LAST MINUTE SPECIALS - UP TO 30% OFF

Windstar Cruises is honored to have earned multiple awards and accolades over the years — including best cruise line in Greece and the #1 Boutique Cruise Line in the world.

Our cruises and crew are dedicated to creating a relaxed and welcoming atmosphere — and our guests love us for it, consistently giving us high satisfaction ratings and sailing with us again and again.

Now is your chance to experience the award-winning Windstar difference for yourself! With exceptional fares at up to 30% off on upcoming sailings, it has never been easier to explore the world’s must-see destinations with Windstar.

Let us show you hidden harbors in Greece, breathtaking fjords in Iceland and more. We go where bigger ships can’t to show you an experience that is truly 180 degrees from ordinary.

Prices on this page reflect the savings price. Terms & Conditions apply.

 

 

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Showing 30 of 30 voyages from this special
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Destination
Departure Port
Ship
Dates
Duration
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Cruise only
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$2,158 per guest
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All-inclusive
from
$2,851USD per guest

San Juan & the Virgin Islands

Port to port
San Juan to San Juan
Departure
November 9, 2025
Duration
7 Days
Ship
Star Pride
?
Cruise only
from
$3,359 per guest
?
All-inclusive
from
$4,745USD per guest

Star Collector: Lovely Leewards

Port to port
San Juan to San Juan
Departure
November 9, 2025
Duration
14 Days
Ship
Star Pride
?
Cruise only
from
$2,518 per guest
?
All-inclusive
from
$3,310USD per guest

Spanish Symphony

Port to port
Barcelona to Lisbon
Departure
November 10, 2025
Duration
8 Days
Ship
Wind Surf
?
Cruise only
from
$4,828 per guest
?
All-inclusive
from
$6,511USD per guest

Star Collector: Twice the Tahiti

Port to port
Papeete to Papeete
Departure
November 10, 2025
Duration
17 Days
Ship
Star Breeze
?
Cruise only
from
$3,313 per guest
?
All-inclusive
from
$4,303USD per guest

Tahiti & the Tuamotu Islands

Port to port
Papeete to Papeete
Departure
November 10, 2025
Duration
10 Days
Ship
Star Breeze
?
Cruise only
from
$2,159 per guest
?
All-inclusive
from
$2,852USD per guest

San Juan & the Virgin Islands

Port to port
San Juan to San Juan
Departure
November 16, 2025
Duration
7 Days
Ship
Star Pride
?
Cruise only
from
$13,099 per guest
?
All-inclusive
from
$13,099USD per guest

Star Collector: Lovely Leewards

Port to port
San Juan to San Juan
Departure
November 16, 2025
Duration
14 Days
Ship
Star Pride
?
Cruise only
from
$3,678 per guest
?
All-inclusive
from
$4,767USD per guest

Colombian & Southern Caribbean Coastlines

Port to port
Bridgetown to Colón
Departure
November 18, 2025
Duration
11 Days
Ship
Wind Spirit
?
Cruise only
from
$2,029 per guest
?
All-inclusive
from
$3,415USD per guest

Knot Your Average Crossing

Port to port
Lisbon to Philipsburg, St. Maarten
Departure
November 18, 2025
Duration
14 Days
Ship
Wind Surf
?
Cruise only
from
$3,359 per guest
?
All-inclusive
from
$5,240USD per guest

Star Collector: Hearty Ports & Rum Punches - A Transatlantic Crossing

Port to port
Lisbon to Philipsburg, St. Maarten
Departure
November 18, 2025
Duration
19 Days
Ship
Wind Surf
?
Cruise only
from
$6,458 per guest
?
All-inclusive
from
$8,240USD per guest

Star Collector: Reefs & Rainforests: The Caribbean, Colombia, Panama & Costa Rica via the Panama Canal

Port to port
Bridgetown to Puerto Caldera
Departure
November 18, 2025
Duration
18 Days
Ship
Wind Spirit
?
Cruise only
from
$2,338 per guest
?
All-inclusive
from
$3,031USD per guest

Dreams of Tahiti

Port to port
Papeete to Papeete
Departure
November 20, 2025
Duration
7 Days
Ship
Star Breeze
?
Cruise only
from
$2,158 per guest
?
All-inclusive
from
$2,851USD per guest

Windward Islands Surf & Sunsets

Port to port
San Juan to San Juan
Departure
November 23, 2025
Duration
7 Days
Ship
Star Pride
?
Cruise only
from
$2,238 per guest
?
All-inclusive
from
$2,931USD per guest

