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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
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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 JAPAN 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
Early Booking Offer 2026 & 2027
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.
Reserve a 2026/2027 Caribbean or Latin America voyage or a recently released 2026/2027 voyage in Southeast Asia and enjoy a complimentary All-Inclusive experience — with Wi-Fi, unlimited select wine, beer and cocktails, and gratuities — plus up to $200 onboard credit per stateroom.
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.
Date
Ship
All-Inclusive
From
Cruise Only
From
Fri
Jan 30
2026
STAR SEEKER
$4,192
$3,499
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
$2,499
$2,499
VIEW
SAILING
Sun
Nov 22
2026
STAR PRIDE
$2,499
$2,499
VIEW
SAILING
Sun
Dec 6
2026
STAR PRIDE
$2,499
$2,499
VIEW
SAILING
Sun
Dec 20
2026
STAR PRIDE
$2,699
$2,699
VIEW
SAILING
Sun
Jan 3
2027
STAR PRIDE
$2,499
$2,499
VIEW
SAILING
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