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Windstar San Juan Cruise Reviews

San Juan

Traveler rating



Very Good








Cruise type

34 Windstar San Juan Cruise Reviews

DellWilley avatar


1 Review Written

6 Helpful Votes

Defending Windstar and the Star Legend


This was our 3rd Windstar cruise, the other two on the Wind Surf. I was hooked on Windstar after the 1st cruise. Love the casual, familiar atmosphere of these ships and especially the low passenger count. On this ...
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Sail Date January 2016

kenkbmw avatar


1 Review Written

8 Helpful Votes

Exceeded Expectations!

I have been on a few cruises (large and small) and by far this was my favorite. I had some concerns that it would be an older stuffy crowd but we went between Christmas and New Year's so there were lots of families ...
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Sail Date December 2015

californiacruiseluvrs avatar


14 Reviews Written

225 Helpful Votes

Expected the worst; it was amazing!

I'm an avid, frequent, and very guilty cruiser. I'm guilty in that I often read reviews, but seldom write or contribute. I'm in my mid 40's and recently travelled on the New Year's sailing of the Star Legend with ...
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Sail Date December 2015

pwchief avatar


12 Reviews Written

55 Helpful Votes

7 Great Days on Windstar

Windstar Cruise on Star Legend - Jan 2-9, 2016 - Embarkation San Juan Puerto Rico Quick Review Great Cruise! I did not hear any complaints. Food was wonderful. There were 178 passengers and 150 crew and the ...
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1 photo

Sail Date January 2016

sb44 avatar


5 Reviews Written

13 Helpful Votes

Star Legend a Windstar Success

First of all, we are big fans of Windstar's sailing yachts and were a bit skeptical about the Legend, especially after reading some of the less than stellar reviews. We've done most of the islands on this itinerary ...
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Sail Date December 2015

Borrillje avatar


1 Review Written

2 Helpful Votes

A "Big Ship" Cruiser tries Windstar

Hello! My husband and I just returned from a 7 night Caribbean cruise aboard the Star Legend. We're fairly experienced cruisers, having been on a total of about 8 others, all on Carnival or Royal Caribbean. In ...
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Sail Date December 2015

Mrs_Tiki avatar


4 Reviews Written

3 Helpful Votes

Casual Luxury and Convivial Shipmates

Background: This was our first Windstar cruise, although we have logged 30+ together (mainly Princess, Royal Caribbean and Celebrity, but also Seven Seas Navigator and Paul Gauguin.) We are in our late-40's/early ...
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Sail Date December 2015

pboedeker avatar


11 Reviews Written

4 Helpful Votes

B2B Star Pride

My husband and I had an excellent time on our 14 day southern Caribbean cruise. We spent one night pre-cruise in San Juan. Embarkation and disembarkation were flawless. The ports of call were fun and new places to ...
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Sail Date November 2018

SonnyDelight avatar


3 Reviews Written

10 Helpful Votes

Special Needs

Sis is allergic to mold, fragrance and chemicals and our diet requires No salt: Windstar met and exceeded our highest hopes! The snorkel gear was great so in most ports we walked, took a water taxi or regular ...
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Sail Date February 2020

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