All 620 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 |
|---|---|---|---|---|---|
| Enchanting Greece & the Amalfi Coast | Aug 27, 2026 | 7 | Wind Spirit |
from $3,150 $450 / night |
|
| Dreams of Tahiti - Papeete to Papeete | Aug 27, 2026 | 7 | Star Breeze |
from $5,285 $755 / night |
|
| Treasures Of The Greek Isles | Aug 29, 2026 | 7 | Wind Star |
from $4,690 $670 / night |
|
| Reykjavik to Boston | Aug 31, 2026 | 14 | Star Pride |
from $6,033 $430 / night |
|
| Alaska to Kobe | Sep 2, 2026 | 24 | Star Seeker |
from $12,824 $534 / night |
|
| Treasures of the Greek Isles | Sep 3, 2026 | 7 | Wind Spirit |
from $5,320 $760 / night |
|
| Moroccan Markets & Iberian Icons | Sep 3, 2026 | 8 | Star Legend |
from $2,880 $360 / night |
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| Treasures Of The Greek Isles | Sep 5, 2026 | 7 | Wind Star |
from $4,690 $670 / night |
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| Adriatic Icons & Venetian Treasures | Sep 10, 2026 | 9 | Wind Surf |
from $7,515 $835 / night |
|
| Yachtsmen's Harbors Of The Rivieras | Sep 11, 2026 | 8 | Star Legend |
from $6,400 $800 / night |
|
| Boston to Montreal | Sep 14, 2026 | 11 | Star Pride |
from $5,500 $500 / night |
|
| Treasures Of The Greek Isles | Sep 19, 2026 | 7 | Wind Star |
from $4,935 $705 / night |
|
| Masterpieces Of Italy & Northern Greece | Sep 19, 2026 | 14 | Star Legend |
from $8,400 $600 / night |
|
| Montreal to Montreal | Sep 25, 2026 | 14 | Star Pride |
from $10,990 $785 / night |
|
| Postcards from Northern Greece | Sep 25, 2026 | 8 | Star Legend |
from $4,240 $530 / night |
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| Treasures Of The Greek Isles | Sep 26, 2026 | 7 | Wind Star |
from $11,165 $1,595 / night |
|
| Kobe, Japan to Yokohama (Tokyo), Japan | Sep 26, 2026 | 10 | Star Seeker |
from $5,150 $515 / night |
|
| Dreams of Tahiti - Papeete to Papeete | Oct 1, 2026 | 7 | Star Breeze |
from $5,110 $730 / night |
|
| Treasures Of The Greek Isles | Oct 3, 2026 | 7 | Wind Star |
from $7,350 $1,050 / night |
|
| Yokohama (Tokyo) to Osaka | Oct 6, 2026 | 10 | Star Seeker |
from $4,400 $440 / night |
|
| Classic Italy & Dalmatian Coast | Oct 7, 2026 | 8 | Wind Surf |
from $8,120 $1,015 / night |
|
| Dreams of Tahiti - Papeete to Papeete | Oct 8, 2026 | 7 | Star Breeze |
from $3,185 $455 / night |
|
| Papeete to Papeete | Oct 8, 2026 | 14 | Star Breeze |
from $7,084 $506 / night |
|
| Montreal to San Juan | Oct 9, 2026 | 19 | Star Pride |
from $8,284 $436 / night |
|
| Classic Italy & Dalmatian Coast | Oct 15, 2026 | 10 | Wind Surf |
from $6,900 $690 / night |
|
| Riviera Rhapsody - Venice to Lisbon | Oct 15, 2026 | 23 | Wind Surf |
from $10,756 $467 / night |
|
| Enchanting Greece & the Amalfi Coast | Oct 15, 2026 | 7 | Wind Spirit |
from $3,045 $435 / night |
|
| Papeete to Papeete | Oct 15, 2026 | 7 | Star Breeze |
from $3,010 $430 / night |
|
| Papeete to Papeete | Oct 15, 2026 | 14 | Star Breeze |
from $7,224 $516 / night |
|
| Enchanting Greece & the Amalfi Coast | Oct 17, 2026 | 7 | Wind Star |
from $4,130 $590 / night |
|
| Athens, Greece to Barcelona | Oct 17, 2026 | 14 | Wind Star |
from $9,968 $712 / night |
|
| Aegean Sea Odyssey Via The Corinth Canal | Oct 19, 2026 | 8 | Star Legend |
from $6,360 $795 / night |
|
| Mediterranean Island Mosaic | Oct 24, 2026 | 7 | Wind Star |
from $7,035 $1,005 / night |
|
| Yachtsmen's Harbors Of The Rivieras | Oct 25, 2026 | 5 | Wind Surf |
from $1,950 $390 / night |
|
