British Virgin islands

With its impressive topography, varied anchorages and exceptional fishing and diving, the British Virgin Islands represents one of the best cruising grounds the Western Atlantic has to offer. Made up of over 50 beautiful islands, each with its own unique charm, a Caribbean sailing charter in the BVIs ensures you can explore as many of them as possible in complete luxury.

Steady trade winds, calm currents, and protected bays ensure incredible sailing. Virgin Gorda offers stunning natural beauty and plenty of quiet anchorages perfect for getting away from it all, while Tortola is a party destination, perfect for bar-hopping or beach parties that carry on into the early hours. 

Learn more about Caribbean sailing yacht charters on an Oyster yacht.

BVI Caribbean Sailing Charter
Leeward Islands Caribbean Sailing Vacation

Average climate

74.2mm
25°C

January

63.2mm
25°C

February

55.4mm
25°C

March

84.6mm
25°C

April

116.6mm
27°C

May

70.6mm
27.5°C

June

83.1mm
28°C

July

112mm
28°C

August

156mm
28°C

September

133.4mm
27.5°C

October

176.8mm
27°C

November

112mm
25.5°C

December

Leeward Islands

A Caribbean sailing vacation in the Leeward Islands means trekking through exotic rainforests in St Kitts, sipping Champagne on the white sands of St Barts or learning about both French and Dutch culture on St Martin/St Maarten.

Comprised of approximately 15 islands, this diverse landmass includes some of the most famed yachting hubs and areas of unspoiled natural beauty. Stop by St. Bart’s on your Caribbean sailing vacation, where you will find exceptional restaurants, spas, and resorts at every turn. Escape into tranquil Barbuda, where the combination of white sands and endless palm trees will make you feel like you’re on your own personal desert island. Or, for unmatched historical intrigue and diving opportunities, Antigua is the place-to-be. Sail over and take in the stunning views from the restored military lookout of Shirley Heights before diving amongst breathtaking wrecks just off the coast. Every island is uniquely charming and just waiting to be explored on your Carribean sailing charter in the Leeward Islands.

Learn more about Caribbean sailing yacht charters on an Oyster yacht.

Leeward Islands Caribbean Sailing Charter
Leeward Islands Sailing Vacation

Average climate

470mm
26°C

January

260mm
26°C

February

120mm
26°C

March

210mm
26°C

April

30mm
26°C

May

40mm
25°C

June

200mm
24°C

July

50mm
25°C

August

190mm
25°C

September

60mm
26°C

October

180mm
26°C

November

390mm
26°C

December

Windward Islands

Discover an array of exotic sea life on your dream Caribbean sailing charter in the Windward Islands, including friendly marine turtles while diving in the Tabaco Cays, or explore sprawling sugar plantations in Grenada, also known as the Spice Isle. 

The volcanic Windward Islands are home to some of the most breathtaking destinations in the Caribbean, spanning from Martinique all the way to Grenada in the South. With its abundant rainforest, white sands and crystal-clear seas, it would be easy to spend the entirety of your Windward Islands yacht charter on the beach. Yet the stunning mountainous isles of St Lucia and St Vincent are perfect for hiking and adrenaline-fuelled adventures. Explore this rugged landscape before routing your Caribbean sailing vacation to some of the world’s best whale-watching spots, also located on this beautiful archipelago.

Learn more about Caribbean sailing yacht charters on an Oyster yacht.

 

Yacht Charter in Windward Islands
Caribbean Sailing Yacht Charter in Windward Islands

Average climate

300mm
27°C

January

230mm
27°C

February

170mm
27°C

March

130mm
27°C

April

100mm
26°C

May

60mm
25°C

June

50mm
25°C

July

40mm
24°C

August

60mm
25°C

September

80mm
25°C

October

150mm
25°C

November

260mm
26°C

December