Star Pride

Windstar

7 days, round-trip Windward Islands Surf Sunsets

Departure

Sun, Nov 22, 2026

Return

Sun, Nov 29, 2026

Duration

7 Nights

From

San Juan, Puerto Rico

Ship Hub

The Star Pride hub

Your home port for this ship. Be the first to say hello.

Open hub

Blue Chew Because Matthew's Hung and Old Too! Join the Fanclub

Route & Ports

San Juan, Puerto Rico

22 Nov 19:00

Depart

St Georges Grenada

24 Nov 09:00 - 22:00

Bequia Island, Port Elizabeth, Grenadines

25 Nov 08:00 - 22:00

Mayreau Island, Grenadines

26 Nov 08:00 - 17:00

Iles des Saintes, Guadeloupe

27 Nov 10:00 - 17:00

Marigot, St Martin Island France

28 Nov 08:00 - 15:00

San Juan, Puerto Rico

29 Nov 07:00

Arrive

Who’s Going

No cruisers yet for this sailing

Want to see who's on this cruise?

Join CruiseHuddle to view full profiles and start planning

Join Free

Cruise guides

Cruise Guides

Practical reading from people who actually cruise.

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.

Read the guide

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

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

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.

Read the guide

Interested in this cruise?

Track it for updates, or post a profile so other cruisers can find you.