From $ 3,999 pp Pick Your Perk
departure date
Dec 26, 2020
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St. Maarten to Bridgetown
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 cafĂ©. 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.
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Relish extra beach time with overnights in both Jost Van Dyke and Virgin Gorda
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Discover local treasures and island charm at Tortola’s Soper's Hole Wharf
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See the unspoiled natural landscape, black-sand beaches, and botanical gardens of Dominica
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Visit Brimstone Hill Fortress National Park, Basseterre’s UNESCO site
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Indulge yourself at Windstar's Signature Beach Party with plenty of Caribbean flavors and spirit to savor and share
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Late night stays in Gustavia and Les Saintes let you really get time to get the flavor of these distinct places
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Swim with the stingrays at one of Antigua’s beautiful beaches
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Pack light with complimentary daily laundry service
*Rates shown are per person, based on double occupancy, reflect all discounts and include non-discountable amounts. Taxes, Fees & Port Expenses are additional.