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
Venice to Athens, Greece
Duration
9 Days
All-Inclusive From?
$4,250
Cruise Only From?
$3,359
SPECIAL AVAILABLE Around Iceland

Around Iceland

Port to port
Reykjavik to Reykjavik
Duration
7 Days
All-Inclusive From?
$4,192
Cruise Only From?
$3,499

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
6 Days
All-Inclusive From?
$3,092
Cruise Only From?
$2,399
SPECIAL AVAILABLE Classic Italy & Dalmatian Coast

Classic Italy & Dalmatian Coast

Port to port
Venice to Rome
Duration
8 Days
All-Inclusive From?
$4,070
Cruise Only From?
$3,278
SPECIAL AVAILABLE Costa Rica & Panama Canal

Costa Rica & Panama Canal

Port to port
Colón to Puerto Caldera
Duration
7 Days
All-Inclusive From?
$3,092
Cruise Only From?
$2,399
SPECIAL AVAILABLE Dreams of Tahiti

Dreams of Tahiti

Port to port
Papeete to Papeete
Duration
7 Days
All-Inclusive From?
$3,592
Cruise Only From?
$2,899
SPECIAL AVAILABLE Tahiti & the Tuamotu Islands

Tahiti & the Tuamotu Islands

Port to port
Papeete to Papeete
Duration
11 Days
All-Inclusive From?
$5,407
Cruise Only From?
$4,318
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?
$4,266
Cruise Only From?
$3,573
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?
$3,492
Cruise Only From?
$2,799
SPECIAL AVAILABLE Yachtsman's Harbors of the Rivieras

Yachtsman's Harbors of the Rivieras

Port to port
Rome to Barcelona
Duration
5 Days
All-Inclusive From?
$3,141
Cruise Only From?
$2,448
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?
$6,290
Cruise Only From?
$5,399
SPECIAL AVAILABLE Winter Italy and the Dalmatian Coast

Winter Italy and the Dalmatian Coast

Port to port
Venice to Rome
Duration
8 Days
All-Inclusive From?
$3,791
Cruise Only From?
$2,999
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?
$4,489
Cruise Only From?
$3,499
SPECIAL AVAILABLE Europe's Winter Riviera

Europe's Winter Riviera

Port to port
Rome to Barcelona
Duration
7 Days
All-Inclusive From?
$3,492
Cruise Only From?
$2,799
SPECIAL AVAILABLE Spanish Symphony

