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NEW! Star Seeker
Featuring Voyages in Alaska & Japan
Be one of the first to experience Windstar's newest yacht. Inaugural season begins in 2026!
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Windward Islands Surf & Sunsets
San Juan to San Juan
Fri Feb 27, 2026 - Fri Mar 6, 2026,
7 days
on Star Seeker
VIEW ALL DATES
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ITINERARY & EXCURSIONS
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Accommodations & Pricing
Be one of the first to experience
Star Seeker
, Windstar’s newest yacht, during her first-ever sailing season beginning December 2025!
Featuring our new specialty restaurant Basil + Bamboo, upgraded amenities, and 112 spacious suites — nearly all with a full private veranda or a floor-to-ceiling infinity window —
Star Seeker
is a fresh take on our Star Class that remains unmistakably Windstar.
VIEW ALASKA VOYAGES
VIEW CARIBBEAN VOYAGES
VIEW ASIA VOYAGES
View Deck Plan
Windward Islands Surf & Sunsets
Port to port
San Juan to San Juan
Duration
7 days
Close
Day
Port
Day 1
San Juan
Day 2
Philipsburg, St. Maarten
Day 3
Les Saintes
Day 4
Mayreau
Day 5
Bequia
Day 6
Soufriere
Day 7
AT SEA
Day 8
San Juan
ALL DATES &
FARES
Holiday Sailings
Pick Your Perk
Great cruise-only fares or make it an all-inclusive voyage with unlimited select beer, wine, and cocktails, Wi-Fi, and gratuities. From $99 per guest per day.
A Windstar cruise is always a special occasion, but join us at Thanksgiving, Christmas, Hanukkah, or New Year’s and you’ll find us at our festive best.
NEWLY ADDED BONUS:
From now
until June 30,
you can reserve any 2025 cruise starting at
just $50 per guest!
Plus choose between an onboard credit, a hotel stay or — for Premium Suite guests — an All-Inclusive package. Offer may not be combinable with other promotions.
Terms & Conditions
apply.
Date
Ship
All-Inclusive
From
Cruise Only
From
Sun
Nov 9
2025
STAR PRIDE
$3,292
$2,599
VIEW
SAILING
Sun
Nov 23
2025
STAR PRIDE
$3,292
$2,599
VIEW
SAILING
Fri
Jan 30
2026
STAR SEEKER
$4,292
$3,599
VIEW
SAILING
Fri
Feb 13
2026
STAR SEEKER
$4,092
$3,399
VIEW
SAILING
Fri
Feb 27
2026
STAR SEEKER
Call For Availability
VIEW
SAILING
Fri
Mar 13
2026
STAR SEEKER
$3,692
$2,999
VIEW
SAILING
Sun
Nov 8
2026
STAR PRIDE
$3,192
$2,499
VIEW
SAILING
Sun
Nov 22
2026
STAR PRIDE
$3,192
$2,499
VIEW
SAILING
Sun
Dec 6
2026
STAR PRIDE
$3,192
$2,499
VIEW
SAILING
Sun
Dec 20
2026
STAR PRIDE
$3,392
$2,699
VIEW
SAILING
Sun
Jan 3
2027
STAR PRIDE
$3,292
$2,599
VIEW
SAILING
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