Sailing and Boating Near Anguilla

Sailing and yachting are great ways to enjoy your island vacation

Photo credit: © Pete Markham

In addition to being one of Anguilla's most popular island pastimes, sailing is the island's national sport. Many vacationers enjoy participating in or simply observing this exciting water sport. The tradition of sailboat racing started years ago, when Anguillans returned from fishing trips and raced their boats home. From then on, the spirit of competition took over and created what is now the most popular sport in the Caribbean.


Anguilla hosts a number of annual sailboat racing events. Anguillans from around the world travel back home to the island just to be a part of these exciting events, which can be compared to mega-sporting events like the Super Bowl or World Cup. The racing season runs from May through August, so vacationers can join the locals as spectators from cliffside vantage points. These prized races are followed by post-race parties that can last into the wee hours of the night.

Some sailors and boaters are attracted to Anguilla's isolation, as well as the delightful bays on both the north and south coasts of the island. Boaters who seek some of the most private waters around Anguilla will discover heavenly solitude in the waters of the Prickly Pear Cays and Dog Island, which are just north of Anguilla. After clearing immigration, boaters can dock at Blowing Point and Road Bay, the island's main ports of entry. Be sure to clear your boat or yacht through customs properly; failure to do so could result in hefty fines or even confiscation of your vessel.

If you are just wanting to spend a few hours on the water, without the cost and responsibility involved with renting a boat you can join an excursion. Take a look at the listing that follows to find names and phone numbers for excursion providers.

Boat Excursions
Name Phone Location
Calypso Charters (246) 584-8504 Docks at Blowing Point - 0.4 mi. (0.6 km) South of Blowing Point
Garfield's Sea Tours - Gotcha! (264) 497-2956 Sandy Ground Village
Junior's Glass Bottom Boat (264) 235-1008 Shoal Bay East
Sea Pro Charters (264) 584-0074 Sandy Ground Village

Boat Rentals and Charters

Travelers can choose from two different divisions of charter companies when deciding on a charter. The first way to classify a charter company is by size. First time yacht charterers should opt for a larger charter company for several reasons. First of all, large companies offer more guarantees and will replace your boat at no extra charge if a particular charter suddenly becomes unavailable. Smaller charter companies keep their organizations small in order to provide better customer service.

Charter companies can also be classified as either first or second tier. These classifications are not related to quality standards, but rather to the age of their boats. First tier charter companies have the newest boats, stocked with the most modern equipment and technologies, like cellular phones and CD players. First tier boats are usually no more than 4 or 5 years old. Second tier companies have older boats, which they usually purchase from first tier companies. These older boats cost less than newer boats, but generally do not have all of the extras of first tier boats.

It is important to find a crew that is compatible with you and your travel expectations when chartering a crewed boat. Charter brokers are a good way to find a suitable crew. Brokers are also an excellent way to find the best charter rates on bare boats and skippered charters. You don't have to worry about the cost of the broker because the charter company pays for their services.

Thinking about renting a charter boat? Take a look at this next chart if you want to call charter firms serving this region.

Charter and Rental Services
Name Phone Location
Fun Seaker 590 690 66-3395 Anse Marcel Marina - Anguilla
Funtime Charters (866) 334-0047 Docks at Blowing Point - Anguilla
Nature Boy Charters (264) 729-5587 Island Harbour Wharf - Shoal Bay West
Tradition Sailing Charters (264) 476-7245 Sandy Ground Village

Making a well-informed decision when chartering a yacht means considering your personal charter needs. The kind of yacht you charter will play a big part in the kind of vacation you will have. Here are some things to consider when deciding what kind of yacht to charter:

  • For the most comfort on your charter, go with a yacht that has one more cabin than you anticipate using. Families may want to consider chartering a catamaran because they have the most comfortable cabins, experience less roll than other vessels, and are generally safer for children.

  • The most popular bareboat charters are monohull yachts with three cabins and two bathrooms. These vessels range from about 36 to 50 feet in length. The drawback to these boats is that they have ply-wood walls, which carry sound very easily.

  • If you charter a large ship with a lot of extra amenities, expect to pay more for your charter.

  • Boats with canvases over the cockpit provide protection from the harsh rays of the sun.

  • When chartering a bareboat, don't expect a lot of extras like kayaks or electronic gadgets. If you want these items, inquire ahead about their availability.


Sailors and boaters should always be cautious when navigating the waters of the Caribbean. Look out for coral reefs, especially around the island, which can do serious damage to your watercraft. Also, stay alert for unfavorable trade winds and storms that could be brewing over the water.

While sailing and boating, consider the ocean currents, which are considerably stronger in the Atlantic Ocean than in the waters of the Caribbean Sea. The season during which sail will also play a part in the conditions of the water. Hurricane season and heavy rains occur during the summer months, and less experienced boaters should avoid these sailing conditions.

Starting to research sailing to Anguilla using your own boat, or a charter from a different location? Take a look at the table below to get summary information concerning nearby marinas.

Name Phone Location Island
Docks at Blowing Point -- 0.4 mi. (0.6 km) South of Blowing Point Anguilla

Enjoy the beautiful waters of Anguilla on an exciting charter trip that's sure to create lasting memories of this beautiful paradise.

Nearby Anchorages
Location Latitude Longitude
1.2 mi. (1.9 km) West of the Valley 18.2190598858 -63.0701065063
Sandy Ground Village 18.2010713138 -63.0918431282
Scrub Bay - Scrub Island 18.2819568564 -62.957990159

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