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Star Clippers Caribbean Cruises

Star Clippers Caribbean Cruises

A tall ship voyage is the perfect way to appreciate the slow pace and natural beauty of the Caribbean, famous for its glorious sailing weather.

This winter, escape to your Caribbean paradise on a tall ship voyage under full sail. We offer fabulous itineraries from Barbados, St Maarten, Montego Bay and Balboa on superb five-masted sailing ship Royal Clipper and beautiful Star Flyer.

Cruise Collection 2022/ 2023/ 2024

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About Caribbean Cruises

Explore the stunning Caribbean on the Windward Islands or the Grenadine Islands sailing cruise itineraries. Alternatively, discover the exotic Treasure Islands of the British Virgin Islands, the more southerly Leeward Islands.

Admire the natural beauty of the Caribbean islands on our unique Caribbean crossing sailing cruise from Montego Bay in Jamaica to Bridgetown in Barbados or transit the famous Panama Canal before heading to the remote San Blas Islands on tall ship Star Flyer.

The ships carry watersports and snorkelling equipment, supported by a water sports team, for use on the sandy beaches or for viewing the colourful Caribbean reef fish. We can book you the perfect holiday, including flights and pre and post cruise stays, as all the itineraries offer the perfect opportunity to add nights before or after your cruise holiday.

Caribbean Highlights


The landscape of St Lucia is a mixture of tropical flowers, rainforest and the dramatic peaks of the Pitons near Soufriere. Beaches include Anse de Sable, Anse Chastenet and Cas en Bas, and in Rodney Bay is the brig Unicorn, used in the film 'Pirates of the Caribbean'. Whales are often seen off the coast. Pigeon Island is linked to St Lucia by a causeway, and is one of the venues for the annual Saint Lucia Jazz Festival.

Castries (St Lucia)


Fort-de-France is the sophisticated capital of Martinique, and has narrow lanes and Savane Park. Clement House is an old plantation with a rum factory in the grounds offering tastings. For people-watching, take coffee along the capital's Boulevard Allegre, and for good views, go to the Caravelle Peninsula, the site of a ruined chateau.

Fort-de-France (Martinique)

Grenada (Grenada)

The 'Spice Island' of Grenada has rainforests, waterfalls and a mountainous interior dotted with cocoa and banana plantations. The shore is a winding series of white and black sand beaches edged with rich vegetation. Carenage is the old harbour area of St George's where you can see the casting of the famous 'Christ of the Deep' statue and watch wooden schooners unload their cargo. For shopping, make for Grand Anse. St George's has narrow lanes, a busy marketplace and two hill-top forts.


St Barts (St Barts)

Also known as St Barthelemy, St Barts is picturesque, elegant and sophisticated. This volcanic island is rocky and edged with reefs and golden beaches. In the small capital of Gustavia, there is a French ambience, with upmarket boutiques, good French restaurants and duty-free shopping. For swimming, go to the white sand bay of Flamands shaded by lantier palms.

St Barts

Virgin Gorda

The 'Baths' are Virgin Gorda's unique water grottos formed long ago by ancient lava flows. Huge boulders lie scattered around the natural pools, popular for swimming or soaking. Virgin Gorda is also home to Little Dix Bay, the Bitter End Yacht Club and some excellent beaches.

Virgin Gorda (British Virgin Islands)