All 1,050 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 |
|---|---|---|---|---|---|
| Classic Italy & Dalmatian Coast | Oct 15, 2026 | 10 | Wind Surf |
from $3,950 $395 / night |
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| Italian Trio - Venice to Barcelona | Oct 15, 2026 | 15 | Wind Surf |
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| Riviera Rhapsody - Venice to Lisbon | Oct 15, 2026 | 23 | Wind Surf |
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| Enchanting Greece & the Amalfi Coast | Oct 15, 2026 | 7 | Wind Spirit |
from $3,427 $489 / night |
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| Papeete to Papeete | Oct 15, 2026 | 7 | Star Breeze |
from $5,753 $821 / night |
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| Papeete to Papeete | Oct 15, 2026 | 14 | Star Breeze |
Call for price |
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| Osaka to Tokyo, Japan | Oct 16, 2026 | 10 | Star Seeker |
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| Enchanting Greece & the Amalfi Coast | Oct 17, 2026 | 7 | Wind Star |
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| Athens, Greece to Barcelona | Oct 17, 2026 | 14 | Wind Star |
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| Aegean Sea Odyssey Via The Corinth Canal | Oct 19, 2026 | 8 | Star Legend |
from $7,051 $881 / night |
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| Aegean & Bosporus Escapades - Istanbul to Barcelona | Oct 19, 2026 | 16 | Star Legend |
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| Grand Mediterranean & Latin America Adventure | Oct 19, 2026 | 70 | Star Legend |
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| Boston to San Juan | Oct 20, 2026 | 8 | Star Pride |
from $2,827 $353 / night |
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| Dreams of Tahiti - Papeete to Papeete | Oct 22, 2026 | 7 | Star Breeze |
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| Mediterranean Island Mosaic | Oct 24, 2026 | 7 | Wind Star |
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| Romance Of The West Med | Oct 24, 2026 | 17 | Wind Star |
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| Yachtsmen's Harbors Of The Rivieras | Oct 25, 2026 | 5 | Wind Surf |
from $2,711 $542 / night |
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| Enchantment Of The Western Med | Oct 25, 2026 | 13 | Wind Surf |
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| Tokyo, Japan to Osaka | Oct 26, 2026 | 10 | Star Seeker |
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| Tokyo, Japan to Phuket | Oct 26, 2026 | 41 | Star Seeker |
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| Tokyo, Japan to Halong Bay | Oct 26, 2026 | 20 | Star Seeker |
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| Tokyo, Japan to Klong Toei (Bangkok) | Oct 26, 2026 | 30 | Star Seeker |
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| Athens, Greece to Barcelona | Oct 27, 2026 | 8 | Star Legend |
from $6,780 $847 / night |
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| San Juan to San Juan | Oct 28, 2026 | 11 | Star Pride |
from $5,118 $465 / night |
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| Dreams of Tahiti - Papeete to Papeete | Oct 29, 2026 | 7 | Star Breeze |
from $4,111 $587 / night |
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| Spanish Symphony - Barcelona to Lisbon | Oct 30, 2026 | 8 | Wind Surf |
from $3,822 $477 / night |
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| Treasures Of Southern Spain & Morocco | Oct 30, 2026 | 10 | Wind Spirit |
from $6,765 $676 / night |
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| Southern Spain & Canary Islands | Oct 30, 2026 | 18 | Wind Spirit |
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| Treasures Of The Southern Spain & Morocco | Oct 31, 2026 | 10 | Wind Star |
from $4,865 $486 / night |
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| Barcelona to Bridgetown | Oct 31, 2026 | 24 | Wind Star |
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| Barcelona to Málaga | Nov 4, 2026 | 8 | Star Legend |
from $2,931 $366 / night |
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| Star Collector: Spanish Mystery & Atlantic Crossing | Nov 4, 2026 | 23 | Star Legend |
from $6,496 $282 / night |
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| Papeete to Papeete | Nov 5, 2026 | 7 | Star Breeze |
from $2,956 $422 / night |
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| Osaka to Phuket, Thailand | Nov 5, 2026 | 31 | Star Seeker |
from $21,470 $692 / night |
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| Osaka to Halong Bay | Nov 5, 2026 | 10 | Star Seeker |
from $6,955 $695 / night |
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| Osaka to Bangkok | Nov 5, 2026 | 20 | Star Seeker |
from $14,068 $703 / night |
