Be prepared for the cruise of a lifetime on a Windstar Cruise. Their luxury sailing ships provide the experience of cruising on private yacht with all of the amenities, exceptional service and unique itineraries well beyond one's expectations. Book online or call one of our cruise experts to get the best cruise deal for your next Windstar Cruise.
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Wind Surf
Rome/Italy to Barcelona
Oct 25, 2026
Fr $1,514
Star Legend
Athens/Piraeus to Rome/Italy
Aug 5, 2027
Fr $2,114
Star Explorer
Barcelona to Rome/Italy
Jan 15, 2027 - Jan 22, 2028
Fr $1,980
Star Legend
Athens/Piraeus to Barcelona
Oct 27, 2026
Fr $1,830
Star Explorer
Roundtrip Barcelona
Dec 28, 2026 - Jan 13, 2028
Fr $2,650
Wind Spirit
Roundtrip Santa Cruz de Tenerife
Nov 27, 2026
Fr $2,159
Wind Spirit
Roundtrip Venice/Italy
Aug 16, 2027
Fr $3,103
Star Legend
Lisbon to Barcelona
Jun 16, 2027
Fr $3,445
Star Legend
Roundtrip Rome/Italy
Jul 15, 2027
Fr $3,668
Wind Spirit
Roundtrip Venice/Italy
Jun 18 & Jul 2, 2027
Fr $3,945
Star Explorer
Barcelona to Venice/Italy
Jan 15, 2027 & Jan 22, 2028
Fr $3,444
Star Explorer
Barcelona to Rome/Italy
Jan 6, 2027 & Jan 13, 2028
Fr $3,712
Star Legend
Barcelona to Rome/Italy
Jun 28, 2027
Fr $4,776
Wind Spirit
Rome/Italy to Venice/Italy
Mar 29, 2027
Fr $5,232
Star Legend
Rome/Italy to Athens/Piraeus
Aug 11, 2027
Fr $5,350
Wind Surf
Roundtrip Philipsburg
Jan 3, 2028
Fr $2,038
Wind Surf
Roundtrip Philipsburg
Jan 2, 2027 - Feb 27, 2028
Fr $1,691
Star Pride
Roundtrip San Juan
Nov 8, 2026 - Mar 27, 2028
Fr $1,699
Star Pride
Oranjestad to San Juan
Mar 6, 2028
Fr $2,392
Star Legend
Roundtrip Bridgetown
Nov 27, 2026
Fr $3,340
Star Legend
Bridgetown to Oranjestad
Dec 4, 2026
Fr $2,300
Wind Surf
Roundtrip Philipsburg
Dec 19, 2027
Fr $3,113
Star Pride
Boston to San Juan
Oct 22, 2027
Fr $2,939
Star Pride
Roundtrip San Juan
Oct 28, 2026
Fr $2,748
Wind Surf
Roundtrip Philipsburg
Dec 27, 2027
Fr $3,780
Star Pride
Roundtrip San Juan
Nov 29 - Dec 27, 2026
Fr $2,487
Wind Surf
Roundtrip Philipsburg
Jan 2, 2027
Fr $3,297
Star Pride
Oranjestad to San Juan
Mar 6, 2028
Fr $3,908
Star Legend
Bridgetown to Oranjestad
Nov 27, 2026
Fr $3,576
Star Pride
Boston to San Juan
Oct 22, 2027
Fr $4,268
Star Pride
Amsterdam to London
May 13, 2027
Fr $2,089
Star Legend
Rouen to Bordeaux
Aug 19, 2026
Fr $2,381
Star Pride
Roundtrip Reykjavik
Jul 13 - Aug 24, 2026
Fr $2,684
Star Explorer
Rouen to Bordeaux
Aug 22, 2027
Fr $3,679
Star Pride
Amsterdam to London
Apr 29, 2027
Fr $5,168
Star Explorer
Copenhagen to Helsinki
Jun 29, 2027
Fr $6,049
Star Explorer
Copenhagen to Leith
Jul 25, 2027
Fr $4,635
Star Explorer
Bordeaux to London
May 21, 2027
Fr $6,299
Star Legend
Dun Laoghaire to Rouen
Aug 9, 2026
Fr $7,255
Star Pride
London to Copenhagen
May 22, 2027
