Windstar Eastern Caribbean Cruise Reviews
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Cruiser Rating
4.4
Very Good
198 reviews
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1-10 of 128 Windstar Eastern Caribbean Cruise Reviews
Review for a Caribbean - Eastern Cruise on Wind Spirit
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! ...
Read MoreSail Date: March 2024
Cabin Type: Deluxe Oceanview Stateroom
Review for a Caribbean - Eastern Cruise on Wind Surf
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 ...
Read MoreSail Date: February 2024
Cabin Type: Oceanview Stateroom
Review for a Caribbean - Eastern Cruise on Wind Surf
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 ...
Read MoreSail Date: January 2024
Cabin Type: Deluxe Oceanview Stateroom
Review for a Caribbean - Eastern Cruise on Wind Surf
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 ...
Read MoreSail Date: January 2024
Cabin Type: Deluxe Oceanview Stateroom
Review for a Canada & New England Cruise on Star Pride
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 ...
Read MoreSail Date: October 2023
Cabin Type: Star Ocean View Suite
Review for a Transatlantic Cruise on Wind Surf
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 ...
Read MoreSail Date: April 2023
Cabin Type: Suite
Review for a Transatlantic Cruise on Wind Surf
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 ...
Read MoreSail Date: April 2023
Cabin Type: Deluxe Oceanview Stateroom
Review for a Caribbean - All Cruise on Star Pride
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 ...
Read MoreSail Date: March 2023
Traveled with children
Review for a Caribbean - All Cruise on Star Pride
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 ...
Read MoreSail Date: February 2023
Cabin Type: Balcony Suite
Review for a Caribbean - All Cruise on Wind Surf
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 ...
Read MoreSail Date: February 2023
Cabin Type: Deluxe Oceanview Stateroom
Traveled with children
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