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14 Night Caribbean

  • Summary
  • Ship
  • Itinerary
  • Price History
  • Dates & Future Prices
  • Book Now
Wind Surf
Wind Surf © 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.



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

Philipsburg, Saint-Martin

Day Port Arrival Departure
0
Philipsburg, Saint-Martin - -
1
Charlestown 08:00 17:00
2
Roseau 08:00 16:00
3
Mayreau, Grenadines 08:00 16:00
4
Deshaies, Guadeloupe 13:00 19:00
5
Basseterre 08:00 22:00
6
Gustavia 08:00 22:00
7
Philipsburg, Saint-Martin 06:00 19:00
8
Falmouth, Cornwall, England 08:00 18:00
9
Road Bay, Anguilla 08:00 18:00
10
Prickly Pear Island, B.V.I. 08:00 17:00
11-12
Soper's Hole, Tortola, B.V.I. - -
13
Jost Van Dyke 08:00 18:00
14
Gustavia 08:00 22:00
15
Philipsburg, Saint-Martin 06:00 00:00




Prices for other Dates and Cabins

Feb 28, 2026

Choose other date/cabin type to see alternatives
min. $874
cheaper
costlier
max. $12919

Feb 28, 2026
Interior
-4890
Ocean
-4460
Balcony
-4170
Suite
-3270
Feb 28, 2026
Ocean
-1700
Suite
$6299
Interior
Sold Out
Balcony
Sold Out
Mar 01, 2026
Interior
-5030
Ocean
-4910
Balcony
-4650
Suite
-2480
Mar 01, 2026
Interior
-4846
Ocean
-4606
Suite
-3556
Balcony
Sold Out
Mar 01, 2026
Interior
-5060
Ocean
-4860
Balcony
-4180
Suite
-3920

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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$4599
$329 p.P./ night
Normal pricing
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N/A
No price rating data
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$6299
$450 p.P./ night
Expensive
Set price alert

dasda Interior Oceanview Balcony Suite
Current Price - $4599 - $6299
Price per Day - $329 - $450
Previous Price - $4499 - $6199
Change in $ - $100 - $100
Change in % - 2.17% - 1.59%
Updated Jan 09, 2025 Jul 09, 2025 Jan 09, 2025 Jul 09, 2025
Initial Price - $4199 - $5899
Lowest Price Ever - $4199 - $5899
Our Opinion Normal pricing Expensive
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 Feb 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.

Feb 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.

Feb 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.

Feb 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.

Feb 28, 2026 Departure


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Wind Surf
Wind Surf © Windstar

Why we like this 14 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.