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14-Night Caribbean
Cruise
Departs
San Juan, Puerto Rico
Sailing
Feb 14 - 28, 2028
Windstar Cruises - Star Legend
Prices from
$4,893
14-Night Caribbean Cruise
Windstar Cruises -
Star Legend
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1-888-447-8459
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Oceanview
From
$4,893
Balcony
From
$7,053
Suite
From
$9,293
Deals on this Cruise
- Spring Into Travel Sale!
- Yacht Club Past Guest Rewards – Save up to 10%, up to $100 Free Onboard Credit, Private Cocktail Reception PLUS More!
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1-888-447-8459
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to be connected with a
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Other dates for this cruise
Sail Date
Brochure
Our Price
Savings
Deals
Cruise Itinerary
Departs
San Juan, Puerto Rico
Sailing
Feb 14 - 28, 2028
Day 1
Feb 14
San Juan
Puerto Rico, United States
Departs
7:00PM
Day 2
Feb 15
Cruz Bay
St. John, United States Virgin Islands
Arrives
8:00AM
|
Departs
6:00PM
Day 3
Feb 16
Philipsburg
Sint Maarten
Arrives
8:00AM
|
Departs
10:00PM
Day 4
Feb 17
Gustavia
Saint Barthélemy, France
Arrives
7:00AM
|
Departs
10:00PM
Day 5
Feb 18
Basseterre
St. Kitts, St. Kitts And Nevis
Arrives
8:00AM
|
Departs
5:00PM
Day 6
Feb 19
Great Harbour
Jost Van Dyke, British Virgin Islands
Arrives
9:00AM
|
Departs
10:00PM
Day 7
Feb 20
Prickly Pear
British Virgin Islands
Arrives
8:00AM
|
Departs
5:00PM
Day 8
Feb 21
San Juan
Puerto Rico, United States
Arrives
7:00AM
|
Departs
7:00PM
Day 9
Feb 22
At Sea
Day 10
Feb 23
Saint George's
Grenada
Arrives
9:00AM
|
Departs
10:00PM
Day 11
Feb 24
Bequia
Saint Vincent And The Grenadines
Arrives
8:00AM
|
Departs
10:00PM
Day 12
Feb 25
Mayreau
Saint Vincent And The Grenadines
Arrives
8:00AM
|
Departs
5:00PM
Day 13
Feb 26
îLes Des Saintes
Guadeloupe, France
Arrives
10:00AM
|
Departs
5:00PM
Day 14
Feb 27
Marigot
St. Martin, France
Arrives
8:00AM
|
Departs
3:00PM
Day 15
Feb 28
San Juan
Puerto Rico, United States
Arrives
7:00AM
Ship Reviews
* All reviews are by verified customers that have
traveled by booking through a travel agent in the
Avoya Network
customers say
Windstar Star Legend receives overwhelmingly positive reviews for its exceptional service, high-quality dining, and intimate small-ship atmosphere. Guests consistently praise the friendly and attentive crew, spacious accommodations, and unique itineraries that visit less crowded ports. While the food and service are standout features, some guests note limited onboard entertainment and activities, especially on sea days, and a few mention that the ship could benefit from further refurbishment. Excursions are often described as enjoyable but sometimes overpriced. Overall, the cruise offers a relaxing, luxurious experience with a focus on personalized service and memorable destinations.
AI-generated from the text of customer reviews
select to learn more
“Extraordinary!”
Cruise Date:
03/02/2025
Destination:
Europe
Reviewed about 1 year ago by
Orlando
“Norway cruise”
Cruise Date:
08/12/2024
Destination:
Europe
Reviewed over 1 year ago by
James
“UK Cruise on Star Legend”
Cruise Date:
06/16/2024
Destination:
Europe
Reviewed over 1 year ago by
Stephen
“Cruise Turkey & Greek Isles”
Cruise Date:
10/02/2023
Destination:
Europe
Reviewed over 2 years ago by
Gerard
“Windstar Legend - Transatlantic ”
Cruise Date:
12/30/2022
Destination:
Europe
Reviewed about 3 years ago by
Jimmie