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Windstar Cruises Cruises

971 upcoming sailings across 8 ships, from $1,100 per person. Rates refreshed daily.

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Next Windstar Cruises departures — page 3 of 8

DepartureShipItineraryLengthFrom portFrom*
Jan 6, 2027 Star Explorer Star Collector: Winter Mediterranean Adventure 24 nights Barcelona, Spain on request
Jan 6, 2027 Star Explorer Star Collector: Winter in Spain and the Rivieras 16 nights Barcelona, Spain $5,406
Jan 6, 2027 Star Explorer Southern Spain Winter Escapes 9 nights Barcelona, Spain $3,634
Jan 7, 2027 Star Breeze Dreams of Tahiti 7 nights Papeete, Tahiti $3,621
Jan 7, 2027 Star Breeze Extended Tahiti & Tuamotu Adventures 14 nights Papeete, Tahiti $6,122
Jan 9, 2027 Wind Surf Caribbean Explorations - Philipsburg, St. Maarten to Philipsburg, St. Maarten 14 nights Philipsburg, St. Martin $8,310
Jan 9, 2027 Wind Surf Classic Caribbean - Philipsburg, St. Maarten to Philipsburg, St. Maarten 7 nights Philipsburg, St. Martin $3,482
Jan 10, 2027 Star Pride San Juan to San Juan 7 nights San Juan $4,333
Jan 12, 2027 Star Legend Costa Rica & Panama Canal -Puerto Caldera to Colón 7 nights Puerto Caldera, Costa Rica $3,053
Jan 14, 2027 Star Breeze Extended Tahiti & Tuamotu Adventures 14 nights Papeete, Tahiti $5,772
Jan 14, 2027 Star Breeze Papeete to Papeete 7 nights Papeete, Tahiti $2,956
Jan 15, 2027 Star Explorer Star Collector: Winter in Europe's Rivieras & Croatia 15 nights Barcelona, Spain on request
Jan 15, 2027 Star Explorer Europe's Winter Riviera 7 nights Barcelona, Spain $2,847
Jan 16, 2027 Wind Spirit Hidden Gems of The Canary Islands & Madeira 10 nights Santa Cruz De Tenerife, Spain $4,120
Jan 16, 2027 Wind Surf Caribbean Explorations - Philipsburg, St. Maarten to Philipsburg, St. Maarten 14 nights Philipsburg, St. Martin on request
Jan 16, 2027 Wind Surf Beach Fun & Sun: A Remote Caribbean Getaway - Philipsburg, St. Maarten to Philipsburg, St. Maarten 7 nights Philipsburg, St. Martin $3,708
Jan 17, 2027 Star Pride San Juan to San Juan 9 nights San Juan on request
Jan 17, 2027 Star Seeker Tantalizing Thailand & Sparkling Singapore 11 nights Phuket, Thailand $8,647
Jan 19, 2027 Star Legend Colón to Puerto Caldera 7 nights Colon, Panama $3,228
Jan 21, 2027 Star Breeze Dreams of Tahiti 7 nights Papeete, Tahiti $3,271
Jan 21, 2027 Star Breeze Comprehensive Tahiti & Marquesas Adventure 21 nights Papeete, Tahiti $10,220
Jan 22, 2027 Star Explorer Winter Italy and the Dalmatian Coast 8 nights Civitavecchia (Rome), Italy $7,979
Jan 23, 2027 Wind Surf Caribbean Explorations - Philipsburg, St. Maarten to Philipsburg, St. Maarten 14 nights Philipsburg, St. Martin on request
Jan 23, 2027 Wind Surf Classic Caribbean - Philipsburg, St. Maarten to Philipsburg, St. Maarten 7 nights Philipsburg, St. Martin $5,162
Jan 24, 2027 Wind Star Costa Rica & Panama Canal -Puerto Caldera to Colón 7 nights Puerto Caldera, Costa Rica $4,500
Jan 26, 2027 Star Legend Costa Rica & Panama Canal -Puerto Caldera to Colón 7 nights Puerto Caldera, Costa Rica $4,348
Jan 26, 2027 Wind Spirit The Colorful Canary Islands 10 nights Santa Cruz De Tenerife, Spain $3,170
Jan 28, 2027 Star Seeker Klong Toei (Bangkok), Thailand to Phuket, Thailand 11 nights Bangkok $8,152
Jan 28, 2027 Star Breeze Comprehensive Tahiti & Marquesas Adventure 21 nights Papeete, Tahiti $10,220