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| Star Collector: The Best of the Marquesas & French Polynesia | Nov 5, 2026 | 18 | Star Breeze |
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| San Juan to San Juan | Nov 8, 2026 | 14 | Star Pride |
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| San Juan to San Juan | Nov 8, 2026 | 7 | Star Pride |
from $3,181 $454 / night |
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| The Colorful Canary Islands | Nov 9, 2026 | 8 | Wind Spirit |
from $3,322 $415 / night |
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| Lisbon to Colón | Nov 10, 2026 | 14 | Wind Star |
from $3,596 $256 / night |
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| Lisbon to Bridgetown | Nov 10, 2026 | 25 | Wind Star |
Call for price |
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| Far Flung French Polynesia and Marquesas Magic | Nov 12, 2026 | 11 | Star Breeze |
from $4,747 $431 / night |
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| Star Collector: Caribbean Beats & Transatlantic Treats | Nov 12, 2026 | 22 | Star Legend |
from $6,314 $287 / night |
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| Ocean Crossings | Nov 12, 2026 | 15 | Star Legend |
from $4,205 $280 / night |
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| Star Collector: Comprehensive Tahiti & Marquesas Adventure | Nov 12, 2026 | 21 | Star Breeze |
from $11,478 $546 / night |
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| San Juan to San Juan | Nov 15, 2026 | 14 | Star Pride |
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| San Juan to San Juan | Nov 15, 2026 | 7 | Star Pride |
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| Halong Bay (Hanoi) to Phuket, Thailand | Nov 15, 2026 | 21 | Star Seeker |
from $14,410 $686 / night |
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| Halong Bay (Hanoi) to Klong Toei (Bangkok), Thailand | Nov 15, 2026 | 10 | Star Seeker |
from $4,413 $441 / night |
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| Hidden Gems of The Canary Islands & Madeira | Nov 17, 2026 | 10 | Wind Spirit |
from $4,120 $412 / night |
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| San Juan to San Juan | Nov 22, 2026 | 14 | Star Pride |
from $7,164 $511 / night |
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| San Juan to San Juan | Nov 22, 2026 | 7 | Star Pride |
from $2,866 $409 / night |
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| Star Collector: Twice the Tahiti | Nov 23, 2026 | 17 | Star Breeze |
from $6,832 $401 / night |
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| Tahiti & the Tuamotu Islands | Nov 23, 2026 | 10 | Star Breeze |
from $4,316 $431 / night |
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| Colombian & Southern Caribbean Coastlines - Bridgetown to Colón | Nov 24, 2026 | 11 | Wind Star |
from $4,761 $432 / night |
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| Bridgetown to Puerto Caldera | Nov 24, 2026 | 18 | Wind Star |
from $8,591 $477 / night |
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| Klong Toei (Bangkok), Thailand to Phuket, Thailand | Nov 25, 2026 | 11 | Star Seeker |
from $7,162 $651 / night |
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| Hidden Gems of The Canary Islands & Madeira | Nov 27, 2026 | 10 | Wind Spirit |
from $3,320 $332 / night |
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| Jewels of The Windward Islands - Bridgetown to Bridgetown | Nov 27, 2026 | 7 | Star Legend |
from $2,699 $385 / night |
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| Captivating Caribbean - Bridgetown to Oranjestad | Nov 27, 2026 | 15 | Star Legend |
from $5,459 $363 / night |
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| San Juan to San Juan | Nov 29, 2026 | 14 | Star Pride |
from $7,234 $516 / night |
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| San Juan to San Juan | Nov 29, 2026 | 7 | Star Pride |
from $3,528 $504 / night |
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| Papeete to Papeete | Dec 3, 2026 | 7 | Star Breeze |
from $2,956 $422 / night |
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| Windward Ways & Tobago Cays - Bridgetown to Oranjestad | Dec 4, 2026 | 8 | Star Legend |
from $3,060 $382 / night |
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| Emeralds Of The Southern Caribbean - Bridgetown to Balboa | Dec 4, 2026 | 16 | Star Legend |
from $5,742 $358 / night |
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| Colón to Puerto Caldera | Dec 5, 2026 | 7 | Wind Star |
from $4,185 $597 / night |
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| San Juan to San Juan | Dec 6, 2026 | 14 | Star Pride |
from $5,904 $421 / night |
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| San Juan to San Juan | Dec 6, 2026 | 7 | Star Pride |
from $3,076 $439 / night |
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| Santa Cruz de Tenerife to Santa Cruz de Tenerife | Dec 7, 2026 | 10 | Wind Spirit |
