Anguilla boasts some of the most beautiful sandy beaches in the Caribbean. A variety of sandy bays such as Cove Bay offer safe stretches of beach to launch from. North of Anguilla is Sandy Island, a sandbar with a pristine beach and reef, large enough to be home to Crueso's bar and restaurant. Sandy island's unique configuration enables you to combine a day of flat water and waves without moving your boat. Anguilla's nightlife consists of small friendly beach bars.


Antigua has fantastic kiteboarding for all levels. Jabberwock beach has a long stretch of sand that makes the perfect spot for learning. It is also the home spot of local legends Jake Kelsick and Andre Phillip, which historically has hosted a variety of kite park features. Green Island, off the East coast of Antigua, is an uninhabited island with a sandy beach and shallow flat water. It offers a great place to anchor and ride in an area protected by outer reef. Antigua features a variety of restaurants, bars and nightclubs making an exciting nightlife.


Perhaps the most popular sailing destination in the Caribbean, the British Virgin Islands, offers some of the most desirable cruising in the world, characterized by short passages to the many tropical islands. Clear turquoise water creates an amazing venue for diving and snorkeling. More importantly, the islands provide phenomenal kiteboarding with a variety of conditions from flat water to waves. Powered by seasonal trade winds, you can take kiteboard exploration to a new level, whether it's short or long island passages or a support boat assisted downwinder. Enjoy after-session cocktails at famous spots like Saba Rock and Cow Wreck Beach Bar. Whether you are launching from the deserted Sandy Spit, kiting off the stern while anchored at the Bitter End, or enjoying an unbeatable downwinder only accessible by helicopter on the north shore of Anegada, you will experience some of the Caribbean's most untouched shoreline.


Just a short sail from St. Martin, the French island of St. Barts in the northeast Caribbean, has everything to offer from sandy beaches to trendy boutiques as well as a variety of fine dining restaurants and bars. Grand Cul-de-Sac is a great bay for kiteboarding featuring turquoise shallow waters. On the North side of the Island, there are two different breaking waves for surfing and SUP, one of which is in front of the famed Nikki Beach bar.


St. Martin has long been a destination for yachtsmen, known for its accessible anchorages and short passages to neighboring islands such as Anguilla and St. Barts. A growing kiteboarding destination, St. Martin's riding locations can be reached by boat and are perfect to anchor and launch directly from the back of your catamaran.

Orient Bay, located on the northeast corner, is suited for all types of riding featuring a mix of flat water, wind chop and waves. An island and reef located about a half kilometer off of Orient Beach create great snorkeling and a nice break for surfing and SUP (stand up paddleboarding). St. Martin is known for a vibrant nightlife with casinos and bars.