Star Pride

Windstar

7 days, round-trip Windward Islands Surf Sunsets

Departure

Sun, Dec 20, 2026

Return

Sun, Dec 27, 2026

Duration

7 Nights

From

San Juan, Puerto Rico

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Route & Ports

San Juan, Puerto Rico

20 Dec 19:00

Depart

St Georges Grenada

22 Dec 09:00 - 22:00

Bequia Island, Port Elizabeth, Grenadines

23 Dec 08:00 - 22:00

Mayreau Island, Grenadines

24 Dec 08:00 - 16:30

Deshaies, Basse-Terre Island Guadeloupe

25 Dec 11:00 - 18:00

Marigot, St Martin Island France

26 Dec 08:00 - 15:00

San Juan, Puerto Rico

27 Dec 07:00

Arrive

Who’s Going

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Cruise guides

Cruise Guides

Practical reading from people who actually cruise.

Cruise Door Decorations: Rules, Ideas, Pineapples & Everything You Need to Know

Royal Caribbean never banned door decorations, whatever you read. Here is what each cruise line actually allows, what gets taken down, and how to make your door do more than just find your room.

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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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How to Meet People on a Cruise (Without Spending Seven Days Talking to Yourself)

Cruise ships were built to entertain strangers, not introduce them. Here is what actually works onboard, what does not, and why the best connections start before you board.

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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

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