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Windstar Caribbean Cruise Reviews

Windstar
Ship
Caribbean
Departure Port

Traveler rating

Excellent

144

Very Good

32

Average

23

Poor

14

Terrible

4

Cruise type

217 Windstar Caribbean Cruise Reviews


Misty Morning avatar

Misty Morning

3 Reviews Written

36 Helpful Votes

Great Yachtsman’s Caribbean Cruise

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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 ...
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Sail Date March 2020


Cruise Worm avatar

Cruise Worm

3 Reviews Written

12 Helpful Votes

Not a Good Fit for Me

Ditto other reviews: delicious food, few onboard activities, personalized service, beautiful sail-away events, phenomenal cabin storage, nice L'Occitan toiletries, great shower with 2 heads, great spa with massages, ...
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Sail Date January 2020


laurieha avatar

laurieha

1 Review Written

1 Helpful Vote

Poor service & ship needs an overhaul

We love Windstar's other ships and wanted to try their large sailing ship for the itinerary Yachtsman Caribbean. Sadly this ship strongly disappointed. Ironically the ship had just come out of dry dock three weeks ...
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Sail Date December 2019


rsamtleben avatar

rsamtleben

1 Review Written

2 Helpful Votes

Windstar is definitely NOT a 5 star cruise line!

This is the first trip review that I have ever posted. I felt that it was necessary because of the extremely negative customer experience. First of all, I booked this cruise in February 2019. The cruises line ...
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Sail Date December 2019


alanxfox avatar

alanxfox

1 Review Written

1 Helpful Vote

Wonderful cruise, with a few glitches

This is basically a wonderful ship, with a few glitches. It was recently bought by Windstar and is due to a major renovation/refit in 2020, so these comments might not apply to later sailings. This is a small ...
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Sail Date November 2019


Misty Morning avatar

Misty Morning

3 Reviews Written

36 Helpful Votes

Great Back-to-Back Caribbean Cruise

Just as a bit of background, we are a Canadian couple in our mid 50’s from Montreal. This was our 13th cruise having sailed 5 times with Celebrity and now 8 times with Windstar on both the Sailing Ships and Motor ...
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Sail Date November 2019


walker_michelle avatar

walker_michelle

3 Reviews Written

3 Helpful Votes

Our first Windstar cruise & would absolutely do another one. Smaller ship a plus

Windstar has only 6 ships so and they are small ships focused on going to areas the bigger ships cannot get to. While the ship itself is a little dated, it is slated for a big makeover this summer which is ...
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Sail Date November 2019


Middlesister63 avatar

Middlesister63

1 Review Written

Panama Canal-Wonderful Cruise with Friends Bucket List

Giving a very detailed account of our trip because a similar review VERY MUCH helped me plan a previous trip to Hawaii. Loved having details to help plan days on shore.Bottom line, I can’t recommend this cruise ...
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Sail Date January 2019


ScottLewis avatar

ScottLewis

1 Review Written

2 Helpful Votes

Truly first class experience

Our first Windstar cruise, based on a recommendation from a friend who knows that we like smart and engaging people, don't like rowdy drunk crowds, and want a genuine experience. We learned a lot and immediately ...
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Sail Date March 2019


REO avatar

REO

1 Review Written

2 Helpful Votes

Had a Wonderful Cruise

We chose this cruise for the itinerary. We were tired of the same ports visited by the big cruise ships and wanted to explore other islands, particularly Montserrat. We were not disappointed. While we did visit ...
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Sail Date March 2019


Jackrosie avatar

Jackrosie

1 Review Written

3 Helpful Votes

Great

I just saw one of their ads on a day I was thinking about a trip. I enjoyed the cruise so much I have signed up for another. The staff couldn’t have better. The food was good and the dining room staff in both ...
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Sail Date March 2019


Mocamps avatar

Mocamps

2 Reviews Written

20 Helpful Votes

Some disappointing features

We were excited about this cruise, having been on a cruise on the Royal Clipper several years ago and expecting it to be a similar experience. We were disappointed that it wasn't. Prior to the cruise the admin ...
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Sail Date March 2019


kimleg11 avatar

kimleg11

2 Reviews Written

6 Helpful Votes

Travel Group on Windstar

We travel with a group from local travel agency. We had 20 in our group and this was my first time on Windstar. I love the smaller ship. The cabins were spacious and the biggest of any cruise line. There was a walk ...
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1 photo

