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The Windward Islands and the Leeward Islands make up the Lesser Antilles of the Caribbean. This is a sizeable region that stretches from the Caribbean's northern edge to the coast of South America. The common threads throughout are the gorgeous idyllic beaches and annual warm temperatures. The area has drawn visitors for centuries seeking epic adventures, relaxation, jaw-dropping landscapes, and amazing surf while being surrounded by stunning turquoise waters.
Explore the best vacation packages for the Lesser Antilles Islands. This tropical paradise forms one of the most sought-after destinations in the Caribbean. Stretching from the northern edge of the Caribbean Sea down to the coast of South America, the Lesser Antilles offer travelers breathtaking beaches, lush landscapes, and a mix of cultures that make every island unique.
Under the Caribbean Sun, enjoy unforgettable moments with this vacation package in Antigua and Barbuda. Have an splendid stay in Antigua Island; this ...
Under the Caribbean Sun, enjoy unforgettable moments with this vacation package in Antigua and Barbuda. Have an splendid stay in Antigua Island; this former British colony, has become a culinary destination because of its beautiful beaches, historic buildings, the wealth of seafood in its oceans, the quality rums in its glasses, and the joy in its people.
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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What better combination for your vacation than the pure excitement of Florida and the breathtaking views in Antigua and Barbuda!. Start in Miami ...
What better combination for your vacation than the pure excitement of Florida and the breathtaking views in Antigua and Barbuda!. Start in Miami (active nightlife, great food and beaches). Then, catch a flight to Antigua and Barbuda, in the Eastern Caribbean; in Antigua Island (a culinary destination because of the wealth of seafood in its oceans, the quality rums in its glasses, and the joy in its people, and of course its amazing beaches!).
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 $1,149*
Customize it
Discover the fascinating Caribbean visiting Aruba with this holiday package. Explore Aruba Island, North of Venezuela, famous for its stunning blonde ...
Discover the fascinating Caribbean visiting Aruba with this holiday package. Explore Aruba Island, North of Venezuela, famous for its stunning blonde beaches, wind-sculpted desert landscapes, and some of the best wreck diving in the Caribbean. Enjoy this package for 4 days.
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:
Discover Featured Vacation Itineraries Across the Lesser Antilles, Caribbean Islands, and Beyond, where turquoise waters, pristine beaches, and vibrant island cultures create unforgettable travel experiences. From the idyllic Leeward and Windward Islands to other top Caribbean getaways, explore customizable vacation packages designed for every type of traveler.
The Hub of the Americas; Panama and The Happy Island; Aruba awaits you with this customizable package offering an unforgettable experience!. Visit ...
The Hub of the Americas; Panama and The Happy Island; Aruba awaits you with this customizable package offering an unforgettable experience!. Visit Panama City (most attractive Capital City and a curious blend of old Spain, modern America and the bazaar atmosphere of the East) and then, spend glorious days under the sun in paradise; Aruba Island (famous for its stunning blonde beaches, wind-sculpted desert landscapes, and some of the best wreck diving in the area).
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:
A Caribbean holiday in Curacao! One of the beautiful Dutch Antilles Islands is offered in this customizable package! Under the Caribbean Sun, enjoy ...
A Caribbean holiday in Curacao! One of the beautiful Dutch Antilles Islands is offered in this customizable package! Under the Caribbean Sun, enjoy unforgettable moments in Curacao Island; with its European-style architecture, white sand beaches and its moving pontoon bridge. It's also very famous for its orange-flavored liqueur.
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:
A holiday under the sun with this customizable package visiting Panama and Curacao. Combine the exciting Panama City (known for the Panama Canal, ...
A holiday under the sun with this customizable package visiting Panama and Curacao. Combine the exciting Panama City (known for the Panama Canal, this lively Latin American city also borders one of Central America's richest rain forest); and then, take a flight to Curacao (famous for its moving pontoon bridge, European-style architecture, orange-flavored liqueur and white sand beaches).
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 itinerary
Customize it
A holiday under the sun with this customizable package visiting the Caribbean The Virgin Islands. Explore the exciting St. Croix, one of the most ...
A holiday under the sun with this customizable package visiting the Caribbean The Virgin Islands. Explore the exciting St. Croix, one of the most renowned attractions in the U.S.V.I., the Buck Island National Park is located a short distance from the St. Croix..
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:
US Virgin Islands is the perfect destination for an unforgettable holiday in the Caribbean. The St. Thomas Island (is the second largest and most ...
US Virgin Islands is the perfect destination for an unforgettable holiday in the Caribbean. The St. Thomas Island (is the second largest and most developed of the US Virgin Islands, known as the gateway to the Caribbean) and offer you unlimited miles of beaches with white sands, perfect for relaxation.
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:
Stretching in a sweeping arc from the northeastern Caribbean (Virgin Islands) down to the South American coast are the Lesser Antilles Islands. Surrounded by the Caribbean Sea and Atlantic Ocean, they're famous for white-sand beaches, cultural richness, coral reefs, and turquoise waters.
Yet another amazing vacation made easier and less expensive by Tripmasters! Don''t change a thing ...
We stayed at the Sugar cane club and Spa. It was a beautiful hotel. The staff were very friendly and helpful with all our needs. We added the all inclusive package at the hotel which was well worth it.The end of February and the beginning of March wa ...
Discover More Caribbean Attractions and Activities with These Interest-Themed Vacations, from sun-soaked beaches and world-class diving spots to vibrant cultural festivals, historical landmarks, and eco-adventures that showcase the diversity of the islands.
When travelers look into booking a honeymoon vacation, they are usually looking for three things: how romantic the locale is, and how luxurious and peaceful the honeymoon will be.
Millions of travelers come to the Caribbean each year for the heady nightlife. When you are done sightseeing or sunbathing for the day, take some time for yourself to rest and renew, and then get ready for a night on the town!
The Caribbean is well-known for being the playground of the rich, and even if you aren`t a millionaire yourself, you can get a taste of the good life at a large number of hotels and resorts located.
People know that the Caribbean is a popular destination for solo travelers and for couples, but did you know that the Caribbean is known for its fun family vacation destinations as well?
Uncover additional fascinating travel destinations, including the Lucayan Archipelago, Costa Rica, and the Greater Antilles, each offering a unique blend of natural wonders, vibrant cultures, lush rainforests, and unforgettable vacation experiences.
The Greater Antilles is a grouping of the larger islands in the Caribbean Sea, including Cuba, Hispaniola, Puerto Rico, Jamaica, and the Cayman Islands.
With jaw-dropping landscapes, friendly locals and epic adventures to be had, it’s no wonder why tourists flock to Costa Rica. Discover the waterfalls, volcanoes and amazing surf in this Central American gem.
The Lucayan Archipelago, also known as the Bahama Archipelago, is an island group comprising the Commonwealth of The Bahamas and the British Overseas Territory of the Turks and Caicos Islands.
Unforgettable Experiences Await in Mexico, Central America, and the Idyllic Islands of the Caribbean, from ancient UNESCO World Heritage Sites and tropical beaches to lively Carnival celebrations and unique cultural encounters.
Carnival in Mexico and the Caribbean showcases some of the best aspects of Caribbean culture, with music, dance, history, and vibrancy of West Indians.
The Caribbean is filled with some of the most brilliant and beautiful places in the world, an exceptional place offering 23 UNESCO World Heritage Sites spread across 14 islands.
Central America is packed with outstanding natural beauty and is home to some of the most magnificent idyllic islands in the entire world.
