Selecting the destination for your Caribbean yacht charter will largely be determined by personal preference and the time of year you wish to travel. We are specialists in organising crewed sailing vacations in the Caribbean, particularly the British Virgin Islands, which divides into three main 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, the team at Topline Yacht Charters have lived in the BVI and run charter yachts for several years. We can therefore 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 and the perfect choice for a crewed sailing vacation.

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

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

The palm-fringed beaches are beautifully clean and water amazingly clear providing some of the best scuba diving and snorkelling in the world. Another sport which is growing in popularity is kite surfing.

The cruising area is relatively small and the only time you would be out of sight of land on your crewed charter is sailing 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 don't forget to try the lobster which Anegada is famous for!

Leeward Islands
Most clients who choose to take their Caribbean sailing vacation in the Leeward Islands 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 St Vincent and the Grenadines
Although less protected than the BVI, taking a private yacht charter in 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 luxury 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.