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14 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 Pool
Wind Surf Pool © 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

Philipsburg, Saint-Martin

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



Prices for other Dates and Cabins

Jan 16, 2027

Choose other date/cabin type to see alternatives
min. $934
cheaper
costlier
max. $11789
Jan 16, 2027
Interior
-3065
Ocean
-2865
Balcony
-2565
Suite
-1245
Jan 16, 2027
Ocean
$3999
Suite
+ 1700
Interior
Sold Out
Balcony
Sold Out
Jan 16, 2027
Interior
-3055
Ocean
-2789
Balcony
-2399
Suite
+ 1258
Jan 17, 2027
Interior
-2434
Ocean
-2234
Balcony
-1764
Suite
-1154
Jan 17, 2027
Interior
-2738
Balcony
-2235
Suite
-1578
Ocean
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
$286 p.P./ night
OK deal
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N/A
No price rating data
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$5699
$407 p.P./ night
Expensive
Set price alert
dasda Interior Oceanview Balcony Suite
Current Price - $3999 - $5699
Price per Day - $286 - $407
Previous Price - $4000 - $5700
Change in $ - $-1 - $-1
Change in % - -0.03% - -0.02%
Updated Jul 30, 2025 Jul 30, 2025 Jul 30, 2025 Jul 30, 2025
Initial Price - $3999 - $5699
Lowest Price Ever - $3999 - $5699
Our Opinion OK deal 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 Jan 16, 2027.

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.

Jan 16, 2027 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.

Jan 16, 2027 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.

Jan 16, 2027 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.

Jan 16, 2027 Departure

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Wind Surf Pool
Wind Surf Pool © 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.