Sail Date March 2019


SonnyDelight avatar

SonnyDelight

3 Reviews Written

10 Helpful Votes

Special Needs

As a sailor, I always wanted to go on Windstar; it far exceeded my expectations. Kudos to Gede, assistant Maitre D, his boss Santos and Chef Oman for delicious meals that met our dietary restrictions. Kudos to Lufi, ...
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Sail Date February 2019


CruiseOrLand avatar

CruiseOrLand

3 Reviews Written

6 Helpful Votes

Daylight Passage of the Panama Canal

Whichever direction your cruise is traveling through the canal, you will be flying into or out of the Pacific Ocean end of the canal, Panama City. Since we were going towards the Pacific, our Embarcation was in ...
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Sail Date January 2019


Misty Morning avatar

Misty Morning

3 Reviews Written

36 Helpful Votes

Wind Surf Delivers Again

First, we are a French Canadian couple in our early 50’s from Montreal. We sailed 5 times with Celebrity prior to sailing on Wind Surf for the first time in 2013. We have since sailed 7 times with them, all in the ...
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Sail Date February 2019


grundle avatar

grundle

1 Review Written

7 Helpful Votes

Blissful Week

My husband and I are in our 60s and have traveled around the world creating our own itineraries and arranging our own transportation. We never thought cruising was for us but in the last few years we have sampled ...
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Sail Date January 2019


Strenz avatar

Strenz

10 Reviews Written

53 Helpful Votes

The Best Way to Experience the Caribbean

We took the 14 day cruise on the Wind Surf Caribbean Exploration Cruise. We left from St. Martin and were very thrilled to see that the island is coming back so nicely. We have only sailed on Wind Star in the ...
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Sail Date January 2019


LuvDCaribbean avatar

LuvDCaribbean

9 Reviews Written

38 Helpful Votes

A bit disappointed, something has changed with Windstar

My wife & I sailed on 1/12/19, Our 6th Windstar cruise, 3rd on Wind Surf. Room 126. The ship – Wind Surf – was built in 1990, and is showing its age in too many areas. Rust, loose planks, paint peeling, ...
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Sail Date January 2019


Mark Whitman avatar

Mark Whitman

2 Reviews Written

26 Helpful Votes

Great Staff, Poor Management, Older Ship Needing Upgrades

I love Windstar’s small-boat (148 passengers) approach to cruising, but I found this particular boat, their flagship, to be lacking and I was also dismayed by several avoidable missteps by the ship’s management. ...
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Sail Date January 2019


sjefferson avatar

sjefferson

1 Review Written

2 Helpful Votes

Small Ship, Big Service

We typically choose active, land-based travel but decided to do a cruise for a special anniversary. We chose the Star Breeze for its mixture of small luxury ship with casual attitude, small ports of call, and ...
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Sail Date January 2019


mickeyarthur avatar

mickeyarthur

2 Reviews Written

7 Helpful Votes

14 days, so,so, Eastern Caribbean cruise

The Star Pride, food service and crew met all of our expectations and are the reason we continually pick Windstar. On board services were first class. Now for the cons: Since space is not available for a large ...
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Sail Date November 2018


aleeoc avatar

aleeoc

3 Reviews Written

2 Helpful Votes

A few glitches

Decided to try Windstar after liking the smaller ship experience on Viking and Azamara and Viking River. Overall, the food was very good, the crew friendly and eager to please however we started off by delaying our ...
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Sail Date December 2018


Amandahr avatar

Amandahr

1 Review Written

9 Helpful Votes

Avoid the Star Pride.

I’ve been on one of windstars Mediterranean sailing cruises and it was wonderful, but the star pride Caribbean cruse has been a horrible waist of money. Not a nice experience at all. Unlike the sailing ships the ...
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Sail Date December 2018


ATravelinFoodie avatar

ATravelinFoodie

1 Review Written

3 Helpful Votes

Excellent Crew, Good Sized Rooms, Star Breeze Panama Canal Aruba-Costa Rica

Crew – 5 stars, Food – 4 to 5 stars, Ship – 4 stars EMBARKATION – in Aruba – a long walk from where the cab drops you off to the yacht, because only the big ships get front docking. They have a shuttle, ...
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Sail Date December 2018


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