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Wind Surf, Leeward & Windward Caribbean Havens ex St Maarten to Bridgetown

Wind Surf, Leeward & Windward Caribbean Havens ex St Maarten to Bridgetown

Journey

14 Night Cruise sailing from St Maarten to Bridgetown onboard Wind Surf.

Ship

Wind Surf   (More about the ship)

Departure Date

4 Jan 2026

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  • Itinerary

    Cruise Itinerary

    ** Itinerary may vary by sailing date

  • Your cruise in detail

    14 Night Cruise sailing from St Maarten to Bridgetown onboard Wind Surf.

    Little ports, remote reaches and sincere island pleasures exclusive to small-ship cruising beckon during this two-week exploration of the Caribbean’s Windward and Leeward Islands. Take the wheel of a 4x4 buggy and follow dirt roads along the rural outskirts of Falmouth Harbour on Antigua. Sail from Gustavia to remote Colombier Bay and swim or sunbathe among anchored mega yachts prior to elegant snacks and cocktails. Stroll amid brightly painted shops and beach boutiques along the palm-lined shores of Soper’s Hole in Tortola, or relax and sip sweet, rum-flavored cocktails at a waterfront café. Sit back in airy rattan furniture as you ride a refurbished railcar along a century-old narrow-gauge railway on St. Kitts. Take an ATV tour along deserted roads and abandoned villages near Foxes Bay and hear memories of life before the Montserrat Volcano eruption. Scan the horizon for breaching whales as your catamaran captain and crew sail into former whaling waters off Dominica.

  • Travel dates

      • Departing
      • From
      • Price From
      • Departing:4 Jan 26
      • From:St Maarten
      • Price from: Ask

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*Terms and Conditions

Information on this website has been obtained from the various Cruise Companies represented, however as the cruise industry is constantly changing and this information should be used as a guide only. We are unable to take responsibility for incorrect information and you must confirm all details the time of booking. Offer subject to availability at time of booking. Prices are per person share twin based on best available cruise fare, inclusive of all discounts unless otherwise stated. Where suite pricing is indicated this will be for lead in suite accommodation only and may in some cases be for a mini suite, which is the lead in suite category. Please ask for clarification at time of enquiry. Prices are subject to currency fluctuations and are based on cash or cheque. Cruise deposit, amendment and cancellation conditions apply. Travel agent service fees may apply. Special conditions apply - please ask for full details at time of enquiry.

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Information on this website has been obtained from the various Cruise Companies represented, however as the cruise industry is constantly changing and this information should be used as a guide only. We are unable to take responsibility for incorrect information and you must confirm all details the time of booking.