Star Pride

Windstar

14 days, round-trip Star Collector Lovely Leewards

Departure

Sun, Dec 13, 2026

Return

Sun, Dec 27, 2026

Duration

14 Nights

From

San Juan, Puerto Rico

Ship Hub

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Route & Ports

San Juan, Puerto Rico

13 Dec 19:00

Depart

St John Island USVI, Cruz Bay, US Virgin Islands

14 Dec 08:00 - 18:00

Gustavia St Barths, Saint-Barthelemy Island France

15 Dec 08:00 - 22:00

Basseterre St Kitts, Port Zante

16 Dec 08:00 - 17:00

Philipsburg St Maarten, Netherlands Antilles

17 Dec 08:00 - 22:00

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

18 Dec 09:00 - 22:00

Virgin Gorda Island BVI, Spanish Town, UK Virgin Islands

19 Dec 08:00 - 17:00

San Juan, Puerto Rico

20 Dec 07:00 - 19:00

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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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 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.

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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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