Wind Surf

Windstar

14 days, round-trip Star Collector Caribbean Explorations

Departure

Sat, Jan 9, 2027

Return

Sat, Jan 23, 2027

Duration

14 Nights

From

Philipsburg St Maarten, Netherlands Antilles

Ship Hub

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Route & Ports

Philipsburg St Maarten, Netherlands Antilles

09 Jan 19:00

Depart

Charlestown Nevis, Nevis Island

10 Jan 08:00 - 17:00

Iles des Saintes, Guadeloupe

11 Jan 07:00 - 13:00

Mayreau Island, Grenadines

12 Jan 08:00 - 17:00

Roseau, Dominica

13 Jan 08:00 - 16:00

Basseterre St Kitts, Port Zante

14 Jan 08:00 - 22:00

Gustavia St Barths, Saint-Barthelemy Island France

15 Jan 08:00 - 22:00

Philipsburg St Maarten, Netherlands Antilles

16 Jan 06:00 - 19:00

Anguilla Island, UK, Sandy Ground

17 Jan 08:00 - 18:00

Tortola Island BVI, Road Town, UK Virgin Islands

18 Jan 08:00 - 18:00

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

18 Jan 19:00 - 19 Jan 22:00

Virgin Gorda Island BVI, Spanish Town, UK Virgin Islands

20 Jan 08:00 - 22:00

Gustavia St Barths, Saint-Barthelemy Island France

21 Jan 08:00 - 22:00

Falmouth Antigua

22 Jan 08:00 - 17:00

Philipsburg St Maarten, Netherlands Antilles

23 Jan 06:00

Arrive

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Cruise guides

Cruise Guides

Practical reading from people who actually cruise.

Cruise Embarkation Day: Everything You Need to Know Before You Step Onboard

What actually happens on embarkation day, why trying to board first is a waste of your vacation, what belongs in your carry-on, and how to start the week the way you meant to.

Read the guide

Cruise Roll Calls: What They Are, How They Work, and Why CruiseHuddle Makes Them Better

What a cruise roll call is, where to find one, why they fall apart, and how to actually meet the people sailing with you.

Read the guide

Solo Cruising Without the Cringe: How to Meet People, Flirt a Little, and Not Be Weird About It

Solo cruising doesn’t have to mean awkward mixers, lonely dinners, or talking only to the bartender. Here’s how to meet people, flirt without being creepy, handle rejection, and make real connections at sea.

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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.

Read the guide

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