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Prices per person · incl. taxes & fees.
Charting 36 priced sailings; 1 matching sailing had no fare
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| View | Sailing | Departs | Route | Inside from pp | Price drop | ||||||||||||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Jewels of The Windward Islands - Bridgetown to Bridgetown Star Legend · Windstar Cruises | Nov 27, 20267 nights | from |
from $2,699 $385 / night Inside unavailable · least expensive available |
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| Captivating Caribbean - Bridgetown to Oranjestad Star Legend · Windstar Cruises | Nov 27, 202615 nights | from |
from $5,459 $363 / night Inside unavailable · least expensive available |
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| Windward Ways & Tobago Cays - Bridgetown to Oranjestad Star Legend · Windstar Cruises | Dec 4, 20268 nights | from |
from $3,060 $382 / night Inside unavailable · least expensive available ↓ 8% |
↓ 8% Balcony | |||||||||||||||
| Emeralds Of The Southern Caribbean - Bridgetown to Balboa Star Legend · Windstar Cruises | Dec 4, 202616 nights | from |
from $5,742 $358 / night Inside unavailable · least expensive available |
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| Panama Canal, Cartagena, San Blas Islands Star Legend · Windstar Cruises | Dec 12, 20268 nights | from |
from $3,246 $405 / night Inside unavailable · least expensive available |
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| Naturally Costa Rica - Balboa to Puerto Caldera Star Legend · Windstar Cruises | Dec 20, 20268 nights | from |
from $2,942 $367 / night Inside unavailable · least expensive available ↓ 12% |
↓ 12% Suite | |||||||||||||||
| Oranjestad to Puerto Caldera Star Legend · Windstar Cruises | Dec 12, 202616 nights | from |
from $6,188 $386 / night Inside unavailable · least expensive available |
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| Puerto Caldera to Colón Star Legend · Windstar Cruises | Dec 28, 20268 nights | from |
from $3,438 $429 / night Inside unavailable · least expensive available |
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| Costa Rica & Panama Canal -Puerto Caldera to Colón Star Legend · Windstar Cruises | Jan 12, 20277 nights | from |
from $2,878 $411 / night Inside unavailable · least expensive available |
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| Costa Rica & Panama Canal -Puerto Caldera to Colón Star Legend · Windstar Cruises | Jan 26, 20277 nights | from |
from $3,403 $486 / night Inside unavailable · least expensive available |
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| Naturally Costa Rica - Puerto Caldera to Balboa Star Legend · Windstar Cruises | Feb 9, 20277 nights | from |
from $4,052 $578 / night Inside unavailable · least expensive available ↓ 10% |
↓ 10% Balcony | |||||||||||||||
| Windward Islands & Spanish New World Star Legend · Windstar Cruises | Feb 16, 202714 nights | from |
from $12,916 $922 / night Inside unavailable · least expensive available |
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| Star Collector: Lovely Leewards Star Legend · Windstar Cruises | Jan 3, 202814 nights | from |
from $4,014 $286 / night Inside unavailable · least expensive available |
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| Star Collector: Lovely Leewards Star Legend · Windstar Cruises | Jan 10, 202814 nights | from |
from $4,014 $286 / night Inside unavailable · least expensive available |
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| Star Collector: Lovely Leewards Star Legend · Windstar Cruises | Jan 17, 202814 nights | from |
from $4,014 $286 / night Inside unavailable · least expensive available |
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| Star Collector: Lovely Leewards Star Legend · Windstar Cruises | Jan 24, 202814 nights | from |
from $4,014 $286 / night Inside unavailable · least expensive available |
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| Star Collector: Lovely Leewards Star Legend · Windstar Cruises | Jan 31, 202814 nights | from |
from $4,014 $286 / night Inside unavailable · least expensive available |
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| Star Collector: Lovely Leewards Star Legend · Windstar Cruises | Feb 7, 202814 nights | from |
from $4,014 $286 / night Inside unavailable · least expensive available |
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| Star Collector: Lovely Leewards Star Legend · Windstar Cruises | Feb 14, 202814 nights | from |
from $4,084 $291 / night Inside unavailable · least expensive available |
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| Star Collector: Lovely Leewards Star Legend · Windstar Cruises | Dec 20, 202714 nights | from |
from $4,434 $316 / night Inside unavailable · least expensive available |
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| Star Collector: Lovely Leewards Star Legend · Windstar Cruises | Dec 27, 202714 nights | from |
from $4,434 $316 / night Inside unavailable · least expensive available |
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| Windward Ways & Tobago Cays Star Legend · Windstar Cruises | Feb 22, 20278 nights | from |
from $5,740 $717 / night Inside unavailable · least expensive available |
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| San Juan & the Virgin Islands Star Legend · Windstar Cruises | Dec 20, 20277 nights | from |
from $2,443 $349 / night Inside unavailable · least expensive available |
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| Windward Islands Surf & Sunsets Star Legend · Windstar Cruises | Dec 27, 20277 nights | from |
from $2,621 $374 / night Inside unavailable · least expensive available |
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| San Juan & the Virgin Islands Star Legend · Windstar Cruises | Jan 3, 20287 nights | from |
from $2,443 $349 / night Inside unavailable · least expensive available |
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| Windward Islands Surf & Sunsets Star Legend · Windstar Cruises | Jan 10, 20287 nights | from |
from $2,411 $344 / night Inside unavailable · least expensive available |
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| San Juan & the Virgin Islands Star Legend · Windstar Cruises | Jan 17, 20287 nights | from |
from $2,443 $349 / night Inside unavailable · least expensive available |
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| Windward Islands Surf & Sunsets Star Legend · Windstar Cruises | Jan 24, 20287 nights | from |
from $2,411 $344 / night Inside unavailable · least expensive available |
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| San Juan & the Virgin Islands Star Legend · Windstar Cruises | Jan 31, 20287 nights | from |
from $2,443 $349 / night Inside unavailable · least expensive available |
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| Windward Islands Surf & Sunsets Star Legend · Windstar Cruises | Feb 7, 20287 nights | from |
from $2,411 $344 / night Inside unavailable · least expensive available |
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| San Juan & the Virgin Islands Star Legend · Windstar Cruises | Feb 14, 20287 nights | from |
from $2,443 $349 / night Inside unavailable · least expensive available |
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| Windward Islands Surf & Sunsets Star Legend · Windstar Cruises | Feb 21, 20287 nights | from |
from $2,446 $349 / night Inside unavailable · least expensive available |
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| Star Collector: Caribbean Charms to Iberian Shores Star Legend · Windstar Cruises | Feb 21, 202822 nights | from |
Call for price |
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| Colón to Puerto Caldera Star Legend · Windstar Cruises | Jan 19, 20277 nights | from |
from $3,543 $506 / night Inside unavailable · least expensive available |
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| Colón to Puerto Caldera Star Legend · Windstar Cruises | Jan 5, 20277 nights | from |
from $3,578 $511 / night Inside unavailable · least expensive available |
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| Colón to Puerto Caldera Star Legend · Windstar Cruises | Feb 2, 20277 nights | from |
from $4,033 $576 / night Inside unavailable · least expensive available |
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| Star Collector: Caribbean Charms to Iberian Shores Star Legend · Windstar Cruises | Feb 21, 202821 nights | from |
from $4,271 $203 / night Inside unavailable · least expensive available |
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Prices are indicative, sourced from third-party data feeds, and not guaranteed — they may differ from the cruise line's current fare. Always confirm the final price directly with the cruise line or a travel agent before booking. How our pricing works
Lowest fares with no residency, age, or service requirement — verify eligibility at booking. How our pricing works
