All 1,042 sailings with Windstar Cruises
Ordered soonest first. Prices per person, including taxes and fees. Want to filter by price, date, or ship?
Open these cruises in search →| View | Sailing | Departs | Nights | Ship | From |
|---|---|---|---|---|---|
| Philipsburg, St.Marteen to Philipsburg, St.Marteen | Jan 2, 2027 | 7 | Wind Surf |
from $2,658 $379 / night |
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| Colón to Puerto Caldera | Jan 2, 2027 | 7 | Wind Star |
from $3,205 $457 / night |
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| San Juan to San Juan | Jan 3, 2027 | 14 | Star Pride |
from $6,604 $471 / night |
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| San Juan to San Juan | Jan 3, 2027 | 7 | Star Pride |
from $2,691 $384 / night |
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| Colón to Puerto Caldera | Jan 5, 2027 | 7 | Star Legend |
from $3,263 $466 / night |
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| Hidden Gems of The Canary Islands & Madeira | Jan 6, 2027 | 10 | Wind Spirit |
from $5,620 $562 / night |
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| Klong Toei (Bangkok), Thailand to Phuket, Thailand | Jan 6, 2027 | 11 | Star Seeker |
from $6,557 $596 / night |
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| Star Collector: Winter Mediterranean Adventure | Jan 6, 2027 | 24 | Star Explorer |
Call for price |
|
| Star Collector: Winter in Spain and the Rivieras | Jan 6, 2027 | 16 | Star Explorer |
from $6,206 $387 / night |
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| Southern Spain Winter Escapes | Jan 6, 2027 | 9 | Star Explorer |
from $4,174 $463 / night |
|
| Dreams of Tahiti | Jan 7, 2027 | 7 | Star Breeze |
from $3,131 $447 / night |
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| Extended Tahiti & Tuamotu Adventures | Jan 7, 2027 | 14 | Star Breeze |
from $5,912 $422 / night |
|
| Caribbean Explorations - Philipsburg, St. Maarten to Philipsburg, St. Maarten | Jan 9, 2027 | 14 | Wind Surf |
from $6,140 $438 / night |
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| Classic Caribbean - Philipsburg, St. Maarten to Philipsburg, St. Maarten | Jan 9, 2027 | 7 | Wind Surf |
from $2,642 $377 / night |
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| San Juan to San Juan | Jan 10, 2027 | 7 | Star Pride |
from $4,018 $574 / night |
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| Costa Rica & Panama Canal -Puerto Caldera to Colón | Jan 12, 2027 | 7 | Star Legend |
from $2,878 $411 / night |
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| Extended Tahiti & Tuamotu Adventures | Jan 14, 2027 | 14 | Star Breeze |
from $5,912 $422 / night |
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| Papeete to Papeete | Jan 14, 2027 | 7 | Star Breeze |
from $2,991 $427 / night |
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| Star Collector: Winter in Europe's Rivieras & Croatia | Jan 15, 2027 | 15 | Star Explorer |
Call for price |
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| Europe's Winter Riviera | Jan 15, 2027 | 7 | Star Explorer |
from $2,952 $421 / night |
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| Caribbean Explorations - Philipsburg, St. Maarten to Philipsburg, St. Maarten | Jan 16, 2027 | 14 | Wind Surf |
Call for price |
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| Beach Fun & Sun: A Remote Caribbean Getaway - Philipsburg, St. Maarten to Philipsburg, St. Maarten | Jan 16, 2027 | 7 | Wind Surf |
from $3,183 $454 / night |
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| Hidden Gems of The Canary Islands & Madeira | Jan 16, 2027 | 10 | Wind Spirit |
from $5,620 $562 / night |
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| San Juan to San Juan | Jan 17, 2027 | 9 | Star Pride |
Call for price |
|
| Tantalizing Thailand & Sparkling Singapore | Jan 17, 2027 | 11 | Star Seeker |
from $7,492 $681 / night |
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| Colón to Puerto Caldera | Jan 19, 2027 | 7 | Star Legend |
from $2,983 $426 / night |
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| Dreams of Tahiti | Jan 21, 2027 | 7 | Star Breeze |
from $2,676 $382 / night |
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| Comprehensive Tahiti & Marquesas Adventure | Jan 21, 2027 | 21 | Star Breeze |
from $8,750 $416 / night |
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| Winter Italy and the Dalmatian Coast | Jan 22, 2027 | 8 | Star Explorer |
Call for price |
|
| Caribbean Explorations - Philipsburg, St. Maarten to Philipsburg, St. Maarten | Jan 23, 2027 | 14 | Wind Surf |
Call for price |
|
| Classic Caribbean - Philipsburg, St. Maarten to Philipsburg, St. Maarten | Jan 23, 2027 | 7 | Wind Surf |
from $4,427 $632 / night |
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| Costa Rica & Panama Canal -Puerto Caldera to Colón | Jan 24, 2027 | 7 | Wind Star |
from $5,305 $757 / night |
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| The Colorful Canary Islands | Jan 26, 2027 | 10 | Wind Spirit |
from $4,670 $467 / night |
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| Costa Rica & Panama Canal -Puerto Caldera to Colón | Jan 26, 2027 | 7 | Star Legend |
from $3,543 $506 / night |