Dreams of Tahiti

Port to port
Papeete to Papeete
Departure
November 27, 2025
Duration
7 Days
Ship
Star Breeze
?
Cruise only
from
$3,439 per guest
?
All-inclusive
from
$4,132USD per guest

Costa Rica & Panama Canal

Port to port
Colón to Puerto Caldera
Departure
November 29, 2025
Duration
7 Days
Ship
Wind Spirit
?
Cruise only
from
$1,918 per guest
?
All-inclusive
from
$2,413USD per guest

Barefoot Break in the British Virgin Islands

Port to port
Philipsburg, St. Maarten to Philipsburg, St. Maarten
Departure
December 2, 2025
Duration
5 Days
Ship
Wind Surf
?
Cruise only
from
$3,313 per guest
?
All-inclusive
from
$4,501USD per guest

Star Collector: Ivory Beaches & Sapphire Seas of the Caribbean

Port to port
Philipsburg, St. Maarten to Philipsburg, St. Maarten
Departure
December 2, 2025
Duration
12 Days
Ship
Wind Surf
?
Cruise only
from
$2,238 per guest
?
All-inclusive
from
$2,931USD per guest

Dreams of Tahiti

Port to port
Papeete to Papeete
Departure
December 4, 2025
Duration
7 Days
Ship
Star Breeze
?
Cruise only
from
$1,999 per guest
?
All-inclusive
from
$2,692USD per guest

Classic Caribbean

Port to port
Philipsburg, St. Maarten to Philipsburg, St. Maarten
Departure
December 7, 2025
Duration
7 Days
Ship
Wind Surf
?
Cruise only
from
$3,119 per guest
?
All-inclusive
from
$4,505USD per guest

Star Collector: Caribbean Explorations

Port to port
Philipsburg, St. Maarten to Philipsburg, St. Maarten
Departure
December 7, 2025
Duration
14 Days
Ship
Wind Surf
?
Cruise only
from
$3,598 per guest
?
All-inclusive
from
$4,885USD per guest

Star Collector: Coffee, Canal & Callaloo: Central America, Colombia & the Caribbean

Port to port
San Juan to Puerto Caldera
Departure
December 7, 2025
Duration
13 Days
Ship
Star Pride
?
Cruise only
from
$2,238 per guest
?
All-inclusive
from
$2,931USD per guest

Dreams of Tahiti

Port to port
Papeete to Papeete
Departure
December 11, 2025
Duration
7 Days
Ship
Star Breeze
?
Cruise only
from
$4,878 per guest
?
All-inclusive
from
$6,660USD per guest

Star Collector: Twice the Tahiti

Port to port
Papeete to Papeete
Departure
December 11, 2025
Duration
18 Days
Ship
Star Breeze
?
Cruise only
from
$2,548 per guest
?
All-inclusive
from
$3,241USD per guest

Costa Rica & Panama Canal

Port to port
Colón to Puerto Caldera
Departure
December 13, 2025
Duration
7 Days
Ship
Star Pride
?
Cruise only
from
$2,158 per guest
?
All-inclusive
from
$2,851USD per guest

Enchanting Colombia and Panamanian Islands

Port to port
Colón to Oranjestad
Departure
December 13, 2025
Duration
7 Days
Ship
Wind Spirit
?
Cruise only
from
$1,998 per guest
?
All-inclusive
from
$2,691USD per guest

Beach Fun & Sun: A Remote Caribbean Getaway

Port to port
Philipsburg, St. Maarten to Philipsburg, St. Maarten
Departure
December 14, 2025
Duration
7 Days
Ship
Wind Surf
?
Cruise only
from
$6,199 per guest
?
All-inclusive
from
$6,199USD per guest

Star Collector: Caribbean Explorations

Port to port
Philipsburg, St. Maarten to Philipsburg, St. Maarten
Departure
December 14, 2025
Duration
14 Days
Ship
Wind Surf
?
Cruise only
from
$3,219 per guest
?
All-inclusive
from
$4,308USD per guest

Tahiti & the Tuamotu Islands

Port to port
Papeete to Papeete
Departure
December 18, 2025
Duration
11 Days
Ship
Star Breeze
?
Cruise only
from
$2,718 per guest
?
All-inclusive
from
$3,411USD per guest

Costa Rica & Panama Canal

Port to port
Puerto Caldera to Colón
Departure
December 20, 2025
Duration
7 Days
Ship
Star Pride
?
Cruise only
from
$3,699 per guest
?
All-inclusive
from
$3,699USD per guest

Classic Caribbean

Port to port
Philipsburg, St. Maarten to Philipsburg, St. Maarten
Departure
December 21, 2025
Duration
7 Days
Ship
Wind Surf