Fr $8,548
Star Pride
Reykjavik to Boston
Aug 31, 2026
Fr $3,936
Star Legend
Dun Laoghaire to Bordeaux
Aug 9, 2026
Fr $10,135
Star Explorer
Copenhagen to Dun Laoghaire
Jul 25, 2027
Fr $10,504
Star Explorer
Helsinki to Copenhagen
Jul 7, 2027
Fr $10,681
Star Pride
Reykjavik to Boston
Aug 26, 2027
Fr $7,077
Star Pride
Montreal to Boston
Oct 9, 2026
Fr $4,725
Star Pride
Boston to Montreal
Sep 14, 2026
Fr $6,679
Star Pride
Reykjavik to Boston
Aug 31, 2026
Fr $3,936
Star Pride
Roundtrip Montreal
Sep 25, 2026
Fr $12,405
Star Pride
Montreal to San Juan
Oct 9, 2026
Fr $6,457
Star Pride
Montreal to San Juan
Oct 11, 2027
Fr $6,549
Star Pride
Reykjavik to Boston
Aug 26, 2027
Fr $7,077
Star Pride
Reykjavik to Montreal
Aug 31, 2026
Fr $8,028
Star Pride
Boston to Montreal
Sep 14, 2026
Fr $14,028
Star Pride
Montreal to Boston
Sep 27, 2027
Fr $14,692
Star Seeker
Vancouver to Juneau
Aug 7, 2027 - Aug 5, 2028
Fr $3,446
Star Seeker
Juneau to Vancouver
Jun 24 - Aug 12, 2028
Fr $3,446
Star Seeker
Juneau to Vancouver
Aug 14, 2027
Fr $3,984
Star Seeker
Vancouver to Juneau
Aug 7, 2026 & Jul 2, 2027
Fr $3,976
Star Seeker
Seward to Vancouver
Jul 28, 2026
Fr $4,322
Star Seeker
Seward to Vancouver
Jun 22, 2027
Fr $4,944
Star Seeker
Vancouver to Seward
Jun 12, 2027 - Jul 1, 2028
Fr $4,944
Star Seeker
Seward to Vancouver
Jun 7, 2028
Fr $4,951
Star Seeker
Tokyo to Seward
May 20, 2027 & May 25, 2029
Fr $2,532
Star Seeker
Vancouver to Seward
Aug 21, 2027 & Aug 19, 2028
Fr $5,435
Star Seeker
Seward to Vancouver
Jul 27, 2027
Fr $5,435
Star Seeker
Seward to Vancouver
Jul 11, 2028 & Jun 5, 2029
Fr $6,597
Star Seeker
Vancouver to Seward
Aug 22, 2026
Fr $6,878
Star Seeker
Seward to Vancouver
May 31, 2027
Fr $5,920
Star Seeker
Osaka to Seward
May 25, 2028
Fr $2,533
Wind Star
Lisbon to Bridgetown
Nov 10, 2026
Fr $3,799
Star Legend
Cadiz to San Juan
Dec 6, 2027
Fr $7,504
Wind Surf
Philipsburg to Lisbon
Mar 27, 2027
Fr $1,627
Wind Surf
Lisbon to Philipsburg
Nov 5, 2027
Fr $2,488
Star Legend
Bridgetown to Lisbon
Mar 2, 2027
Fr $2,835
Star Legend
Malaga to Bridgetown
Nov 12, 2026
Fr $4,620
Star Pride
San Juan to Amsterdam
Apr 3, 2028
Fr $2,661
Star Legend
San Juan to Lisbon
Feb 21, 2028
Fr $2,379
Wind Surf
Philipsburg to Lisbon
Mar 12, 2028
Fr $4,067
Star Legend
Malaga to Bridgetown
Nov 12, 2026
Fr $5,281
Star Pride
San Juan to Amsterdam
Mar 27, 2028
Fr $4,011
Wind Surf
Philipsburg to Tarragona
Mar 27, 2027
Fr $4,316
Wind Surf
Lisbon to Philipsburg
Nov 5, 2027
Fr $4,443
Star Legend
Barcelona to Bridgetown
Nov 4, 2026
Fr $5,079
Star Legend
Bridgetown to Barcelona
Mar 2, 2027
Fr $5,860
Star Legend
Balboa/Panama to Oranjestad
Feb 16, 2027
Fr $4,377
Star Legend
Colon to Puerto Caldera
Jan 5 - Feb 2, 2027
Fr $1,801
Star Legend
Puerto Caldera to Colon
Jan 12 & 26, 2027
Fr $1,845
Star Pride
