Name: 21-Night Repositioning Cruise
Brand: Windstar Cruises
Price: 5297 USD
Availability: InStock
Rating: 4.66 (148 reviews)

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21-Night Repositioning Cruise

Departs Saint Maarten (Phillipsburg), Netherlands Antilles

Sailing Dec 5 - 26, 2026

Windstar Cruises - Wind Surf

4.7148 Reviews

Dates & Pricing

Sail Date

Oceanview

Suite

Currently Viewing

Sail DateDec 05 - 26, `26

Oceanview

$5,297

Suite

Call Us

Similar Sailings

Cruise Itinerary

Departs Saint Maarten (Phillipsburg), Netherlands Antilles

Sailing Dec 5 - 26, 2026

Day 1

Dec 5

Lisbon

Portugal

Departs 5:00pm

Day 2

Dec 6

At Sea

Day 3

Dec 7

At Sea

Day 4

Dec 8

At Sea

Day 5

Dec 9

At Sea

Day 6

Dec 10

At Sea

Day 7

Dec 11

At Sea

Day 8

Dec 12

At Sea

Day 9

Dec 13

At Sea

Day 10

Dec 14

At Sea

Day 11

Dec 15

At Sea

Day 12

Dec 16

At Sea

Day 13

Dec 17

At Sea

Day 14

Dec 18

St. John's

Antigua, Antigua And Barbuda

Arrives 8:00am | Departs 7:00pm

Day 15

Dec 19

Philipsburg

Sint Maarten

Arrives 6:00am | Departs 7:00pm

Day 16

Dec 20

Gustavia

Saint Barthélemy, France

Arrives 8:00am | Departs 10:00pm

Day 17

Dec 21

Falmouth Bay

Antigua, Antigua And Barbuda

Arrives 8:00am | Departs 6:00pm

Day 18

Dec 22

Road Bay

Anguilla

Arrives 8:00am | Departs 6:00pm

Day 19

Dec 23

Sopers Hole

Tortola, British Virgin Islands

Arrives 8:00am | Departs 6:00pm

Great Harbour

Jost Van Dyke, British Virgin Islands

Arrives 7:00pm

Day 20

Dec 24

Great Harbour

Jost Van Dyke, British Virgin Islands

Departs 10:00pm

Day 21

Dec 25

Prickly Pear

British Virgin Islands

Arrives 8:00am | Departs 5:00pm

Day 22

Dec 26

Philipsburg

Sint Maarten

Arrives 6:00am

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