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Five cruise ships in the port with very blue water surrounding them

Five cruise ships in the port with very blue water surrounding them

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28-night Star Collector: The Best Of The Windward & Leeward Isles Cruise

Windstar

A sunny view of the colorful waterfront of Willemstad, Curacao, with its iconic pastel-colored Dutch colonial buildings lining the Handelskade street and a ship docked in the port.

Windstar's WInd Surf sailing yacht at sea.

1 of 2

ABOARD

Wind Surf

4.7

18 reviews

Refurbished 2024

342 passengers

Built 1990

Windstar's WInd Surf sailing yacht at sea.

Cupecoy Beach with white resort buildings, St. Maarten.

Departing

Visiting

Philipsburg, St. Maarten, The Netherlands

22 Ports of Call

Sailing Jan 4, 2026

Call us for Pricing

Offramp

Choose your Sailing

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Taxes & fees included

Taxes and fees included in all prices shown

Taxes and fees included in all prices shown

All special promotions on this sailing

Choose your Sailing

Choose your Sailing

1 Sailing

2026

Prices from*

Taxes & fees included

Stateroom Prices for Jan 4, 2026

Taxes and fees included in all prices shown

Taxes and fees included in all prices shown

Suite

Suite

published prices from

Contact Us

for pricing

Oceanview

Oceanview

published prices from

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for pricing

Daily Itinerary

Sunday, January 4, 2026

Philipsburg, St. Maarten, The Netherlands

Departing 7:00 PM

Monday, January 5, 2026

Falmouth Harbour, Antigua

8:00 AM - 6:00 PM

Tuesday, January 6, 2026

Road Bay, Anguilla

8:00 AM - 6:00 PM

Wednesday, January 7, 2026

Sopers Hole, Tortola, British Virgin Islands

8:00 AM - 6:00 PM

Wednesday, January 7, 2026

Jost Van Dyke, British Virgin Islands

7:00 PM - 11:59 PM

Thursday, January 8, 2026

Jost Van Dyke, British Virgin Islands

Departing 10:00 PM

Friday, January 9, 2026

Virgin Gorda, British Virgin Islands

8:00 AM - 5:00 PM

Saturday, January 10, 2026

Gustavia, St. Barts

8:00 AM - 10:00 PM

Sunday, January 11, 2026

Philipsburg, St. Maarten, The Netherlands

6:00 AM - 7:00 PM

Monday, January 12, 2026

Basseterre, St. Kitts

7:00 AM - 10:00 PM

Tuesday, January 13, 2026

Little Bay, Caribbean

8:00 AM - 6:00 PM

Wednesday, January 14, 2026

Gustavia, St. Barts

8:00 AM - 11:00 PM

Thursday, January 15, 2026

Deshaies, Guadeloupe

12:30 PM - 10:00 PM

Friday, January 16, 2026

Roseau, Dominica

8:00 AM - 5:00 PM

Saturday, January 17, 2026

Pigeon Island, St. Lucia

7:00 AM - 4:00 PM

Sunday, January 18, 2026

Bridgetown, Barbados

5:00 AM - 6:00 PM

Monday, January 19, 2026

Anse Mitan, Martinique

9:00 AM - 11:00 PM

Tuesday, January 20, 2026

Castries, St. Lucia

8:00 AM - 4:00 PM

Tuesday, January 20, 2026

Pigeon Island, St. Lucia

6:00 PM - 11:59 PM

Wednesday, January 21, 2026

Pigeon Island, St. Lucia

Departing 6:00 PM

Thursday, January 22, 2026

Bequia, St. Vincent and the Grenadines

8:00 AM - 10:00 PM

Friday, January 23, 2026

Mayreau, The Grenadines, Caribbean

8:00 AM - 6:00 PM

Saturday, January 24, 2026

St. George's, Grenada

7:00 AM - 2:00 PM

Sunday, January 25, 2026

Bridgetown, Barbados

6:00 AM - 6:00 PM

Monday, January 26, 2026

Man O'War Bay, Tobago

8:00 AM - 5:00 PM

Tuesday, January 27, 2026

Mayreau, The Grenadines, Caribbean

8:00 AM - 6:00 PM

Wednesday, January 28, 2026

Soufriere, St. Lucia

8:00 AM - 4:00 PM

Thursday, January 29, 2026

Cruising at sea

Friday, January 30, 2026

Kralendijk, Bonaire

1:00 PM - 10:00 PM

Saturday, January 31, 2026

Willemstad, Curacao

8:00 AM - 6:00 PM

Sunday, February 1, 2026

Oranjestad, Aruba, Caribbean

Arriving 6:00 AM

*Rates and offers are per person, in US Dollars, based on double occupancy, capacity controlled, subject to availability and confirmation, and may change without notice. Government taxes and fees are included. Rates and offers are available for select dates and categories only. Additional restrictions may apply. Call 1-800-377-9383 for full terms and conditions.