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Leeward Islands: Point of Interest Map
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Leeward Islands Vacation Packages


Located towards the north of the Lesser Antilles island chain, The Leeward Islands are beautiful, interesting and a diverse group of islands that for centuries, have drawn explorers, boaters, traders and adventurers! Discover the fabulous beaches of St. Maarten and St Barts, delve into the history of St Kitts, climb Nevis Peak and sample many of the superb eateries that Anguilla has to offer. This is also where you`ll find the palm-fringed US Virgin and British Virgin Islands, along with the Guadeloupe, a French Caribbean island.

BEST VACATION PACKAGES

A holiday under the sun with this customizable package visiting Florida State and The Virgin British Islands Start in the exciting Sunshine State; in Miami (where Miami and South Beaches await you); and then, catch a fight to the largest of the British Virgin Islands; St. Croix Island (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). This is a flexible vacation package. Select your number of nights in each city, desired hotel and activities.

Included:

  • Hotel for 3 nights in Miami
  • Flight from Miami to St. Croix Island
  • Hotel for 3 nights in St. Croix Island

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Featured Itineraries

Islands


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Interests

  • Honeymoon in the Caribbean

    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.

  • Best Nightlife in the Caribbean

    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!

  • Luxury Islands of the Caribbean

    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.

  • Family Fun in the Caribbean

    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.

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SUGGESTED ITINERARIES

  • Antigua Island Escape
    4 nights from $668*
  • 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. This is a flexible vacation package. Select your number of nights in each city, desired hotel and activities.
    Included:
    • Flight into and out of Antigua Island
    • Hotel for 4 nights in Antigua Island


  • St. Kitts and Nevis Islands Escape
    4 nights from $926*
  • A Caribbean holiday in these two lesser Antilles Islands; St. Kitts and Nevis, for a stay that won't be forgotten. Explore St Kitts (first Caribbean island to be colonized by the British, known for its historic downtown, Scenic Railway, national parks, and beaches) and Nevis (known as The "Queen of the Caribbean; boasts amazing mountain views, stunning white sand beaches, rich cuisine and wildlife). This is a flexible vacation package. Select your number of nights in each city, desired hotel and activities.
    Included:
    • Hotel for 4 nights in St. Kitts and Nevis Island


  • Miami and Guadeloupe Island by Air
    6 nights from $1,769*
  • Two exotic and beautiful cities await you in this package that combines Florida and the Caribbean for an unforgettable vacation. Visit Miami (well known for its beaches, such as Miami Beach and South Beach as well as its active nightlife) and then, catch a flight to Guadeloupe Island (Resembling a butterfly, its 2 largest islands are separated by the Salee River). This is a flexible vacation package. Select your number of nights in each city, desired hotel and activities.
    Included:
    • Hotel for 3 nights in Miami
    • Flight from Miami and Guadeloupe Island
    • Hotel for 3 nights in Guadeloupe Island


  • Miami and St. Thomas Island (US Virgin Islands) by Air
    6 nights from $1,979*
  • Holidays under the sun is offered in this package, visiting; Florida State and US Virgin Islands. Have a splendid stay in Miami (with its nightlife attractions, and well known beaches, like Miami and South Beach). After that, take a flight to the second largest and most developed of the US Virgin Islands; St. Thomas Island (the gateway to the Caribbean, with its amazing beaches and snorkeling spots). This is a flexible vacation package. Select your number of nights in each city, desired hotel and activities.
    Included:
    • Hotel for 3 nights in Miami
    • Flight from Miami and St. Thomas Island
    • Hotel for 3 nights in St. Thomas Island


  • St. Maarten Island Escape
    4 nights from $727*
  • A Caribbean unforgettable holiday waits to you in this package in St. Maarten. Officially known as "The Friendly Island"; St. Maarten Island, comprises of 2 separate countries, divided between its northern French side, called Saint-Martin, and its southern Dutch side, Sint Maarten. While, St. Martin's Dutch side is known for its festive nightlife, beaches and casinos; the island's French side is known for its nude beaches, shopping and French and Indian Caribbean cuisine. This is a flexible vacation package. Select your number of nights in each city, desired hotel and activities.
    Included:
    • Flight into and out of St. Maarten
    • Hotel for 4 nights in St. Maarten Island


