59 days away

Wind Surf · December 19, 2026 Roll Call

Windstar

7 days, round-trip Beach Fun Sun A Remote Caribbean Getaway

Departure

Sat, Dec 19, 2026

Return

Sat, Dec 26, 2026

Duration

7 Nights

From

Philipsburg St Maarten, Netherlands Antilles

Ship Hub

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Route & Ports

Philipsburg St Maarten, Netherlands Antilles

19 Dec 19:00

Depart

Gustavia St Barths, Saint-Barthelemy Island France

20 Dec 08:00 - 22:00

Falmouth Antigua

21 Dec 08:00 - 18:00

Anguilla Island, UK, Sandy Ground

22 Dec 08:00 - 18:00

Tortola Island BVI, Road Town, UK Virgin Islands

23 Dec 08:00 - 18:00

Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands

23 Dec 19:00 - 24 Dec 22:00

Virgin Gorda Island BVI, Spanish Town, UK Virgin Islands

25 Dec 08:00 - 17:00

Philipsburg St Maarten, Netherlands Antilles

26 Dec 06:00

Arrive

Who’s Going

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Cruise guides

Cruise Guides

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The Price of Peace: What a Kid-Free Cruise Really Costs

Is an adults-only cruise worth the extra money? We examine advertised fares for two seven-night Caribbean sailings, gratuities, included extras and cabin differences to help you build a realistic budget.

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Cruising Solo: How to Avoid the Single Supplement (Without Cruising Alone)

The single supplement can add 125-200% to your fare. Here is why it exists, which cruise lines have real solo cabins, which have none at all, and how to sail alone without paying for an empty pillow.

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