Caribbean Sailing Charter Directory & Reviews

You have found the right place to plan your next sailing charter in the Caribbean region. Identify the charter company best suited for your needs based on updated contact information and reviews from fellow sailors. We provide comprehensive listings, full contact information, and helpful advice to help make your next trip your best ever.

Care to share your experiences with others? Post a review!

Are we missing a great charter company? Add a listing!

Top 3 Rated Charter Companies in the Caribbean Region

Charter Company Map

Caribbean Sailing Charter Listings

Total of 52 charter companies
Is one missing? Add a listing!

Antigua

Rating: 7.0
Sunsail (English Harbour)

Belize

The Moorings (Placencia)
Rating: 8.0
Rating: 7.0

British Virgin Islands

Rating: 7.5
Rating: 9.0
Bitter End Yacht Club (Virgin Gorda)
Rating: 8.0
Rating: 7.8
Rating: 8.0
Rating: 4.8
Rating: 9.0
Rating: 5.0
Rating: 7.0
Rating: 7.5
Sunsail (Tortola)
Rating: 7.7
Rating: 5.7
The Moorings (Tortola)
Rating: 9.0
Rating: 8.3

Grenada

Guadeloupe

Sunsail (Pointe-a-Pitre)

Saint Lucia

DSL Yachting (Gros Islet)
Rating: 6.0
The Moorings (Marigot Bay)

Saint Martin

Rating: 7.0
Sunsail (Oyster Pond)
The Moorings (Oyster Pond)

Saint Vincent

Rating: 7.2
Rating: 10.0
Sunsail (Blue Lagoon)
Rating: 5.7
The Moorings (Canouan)

US Virgin Islands

Rating: 8.5
Rating: 8.0
Island Yachts (St. Thomas)
Rating: 9.0

Recent Caribbean Charter Reviews

The Moorings (Tortola)
Rating
4
Rating Graphic
Submission date: 2/5/07 | Charter date: December 2005
Submitted by: Steve | From: United Kingdom
Type of sailor: Experienced skipper (1-5 years) | Age: 51 - 60
Not worth top dollar
I was disappointed with my trip a couple of years ago and have decided to go elsewhere since. I paid up for Moorings because of what I heard from others, i.e., new boats, good service, etc. The engine broke down twice, despite that the boat was fairly new. They came and fixed it within a couple of hours both times, but I figure with a fairly new boat if it had been maintained / fixed properly this should not have happened. They also did not offer me a credit at the end. Not good.
Tortola Marine Management (Tortola)
Rating
10
Rating Graphic
Submission date: 6/25/07 | Charter date: June 2007
Submitted by: Ron | From: United States
Type of sailor: Ancient Mariner (5+ years) | Age: 41 - 50
Will do it again!!!
We sailed the Beneteau 473 "La Joi De Vivre" out of Road Town Tortola and spent 6 nights cruising the BVI's. The yacht was in wonderful condition, superbly outfitted, with everything working well. From the moment we arrived at the airport and were greeted by a friendly and helpful taxi driver (supplied by TMM), our interactions with TMM were the best. The made us feel so welcome and were very supportive. My daughter left her camera in the taxi and one of the folks from TMM called and then went over and got it from them for us. The captains briefing was great and friendly, informative, and quite entertaining. The folks at TMM are all very nice, good natured, and great at what they do.

I would highly recommend them to anyone looking to charter in the BVI's. The trip and TMM exceeded our expectations in every way. It was a great value and the service was outstanding. I also appreciated not having a Giant Banner on the side of the boat warning others that we we chartering.
Barefoot Yacht Charters (Calliaqua)
Rating
9
Rating Graphic
Submission date: 5/6/07 | Charter date: December 2003
Submitted by: Amanda | From: United States
Type of sailor: Experienced skipper (1-5 years) | Age: 41 - 50
Loved it
Really liked this trip, have nothing but great things to say about Barefoot.

Great service, as they met us at the plane and took us to the base, and also drove us on a couple of provisioning trips. Very friendly people, I could tell they really went out of their way to have us back.

The sailing was also great. Everywhere we went was line of site, though the charts were a bit off so we had to be careful not to cut it too close when passing by a couple of reefs. I was told that 100m differences from GPS coordinates are not uncommon. Beautiful sailing, beaches and great wind. What else could we ask for?
The Moorings (Tortola)
Rating
8
Rating Graphic
Submission date: 2/4/07 | Charter date: September 2006
Submitted by: A user | From: United Kingdom
Type of sailor: Experienced skipper (1-5 years) | Age: 31 - 40
Good company
I've chartered with the Moorings in Tortola, St. Maarten and Mexico and have been pretty pleased in all respects. The Tortola base is huge and run professionally.

Boats were clean, fairly new and in good shape, other boats in my group had problems with their boat and the on the water repair service was fast.

One word to the wise: take the light provisioning option. They overprovision and we wound up throwing a bunch of food away. We ate ashore a few times (most people do), and there is a grocery store a short cab ride away.