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| Comprehensive Tahiti & Marquesas Adventure | Jan 28, 2027 | 21 | Star Breeze |
from $8,750 $416 / night |
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| Tahitian Treasures & Magnificent Marquesas | Jan 28, 2027 | 14 | Star Breeze |
from $6,389 $456 / night |
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| Klong Toei (Bangkok), Thailand to Phuket, Thailand | Jan 28, 2027 | 11 | Star Seeker |
from $6,227 $566 / night |
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| Philipsburg, St. Maarten to Philipsburg, St. Maarten | Jan 30, 2027 | 7 | Wind Surf |
from $3,603 $514 / night |
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| Caribbean Explorations - Philipsburg, St. Maarten to Philipsburg, St. Maarten | Jan 30, 2027 | 14 | Wind Surf |
from $7,260 $518 / night |
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| Star Collector: Winter Mediterranean Adventure | Jan 30, 2027 | 24 | Star Explorer |
from $9,425 $392 / night |
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| Star Collector: Winter in Europe's Rivieras & Croatia | Jan 30, 2027 | 15 | Star Explorer |
from $5,806 $387 / night |
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| Winter Italy and the Dalmatian Coast | Jan 30, 2027 | 8 | Star Explorer |
from $3,579 $447 / night |
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| Costa Rica & Panama Canal - Colon to Puerto Caldera | Jan 31, 2027 | 8 | Wind Star |
from $4,610 $576 / night |
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| Pacific Horizons From Panama to Tahiti | Jan 31, 2027 | 36 | Wind Star |
from $14,266 $396 / night |
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| Panama Canal Ocean Crossing To Tahitian Dreams | Jan 31, 2027 | 29 | Wind Star |
from $9,686 $334 / night |
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| Colón to Puerto Caldera | Feb 2, 2027 | 7 | Star Legend |
from $3,893 $556 / night |
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| Caribbean Explorations - Philipsburg, St. Maarten to Philipsburg, St. Maarten | Feb 6, 2027 | 14 | Wind Surf |
from $6,280 $448 / night |
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| Classic Caribbean - Philipsburg, St. Maarten to Philipsburg, St. Maarten | Feb 6, 2027 | 7 | Wind Surf |
from $3,377 $482 / night |
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| Star Collector: Winter in Spain and the Rivieras | Feb 7, 2027 | 16 | Star Explorer |
from $6,286 $392 / night |
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| Europe's Winter Riviera | Feb 7, 2027 | 7 | Star Explorer |
from $3,092 $441 / night |
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| Passago To French Polynesia | Feb 8, 2027 | 28 | Wind Star |
from $10,009 $357 / night |
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| Ocean Crossings - Puerto Caldera to Papeete | Feb 8, 2027 | 21 | Wind Star |
from $5,496 $261 / night |
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| Phuket, Thailand to Tokyo, Japan | Feb 8, 2027 | 41 | Star Seeker |
Call for price |
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| Phuket, Thailand to Osaka | Feb 8, 2027 | 31 | Star Seeker |
Call for price |
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| Phuket, Thailand to Halong Bay (Hanoi) | Feb 8, 2027 | 21 | Star Seeker |
from $19,971 $951 / night |
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| Phuket, Thailand to Klong Toei (Bangkok), Thailand | Feb 8, 2027 | 11 | Star Seeker |
from $8,812 $801 / night |
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| Naturally Costa Rica - Puerto Caldera to Balboa | Feb 9, 2027 | 7 | Star Legend |
from $3,737 $533 / night |
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| Latin America Explorer | Feb 9, 2027 | 13 | Star Legend |
from $11,023 $847 / night |
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| Dreams of Tahiti | Feb 11, 2027 | 7 | Star Breeze |
from $3,026 $432 / night |
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| Twice the Tahiti | Feb 11, 2027 | 18 | Star Breeze |
from $7,774 $431 / night |
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| Caribbean Explorations - Philipsburg, St. Maarten to Philipsburg, St. Maarten | Feb 13, 2027 | 14 | Wind Surf |
from $5,790 $413 / night |
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| Philipsburg, St.Marteen to Philipsburg, St.Marteen | Feb 13, 2027 | 7 | Wind Surf |
from $2,833 $404 / night |
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| Southern Spain Winter Escapes | Feb 14, 2027 | 9 | Star Explorer |
from $4,084 $453 / night |
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| Windward Islands & Spanish New World | Feb 16, 2027 | 14 | Star Legend |
from $11,516 $822 / night |
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| Panama Canal, Cartagena, San Blas Islands & More | Feb 16, 2027 | 6 | Star Legend |
from $6,876 $1,146 / night |
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| Tahiti & the Tuamotu Islands | Feb 18, 2027 | 11 | Star Breeze |
from $5,188 $471 / night |
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| Klong Toei (Bangkok), Thailand to Tokyo, Japan | Feb 19, 2027 | 30 | Star Seeker |
Call for price |
