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Windstar Wind Surf Cruise Reviews for Romantic Cruises to the Caribbean from St. Maarten

4.0 / 5.0
Editor Rating
241 reviews
40 Awards
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Cruiser Rating
4.6
Very Good
75 reviews
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Featured Review
Great Yachtsman’s Caribbean Cruise
"I am writing this as I go through my mandatory quarantine following another great cruise on the Wind Surf (the last one before operations were halted). This was our second Windstar cruise in less than 4 months..."Read More
Misty Morning avatar

Misty Morning

10+ Cruises

Age 50s

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1-10 of 75 Windstar Wind Surf Cruise Reviews for Romantic Cruises to the Caribbean from St. Maarten


Great Yachtsman’s Caribbean Cruise

Review for Wind Surf to Caribbean - All

Misty Morning avatar

Misty Morning

10+ Cruises

Age 50s

I am writing this as I go through my mandatory quarantine following another great cruise on the Wind Surf (the last one before operations were halted). This was our second Windstar cruise in less than 4 months after having done a 14-day BTB Caribbean cruise with some friends on Star Legend in November. This time we were travelling as a couple and met 2 other couples from our hometown of Montreal ...
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Sail Date: March 2020

Cabin Type: Deluxe Oceanview Stateroom


Poor service & ship needs an overhaul

Review for Wind Surf to Caribbean - All

laurieha avatar

laurieha

2-5 Cruises

Age 40s

We love Windstar's other ships and wanted to try their large sailing ship for the itinerary Yachtsman Caribbean. Sadly this ship strongly disappointed. Ironically the ship had just come out of dry dock three weeks earlier but two of the sails were broken and couldn't unfurl each night. Also they refurbished the lounge and half of the cabins and left all the garbage piled up on the ship in plane ...
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Sail Date: December 2019

Cabin Type: Suite


Special Needs

Review for Wind Surf to Caribbean - All

SonnyDelight avatar

SonnyDelight

2-5 Cruises

Age 70s

As a sailor, I always wanted to go on Windstar; it far exceeded my expectations. Kudos to Gede, assistant Maitre D, his boss Santos and Chef Oman for delicious meals that met our dietary restrictions. Kudos to Lufi, Cabin Steward, for a fragrance free chemical free cabin. Loved the marina, thanks to Jose for taking us each out for a sail on the Hobie cat. Enjoyed having the snorkel mask and ...
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Sail Date: February 2019

Cabin Type: Deluxe Oceanview Stateroom


Wind Surf Delivers Again

Review for Wind Surf to Caribbean - All

Misty Morning avatar

Misty Morning

10+ Cruises

Age 50s

First, we are a French Canadian couple in our early 50’s from Montreal. We sailed 5 times with Celebrity prior to sailing on Wind Surf for the first time in 2013. We have since sailed 7 times with them, all in the Caribbean with cruises on the Wind Star (1) Star Pride (2), Star Legend (1) and Wind Surf (3). What we love about Windstar is the small ships, the fact you can do things independently ...
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Sail Date: February 2019

Cabin Type: Oceanview Stateroom


A bit disappointed, something has changed with Windstar

Review for Wind Surf to Caribbean - All

LuvDCaribbean avatar

LuvDCaribbean

10+ Cruises

Age 60s

My wife & I sailed on 1/12/19, Our 6th Windstar cruise, 3rd on Wind Surf. Room 126. The ship – Wind Surf – was built in 1990, and is showing its age in too many areas. Rust, loose planks, paint peeling, bent railings, and I could go on. The most odd part is that I didn’t see any maintenance crew guys doing repairs. Which to me means that there is something else, a problem that goes deeper ...
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Sail Date: January 2019

Cabin Type: Deluxe Oceanview Stateroom


The Best Way to Experience the Caribbean

Review for Wind Surf to Caribbean - All

Strenz avatar

Strenz

10+ Cruises

Age 70s

We took the 14 day cruise on the Wind Surf Caribbean Exploration Cruise. We left from St. Martin and were very thrilled to see that the island is coming back so nicely. We have only sailed on Wind Star in the Caribbean for we love the sails and the experience that Windstar Cruises offers their guests. The embarkation this time was the easiest and quickest. Drop you bags at the Wind Star tent at ...
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Sail Date: January 2019

Cabin Type: Deluxe Oceanview Stateroom


Two Thumbs Way Up - A Wonderful Experience

Review for Wind Surf to Caribbean - All

ColoradoTraveler1120 avatar

ColoradoTraveler1120

6-10 Cruises

Age 60s

We booked this trip at very much the last minute, deciding to go someplace warm for my wife's spring break about a week before departing. Clearly, we were fortunate to find a vacancy on board this ship. This was our first time on a Windstar cruise. Suffice to say, it will not be our last. We love the opportunities and ambiance of a small ship. This itinerary was magical and in a part of the ...
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Sail Date: March 2018

Cabin Type: Deluxe Oceanview Stateroom


Almost as good as we had expected

Review for Wind Surf to Caribbean - All

h20Sprite avatar

h20Sprite

2-5 Cruises

Age 60s

We had been looking forward to something really special on this "Bucket List" cruise, and for the most part, we were not disappointed. Quality of food, service, ship, cabin and excursions was generally excellent. We especially loved the beach party and the deck BBQ (I love lobster!). Was it the definitive, earth shattering, "OMG, I'm never cruising mainstream again" experience? Probably ...
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Sail Date: March 2018

Cabin Type: Deluxe Oceanview Stateroom


Excellent cruise - but not if you get seasick!

Review for Wind Surf to Caribbean - All

Cath33 avatar

Cath33

2-5 Cruises

Age 60s

To celebrate my 60th birthday with my family, we booked the Wind Surf cruise and set sail on March 3rd. I had done a lot of research for the trip, and tried to find information of anyone who found that they were sea sick, as I do suffer from motion sickness from time to time. I wore the patch behind my ear, and was prepared with the bands on my wrists, but by the second day I was pretty sick. ...
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Sail Date: March 2018

Cabin Type: Deluxe Oceanview Stateroom


Improvements in all areas

Review for Wind Surf to Caribbean - All

golfdale2 avatar

golfdale2

10+ Cruises

Age 70s

We are frequent Windstar cruisers especially in the Caribbean although our connection with Windstar began in the Med about 9 years ago. We have also cruised on Sea Dream Seabourn, and Silversea so we have experience with quality small ship cruise lines.. Noted improvements on this cruise were the quality and variety of the food, the level and friendliness of the service, and the big ...
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Sail Date: March 2018

Cabin Type: Oceanview Stateroom


Find a Wind Surf Cruise from $1,799

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