Sailing in the Caribbean - Outstanding Yacht Vacation

Yacht Vacations in the Caribbean |

Boats for rent in: Caribbean

Caribbean Sailing Vacations Offer Exceptional Experiences

Crystal blue waters, picturesque anchorages, well-equipped marinas, action-packed watersports. Caribbean is the Top Sailing Destination for relaxation, comfort, and fun!

  • Year-Round Sailing Area
  • Hurricanes-Time: August / September
  • Tropical-Subtropical Climate
Caribbean Sailing Vacations |


No matter where you choose to sail in the Caribbean, you are guaranteed to return home feeling relaxed, refreshed and ready to start planning your next Caribbean sailing vacation. The island coast is lined with picturesque white-sand beaches accompanied by peaceful crystal-clear water. This environment is excellent for swimming, scuba-diving, snorkeling and all types of watersports. The Caribbean will exceed your expectations for a sailing vacation.

The Caribbean Sea is located north of the equator in the western part of the tropical Atlantic. The Pacific West Indies, also called the Caribbean Islands, extend (with a total length of nearly 4000 km) from the Gulf of Mexico to Venezuela. They include the Greater Antilles, the beautiful sailing destination Lesser Antilles and the yacht vacation destination Bahamas, and form the northern and eastern boundary of the Caribbean Sea. About 90% of Caribbean land mass is taken by the Greater Antilles (Cuba, Jamaica, Hispaniola and Puerto Rico). The Bahamas and the Turks & Caicos Islands, that are geographically in the Atlantic, are also in the Caribbean. In the West the Caribbean Sea borders the Central American countries of Panama, Costa Rica, Nicaragua, Honduras, Guatemala, Belize and Mexico and south to the coast of Venezuela and Colombia. 

The Caribbean Sea offers some of the most beautiful sailing vacation destinations in the world:  US Caribbean | UK Caribbean | Netherlands Caribbean | France Caribbean 

THE CARIBBEAN - A CLASSIC SAILING GETAWAY; the Perfect Sailing Destination

The Caribbean islands and archipelagos are named specifically: U.S. Virgin Islands, Anguilla, Antigua and Barbuda, Antilles, Aruba, Bahamas, Barbados, Bonaire, British Virgin Islands, Corn Islands, Curacao, Dominica, Grenada, Guadeloupe, Hispaniola (Haiti, Dominican Republic), Isla Margarita, Islas del Cisne, Islas del Rosario, Jamaica, Cayman Islands, Cuba, Martinique, Montserrat, Navassa Island, Puerto Rico, Saba, Saint Barthelemy, St. Martin, San Andrés y Providencia, St. Eustatius, St. Kitts and Nevis, St . Lucia, St. Vincent and the Grenadines, and Trinidad and Tobago. The Caribbean islands are mostly of volcanic origin, and some of the smaller islands are the remains of coral reefs. The Caribbean is also full of historical landmarks, charming villages and much more. Embarking on a Yacht Charters in the Caribbean, it is possible to explore many of the islands in one charter trip. 


Sailing Yacht Holidays Lesser Antilles UK CARIBBEAN: Sailing vacation in the BVI - British Virgin Islands - Sailing around Tortola FRANCE CARIBBEAN: Sailing Vacation Guadeloupe | Sailing Vacation Martinique | Great Sailing in Grenada & the Grenadine ANTIGUA & BARBUDA - Yacht Holiday in Antigua & Barbuda The BAHAMAS - Sailing The Bahamas | Belize Sailing Vacations

Land was created to provide a place for boats to visit - Brooks Atkinson

CARIBBEAN YACHT VACATIONS - Yachting Holiday in the Caribbean

The most popular yachting area is the Lesser Antilles in the eastern Caribbean. Sailors can expect an exotic setting of white sandy beaches, palm trees and crystal clear waters. Those who anchor, fish, wade, swim, surf or dive on, at or near the palm tree-lined beaches, coral reefs, tiny coves, sand bars and harbor towns in the Caribbean can quickly attest to the beauty of the region. Such locations on the Virgin Islands, Anguilla, Antigua and Barbuda, the Antilles, Aruba, the Bahamas, Barbados, Bonaire, Curaçao, Dominica, Grenada, Guadeloupe, Jamaica, the Cayman Islands, Cuba, Martinique, Montserrat, Navassa, Puerto Rico, Saba, Saint-Barthélemy, St. Martin, Sint Eustatius, St. Kitts and Nevis, St. Lucia, St. Vincent and the Grenadines, Trinidad and Tobago, and all the Caribbean coasts on the islands off of Venezuela, Honduras, Columbia and Nicaragua prove that there is truly paradise on earth.

Top 12 Recommended Yacht Charters in The Caribbean

Marinas and Harbours in the Caribbean 

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Sailing Routes Caribbean

Sailing around the Caribbean is a uniquely, blissful experience. Charter in the tropical Paradise and take advantage of the route suggestions we have available in different parts of the Caribbean:

Sailing Itinerary Cuba
CAYO LARGO - Sailing Itinerary Cuba

Airports nearby Caribbean

  • Aéroport du Lamentin
  • Antigua and Barbuda (Air Field)
  • Big Greek Airport (Belize)
  • Canouan Airport
  • E. T. Joshua Airport 
  • George Charles Airport
  • Grenada Pearls Airport 
  • L'Espérance Airport
  • Lauristan Airport 
  • Pointe-à-Pitre International Airport 
  • Princess Juliana International Airport
  • San Pedro Airport Taxiway
  • Terrance B. Lettsome International Airport 
  • VC Bird International Airport 
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Climate & Weather in Caribbean

The Caribbean islands offer ideal weather for sailing. The climate is tropical to subtropical. Throughout the year there is sunshine, and air and water temperatures are pleasantly warm. The average annual temperature is about 25 °C. Depending on the season, the water temperature is between 20 °C and just above 30 °C. The rainy season lasts from May to November. Longer periods of rain are rare and it almost never rains for more than a couple of days at a time. In the Bahamas, north of the Caribbean, the climate is very mild and pleasant. In summer, the average temperature is 30 °C and in winter it rarely drops below 20 °C. Often the water is warmer than the air. The weather in the West Indies tends to be wtter. Here, the wind blows constantly and the temperatures stay around 25 °C all year long. In the Lesser Antilles, there are some climatic differences. The northern part of the island chain is located entirely within the reach of the northeast trade winds, hence the name "Leeward Islands". From the northeast, the wind brings moist air masses and short, sometimes violent showers. As a result, these islands have lush, green vegetation. The "Windward Islands" in contrast, have a much drier climate. The annual average temperature is around 25 °C. The southern Lesser Antilles off the northern coast of South America is no longer in the area of influence of the trade winds. As for wind, the Caribbean offers ideal sailing conditions. The trade winds blow steadily from the northeast with 3 to 5 Bft. However, one should note one thing: the hurricane season. It lasts from June to December, with the highest likelihood of tropical storms in August and September. Many sailors avoid this time.

Ready for your cruiser in the Caribbean? Find your perfect YACHT VACATIONS RENTAL IN THE CARIBBEAN now!