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It's well known the Caribbean is a popular destination for solo travelers and couples, but it's also a fun, family friendly vacation destination! In addition to the historical, archaeological, and natural sites that are sure to fascinate kids, hotels and resorts increasingly offer activities and amenities geared directly to them, allowing them to have fun experiences like snorkeling, kayaking, and ziplining - making memories to ensure it isn't just a vacation for the parents.
Explore Fun Family-Friendly Destinations and Vacation Packages Across the Caribbean, where tropical beaches, kid-friendly resorts, exciting activities, and cultural attractions create the perfect getaway for travelers of all ages.
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.
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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
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With pristine white sand and amazing beaches Cayman Island is a fantastic choice for a Caribbean Holiday. Stay in Grand Cayman (known for its coral ...
With pristine white sand and amazing beaches Cayman Island is a fantastic choice for a Caribbean Holiday. Stay in Grand Cayman (known for its coral reefs and underwater sea walls along with a number of shipwrecks and its "Seven Miles Beach"; strip with clubs, restaurants, bars, resorts, and hotels.
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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A true Caribbean experience with a visit to the idyllic Bahamas. Enjoy the capital of Bahamas; Nassau, a popular cruise-ship stop and top beach ...
A true Caribbean experience with a visit to the idyllic Bahamas. Enjoy the capital of Bahamas; Nassau, a popular cruise-ship stop and top beach destination in the Caribbean. The island boasts stunning white sand beaches, offshore coral reefs and offer diverse options for diving and snorkeling.
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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Plan Your Ideal Family Vacation in the Caribbean with top travel deals that include beachfront resorts, kid-approved activities, cultural tours, and multi-destination packages. All TripMasters Suggested Itineraries Are Fully Customizable, offering travelers unique flexibility to create their dream vacation across the Caribbean, Mexico, and beyond.
Escape to the Caribbean Paradise with this holiday package in Bahamas. Immerse yourself in an incredible Bahamian experience spending amazing days in ...
Escape to the Caribbean Paradise with this holiday package in Bahamas. Immerse yourself in an incredible Bahamian experience spending amazing days in Georgetown (located on Great Exuma Island, famous for its pristine beauty, outstanding anchorages, and breathtaking views). A popular spot for yachting, sailing, and diving, as well as other leisure activities like for example, an excursion to The Exuma Cays Land and Sea Park (first of its kind in the world).
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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Under the Caribbean Sun enjoy an unforgettable holiday in The Barbados. The most easterly island in the Caribbean island chain, was once part of ...
Under the Caribbean Sun enjoy an unforgettable holiday in The Barbados. The most easterly island in the Caribbean island chain, was once part of Britain but is now an independent island country; Barbados Island is known for its tropical beaches and the birthplace of rum.
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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An exciting adventure through the Caribbean. Discover Anguilla Island one of the most northerly of the Leeward Islands in the Lesser Antilles, lying ...
An exciting adventure through the Caribbean. Discover Anguilla Island one of the most northerly of the Leeward Islands in the Lesser Antilles, lying east of Puerto Rico and the Virgin Islands and directly north of Saint Martin.
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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4 nights from $2,169*
Customize it
Take Jamaica in your hands, with this unforgettable holiday package. Visit Montego Bay, on Jamaica’s north coast and major cruise ship port. Spend ...
Take Jamaica in your hands, with this
unforgettable holiday package. Visit Montego Bay, on Jamaica’s north coast and major cruise ship port. Spend your days soaking in the glorious sunshine on one of its main beaches; like: Doctor’s Cave Beach and Walter Fletcher Beach, as well as other outdoor activities, such diving and snorkeling, at the coral reefs protected waters.
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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Take Jamaica in your hands, with this unforgettable holiday package. Visit Negril, a small beach resort town, known for its miles of sandy beaches and ...
Take Jamaica in your hands, with this unforgettable holiday package. Visit Negril, a small beach resort town, known for its miles of sandy beaches and shallow bays, and Skylark is located on one of the most famous.
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 the Best Caribbean Islands for Family-Friendly Vacations, offering cultural experiences, safe beaches, kid-approved adventures, and entertainment for the whole family.
Atlantis Hotel was beautiful. The staff was somewhat rude and unaccommodating, with the exception of the front desk when we checked in. They upgraded us to a room overlooking the ocean. Absolutely beautiful!! And we were so grateful.
Your suggestio ...
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 ...
This trip was AWESOME. I previously have had bad experiences in Jamaica, but Secrets St. James resort was absolutely wonderful. The accommodation were very good, the food was excellent, and the service was exceptional ...
Discover More Caribbean Adventures, Excursions, and Activities, including scuba diving, hiking tropical rainforests, heritage tours, nightlife, and family-friendly attractions.
Whether you`re in the islands or on the mainland in Mexico, Central America, or South America, the Caribbean offers some of the best nightlife in the Americas, with bars and nightclubs buzzing all twelve months of the year.
The Western Caribbean coastline from Mexico down through Central America to Colombia in northern South America offers some of the most desired honeymoon vacation destinations in the world.
The Caribbean Islands that are best suited for a honeymoon vacation are far-flung, from Jamaica east to Grenada. They have some of the most beautiful landscapes in the world as well as very luxurious accommodations.
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 on some of the most luxurious islands in the Caribbean.
From Stunning Beaches to Rich Culture, Explore the Best Caribbean Activities and Experiences, from island-hopping and adventure tours to local cuisine and heritage sites.
Surfing in Central America offers surfers some of the most treasured breaks in the world, this land is blessed with waters on the Pacific and Caribbean sides. World-class surfing opportunities can be found in Costa Rica, Panama, and Guatemala with the Pacific side providing some of the top waves in the region.
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 term “carnival” often refers to the Catholic celebration of decadence and revelry, a hedonistic celebration that culminates on Fat Tuesday, or Madi Gras the day before Lent begins. Carnival in the Caribbean is always a good time with the opportunity to dress up and dance through the streets at this once-in-a-lifetime experience.
When you think of the idyllic islands of Mexico, you might think of the islands off the Yucatán Peninsula, like Isla Mujeres, Cozumel, and Isla Holbox, but these beautiful island getaways can be found nationwide. There are beautiful and majestic barrier islands hugging all three major coastlines: the Caribbean, the Gulf of Mexico, and the Pacific. Which idyllic islands will you visit? We firmly believe if you visit the islands once, you`ll be back again and again!
