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Windstar Caribbean Cruise Reviews

Mykonos
Dinner at ruins of Ephesus
BBQ on deck.
Anchored at Santorini
Cruiser Rating
4.4
Very Good
226 reviews

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1-10 of 226 Windstar Caribbean Cruise Reviews


Exceptional experience for this 1st-time cruiser

Review for Star Pride to Caribbean - All

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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 Wind Surf to Caribbean - All

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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


It's the People!

Review for Wind Star to Caribbean - All

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Eclecticist
10+ Cruises • Age 60s

I can't say enough good things about the people on Wind Star. On day one, when the housekeeping manager found out that my wife had broken some toes just before our trip, she immediately moved us to a more convenient cabin that involved less walking & climbing to reach frequently accessed locations. That made a huge difference to us! From other cruise lines, we're used to cabin attendants and ...
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Sail Date: March 2022

Cabin Type: Oceanview Stateroom


Trainwreck - WindStar

Review for Wind Surf to Caribbean - All

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CruisingExtraordinary
2-5 Cruises • Age 50s

We chose Wind Star due to their itinerary in Lesser Antilles and positive experience from our first sailing with them for the French Polynesia summer of 2019. Unfortunately, COVID outbreak happened on Day 4 of 10. Wind Star dumped COVID positive passengers and their families in Barbados with no local support and sailed away to try to complete the rest of the cruise. They also failed to disclose ...
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Sail Date: December 2021


Joyous, Perfect Start, Thrilled to be on Again and a Blip due to the Virus, No one's fault.

Review for Wind Surf to Caribbean - All

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Strenz
10+ Cruises • Age 70s

My sisters and our husbands, all fans of Windstar Cruises, decided to spend Christmas together on our favorite ship The Wind Surf. We made the reservation when the vaccinations were discovered. A joyful start for all, everyone, passengers and crew alike were so happy to be on again. The ship looked great, food outstanding, the perfect service that we all have experienced, terrific Captain, ...
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Sail Date: December 2021


Covid on day 4 Quarantined in Barbados

Review for Wind Surf to Caribbean - All

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Red Liberty
10+ Cruises • Age 70s

Supposed to be a 5Star cruise on an older Sailing Ship. 4th day into the cruise 1 person was reported to have Covid. Whole ship was tested for Covid and about 20 of us were quarantined in our cabins.we were told we had special menus, no cabin service, no contact with anyone. Food was delivered on paper plates with plastic utensils that broke as soon as I tried to use them. The Captain ...
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Sail Date: December 2021


First Time Windstar Cruiser

Review for Star Breeze to Caribbean - All

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HuliHuli
6-10 Cruises • Age 70s

For those with an interest, here is a review of the Star Breeze July 31st sailing Sint Maarten to Sint Maarten. Chapter 1 - The Travel and Embarkation Process: After running the gauntlet that is required to enter Sint Maarten, and touring the island for a day, we made our way to the Windstar port facility. It would have been nice if the Sint Maarten port entry had a sign indicating which ...
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Sail Date: July 2021

Cabin Type: Ocean View Suite


Wonderful Return to Sailing

Review for Star Breeze to Caribbean - All

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wesport
10+ Cruises • Age 60s

After a 17 month pause, we decided to take this cruise out of St Maarten because we thought it might sail rather than putting a deposit on another that might have the chance of being cancelled. Embarkation was a tedious process as 8 people at a time were transported to the ship from the dock waiting area. All passengers were given an antigen test prior to boarding , then were checked in. Whole ...
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Sail Date: July 2021

Cabin Type: Star Ocean View Suite


First Cruise Since Covid

Review for Star Breeze to Caribbean - All

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cc cruiser
10+ Cruises • Age 60s

A little background first…… We, like most of the world, we’re anxious to get out and explore after 16 months of lockdown! We chose to go on Windstar because the itinerary only included one port we had been to before (Tortola/Virgin Gorda.) Unfortunately shortly before our sail date we were notified the itinerary had completely changed. Our new itinerary was Barbados, Antigua and St.Lucia. All ...
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Sail Date: July 2021

Cabin Type: Star Porthole Suite


Great Yachtsman’s Caribbean Cruise

Review for Wind Surf to Caribbean - All

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Misty Morning
10+ Cruises • Age 50s

I am writing this as I go through my mandatory quarantine following another great cruise on the Wind Surf (the last one before operations were halted). This was our second Windstar cruise in less than 4 months after having done a 14-day BTB Caribbean cruise with some friends on Star Legend in November. This time we were travelling as a couple and met 2 other couples from our hometown of Montreal ...
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Sail Date: March 2020

Cabin Type: Deluxe Oceanview Stateroom


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