Windstar Southern Caribbean Cruise Reviews
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Cruiser Rating
4.3
Very Good
184 reviews
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1-10 of 117 Windstar Southern Caribbean Cruise Reviews
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 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
Review for a Caribbean - All Cruise on Star Pride
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 ...
Read MoreSail Date: February 2023
Cabin Type: Ocean View Suite
Review for a Caribbean - All Cruise on Wind Surf
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 ...
Read MoreSail Date: December 2022
Review for a Caribbean - All Cruise on Wind Surf
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 ...
Read MoreSail Date: December 2022
Cabin Type: Suite
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