| Enchantment Of The Western Med | Oct 25, 2026 | 13 | Wind Surf |
from $4,956 $381 / night |
|
| Athens, Greece to Barcelona | Oct 27, 2026 | 8 | Star Legend |
from $5,480 $685 / night |
|
| San Juan to San Juan | Oct 28, 2026 | 11 | Star Pride |
from $5,555 $505 / night |
|
| Dreams of Tahiti - Papeete to Papeete | Oct 29, 2026 | 7 | Star Breeze |
from $4,795 $685 / night |
|
| Spanish Symphony - Barcelona to Lisbon | Oct 30, 2026 | 8 | Wind Surf |
from $3,520 $440 / night |
|
| Treasures Of Southern Spain & Morocco | Oct 30, 2026 | 10 | Wind Spirit |
from $6,100 $610 / night |
|
| Southern Spain & Canary Islands | Oct 30, 2026 | 18 | Wind Spirit |
from $10,544 $585 / night |
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| Treasures Of The Southern Spain & Morocco | Oct 31, 2026 | 10 | Wind Star |
from $5,000 $500 / night |
|
| Barcelona to Bridgetown | Oct 31, 2026 | 24 | Wind Star |
from $7,576 $315 / night |
|
| Barcelona to Málaga | Nov 4, 2026 | 8 | Star Legend |
from $2,880 $360 / night |
|
| Star Collector: Spanish Mystery & Atlantic Crossing | Nov 4, 2026 | 23 | Star Legend |
from $5,124 $222 / night |
|
| Papeete to Papeete | Nov 5, 2026 | 7 | Star Breeze |
from $4,410 $630 / night |
|
| Osaka to Phuket, Thailand | Nov 5, 2026 | 31 | Star Seeker |
from $22,200 $716 / night |
|
| Osaka to Halong Bay | Nov 5, 2026 | 10 | Star Seeker |
from $5,050 $505 / night |
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| Osaka to Bangkok | Nov 5, 2026 | 20 | Star Seeker |
from $15,160 $758 / night |
|
| San Juan to San Juan | Nov 8, 2026 | 14 | Star Pride |
from $7,364 $526 / night |
|
| San Juan to San Juan | Nov 8, 2026 | 7 | Star Pride |
from $4,760 $680 / night |
|
| Lisbon to Colón | Nov 10, 2026 | 14 | Wind Star |
from $3,570 $255 / night |
|
| Lisbon to Bridgetown | Nov 10, 2026 | 25 | Wind Star |
from $10,924 $436 / night |
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| Far Flung French Polynesia and Marquesas Magic | Nov 12, 2026 | 11 | Star Breeze |
from $8,085 $735 / night |
|
| Star Collector: Caribbean Beats & Transatlantic Treats | Nov 12, 2026 | 22 | Star Legend |
from $6,072 $276 / night |
|
| Ocean Crossings | Nov 12, 2026 | 15 | Star Legend |
from $3,375 $225 / night |
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| San Juan to San Juan | Nov 15, 2026 | 14 | Star Pride |
from $4,984 $356 / night |
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| San Juan to San Juan | Nov 15, 2026 | 7 | Star Pride |
from $3,780 $540 / night |
|
| Halong Bay (Hanoi) to Phuket, Thailand | Nov 15, 2026 | 21 | Star Seeker |
from $16,680 $794 / night |
|
| Halong Bay (Hanoi) to Klong Toei (Bangkok), Thailand | Nov 15, 2026 | 10 | Star Seeker |
from $11,400 $1,140 / night |
|
| Hidden Gems of The Canary Islands & Madeira | Nov 17, 2026 | 10 | Wind Spirit |
from $4,100 $410 / night |
|
| San Juan to San Juan | Nov 22, 2026 | 14 | Star Pride |
from $5,012 $358 / night |
|
| San Juan to San Juan | Nov 22, 2026 | 7 | Star Pride |
from $2,660 $380 / night |
|
| Star Collector: Twice the Tahiti | Nov 23, 2026 | 17 | Star Breeze |
from $7,184 $422 / night |
|
| Colombian & Southern Caribbean Coastlines - Bridgetown to Colón | Nov 24, 2026 | 11 | Wind Star |
from $8,910 $810 / night |
|
| Klong Toei (Bangkok), Thailand to Phuket, Thailand | Nov 25, 2026 | 11 | Star Seeker |
from $7,040 $640 / night |
|
| Hidden Gems of The Canary Islands & Madeira | Nov 27, 2026 | 10 | Wind Spirit |
from $3,400 $340 / night |
|
