Caribbean Crewed Yacht Charter Specialists

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Caribbean Charter Locations

Selecting the destination for your Caribbean crewed yacht charter will largely be determined by personal preference and the time of year you wish to travel. We are specialists in organising sailing vacations in the Caribbean, particularly the British Virgin Islands, which is divided into three main cruising areas;

a) Virgin Islands (mainly the British Virgin Islands)
b) Leeward Islands; and
c) Windward Islands and the Grenadines.


As well as having been based in the Windwards for a couple of years and sailed the Caribbean extensively, Andrew and Caroline at Topline Yacht Charters have lived in the BVI and run charter yachts for several years.

We are therefore fortunate to be able to give you first hand advice based on our experience.


British Virgin Islands

With over 50 bays, cays and anchorages to choose from, it’s not surprising that these islands are the most popular bluewater sailing grounds.

Home to a wide selection of privately owned yachts based in Tortola which are available to charter, the choice is enormous.

The cruising area is relatively small and the only time you would be out of sight of land is on a trip to Anegada (meaning ‘drowned island’)….and that’s only because unlike the rest of the islands which are formed out of volcanic rock, Anegada is a limestone atol and the tallest point on the island is only 28ft And famous for its lobster!.

The palm-fringed beaches are beautifully clean and water stunningly clear providing some of the best scuba diving and snorkelling in the world.

The scenery is stunning and it is the perfect area for less experienced sailors, families or groups looking for a fantastic vacation that combines a number of water and land based activities, as well as just enjoying the wonderful sailing on offer.
Leeward Islands

Most clients sail around the islands of Antigua, St Martin (half French half Dutch), Anguilla (British), and St Barts.

Each island has a unique culture of its own from the sophisticated French side of St Martin providing exquisite restaurants and boutiques, to the tranquillity of life on Anguilla. 

There are less bays and anchorages than in the BVI, and there tends to be more swell in the summer as they are more exposed than the BVI…. but also there are less yachts.
Windward Islands and the Grenadines

Although less protected than the BVI, the Windward Islands, and in particular St Lucia, and the Grenadines offer excellent sailing, beautiful snorkelling and a real Caribbean flavour. There are fewer resorts and more local restaurants which complement the unspoilt character of the islands. As well as giving you a thrilling ride, it is also worth spending time ashore at most of these islands. And remember, if you’re nervous of a boat heeling, a catamaran offers more stability and less roll.

Whilst hurricanes are infrequent, The Grenadines are south of their usual route if you’re thinking about a crewed yacht charter during the summer months.

As well as there being many excellent fully crewed yachts from which to choose, Topline Yacht Charters is delighted to present ‘SPIRIT OF THE WIND’. A 50ft Beneteau based in St Lucia, she comfortably accommodates eight guests in four ensuite cabins. She is new to the private charter fleet and offers excellent value Captain only charters. The ideal way to enjoy a sailing holiday where somebody else takes responsibility for all the sailing, and you get to sample the true Caribbean flavour by dining ashore. Available from US$4,075 for 7 nights.

Other Worldwide Destinations

Although Topline Yacht Charters specialise in crewed yacht charters in the Caribbean we can organise charters anywhere in the world.

We recognise that you can’t have expertise in every worldwide charter destination and so work very closely with selected partners who have specialist skills and local knowledge and the same approach to client service that we do.

So whether you’re considering one of the more popular destinations in the Med like France and Croatia or a more exotic location in the Pacific, get in touch with us and we’ll be happy to help.

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