Windstar Cruise Reviews for Luxury to the Eastern Caribbean

Sail away
Photo Credit: Bob WM
Cabin decorated for my birthday.
Photo Credit: Jeff in Virginia
Photo Credit: flydc
pool & spa
Photo Credit: flydc
Cruiser Rating
4.4
Very Good
198 reviews

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1-10 of 198 Windstar Cruise Reviews for Luxury to the Eastern Caribbean


It Was Nice But...

Review for a Caribbean - All Cruise on Wind Surf

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Ocean Sunrises
First Time Cruiser • Age 60s

First time taking a Windstar Cruise. Expectations were a little higher than experience, such as the souvenir shop had limited clothing sizes and selection and I found the bed to be very uncomfortable without any topper to soften the hard mattress. The food was great and the crew the best I've seen, especially my cabin attendant, Nilu, who kept my room clean and my bed made or turned down, as I ...
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Sail Date: March 2024

Traveled with children


Vacation of a lifetime

Review for a Caribbean - Eastern Cruise on Wind Spirit

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Kelley Adrienne
2-5 Cruises • Age 30s

I am leaving this review to help people who have maybe looked at Windstar, but are unsure or unable to find much information outside of their website. I had been looking for months for a special trip for us, and I did as much research as i could before choosing Windstar. My boyfriend and I chose this cruise for a special anniversary trip. And my goodness, it was the best trip we have ever taken! ...
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Sail Date: March 2024

Cabin Type: Deluxe Oceanview Stateroom


Great experience with a great group!

Review for a Caribbean - Eastern Cruise on Wind Surf

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GARYTHEHITMAN
10+ Cruises • Age 80s

I have sailed on the Wind Surf many times, and have 4-Star Yacht Club privileges. But my past voyages have always been with my wife and sometimes with another couple. I have planned many group travel adventures for my sports club (Ski Club of Washington, DC) and decided to give Windstar a try. I contacted Amy Conover, who is a Director of Charter and Incentive Sales, whom I had previously met on ...
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Sail Date: February 2024

Cabin Type: Oceanview Stateroom


Life is Great on the Wind Surf

Review for a Caribbean - Eastern Cruise on Wind Surf

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Strenz
10+ Cruises • Age 70s

We have been sailing with Windstar Cruises since 1999, 28 cruises, 282 days. Windstar Cruise' s ships fit us, it is as easy as that. We love the smallness, the Wind Surf has huge roomy decks even on a full ship it is easy to fine a private, quiet spot. Being a foodie with lots of knowledge we love that the buffets are really not, they are a small fruit bar in the morning with a few sides and at ...
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Sail Date: January 2024

Cabin Type: Deluxe Oceanview Stateroom


Great Times on the Wind Surf

Review for a Caribbean - Eastern Cruise on Wind Surf

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Misty Morning
10+ Cruises • Age 60s

First, we are a French-Canadian couple in our late 50’s/early 60’s from Quebec. We have sailed numerous times with Windstar since 2013 (4 Star Yacht Club members). All our cruises have been in the Caribbean with cruises on the Wind Star, Star Pride, Star Legend and Wind Surf. What we love about Windstar (and still do after 11 years of cruising with them) is the small ships, the fact you can do ...
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Sail Date: January 2024

Cabin Type: Deluxe Oceanview Stateroom


Cancellation of half of the original port of calls

Review for a Caribbean - Eastern Cruise on Star Pride

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RAQ SILVA
First Time Cruiser • Age 50s

We have chosen this itinerary mostly because Bocas del Toro stop - a remote destination to be reached only by boat or by plane. Due to a alleged mechanical problem, this stop has been cancelled and we spent a whole day docked at the entrance of Panama Canal, watching cargo ships all day long - very unpleasant. There was no plan B for such a huge inconvenient - we could have docked in one beach ...
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Sail Date: December 2023


Pretty Much Perfect

Review for a Canada & New England Cruise on Star Pride

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MargotH24
2-5 Cruises • Age 70s

This was our 5th cruise, all previously on the Windsurf. We wanted to try one of the Windstar motor yachts and were pleased by the itinerary and departure from a U.S. port. Embarkation was seamless. And, although we could have encountered seas which were rough due to a storm in the area, it was exceptionally calm for the entire sailing. The Star Pride is a gorgeous small ship - and only 180 ...
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Sail Date: October 2023

Cabin Type: Star Ocean View Suite


Adventure at second home on WindSurf!

Review for a Transatlantic Cruise on Wind Surf

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CGreerg1899c
10+ Cruises • Age 70s

Prepandemic planning found a great cruise combining three back to back itineraries to fulfill many of our bucket list places to visit - Caribbean to the Mediterranean, with a TransAtllantic Crossing! We have traveled WindSong, WindSpirit and WindStar ships in the past and enjoyed the casual atmosphere of the Windstar Cruise line, great cuisine and most importantly, attentive attention only these ...
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Sail Date: April 2023

Cabin Type: Suite


Windsurf - Our Favorite Ship

Review for a Transatlantic Cruise on Wind Surf

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MargotH24
2-5 Cruises • Age 70s

This was the third trans-Atlantic cruise we have taken on Windsurf. She remains our favorite ship - she's not young but elegant, graceful, and really just about perfect. Embarkation in Sint Maarten was seamless and we quickly got checked in. Found many familiar faces from past crossings - some come back every year. Staff just as welcoming and helpful as always. After a brief muster drill (no ...
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Sail Date: April 2023

Cabin Type: Deluxe Oceanview Stateroom


Wonderful Caribbean Cruise!

Review for a Caribbean - All Cruise on Star Pride

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Newbie Travelers
2-5 Cruises • Age 50s

This was our second cruise on the Star Pride. It did not disappoint. The service, food, wine, cocktails and activities were excellent! Although the weather didn't cooperate for some of our destinations, the captain and crew did well to dock and/or anchor at other interesting ports/islands. The Jost Vandyke and Soggy Dollar stop was one of the highlights of the trip. We rented a car on St. Maartens ...
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Sail Date: March 2023

Traveled with children


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