| Jewels of The Windward Islands - Bridgetown to Bridgetown | Nov 27, 2026 | 7 | Star Legend |
from $3,360 $480 / night |
|
| Captivating Caribbean - Bridgetown to Oranjestad | Nov 27, 2026 | 15 | Star Legend |
from $5,024 $334 / night |
|
| San Juan to San Juan | Nov 29, 2026 | 14 | Star Pride |
from $5,964 $426 / night |
|
| San Juan to San Juan | Nov 29, 2026 | 7 | Star Pride |
from $2,695 $385 / night |
|
| Papeete to Papeete | Dec 3, 2026 | 7 | Star Breeze |
from $4,445 $635 / night |
|
| Emeralds Of The Southern Caribbean - Bridgetown to Balboa | Dec 4, 2026 | 16 | Star Legend |
from $4,576 $286 / night |
|
| San Juan to San Juan | Dec 6, 2026 | 14 | Star Pride |
from $6,272 $448 / night |
|
| San Juan to San Juan | Dec 6, 2026 | 7 | Star Pride |
from $3,920 $560 / night |
|
| Santa Cruz de Tenerife to Santa Cruz de Tenerife | Dec 7, 2026 | 10 | Wind Spirit |
from $3,350 $335 / night |
|
| Star Collector: Twice the Tahiti | Dec 10, 2026 | 18 | Star Breeze |
from $7,280 $404 / night |
|
| Costa Rica & Panama Canal -Puerto Caldera to Colón | Dec 12, 2026 | 7 | Wind Star |
from $3,290 $470 / night |
|
| Panama Canal, Cartagena, San Blas Islands | Dec 12, 2026 | 8 | Star Legend |
from $3,000 $375 / night |
|
| Oranjestad to Puerto Caldera | Dec 12, 2026 | 16 | Star Legend |
from $5,344 $334 / night |
|
| San Juan to San Juan | Dec 13, 2026 | 14 | Star Pride |
from $6,720 $480 / night |
|
| San Juan to San Juan | Dec 13, 2026 | 7 | Star Pride |
from $3,500 $500 / night |
|
| Santa Cruz de Tenerife to Santa Cruz de Tenerife | Dec 17, 2026 | 10 | Wind Spirit |
from $4,050 $405 / night |
|
| Klong Toei (Bangkok), Thailand to Halong Bay (Hanoi) | Dec 17, 2026 | 10 | Star Seeker |
from $4,700 $470 / night |
|
| Caribbean Explorations - Philipsburg, St. Maarten to Philipsburg, St. Maarten | Dec 19, 2026 | 14 | Wind Surf |
from $5,320 $380 / night |
|
| Beach Fun & Sun: A Remote Caribbean Getaway - Philipsburg, St. Maarten to Philipsburg, St. Maarten | Dec 19, 2026 | 7 | Wind Surf |
from $3,255 $465 / night |
|
| Colón to Puerto Caldera | Dec 19, 2026 | 7 | Wind Star |
from $5,600 $800 / night |
|
| San Juan to San Juan | Dec 20, 2026 | 14 | Star Pride |
from $6,412 $458 / night |
|
| San Juan to San Juan | Dec 20, 2026 | 7 | Star Pride |
from $3,990 $570 / night |
|
| Classic Caribbean - Philipsburg, St. Maarten to Philipsburg, St. Maarten | Dec 26, 2026 | 7 | Wind Surf |
from $3,045 $435 / night |
|
| Costa Rica & Panama Canal -Puerto Caldera to Colón | Dec 26, 2026 | 7 | Wind Star |
from $4,060 $580 / night |
|
| Santa Cruz de Tenerife to Santa Cruz de Tenerife | Dec 27, 2026 | 10 | Wind Spirit |
from $5,200 $520 / night |
|
| San Juan to San Juan | Dec 27, 2026 | 7 | Star Pride |
from $4,410 $630 / night |
|
| Halong Bay (Hanoi) to Phuket, Thailand | Dec 27, 2026 | 21 | Star Seeker |
from $13,356 $636 / night |
|
| Halong Bay (Hanoi) to Klong Toei (Bangkok), Thailand | Dec 27, 2026 | 10 | Star Seeker |
from $5,450 $545 / night |
|
| Puerto Caldera to Colón | Dec 28, 2026 | 8 | Star Legend |
from $2,800 $350 / night |
|
| Star Collector: Twice the Tahiti | Dec 28, 2026 | 17 | Star Breeze |
from $8,148 $479 / night |
|
| Star Explorer Inaugural Voyage | Dec 28, 2026 | 9 | Star Explorer |
from $4,410 $490 / night |
|
| Caribbean Explorations - Philipsburg, St. Maarten to Philipsburg, St. Maarten | Jan 2, 2027 | 14 | Wind Surf |
from $5,880 $420 / night |
|
| Colón to Puerto Caldera | Jan 2, 2027 | 7 | Wind Star |
from $4,690 $670 / night |