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| Klong Toei (Bangkok), Thailand to Osaka | Feb 19, 2027 | 20 | Star Seeker |
from $16,964 $848 / night |
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| Klong Toei (Bangkok), Thailand to Halong Bay (Hanoi) | Feb 19, 2027 | 10 | Star Seeker |
from $8,909 $890 / night |
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| Caribbean Explorations - Philipsburg, St. Maarten to Philipsburg, St. Maarten | Feb 20, 2027 | 14 | Wind Surf |
from $6,350 $453 / night |
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| Classic Caribbean - Philipsburg, St. Maarten to Philipsburg, St. Maarten | Feb 20, 2027 | 7 | Wind Surf |
from $3,517 $502 / night |
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| Windward Ways & Tobago Cays | Feb 22, 2027 | 8 | Star Legend |
from $5,220 $652 / night |
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| Star Collector: Winter in Spain and the Rivieras | Feb 23, 2027 | 16 | Star Explorer |
from $5,886 $367 / night |
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| Southern Spain Winter Escapes | Feb 23, 2027 | 9 | Star Explorer |
from $3,904 $433 / night |
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| Caribbean Explorations - Philipsburg, St. Maarten to Philipsburg, St. Maarten | Feb 27, 2027 | 14 | Wind Surf |
from $6,770 $483 / night |
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| Beach Fun & Sun: A Remote Caribbean Getaway - Philipsburg, St. Maarten to Philipsburg, St. Maarten | Feb 27, 2027 | 7 | Wind Surf |
from $3,428 $489 / night |
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| Dreams Of Tahiti - Papeete to Papeete | Mar 1, 2027 | 7 | Wind Star |
from $4,933 $704 / night |
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| Papeete to Papeete | Mar 1, 2027 | 17 | Star Breeze |
from $8,702 $511 / night |
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| Tahiti & the Tuamotu Islands | Mar 1, 2027 | 10 | Star Breeze |
from $5,066 $506 / night |
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| Halong Bay (Hanoi) to Tokyo, Japan | Mar 1, 2027 | 20 | Star Seeker |
from $31,570 $1,578 / night |
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| Halong Bay (Hanoi) to Osaka | Mar 1, 2027 | 10 | Star Seeker |
from $6,355 $635 / night |
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| Bridgetown to Lisbon | Mar 2, 2027 | 15 | Star Legend |
from $2,571 $171 / night |
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| Star Collector: Spanish Shores Transatlantic Crossing | Mar 2, 2027 | 23 | Star Legend |
from $6,261 $272 / night |
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| Europe's Winter Riviera | Mar 4, 2027 | 7 | Star Explorer |
from $2,847 $406 / night |
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| Caribbean Explorations - Philipsburg, St. Maarten to Philipsburg, St. Maarten | Mar 6, 2027 | 14 | Wind Surf |
from $6,700 $478 / night |
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| Classic Caribbean - Philipsburg, St. Maarten to Philipsburg, St. Maarten | Mar 6, 2027 | 7 | Wind Surf |
from $3,832 $547 / night |
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| Quick Getaways: Almería, Gibraltar & Tangier | Mar 6, 2027 | 4 | Wind Spirit |
from $1,648 $412 / night |
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| Dreams of Tahiti | Mar 11, 2027 | 7 | Star Breeze |
from $4,146 $592 / night |
|
| Twice the Tahiti | Mar 11, 2027 | 17 | Star Breeze |
from $8,532 $501 / night |
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| Grand Japan - Osaka to Tokyo | Mar 11, 2027 | 10 | Star Seeker |
from $21,365 $2,136 / night |
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| Caribbean Explorations - Philipsburg, St. Maarten to Philipsburg, St. Maarten | Mar 13, 2027 | 14 | Wind Surf |
from $6,630 $473 / night |
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| Philipsburg, St.Marteen to Philipsburg, St.Marteen | Mar 13, 2027 | 7 | Wind Surf |
from $3,393 $484 / night |
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| Málaga to Rome | Mar 14, 2027 | 15 | Wind Spirit |
from $5,422 $361 / night |
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| Málaga to Barcelona | Mar 14, 2027 | 8 | Wind Spirit |
from $3,369 $421 / night |
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| Dreams Of Tahiti - Papeete to Papeete | Mar 15, 2027 | 7 | Wind Star |
from $3,708 $529 / night |
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| Lisbon to Barcelona | Mar 17, 2027 | 8 | Star Legend |
from $3,550 $443 / night |
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| Lisbon to Rome | Mar 17, 2027 | 15 | Star Legend |
from $5,679 $378 / night |
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| Tahiti & the Tuamotu Islands | Mar 18, 2027 | 10 | Star Breeze |
from $4,866 $486 / night |
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| Winter Italy and the Dalmatian Coast | Mar 19, 2027 | 8 | Star Explorer |
from $3,459 $432 / night |
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| Classic Caribbean - Philipsburg, St. Maarten to Philipsburg, St. Maarten | Mar 20, 2027 | 7 | Wind Surf |
from $3,902 $557 / night |
The Captain's Log
Exceptional cruises. Intelligent prices.
The Captain's Log
