Windstar Eastern Caribbean Cruise Reviews

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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11-20 of 198 Windstar Eastern Caribbean Cruise Reviews


Nice ship, okay itinerary, had decent time but more our fault than ship's

Review for a Caribbean - All Cruise on Star Pride

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gjanee
2-5 Cruises • Age 50s

We're novice cruisers and made some mistakes. The ship is very nice and comfortable. Plenty of pleasant places to park yourself... on the deck, in the library, etc. The entertainment was better than we expected for such a small ship... the entertainment director ("PJ") was great, the hotel director (Andreas) was practically a stand-up comic, and there was a musical duo and a small band with a ...
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Sail Date: March 2023


Caribbean Cruise on Star Pride after the Stretch

Review for a Caribbean - All Cruise on Star Pride

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likesplanning
10+ Cruises • Age 50s

We chose this cruise on the Star Pride because the itinerary included some of our favorite Caribbean islands (leaving and returning from San Juan): St. Thomas, St. Barths, Montserrat, St. Martin, Jost Van Dyke, and Virgin Gorda (Prickly Pear Island). Unfortunately, our cruise missed Montserrat and St. Martin due to weather which was frustrating. Embarkation and disembarkation in San Juan was ...
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Sail Date: February 2023

Cabin Type: Ocean View Suite


My first Windstar Cruise and 1st cruise critic revew!

Review for a Caribbean - All Cruise on Star Pride

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TonsofFun2
2-5 Cruises • Age 40s

I choose WindStar because I wanted to try sailing on a small ship. This was my third Cruise my first ship was freedom of the seas and my second ship was Norwegian epic and it was a big difference. From the moment we checked in in San Juan there was nearly nobody at the port in front of us at 1:30 p.m. when we gave the person our luggage I think it was at our room within an hour of being on the ...
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Sail Date: February 2023

Cabin Type: Balcony Suite


Great Family Cruise

Review for a Caribbean - All Cruise on Wind Surf

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scpd1856
10+ Cruises • Age 70s

Quick background. This was our 46th cruise, the 3rd on Windstar. We treated my son and his family so they could experience a 5-star cruise line. Windstar didn't disappoint! Flying from Charlotte, NC no problem to St Maarten. Customs there was very slow but the transfer to the ship was fine. Checked in at the cruise terminal and showed our vaccination paperwork & passports again and found ...
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Sail Date: February 2023

Cabin Type: Deluxe Oceanview Stateroom

Traveled with children


Best staterooms yet

Review for a Caribbean - All Cruise on Star Pride

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LarryQB
6-10 Cruises • Age 80s

I wanted to take one of the sail yachts but the departure and arrival locations were different and astronomical for air fare, so we settled on this one out of San Juan. Easy to get to, not too expensive for airfare. The destinations of St. Thomas, St. Barts, St. Martin, Montserrat, and the BVI was an attraction too. The stateroom (Deck 5, all the way in the bow) was the best I've seen. The ...
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Sail Date: February 2023

Cabin Type: Ocean View Suite


Caribbean cruise

Review for a Caribbean - Eastern Cruise on Star Pride

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Marymary58
10+ Cruises • Age 60s

Our group chose this cruise around the Virgin Islands because of the stop in st barts. The small size is perfect to socialize with a group and not be overwhelmed with thousands of people The ship is tired and a third of the cabins had no air conditioning. They did set out sheets and blankets if you wanted to sleep on the pool deck. I had heard from other passengers that were on a 2 consecutive ...
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Sail Date: February 2023


I agree with another reviewer 100 Awsome. We loved the ship

Review for a Caribbean - All Cruise on Wind Surf

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winterdaancer
6-10 Cruises • Age 60s

I have been on numerous other cruises with other companies. Hands down this was the most fun. The ship is beautiful and in excellent condition and very well maintained. The staff was incredible from the Steward to the Hotel Manager, The excursion desk, the restaurant staff and the captain. I can't figure out how so many people knew my name. The food was great and all home made not pre-made which ...
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Sail Date: December 2022


Great Holiday Vacation On the Wind Surf, Again

Review for a Caribbean - All Cruise on Wind Surf

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Strenz
10+ Cruises • Age 70s

We travel with Windstar Cruises and we vacation with Windstar Cruises. Since we are from the freezing Northeast, we like to vacation in the Caribbean preferable early winter. We were fortunate to spend 17 days on the Surf over the Christmas Holiday. When traveling in the Caribbean in December the sea can be rougher but usually not that bad. This trip the ocean was not really choppy but it did ...
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Sail Date: December 2022

Cabin Type: Suite


Exceptional experience for this 1st-time cruiser

Review for a Caribbean - All Cruise on Star Pride

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csmith2558
First Time Cruiser • Age 40s

My husband (46) and I (45) always said we would never cruise because we didn't want to be stuck with thousands of people. But, I discovered Windstar and we decided to book the newly renovated Star Pride since it only holds 312 passengers. I am so glad we did because this was the BEST vacation we ever had. We loved having an all-inclusive package without any added costs. We don't drink so we opted ...
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Sail Date: November 2022

Cabin Type: Star Balcony Suite


So Nice To Be Back

Review for a Caribbean - All Cruise on Wind Surf

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cruiseboys
10+ Cruises • Age 50s

We had been waiting for our BIG return to cruising following the Covid pause and were excited to see that Wind Surf would still be in The Caribbean during our vacation. The booking process was simple, all though the protocols for testing and transit through SXM were a bit confusing, but we managed to wade through the emails and figure out what steps we needed to complete to sail. It had been 10 ...
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Sail Date: March 2022

Cabin Type: Oceanview Stateroom


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