from $3,370 $337 / night |
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| Papeete to Papeete | Dec 10, 2026 | 7 | Star Breeze |
from $2,956 $422 / night |
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| Star Collector: Twice the Tahiti | Dec 10, 2026 | 18 | Star Breeze |
from $6,963 $386 / night |
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| Costa Rica & Panama Canal -Puerto Caldera to Colón | Dec 12, 2026 | 7 | Wind Star |
from $3,520 $502 / night |
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| Panama Canal, Cartagena, San Blas Islands | Dec 12, 2026 | 8 | Star Legend |
from $3,246 $405 / night |
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| Oranjestad to Puerto Caldera | Dec 12, 2026 | 16 | Star Legend |
from $6,188 $386 / night |
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| San Juan to San Juan | Dec 13, 2026 | 14 | Star Pride |
from $6,604 $471 / night |
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| San Juan to San Juan | Dec 13, 2026 | 7 | Star Pride |
from $2,863 $409 / night |
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| Santa Cruz de Tenerife to Santa Cruz de Tenerife | Dec 17, 2026 | 10 | Wind Spirit |
from $3,670 $367 / night |
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| Far Flung French Polynesia and Marquesas Magic | Dec 17, 2026 | 11 | Star Breeze |
from $4,637 $421 / night |
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| Klong Toei (Bangkok), Thailand to Halong Bay (Hanoi) | Dec 17, 2026 | 10 | Star Seeker |
from $5,913 $591 / night |
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| Star Collector: Marquesas, Tuamotus & Society Islands | Dec 17, 2026 | 21 | Star Breeze |
from $9,483 $451 / night |
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| Caribbean Explorations - Philipsburg, St. Maarten to Philipsburg, St. Maarten | Dec 19, 2026 | 14 | Wind Surf |
from $7,680 $548 / night |
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| Beach Fun & Sun: A Remote Caribbean Getaway - Philipsburg, St. Maarten to Philipsburg, St. Maarten | Dec 19, 2026 | 7 | Wind Surf |
from $3,638 $519 / night |
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| Colón to Puerto Caldera | Dec 19, 2026 | 7 | Wind Star |
from $4,010 $572 / night |
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| San Juan to San Juan | Dec 20, 2026 | 14 | Star Pride |
Call for price |
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| San Juan to San Juan | Dec 20, 2026 | 7 | Star Pride |
from $3,671 $524 / night |
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| Naturally Costa Rica - Balboa to Puerto Caldera | Dec 20, 2026 | 8 | Star Legend |
from $2,942 $367 / night |
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| Caribbean Explorations - Philipsburg, St. Maarten to Philipsburg, St. Maarten | Dec 26, 2026 | 14 | Wind Surf |
Call for price |
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| Classic Caribbean - Philipsburg, St. Maarten to Philipsburg, St. Maarten | Dec 26, 2026 | 7 | Wind Surf |
from $4,392 $627 / night |
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| Costa Rica & Panama Canal -Puerto Caldera to Colón | Dec 26, 2026 | 7 | Wind Star |
Call for price |
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| Santa Cruz de Tenerife to Santa Cruz de Tenerife | Dec 27, 2026 | 10 | Wind Spirit |
from $4,120 $412 / night |
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| San Juan to San Juan | Dec 27, 2026 | 14 | Star Pride |
from $8,074 $576 / night |
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| San Juan to San Juan | Dec 27, 2026 | 7 | Star Pride |
from $4,998 $714 / night |
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| Halong Bay (Hanoi) to Phuket, Thailand | Dec 27, 2026 | 21 | Star Seeker |
from $13,780 $656 / night |
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| Halong Bay (Hanoi) to Klong Toei (Bangkok), Thailand | Dec 27, 2026 | 10 | Star Seeker |
from $7,413 $741 / night |
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| Puerto Caldera to Colón | Dec 28, 2026 | 8 | Star Legend |
from $3,438 $429 / night |
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| Tahiti & the Tuamotu Islands | Dec 28, 2026 | 10 | Star Breeze |
from $5,166 $516 / night |
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| Star Collector: Twice the Tahiti | Dec 28, 2026 | 17 | Star Breeze |
from $8,362 $491 / night |
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| Star Explorer Inaugural Voyage | Dec 28, 2026 | 9 | Star Explorer |
from $3,814 $423 / night |
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| Caribbean Explorations - Philipsburg, St. Maarten to Philipsburg, St. Maarten | Jan 2, 2027 | 14 | Wind Surf |
from $5,440 $388 / night |
The Captain's Log
Exceptional cruises. Intelligent prices.
The Captain's Log
