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14-Night Caribbean
Cruise
Departs
San Juan, Puerto Rico
Sailing
Dec 20, 2027 - Jan 3, 2028
Windstar Cruises - Star Legend
Prices from
$5,193
14-Night Caribbean Cruise
Windstar Cruises -
Star Legend
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Oceanview
From
$5,193
Balcony
From
$7,353
Suite
From
$9,593
Cruise Itinerary
Departs
San Juan, Puerto Rico
Sailing
Dec 20, 2027 - Jan 3, 2028
Day 1
Dec 20
San Juan
Puerto Rico, United States
Departs
7:00PM
Day 2
Dec 21
Cruz Bay
St. John, United States Virgin Islands
Arrives
8:00AM
|
Departs
6:00PM
Day 3
Dec 22
Basseterre
St. Kitts, St. Kitts And Nevis
Arrives
8:00AM
|
Departs
5:00PM
Day 4
Dec 23
Gustavia
Saint Barthélemy, France
Arrives
7:00AM
|
Departs
10:00PM
Day 5
Dec 24
Philipsburg
Sint Maarten
Arrives
8:00AM
|
Departs
10:00PM
Day 6
Dec 25
Great Harbour
Jost Van Dyke, British Virgin Islands
Arrives
9:00AM
|
Departs
10:00PM
Day 7
Dec 26
Prickly Pear
British Virgin Islands
Arrives
8:00AM
|
Departs
5:00PM
Day 8
Dec 27
San Juan
Puerto Rico, United States
Arrives
7:00AM
|
Departs
7:00PM
Day 9
Dec 28
At Sea
Day 10
Dec 29
Saint George's
Grenada
Arrives
9:00AM
|
Departs
10:00PM
Day 11
Dec 30
Bequia
Saint Vincent And The Grenadines
Arrives
8:00AM
|
Departs
10:00PM
Day 12
Dec 31
Mayreau
Saint Vincent And The Grenadines
Arrives
8:00AM
|
Departs
5:00PM
Day 13
Jan 1
îLes Des Saintes
Guadeloupe, France
Arrives
10:00AM
|
Departs
5:00PM
Day 14
Jan 2
Marigot
St. Martin, France
Arrives
8:00AM
|
Departs
3:00PM
Day 15
Jan 3
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 high praise for its exceptional service, friendly and attentive crew, and excellent food. The small ship atmosphere and unique itineraries are frequently highlighted as major positives. However, some guests note shortcomings in onboard entertainment, occasional maintenance issues, and high excursion prices. Overall, the cruise experience is described as relaxing, intimate, and memorable, with most guests eager to sail with Windstar again.
AI-generated from the text of customer reviews
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“Extraordinary!”
Cruise Date:
03/02/2025
Destination:
Europe
Reviewed 11 months 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