Spanish Symphony

Port to port
Barcelona to Lisbon
Duration
8 Days
All-Inclusive From?
$4,291
Cruise Only From?
$3,499
Treasures of the Greek Isles
Port to port
Athens, Greece to Athens, Greece
Duration
7 days
Day
Port
Day 1
Athens, Greece
Day 2
Mykonos
Day 3
Kusadasi
Day 4
Patmos
Day 5
Santorini
Day 6
Milos, Greece
Day 7
Monemvasia
Day 8
Athens, Greece
ALL DATES &
FARES
7-for-7
Last Minute Cruise Deals
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.
Date
Ship
All-Inclusive
From
Cruise Only
From
Sun
May 4
2025
WIND STAR
$6,892
$6,199
Sun
May 11
2025
WIND STAR
$7,092
$6,399
Sat
May 17
2025
WIND SPIRIT
$6,692
$5,999
Sun
May 18
2025
WIND STAR
$6,692
$5,999
Sat
May 24
2025
WIND SPIRIT
$6,292
$5,599
Sun
May 25
2025
WIND STAR
$4,331
$3,638
Sat
May 31
2025
WIND SPIRIT
$4,526
$3,833
Sun
Jun 1
2025
WIND STAR
$4,396
$3,703
Sat
Jun 7
2025
WIND SPIRIT
Call For Availability
Sun
Jun 8
2025
WIND STAR
$4,682
$3,989
Sat
Jun 14
2025
WIND SPIRIT
$4,692
$3,999
Sun
Jun 15
2025
WIND STAR
$4,266
$3,573
Sat
Jun 21
2025
WIND SPIRIT
$6,292
$5,599
Sun
Jun 22
2025
WIND STAR
$5,792
$5,099
Sun
Jun 29
2025
WIND STAR
$5,892
$5,199
Sun
Jul 6
2025
WIND STAR
$5,592
$4,899
Sun
Jul 13
2025
WIND STAR
$5,592
$4,899
Sun
Jul 20
2025
WIND STAR
$5,592
$4,899
Sun
Jul 27
2025
WIND STAR
$5,592
$4,899
Sun
Aug 3
2025
WIND STAR
$5,692
$4,999
Sun
Aug 10
2025
WIND STAR
$5,292
$4,599
Sun
Aug 17
2025
WIND STAR
$5,792
$5,099
Sat
Aug 23
2025
WIND SPIRIT
$5,692
$4,999
Sun
Aug 24
2025
WIND STAR
$5,692
$4,999
Sun
Aug 31
2025
WIND STAR
$6,092
$5,399
Sat
Sep 6
2025
WIND SPIRIT
$6,192
$5,499
Sun
Sep 7
2025
WIND STAR
$6,292
$5,599
Sat
Sep 13
2025
WIND SPIRIT
$6,292
$5,599
Sun
Sep 14
2025
WIND STAR
$6,492
$5,799
Sat
Sep 20
2025
WIND SPIRIT
$6,592
$5,899
Sun
Sep 21
2025
WIND STAR
$6,392
$5,699
Sun
Sep 28
2025
WIND STAR
$6,392
$5,699
Sat
Oct 4
2025
WIND SPIRIT
$6,392
$5,699
Sun
Oct 5
2025
WIND STAR
$6,492
$5,799
Sun
Oct 12
2025
WIND STAR
$6,292
$5,599
Sat
May 2
2026
WIND STAR
$5,892
$5,199
Thu
May 7
2026
WIND SPIRIT
$5,892
$5,199
Sat
May 9
2026
WIND STAR
$5,892
$5,199
Thu
May 14
2026
WIND SPIRIT
Call For Availability
Sat
May 16
2026
WIND STAR
$6,192
$5,499
Sat
May 23
2026
WIND STAR
$5,892
$5,199
Sat
May 30
2026
WIND STAR
$5,892
$5,199
Sat
Jun 6
2026
WIND STAR
$5,892
$5,199
Thu
Jun 11
2026
WIND SPIRIT
$5,992
$5,299
Sat
Jun 13
2026
WIND STAR
$5,892
$5,199
Sat
Jun 20
2026
WIND STAR
$5,892
$5,199
Thu
Jun 25
2026
WIND SPIRIT
$5,692
$4,999
Sat
Jun 27
2026
WIND STAR
$5,692
$4,999
Sat
Jul 4
2026
WIND STAR
$5,692
$4,999
Sat
Jul 11
2026
WIND STAR
$5,692
$4,999
Sat
Jul 18
2026
WIND STAR
$5,992
$5,299
Sat
Jul 25
2026
WIND STAR
$5,692
$4,999
Sat
Aug 1
2026
WIND STAR
$5,892
$5,199
Sat
Aug 8
2026
WIND STAR
$5,692
$4,999
Sat
Aug 15
2026
WIND STAR
$5,892
$5,199
Sat
Aug 22
2026
WIND STAR
$5,892
$5,199
Sat
Aug 29
2026
WIND STAR
$5,892
$5,199
Thu
Sep 3
2026
WIND SPIRIT
$6,192
$5,499
Sat
Sep 5
2026
WIND STAR
$6,192
$5,499
Sat
Sep 12
2026
WIND STAR
$6,192
$5,499
Thu
Sep 17
2026
WIND SPIRIT
$6,192
$5,499
Sat
Sep 19
2026
WIND STAR
$6,192
$5,499
Sat
Sep 26
2026
WIND STAR
$6,192
$5,499
Thu
Oct 1
2026
WIND SPIRIT
$5,992
$5,299
Sat
Oct 3
2026
WIND STAR
$5,992
$5,299
Sat
Oct 10
2026
WIND STAR
$5,992
$5,299
Click on the date to view the map and itinerary by date