Caribbean islands: perfect place for sailing

Best sailing areas in Caribbean islands. Sailing routes, weather and wind details, facts about region and important details to sail in Caribbean islands.

Sailing trip in Caribbean islands

Yacht charter in the Caribbean with the Sailica company. We may help you in choosing the right vessel, planning your route and providing the information on the journey. On Sailica you can find yacht charter in the Caribbean islands even in high season. You also have an option to hire a skipper or search for a bareboat charter.

Sailing season
November - February
Travel season
November - February
Marinas in this location
Boats in this location

Why you should visit the Caribbean at least once in a life

The Caribbean islands include more than 7 thousand islands and cays stretching for 1,500 miles between two American continents. These islands are considered to be among the safest in the world. Here, transitions usually take several hours, although there are longer distances, too.

How to get

There are airports on most major islands in the Caribbean. For example: New Providence (Bahamas), San Juan (Puerto Rico), Punta Cana (Dominican Republic), Havana (Cuba), Montego Bay (Jamaica), Port Of -Spain (Trinidad and Tobago), Aruba, Pont-à-Pitre (Guadeloupe), Bridgetown (Barbados), Port-de-France (Martinique) and others. If there are no direct flights, there are always regular flights here from London or the USA.

The communication language

The main language of communication is English, but you can also meet:

  • Spanish (Cuba, Dominican Republic, Puerto Rico)
  • French (Haiti, GuadeloupeMartinique, Saint-Martin)
  • Dutch (Curacao, Bonaire, Sint Eustatius, Saba, Aruba, Sint Maarten).


Although there are plenty of tourists in the season and English is familiar to most locals here.


  • All of the 13 independent states do not require a visa. Also, it is not needed on the Turks and Caicos, a British territory.
  • You need a US visa on the territory of the United States.
  • You need a Schengen visa on the territory of the Netherlands.
  • In France, you need a Schengen visa issued by the French Embassy.
  • British territories. A visa for Montserrat is available via the Internet. You need a British visa for Anguilla and the Cayman Islands. For the British Virgin Islands, you need to get a special visa at the British Embassy.
  • If you have a visa-free passport for the EU, the same rules apply in the Caribbean for the same periods. 
  • Travelers deciding to make a yacht rental in the Caribbean are recommended to make one visa for an island where the journey starts. It is not necessary to do a visa for the rest of the islands, you can get it when sailing to a certain one.
  • Please note that you should have a return ticket and money with you when entering the territory of any state. The specific amount must be found on the websites of the embassies of the countries to which you are going.

Sailing tips

Before hiring charter boat in the Caribbean, notice marinas where you could have replenished supplies of food, water and fuel. Most of the islands are not populated and you need to choose carefully the places that could provide such services. Sailing yachts have a greater advantage in the region: the lack of fuel does not threaten them. Just be sure you have enough water or get your own desalinator.


There are strong ebbs and flows in the Caribbean with coral reefs scraping yacht bottoms. That is the reason only a few large islands in the area have got marinas. Most of island parkings are mooring buoys you need to pay for.

Sights of the Caribbean Islands

Anyone who looks for a yacht or catamaran charter in the Caribbean will find here what he or she likes. There are picturesque mountains (St. Vincent, Dominican Republic), volcanoes (St. Lucia), coral reefs (Tobago), rum factories (Martinique), colonial architecture (San Juan, Willemstad, Santo Domingo) and sandy beaches with exotic entertainment of all kinds, from fishing to windsurfing.

Caribbean islands - Yacht Charter Sailica
Caribbean islands - Yacht Charter Sailica

Sailing routes in the Caribbean

The Caribbean islands are divided into smaller regions, where everyone can find the sailing yacht route to his own taste: with unique architecture, underwater life, deserted beaches, etc.

  • The Bahamas, 7 days: Marsh Harbour — Hope Town — Man-O-War Cay — Great Guana Cay — Green Turtle Cay — Ambergris Cay — Treasure Cay — Marsh Harbour
  • Guadeloupe, 9 days: Pointe-à-Pitre — Le Gosier — Sainte-Anne — Saint-Francois — Saint-Louis — Terre-de-Haut — Trois Rivieres — Capesterre Belle Eau — Petit Bourg
  • Virgin Islands (BVI), 7 days: Road Town — Norman Island — Peter Island — Dead Chest Island — Salt Island — Cooper Island — Ginger Island — Brandy Wine Bay — Road Town
  • Saint Vincent and the Grenadines, 14 days: Saint George’s (Grenada) — Tyrell Bey — Belair National Park — Union Island — Mayreau — Tobago Cays — Canouan — Bequia — Kingstown (St. Vincent) — Carriacou — Grenada
  • Martinique, 7 days: Martinique — Rodney Bay (St. Lucia) — Soufriere Bay — Wallilabou Bay (St. Vincent) — Bequia — Tobago Cays — Union Island.

Nearest Airports

Luis Muñoz Marín International Airport SJU
Virgin Islands Port Authority​ STT

Yachting season and weather

  • Climate: tropical, there are dry and rainy seasons.
  • Sailing season: from December to April.
  • Rainy season: May-November. You better not to choose the Caribbean for sailing on these dates. There may be hurricanes and storms here — especially from August to October.
Water temperature in sailing season +25...+28 °
Air temperature in sailing season +26...+30 °
Wind speed in sailing season 15 - 25 knots