Caribbean Sailing Cruises

Cruise Collection

Caribbean

All of our Star Clippers Carribean cruises are shown below. Tick the boxes to filter by date, ship and duration.

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  • Windward Islands

    7 Nights - Barbados and Back

    Royal Clipper Royal Clipper

    Explore the idyllic Windward Islands on this sailing voyage on magnificent tall ship Royal Clipper visiting picturesque St Lucia, historic Antigua and the chic capital of Martinique 2018 - Dec 2019 - Jan, Feb, Mar, Dec 2020 - Jan, Feb, Mar Save up to 20% on Winter 2019/20 departures PLUS exclusive £50pp discount on all departures!

    Caribbean Beach Cruise Only
    From £1098pp
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  • Grenadine Islands

    7 Nights - Barbados and Back

    Royal Clipper Royal Clipper

    Explore the spice island of Grenada and uninhabited Tobago Cays on this sailing voyage to the Grenadine Islands on superb tall ship Royal Clipper 2018 - Dec 2019 - Jan, Feb, Mar, Dec 2020 - Jan, Feb, Mar Save up to 20% on Winter 2019/20 departures PLUS exclusive £50pp discount on all departures!

    Barbados Cruise Only
    From £1098pp
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  • Antigua to Barbados

    7 Nights - St John's to Bridgetown

    Royal Clipper Royal Clipper

    Explore the spice island of Grenada, uninhabited Tobago Cays and exotic Iles des Saintes on this Caribbean tall ship sailing cruise from Antigua 2019 - Dec Save 20% PLUS exclusive £50pp discount!

    St John's, Antigua Cruise Only
    From £1098pp
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  • Treasure Islands

    7 Nights - St Maarten and Back

    Star Flyer Star Flyer

    A fascinating sailing holiday from St Maarten to the unspoilt British Virgin Islands including stunning beaches at Virgin Gorda and Jost Van Dyke, plus rainforested St Kitts and glamorous St Barts 2018 - Dec 2019 - Jan, Feb, Mar, Dec 2020 - Jan, Feb, Mar Save 10% on Winter 2019/20 departures PLUS exclusive £50pp discount on all departures!

    St Kitts Cruise Only
    From £1111pp
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  • Leeward Islands Sailing Cruise

    7 Nights - St Maarten and Back

    Star Flyer Star Flyer

    Explore the exotic Iles des Saintes, sophisticated St Barts and colonial Antigua on this relaxing Leeward Islands sailing holiday from St Maarten 2018 - Dec 2019 - Jan, Feb, Mar, Dec 2020 - Jan, Feb, Mar Save up to 10% PLUS exclusive £50pp discount!

    Dominica Cruise Only
    From £1111pp
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  • Westbound Transatlantic Sailing

    16 Nights - Europe to Caribbean

    Royal Clipper Choice of Ships

    Re-live the romantic age of sail on one of these Westbound Transatlantic sailing crossings departing from Las Palmas or Lisbon to the Caribbean aboard Royal Clipper or Star Flyer 2019 - Oct, Nov Save 20% on 2019 departure PLUS exclusive £50pp discount on all dates!

    Royal Clipper and Star Clipper Cruise Only
    From £1186pp
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  • Eastbound Transatlantic

    16 Nights - Caribbean to Europe

    Royal Clipper Choice of Ships

    Enjoy the sailing adventure of a lifetime on one of these superb Eastbound transatlantic sailings departing from Barbados or St Maarten on tall ships Royal Clipper or Star Flyer 2019 - Mar 2020 - Apr Save 20% PLUS exclusive £50pp discount!

    Barbados Cruise Only
    From £1214pp
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  • Caribbean Crossing

    11 Nights - Montego Bay to Bridgetown

    Royal Clipper Royal Clipper

    Sail from Jamaica to Barbados on board magnificent tall ship Royal Clipper and visit stunning Caribbean islands including historic Antigua, glamorous St Barts and picturesque St Lucia 2018 - Dec Exclusive £50pp discount!

    Montego Bay Cruise Only
    From £2315pp
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  • Barbados and Panama

    14 Nights - Barbados to Balboa

    Royal Clipper Choice of Ships

    A sailing holiday from Barbados with a transit of the magnificent Panama Canal visiting the Grenadines, the World Heritage Site of Cartagena and the remote San Blas islands 2019 - Nov Save 10% on 23 Nov 2019 departure PLUS exclusive £50pp discount on all departures!

    La Restinga National Park, Isla Margarita Cruise Only
    From £2461pp
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  • Panama Canal to the Caribbean

    14 Nights - Balboa to St Maarten

    Star Flyer Star Flyer

    This 14-night tall ship sailing holiday includes a transit of the magnificent Panama Canal, visits the historic town of Cartagena and explores the stunning islands of the Caribbean 2018 - Dec 2019 - Dec Save 10% on 7 Dec 2019 departure PLUS exclusive £50pp discount on all departures!

    Panama Canal Cruise Only
    From £2461pp
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  • Barbados to Panama

    14 Nights - Barbados to Balboa

    Royal Clipper Royal Clipper

    Sail from Barbados to glamorous St Lucia, the paradise ABC Islands of Aruba, Bonaire and Curacao, and the World Heritage Site of Cartagena with a transit of the amazing Panama Canal 2019 - Nov Save 10% PLUS exclusive £50pp discount!

    Royal Clipper in St Lucia Cruise Only
    From £2722pp
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  • Panama to Antigua

    14 Nights - Balboa to St John's

    Royal Clipper Royal Clipper

    Transit the magnificent Panama Canal, visit the historic town of Cartagena and explore the tropical islands of the Caribbean on this sailing cruise on board tall ship Royal Clipper 2019 - Nov Save 10% PLUS exclusive £50pp discount!

    Panama Canal Cruise Only
    From £2722pp
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