia, where the vibrant souls of Singapore and Indonesia await your eager exploration!. Brace yourself for a whirlwind in Singapore City (iconic skyline, world-class attractions, diverse culinary scene, and vibrant cultural landscapes). And just then, prepare to experience spectacular Bali (known as the Land of the Gods, sheer natural beauty of looming volcanoes and lush terraced rice fields that exude peace and serenity).
What Makes Tripmasters Vacation Packages Different?
Unique, fully custom approach to vacation planning
Choose your preferred flight cabin class
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Pick from a wide selection of accommodation types (hotels, apartments, B&Bs, Guesthouses, and more)
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7 nights from $1,239*
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Hawaiian Paradise!.
Visit the energetic and exotic island of Maui (renowned worldwide for many things: its beauty, its atmosphere, its 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 (during winter months, farm-to-table cuisine and the magnificent sunrise and sunset from Haleakala). After that, catch a fly to your last destination, The Garden Island; Kauai (an island known for its natural beauty and its dramatic, beautiful sites; such as: The Waimea Canyon and The Coconut Coast. Gorgeous mountains, waterfalls, white sand beaches, sugarcane fields, and beachside cliffs you will find along the island).
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 $1,169*
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Fantastic Hawaiian Duo for and unforgettable holiday!. 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). Continue, flying to The Garden Island; Kauai (an island known for its natural beauty and its dramatic, beautiful sites; such as: The Waimea Canyon and The Coconut Coast. Gorgeous mountains, waterfalls, white sand beaches, sugarcane fields, and beachside cliffs you will find along the island).
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
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6 nights from $989*
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Unwind in Fiji without giving up the chance to experience the best the islands have to offer in both... Nadi (the third-largest conurbation in Fiji, known for its amazing beaches, clear waters, palm trees, very friendly locals, and relaxed atmosphere in Fiji Island) and the popular Coral Coast. Whether that means embarking on a scenic Day Cruise to lounge on exotic beaches or visiting the famous mud pools, we have you covered!. Don't forget to look at other available activities to further your experience (if you want!), but leave ample time for swinging in hammocks or dipping in the pool.
What Makes Tripmasters Vacation Packages Different?
Unique, fully custom approach to vacation planning
Choose your preferred flight cabin class
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Pick from a wide selection of accommodation types (hotels, apartments, B&Bs, Guesthouses, and more)
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6 nights from $1,769*
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Unforgettable Australia and Fiji!. Visit the fascinating city Sydney, the largest, oldest, and most sophisticated city in Australia. Named one of the world`s most beautiful and most livable locations many times over. Then combine this amazing experience catch a flight to Fiji Island, known for its luxurious private-islands, all-inclusive resorts, top spas, culinary destinations and outdoor adventures. There have a wonderful stay in Nadi, known for its amazing beaches, clear waters, palm trees, very friendly locals, and relaxed atmosphere.
What Makes Tripmasters Vacation Packages Different?
Unique, fully custom approach to vacation planning
Choose your preferred flight cabin class
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Pick from a wide selection of accommodation types (hotels, apartments, B&Bs, Guesthouses, and more)
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6 nights from $1,729*
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Stunning journey in Singapore, Malaysia and Indonesia!. Visit Singapore City (city-state located at the southern tip of the Malay Peninsula, and one of the busiest in the world, known for its clean streets and its modern and tall buildings). Then, fly into Kuala Lumpur (be amazed by many of its interesting attractions such as the stunning PETRONAS Twin Towers, Merdeka Square, mosques, temples, and numerous huge shopping malls). Then fly into Bali (which is inspiring for visitors because of its special vibe, essence, idyllic beaches, amazing shopping and a rich heritage).
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)
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6 nights from $1,189*
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Special vibe that can only be found in Hawaii. Discover: 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); then, Kauai (an island known for its natural beauty and its dramatic, beautiful sites; such as: The Waimea Canyon and The Coconut Coast); and finally, Maui (the island beloved for its world-famous beaches, the sacred Iao Valley, views of migrating humpback whales (during winter months, farm-to-table cuisine and the magnificent sunrise and sunset from Haleakala). These destinations are connected by flights.
What Makes Tripmasters Vacation Packages Different?
Unique, fully custom approach to vacation planning
Choose your preferred flight cabin class
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6 nights from $1,559*
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Explore the best of Hong Kong, Taiwan and Macau. Start in Hong Kong City (a glamorous city and a top choice for luxury shopping and a hub for international trade and investment); them, catch a flight to Taipei (a marvelous city that blends traditional and modern influences in a very hospitable environment. It's a major cultural county that hosts a rich variety of cultural activities) and finally to Macau (known as the Monte Carlo of the Orient and Las Vegas of the East, which is attributed to the large volume of casinos that are found within the city).
What Makes Tripmasters Vacation Packages Different?
Unique, fully custom approach to vacation planning
Choose your preferred flight cabin class
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9 nights from $1,549*
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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.
What Makes Tripmasters Vacation Packages Different?
Unique, fully custom approach to vacation planning
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6 nights from $1,199*
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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
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9 nights from $1,229*
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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).
What Makes Tripmasters Vacation Packages Different?
Unique, fully custom approach to vacation planning
Choose your preferred flight cabin class
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6 nights from $1,029*
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Our #1 Bestseller and Thailand first timer's favorite!. Visit Bangkok (with its Buddhist temples, palaces, floating markets, legendary nightlife and shopping). Then, fly to Chiang Mai (famous for its history, culture and ancient temples), and complete your journey with some days in Phuket (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
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9 nights from $1,189*
Customize it 460 Customer Reviews
