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21 Night Caribbean

  • Summary
  • Ship
  • Itinerary
  • Price History
  • Dates & Future Prices
  • Book Now
© Windstar
Wind Surf © Windstar
Wind Surf © Windstar
Wind Surf Oceanview Stateroom © Windstar
Wind Surf Suite © Windstar
Wind Surf Suite © Windstar
Wind Surf Suite © Windstar
Wind Surf Suite © Windstar
Restaurant Amphora on Wind Surf © Windstar
Pool on Wind Surf © Windstar
Wind Surf Restaurant Amphora
Wind Surf Restaurant Amphora © Windstar
Wind Surf Pool
Wind Surf Pool © Windstar
Ship facts
? The Quality Score is our combined rating balancing professional reviews and customer feedback on a ship level. The score can range from 0 (everybody hates it) to 100 (everybody loves it).
0.6
Customer : Crew Ratio
310
Passengers
178
Crew
1989
Construction Year
47.6
Customer : Space Ratio
6
Passenger Decks
155
Cabins
Small
Ship Size
Ship is pretty good!
? The Quality Score is our combined rating balancing professional reviews and customer feedback on a ship level. The score can range from 0 (everybody hates it) to 100 (everybody loves it).

Laid back yet upscale, Wind Surf offers comfort and class to passengers cruising below its five masts of billowing sails. The ship itself is older, and exudes romance and a little nostalgia, and its clubby yet inclusive feel is only further emphasized by the genuine friendliness of the crew.
More... Current Position

Overall rating
? The Overall Rating is our combined rating for each cruise ship based on balancing their professional reviews and customer feedback.
Ship is pretty good!
55/100
Professional Reviews
? See how the various aspects of this cruise ship compares to all other ships in our database.
Ship Facilities are good
Accomodation is fantastic
Beverage is good
Entertainment is good
Service is good
Cruise is good
Customer Reviews
? Customer reviews give you a good overview of how much customers like this cruise ship.
2.1/5
people think it's OK
bad
7
acceptable
16
ok
37
good
49
excellent
175
overall
42%
of passengers would recommend this ship
Ship facts
? The Quality Score is our combined rating balancing professional reviews and customer feedback on a ship level. The score can range from 0 (everybody hates it) to 100 (everybody loves it).
0.6
Customer : Crew Ratio
310
Passengers
178
Crew
1989
Construction Year
47.6
Customer : Space Ratio
6
Passenger Decks
155
Cabins
Small
Ship Size



From

Philipsburg, Saint-Martin

to

Lisbon

Day Port Arrival Departure
0 		Philipsburg, Saint-Martin - -
1 		St. John's, Antigua 08:00 17:00
2 		Road Bay, Anguilla 08:00 18:00
3 		Soper's Hole, Tortola, B.V.I. 08:00 18:00
4-5 		Jost Van Dyke - -
6 		Prickly Pear Island, B.V.I. 08:00 17:00
7 		Gustavia 08:00 22:00
8 		Philipsburg, Saint-Martin 06:00 19:00
9-17 		At Sea - -
18 		Ponta Delgada, Azores 08:00 18:00
19-21 		At Sea - -
22 		Lisbon 07:00 00:00



Prices for other Dates and Cabins

Mar 28, 2026

Choose other date/cabin type to see alternatives
min. $2258
cheaper
costlier
max. $17100
Mar 24, 2026
Interior
-3141
Ocean
-2841
Balcony
-2491
Suite
+ 3889
Mar 28, 2026
Ocean
-1400
Suite
$5399
Interior
Sold Out
Balcony
Sold Out
Oct 15, 2026
Interior
-2945
Ocean
-2295
Balcony
-1495
Suite
+ 5705
Oct 18, 2026
Interior
-2890
Ocean
-2290
Balcony
-1640
Suite
+ 1610
Oct 22, 2026
Interior
-3541
Ocean
-3341
Balcony
-2711
Suite
Sold Out
Value for money:
? The colors below indicate what you get for your money.
A steal
Fair
Expensive
N/A




N/A
No price rating data
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$3999
$190 p.P./ night
Rather good deal
Set price alert
N/A
No price rating data
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$5399
$257 p.P./ night
OK deal
Set price alert
dasda Interior Oceanview Balcony Suite
Current Price - $3999 - $5399
Price per Day - $190 - $257
Previous Price - $4000 - $5400
Change in $ - $-1 - $-1
Change in % - -0.03% - -0.02%
Updated Jan 09, 2025 Jan 09, 2025 Jan 09, 2025 Jan 09, 2025
Initial Price - $3999 - $5399
Lowest Price Ever - $3999 - $5399
Our Opinion Rather good deal OK deal
Historic prices Interior cabin price history Oceanview cabin price history Balcony cabin price history Suite cabin price history
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Interior cabin, departing on Mar 28, 2026.

We don’t have enough data to show any prediction or the accuracy is not high enough. We are sorry, please try again another day.

Mar 28, 2026 Departure

We don’t have enough data to show any prediction or the accuracy is not high enough. We are sorry, please try again another day.

Mar 28, 2026 Departure

We don’t have enough data to show any prediction or the accuracy is not high enough. We are sorry, please try again another day.

Mar 28, 2026 Departure

We don’t have enough data to show any prediction or the accuracy is not high enough. We are sorry, please try again another day.

Mar 28, 2026 Departure

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Wind Surf Restaurant Amphora
Wind Surf Restaurant Amphora © Windstar
Why we like this 21 Night Caribbean
  • Ecstatic customers.
  • One of the best customer recommendation ratios in the market.
  • Caribbean generally offers great beaches, fun excursions and ample shopping opportunities.
  • Great passenger to crew ratio - you will get pampered!
  • Plenty of space on board.
  • Suite pricing: Really good deal