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21-Night Repositioning Cruise
Departs Lisbon, Portugal
Sailing Dec 6 - 27, 2027
Windstar Cruises - Star Legend
Prices from
$4,702

21-Night Repositioning Cruise

Windstar Cruises - Star Legend
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Oceanview

From
$4,702

Balcony

From
$6,762

Suite

From
$9,102

Cruise Itinerary

Departs Lisbon, Portugal
Sailing Dec 6 - 27, 2027
Day 1
Dec 6
Lisbon
Portugal
Departs 5:00PM
Day 2
Dec 7
At Sea
Day 3
Dec 8
At Sea
Day 4
Dec 9
Funchal
Madeira, Portugal
Arrives 8:00AM  |  Departs 3:00PM
Day 5
Dec 10
At Sea
Day 6
Dec 11
At Sea
Day 7
Dec 12
At Sea
Day 8
Dec 13
At Sea
Day 9
Dec 14
At Sea
Day 10
Dec 15
At Sea
Day 11
Dec 16
At Sea
Day 12
Dec 17
At Sea
Day 13
Dec 18
At Sea
Day 14
Dec 19
Great Harbour
Jost Van Dyke, British Virgin Islands
Arrives 8:00AM  |  Departs 6:00PM
Day 15
Dec 20
San Juan
Puerto Rico, United States
Arrives 7:00AM  |  Departs 7:00PM
Day 16
Dec 21
Cruz Bay
St. John, United States Virgin Islands
Arrives 8:00AM  |  Departs 6:00PM
Day 17
Dec 22
Basseterre
St. Kitts, St. Kitts And Nevis
Arrives 8:00AM  |  Departs 5:00PM
Day 18
Dec 23
Gustavia
Saint Barthélemy, France
Arrives 7:00AM  |  Departs 10:00PM
Day 19
Dec 24
Philipsburg
Sint Maarten
Arrives 8:00AM  |  Departs 10:00PM
Day 20
Dec 25
Great Harbour
Jost Van Dyke, British Virgin Islands
Arrives 9:00AM  |  Departs 10:00PM
Day 21
Dec 26
Prickly Pear
British Virgin Islands
Arrives 8:00AM  |  Departs 5:00PM
Day 22
Dec 27
San Juan
Puerto Rico, United States
Arrives 7:00AM
4.5 (86)
* 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, outstanding food, 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 ship's age and need for refurbishment are occasionally mentioned, most guests find the overall experience to be relaxing, luxurious, and memorable. Some areas for improvement include limited onboard entertainment, high excursion prices, and occasional issues with port selections or logistics. Overall, the Star Legend is highly recommended for travelers seeking a personalized, high-quality cruise experience.

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“Extraordinary!”
5 Stars
Cruise Date: 03/02/2025
Destination: Europe
Reviewed about 1 year ago by Orlando
“Norway cruise”
4 Stars
Cruise Date: 08/12/2024
Destination: Europe
Reviewed over 1 year ago by James
“UK Cruise on Star Legend”
5 Stars
Cruise Date: 06/16/2024
Destination: Europe
Reviewed over 1 year ago by Stephen
“Cruise Turkey & Greek Isles”
3 Stars
Cruise Date: 10/02/2023
Destination: Europe
Reviewed over 2 years ago by Gerard
“Windstar Legend - Transatlantic ”
5 Stars
Cruise Date: 12/30/2022
Destination: Europe
Reviewed about 3 years ago by Jimmie
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