Balboa/Panama to Oranjestad
Feb 28, 2028
Fr $2,591
Star Legend
Puerto Caldera to Colon
Dec 28, 2026
Fr $2,107
Star Legend
Balboa/Panama to Puerto Caldera
Dec 20, 2026
Fr $2,117
Star Legend
Oranjestad to Balboa/Panama
Dec 12, 2026
Fr $2,492
Star Legend
Puerto Caldera to Oranjestad
Feb 9, 2027
Fr $5,890
Star Pride
Balboa/Panama to San Juan
Feb 28, 2028
Fr $4,183
Star Pride
Puerto Caldera to Oranjestad
Feb 21, 2028
Fr $4,239
Star Pride
San Juan to Puerto Caldera
Nov 29, 2027
Fr $4,285
Star Legend
Bridgetown to Balboa/Panama
Dec 4, 2026
Fr $3,860
Star Legend
Oranjestad to Puerto Caldera
Dec 12, 2026
Fr $4,114
Star Pride
San Juan to Puerto Caldera
Nov 22, 2027
Fr $6,157
Star Pride
Puerto Caldera to San Juan
Feb 21, 2028
Fr $6,274
Star Breeze
Roundtrip Papeete/Polynesia
Aug 27 - Dec 3, 2026
Fr $1,926
Star Breeze
Roundtrip Papeete/Polynesia
Mar 1, 2027 - Oct 5, 2028
Fr $2,656
Star Breeze
Roundtrip Papeete/Polynesia
Nov 12, 2026 - Oct 15, 2028
Fr $2,646
Star Breeze
Lautoka to Papeete/Polynesia
Jul 30, 2027 & Aug 11, 2028
Fr $4,942
Star Breeze
Roundtrip Papeete/Polynesia
Jan 7, 2027 - Oct 26, 2028
Fr $3,594
Star Breeze
Papeete/Polynesia to Lautoka
Jul 27, 2028
Fr $5,010
Star Breeze
Roundtrip Papeete/Polynesia
Nov 23, 2026
Fr $4,074
Star Breeze
Roundtrip Papeete/Polynesia
Dec 10, 2026
Fr $4,336
Star Breeze
Lautoka to Papeete/Polynesia
Jul 30, 2027 & Aug 11, 2028
Fr $6,736
Wind Star
Puerto Caldera to Papeete/Polynesia
Feb 8, 2027
Fr $4,787
Star Breeze
Papeete/Polynesia to Lautoka
Jul 20, 2028
Fr $6,709
Wind Star
Puerto Caldera to Papeete/Polynesia
Feb 8, 2027
Fr $9,991
Star Breeze
Papeete/Polynesia to Lautoka
Nov 18, 2027
Fr $9,551
Star Breeze
Papeete/Polynesia to Benoa
Dec 2, 2027
Fr $8,743
Star Breeze
Papeete/Polynesia to Singapore
Dec 2, 2027
Fr $10,472
Star Breeze
Benoa to Singapore
Jan 6, 2028
Fr $2,271
Star Seeker
Tokyo to Osaka
May 16, 2028
Fr $3,843
Star Seeker
Bangkok to Halong Bay
Dec 17, 2026 & Feb 19, 2027
Fr $3,392
Star Seeker
Osaka to Halong Bay
Nov 5, 2026
Fr $3,409
Star Seeker
Bangkok to Phuket
Nov 25, 2026 - Jan 28, 2027
Fr $3,049
Star Seeker
Sapporo to Osaka
Sep 14, 2027
Fr $5,834
Star Seeker
Seward to Sapporo
Sep 1, 2027
Fr $5,778
Star Seeker
Seward to Tokyo
Sep 2, 2026
Fr $3,932
Star Breeze
Lautoka to Benoa
Dec 17, 2027
Fr $4,828
Star Seeker
Tokyo to Halong Bay
Nov 11, 2028
Fr $7,803
Star Seeker
Halong Bay to Phuket
Nov 14, 2027 - Jan 12, 2029
Fr $7,170
Star Seeker
Osaka to Seward
May 10, 2027 & May 15, 2029
Fr $7,950
Star Breeze
Lautoka to Singapore
Dec 17, 2027
Fr $5,587
Star Seeker
Seward to Kobe
Sep 2, 2026
Fr $9,551
Star Seeker
Osaka to Phuket
Nov 21, 2028
Fr $10,631
All offers are based on select sailings and categories and are subject to availability at time of booking. All rates are per person based on double occupancy.