Jan 28, 2027 Star Breeze Tahitian Treasures & Magnificent Marquesas 14 nights Papeete, Tahiti $7,929
Jan 30, 2027 Wind Surf Philipsburg, St. Maarten to Philipsburg, St. Maarten 7 nights Philipsburg, St. Martin $3,498
Jan 30, 2027 Wind Surf Caribbean Explorations - Philipsburg, St. Maarten to Philipsburg, St. Maarten 14 nights Philipsburg, St. Martin $7,330
Jan 30, 2027 Star Explorer Star Collector: Winter Mediterranean Adventure 24 nights Venice, Italy $8,585
Jan 30, 2027 Star Explorer Star Collector: Winter in Europe's Rivieras & Croatia 15 nights Venice, Italy $5,506
Jan 30, 2027 Star Explorer Winter Italy and the Dalmatian Coast 8 nights Venice, Italy $3,339
Jan 31, 2027 Wind Star Pacific Horizons From Panama to Tahiti 36 nights Colon, Panama $14,986
Jan 31, 2027 Wind Star Panama Canal Ocean Crossing To Tahitian Dreams 29 nights Colon, Panama $10,266
Jan 31, 2027 Wind Star Costa Rica & Panama Canal - Colon to Puerto Caldera 8 nights Colon, Panama $5,210
Feb 2, 2027 Star Legend Colón to Puerto Caldera 7 nights Colon, Panama $4,523
Feb 6, 2027 Wind Surf Caribbean Explorations - Philipsburg, St. Maarten to Philipsburg, St. Maarten 14 nights Philipsburg, St. Martin $6,980
Feb 6, 2027 Wind Surf Classic Caribbean - Philipsburg, St. Maarten to Philipsburg, St. Maarten 7 nights Philipsburg, St. Martin $4,182
Feb 7, 2027 Star Explorer Star Collector: Winter in Spain and the Rivieras 16 nights Civitavecchia (Rome), Italy $5,646
Feb 7, 2027 Star Explorer Europe's Winter Riviera 7 nights Civitavecchia (Rome), Italy $2,952
Feb 8, 2027 Wind Star Passago To French Polynesia 28 nights Puerto Caldera, Costa Rica $10,009
Feb 8, 2027 Wind Star Ocean Crossings - Puerto Caldera to Papeete 21 nights Puerto Caldera, Costa Rica $5,496
Feb 8, 2027 Star Seeker Phuket, Thailand to Tokyo, Japan 41 nights Phuket, Thailand on request
Feb 8, 2027 Star Seeker Phuket, Thailand to Osaka 31 nights Phuket, Thailand $23,791
Feb 8, 2027 Star Seeker Phuket, Thailand to Halong Bay (Hanoi) 21 nights Phuket, Thailand $17,031
Feb 8, 2027 Star Seeker Phuket, Thailand to Klong Toei (Bangkok), Thailand 11 nights Phuket, Thailand $8,922
Feb 9, 2027 Star Legend Naturally Costa Rica - Puerto Caldera to Balboa 7 nights Puerto Caldera, Costa Rica $4,472
Feb 9, 2027 Star Legend Latin America Explorer 13 nights Puerto Caldera, Costa Rica $7,838
Feb 11, 2027 Star Breeze Dreams of Tahiti 7 nights Papeete, Tahiti $3,166
Feb 11, 2027 Star Breeze Twice the Tahiti 18 nights Papeete, Tahiti $8,314
Feb 13, 2027 Wind Surf Caribbean Explorations - Philipsburg, St. Maarten to Philipsburg, St. Maarten 14 nights Philipsburg, St. Martin $6,000
Feb 13, 2027 Wind Surf Philipsburg, St.Marteen to Philipsburg, St.Marteen 7 nights Philipsburg, St. Martin $3,463
Feb 14, 2027 Star Explorer Southern Spain Winter Escapes 9 nights Barcelona, Spain $3,454
Feb 16, 2027 Star Legend Panama Canal, Cartagena, San Blas Islands & More 6 nights Fuerte Amador, Panama $3,726
Feb 16, 2027 Star Legend Windward Islands & Spanish New World 14 nights Fuerte Amador, Panama $16,906
Feb 18, 2027 Star Breeze Tahiti & the Tuamotu Islands 11 nights Papeete, Tahiti $5,463
Feb 19, 2027 Star Seeker Klong Toei (Bangkok), Thailand to Tokyo, Japan 30 nights Bangkok on request

*Per person, double occupancy, cruise fare from. Taxes and fees may apply. Rates refresh daily — email us for today's exact price.