Windstar Eastern Caribbean Cruise Reviews

Cabin decorated for my birthday.
Photo Credit: Jeff in Virginia
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pool & spa
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Cruiser Rating
4.4
Very Good
197 reviews

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1-10 of 11 Windstar Eastern Caribbean Cruise Reviews


Poor service & ship needs an overhaul

Review for a Caribbean - All Cruise on Wind Surf

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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


Windstar is definitely NOT a 5 star cruise line!

Review for a Caribbean - Eastern Cruise on Star Pride

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rsamtleben
6-10 Cruises • Age 60s

This is the first trip review that I have ever posted. I felt that it was necessary because of the extremely negative customer experience. First of all, I booked this cruise in February 2019. The cruises line claims that you get the best pricing when you book early. Not true. They discounted this cruise right after the final payment date by USD$1000 per couple. When we asked for a refund ...
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Sail Date: December 2019

Cabin Type: Balcony Suite


Repairs galore

Review for a World Cruise Cruise on Wind Surf

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Sgjacobson
6-10 Cruises • Age 70s

This ship is falling apart at the seams and the owners don’t care about what passengers have to endure on board. Departure was delayed by 5 hours waiting for staff. My room had not been cleaned or set up. The deck was unfinished and unpainted. The front desk staff was ill equipped to handle all the passengers issues as they embarked. As a solo traveler my problems were not directly ...
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Sail Date: November 2019


Great Staff, Poor Management, Older Ship Needing Upgrades

Review for a Caribbean - Eastern Cruise on Wind Star

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Mark Whitman
6-10 Cruises • Age 70s

I love Windstar’s small-boat (148 passengers) approach to cruising, but I found this particular boat, their flagship, to be lacking and I was also dismayed by several avoidable missteps by the ship’s management. The destinations are a wonderful experience. The Panama Canal, Panama City and Costa Rica in January are absolutely must-do experiences. The destinations are 5+. Windstar (really ...
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Sail Date: January 2019

Cabin Type: Deluxe Oceanview Stateroom


Avoid the Star Pride.

Review for a Caribbean - All Cruise on Star Pride

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Amandahr
2-5 Cruises • Age 30s

I’ve been on one of windstars Mediterranean sailing cruises and it was wonderful, but the star pride Caribbean cruse has been a horrible waist of money. Not a nice experience at all. Unlike the sailing ships the star pride is run down. They run the engine so hard at night we can’t sleep because our bed shakes so bad. Not rocking of the boat or poor weather but engine rattling that makes your ...
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Sail Date: December 2018


Shame on the management of this company

Review for a Caribbean - All Cruise on Star Pride

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Wayfarerblue
6-10 Cruises • Age 60s

First - Windstar engages in flat out False Advertising (in our case -$200 in ship board credits per passenger). They were given ample opportunity to make this right and simply could not find a way to make it right. First - and last - time Windstar customer and they couldn’t care less. Business must be great when you can alienate new customers so easily Second - communications are horrendous. ...
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Sail Date: December 2017


Staff great, officers less than good

Review for a Caribbean - Eastern Cruise on Star Legend

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JLucas2018
2-5 Cruises • Age 60s

Wanted to visit numerous islands and picked this one due to the inclusion of St. Bart's. Unfortunately, the captain decided to skip St. Bart's and go to another island instead. The lower on the staff totem poll, the better the attitude. Everyone wearing an officer costume seemed to have a poor attitude or just did not really care. Never seen anything like that before. The small ship was ...
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Sail Date: December 2016

Cabin Type: Ocean View Suite


Amateur hour from start to finish

Review for a Caribbean - Eastern Cruise on Star Legend

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dsyoung422
6-10 Cruises • Age 60s

Cruise was supposed to depart from San Juan on 12/9 but the cruise line didn't file proper paperwork with port authority so ship went to St Marteen. Passengers were told to meet at Sheraton hotel in San Juan and wait for shuttle to airport where two planes were chartered to take us to St. Marteen. A cruise that was supposed to embark at 6pm was clearly not going to start for many hours. The ...
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Sail Date: December 2016


Lack of Communication and Poor Supervisors

Review for a Caribbean - Eastern Cruise on Star Legend

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Jon898
6-10 Cruises • Age 60s

This was the same cruise that dsyoung422 was on, so many comments are similar. The cruise was supposed to start in San Juan and we flew down the night before as independent travelers. I guess that was the first mistake as the first we knew that the itinerary had changed was when we arrived at Muelle1 (Pier #1) in San Juan at 1:10pm (boarding was at 1:00pm) and there was NO SHIP! I called the ...
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Sail Date: December 2016


Windstar in general is terrible!!!

Review for a Caribbean - Eastern Cruise on Wind Surf

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genine@jerseycape
First Time Cruiser • Age 50s

First- We were informed a couple days before our vacation was to start that our cruise was cancelled. I asked to be switched to another ship at 9:00 am and by 5 pm I needed to call and be very demanding to make sure we had a cabin on a boat going somewhere. Our excursions were of coarse cancelled as well as the loss of our pre and post cruise hotels and air fair. I had to scramble to make ...
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Sail Date: December 2015

Cabin Type: Deluxe Oceanview Stateroom


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