  • St. Croix Island Escape (US Virgin Islands)
    4 nights from $711*
  • A holiday under the sun with this customizable package visiting the Caribbean . 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.. This is a flexible vacation package. Select your number of nights in each city, desired hotel and activities.
    Included:
    • Flight in and out of St. Croix Island
    • Hotel for 4 nights in St. Croix Island


  • Miami and Antigua Island by Air
    6 nights from $1,299*
  • 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!). This is a flexible vacation package. Select your number of nights in each city, desired hotel and activities.
    Included:
    • Hotel for 3 nights in Miami
    • Flight from Miami and Antigua Island
    • Hotel for 3 nights in Antigua Island


  • St. Thomas Island Escape (US Virgin Islands)
    4 nights from $1,519*
  • 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. This is a flexible vacation package. Select your number of nights in each city, desired hotel and activities.
    Included:
    • Flight into and out of St. Thomas Island (US Virgin Islands)
    • Hotel for 4 nights in St. Thomas Island (US Virgin Islands)


  • Miami and St. Maarten Island by Air
    6 nights from $1,189*
  • Get away from it all with this customizable package that lets you visit Florida State and St. Maarten. Start your trip in Miami (the city and the metropolitan area are well known for its beaches, such as Miami Beach and South Beach). Then, catch a flight to St. Maarten Island (St. Martin's Dutch side is known for its festive nightlife, beaches and casinos. The island's French side is known for its nude beaches, shopping and French and Indian Caribbean cuisine). This is a flexible vacation package. Select your number of nights in each city, desired hotel and activities.
    Included:
    • Hotel for 3 nights in Miami
    • Flight from Miami to St. Maarten Island
    • Hotel for 3 nights in St. Maarten Island


  • Miami and St. Kitts and Nevis Islands by Air
    6 nights from $1,379*
  • Travel through Florida and Caribbeanlike never before, visiting Miami (well known for its beaches, such as Miami Beach and South Beach, as well as endless shopping opportunities) and St. Kitts and Nevis Islands (the larger of the 2 Caribbean islands that comprise the nation of Saint Kitts and Nevis. It’s known for rain forested mountains and beaches of white, gray, and black sands) by air. This is a flexible vacation package. Select your number of nights in each city, desired hotels and activities.
    Included:
    • Hotel for 3 nights in Miami
    • Flight from Miami to Kitts and Nevis Islands
    • Hotel for 3 nights in Kitts and Nevis Islands


  • St. Barts Escape
    4 nights from $4,851*
  • Discover why St. Barthelemy or St. Barths is one of the most amazing island at the Caribbean!. With this holiday package spend unforgettable moments in this glamorous French-speaking Caribbean island; with its white sandy tropical beaches, boutiques, duty free shops, fancy restaurants and art galleries line the streets, luring passengers disembarking from the many cruise-ships that call here. This is a flexible vacation package. Select your number of nights in each city, desired hotel and activities.
    Included:
    • Hotel for 4 nights in St. Barths


  • Anguilla Island Escape
    4 nights from $2,655*
  • 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. This is a flexible vacation package. Select your number of nights in each city, desired hotel and activities.
    Included:
    • Hotel 4 nights in Anguilla Island


  • Guadeloupe Island Escape
    4 nights from $1,475*
  • Discover the fascinating Caribbean with this package. Explore Guadeloupe Island (resembling a butterfly, its 2 largest islands are separated by the Salee River. Guadeloupe is best known for its beaches, with golden sand, huge palms and calm azure waters). This is a flexible vacation package. Select your number of nights in each city, desired hotel and activities.
    Included:
    • Hotel for 4 nights in Guadeloupe Island


More to Explore

  • Greater Antilles

    The Greater Antilles is a grouping of the larger islands in the Caribbean Sea, including Cuba, Hispaniola, Puerto Rico, Jamaica, and the Cayman Islands.

  • Mexico

    Mexico, a country rich with diversity and culture. For travelers looking to relax and sip on margaritas by the beach, visit Cancun.


  • Belize

    For being such a small country (330,000 people), Belize has it all: caving, snorkeling, kayaking, gambling, and of course, amazing new foods and drinks.

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