Small Ship Select Sailings

 

There are certain sailings that daring travelers dare not miss. Sailings that go above and beyond, with enhanced itineraries so deliberately designed and carefully constructed that they stand out as the best of the best. These are those sailings. No detail or opportunity is overlooked. You’ll explore the most unique UNESCO Heritage sites, enjoy the most unusual regional delicacies, and discover the most story-worthy cultural insights. These are unforgettable voyages for all those who feel they’ve “been there and done that,” designed by the Windstar destination experts who have themselves, “been there and done that,” in every corner of the world, on every sea. Designed for the savvy traveler, these Select Sailings are Windstar’s must-do voyages to must-see destinations.

WINDSTAR'S SELECT SAILINGS
SPECIAL AVAILABLE Adriatic Archipelagos & Greek Goddesses

Adriatic Archipelagos & Greek Goddesses

Port to port
Athens, Greece to Venice
Duration
9 Days
All-Inclusive From?
$5,929
Cruise Only From?
$5,038
SPECIAL AVAILABLE Around Iceland

Around Iceland

Port to port
Reykjavik to Reykjavik
Duration
7 Days
All-Inclusive From?
$4,292
Cruise Only From?
$3,599

Around Iceland: A Total Solar Eclipse

Port to port
Reykjavik to Reykjavik
Duration
7 Days
Call for
Availability
SPECIAL AVAILABLE Beach Fun & Sun: A Remote Caribbean Getaway

Beach Fun & Sun: A Remote Caribbean Getaway

Port to port
Philipsburg, St. Maarten to Philipsburg, St. Maarten
Duration
7 Days
All-Inclusive From?
$2,499
Cruise Only From?
$2,499
SPECIAL AVAILABLE Classic Italy & Dalmatian Coast

Classic Italy & Dalmatian Coast

Port to port
Rome to Venice
Duration
8 Days
All-Inclusive From?
$4,150
Cruise Only From?
$3,358
SPECIAL AVAILABLE Costa Rica & Panama Canal

Costa Rica & Panama Canal

Port to port
Colón to Puerto Caldera
Duration
7 Days
All-Inclusive From?
$2,799
Cruise Only From?
$2,799
SPECIAL AVAILABLE Dreams of Tahiti

Dreams of Tahiti

Port to port
Papeete to Papeete
Duration
7 Days
All-Inclusive From?
$3,491
Cruise Only From?
$2,798
SPECIAL AVAILABLE Panama Canal, Cartagena, San Blas Islands & More

Panama Canal, Cartagena, San Blas Islands & More

Port to port
Balboa, Panama City to Oranjestad
Duration
6 Days
All-Inclusive From?
$2,499
Cruise Only From?
$2,499
SPECIAL AVAILABLE Tahiti & the Tuamotu Islands

Tahiti & the Tuamotu Islands

Port to port
Papeete to Papeete
Duration
10 Days
All-Inclusive From?
$4,628
Cruise Only From?
$3,638
SPECIAL AVAILABLE Treasures of the Greek Isles

Treasures of the Greek Isles

Port to port
Athens, Greece to Athens, Greece
Duration
7 Days
All-Inclusive From?
$4,122
Cruise Only From?
$3,429
SPECIAL AVAILABLE Wine Cruise: Yachtsman’s Harbors of the Rivieras

Wine Cruise: Yachtsman’s Harbors of the Rivieras

Port to port
Rome to Barcelona
Duration
7 Days
All-Inclusive From?
$3,099
Cruise Only From?
$3,099
SPECIAL AVAILABLE Yachtsman's Harbors of the Rivieras

Yachtsman's Harbors of the Rivieras

Port to port
Barcelona to Rome
Duration
7 Days
All-Inclusive From?
$3,094
Cruise Only From?
$2,599
SPECIAL AVAILABLE James Beard Foundation & Wine Cruise: Adriatic Archipelagos & Greek Goddesses

James Beard Foundation & Wine Cruise: Adriatic Archipelagos & Greek Goddesses

Port to port
Venice to Athens, Greece
Duration
9 Days
All-Inclusive From?
$8,639
Cruise Only From?
$8,639
SPECIAL AVAILABLE Winter Italy and the Dalmatian Coast

Winter Italy and the Dalmatian Coast

Port to port
Rome to Venice
Duration
8 Days
All-Inclusive From?
$3,099
Cruise Only From?
$3,099
SPECIAL AVAILABLE Canary Island Idyll

Canary Island Idyll

Port to port
Santa Cruz de Tenerife to Santa Cruz de Tenerife
Duration
10 Days
All-Inclusive From?
$3,599
Cruise Only From?
$3,599
SPECIAL AVAILABLE Europe's Winter Riviera

Europe's Winter Riviera

Port to port
Barcelona to Rome
Duration
7 Days
All-Inclusive From?
$3,332
Cruise Only From?
$2,639
SPECIAL AVAILABLE Spanish Symphony

Spanish Symphony

Port to port
Barcelona to Lisbon
Duration
8 Days
All-Inclusive From?
$3,715
Cruise Only From?
$2,923
Costa Rica & Panama Canal
Port to port
Puerto Caldera to Colón
Duration
7 days
Day
Port
Day 1
Puerto Caldera
Day 2
Golfo Dulce
Day 3
Quepos
Day 4
Isla Parida
Day 5
AT SEA
Day 6
Balboa / Fuerte Amador
Day 7
Panama Canal
Day 8
Colón
ALL DATES &
FARES
Christmas in July Sales Event
Holiday Sailings
Go All-Inclusive — On Us
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.
Date
Ship
All-Inclusive
From
Cruise Only
From
Sat
Nov 29
2025
WIND SPIRIT
$4,299
$4,299
Sat
Dec 6
2025
WIND SPIRIT
$4,199
$4,199
Sat
Dec 13
2025
STAR PRIDE
$2,799
$2,799
Sat
Dec 20
2025
STAR PRIDE
$3,399
$3,399
Sat
Dec 27
2025
STAR PRIDE
$2,999
$2,999
Mon
Feb 2
2026
STAR PRIDE
$3,599
$3,599
Mon
Feb 9
2026
STAR PRIDE
$3,299
$3,299
Mon
Feb 16
2026
STAR PRIDE
$3,099
$3,099
Mon
Feb 23
2026
STAR PRIDE
$3,099
$3,099
Mon
Mar 2
2026
STAR PRIDE
$3,099
$3,099
Mon
Apr 13
2026
STAR SEEKER
$5,092
$4,399
Sat
Dec 5
2026
WIND STAR
$4,192
$3,499
Sat
Dec 12
2026
WIND STAR
$3,992
$3,299
Sat
Dec 19
2026
WIND STAR
$3,992
$3,299
Sat
Dec 26
2026
WIND STAR
$3,992
$3,299
Sat
Jan 2
2027
WIND STAR
$3,992
$3,299
Click on the date to view the map and itinerary by date