Sail through the beautiful Caribbean Islands

The Caribbean Sea is a sailor's paradise. There are more than 7,000 islands and cays to explore, and the tropical weather and trade winds make this some of the best sailing in the world.

During the day, relax on a quiet beach, snorkel with the fishes, dive famous ship wrecks, hike tropical rain forests or surf warm beach breaks. When you're ready to indulge, sit back and sip local rums as you watch your lobster or fresh catch of the day get pulled right out of the water.

Everything runs on island time--relaxed and with ease. When you hear the calm turquoise waters quietly roll onto soft sandy beaches, you'll know why.

We offer sailing trips from November through May up and down the island chain including the US Virgin Islands, British Virgin Islands, French West Indies, Cuba, Grenada and the Bahamas.

Caribbean Destinations:

  • British Virgin Islands
  • Cuba
  • Antigua
  • St. Martin
  • Guadeloupe
  • Martinique
  • St. Vincent & The Grenadines
  • Grenada