Wind Surf Caribbean Cruise From Philipsburg - March 21, 2026
14 Night Star Collector: Caribbean Explorations
Caribbean round trip cruise departs from Philipsburg on Saturday March 21, 2026. The 14 day cruise ends with the arrival of Wind Surf back in Philipsburg on Saturday April 4, 2026.
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Ports of Call
Roseau, Dominica
Roseau is the capital city of the island nation of Dominica. Not to be confused with the Dominican Republic, Dominica is one of the islands that form the eastern border of the Caribbean, about 1,400 miles southeast of Miami.
Basseterre, Saint Kitts
Bassetterre is on the Caribbean island of St. Kitts and is the capital city of Saint Kitts and Nevis. The islands are on the east side of the Caribbean, about 200 miles southeast of Puerto Rico and 1,300 miles southeast of Miami.
Philipsburg, St. Maarten
Philipsburg is the capital of the Dutch side of the island of St. Maarten (aka Sint Maarten). The island is an extremely popular spot for visits by cruises to the eastern Caribbean. It's about 175 miles east of Puerto Rico and 1,220 miles southeast of Miami.
Departure Port: Sint Maarten Cruise Pier
Directions: Google Maps - Apple Maps
Top 10 future cruises from Philipsburg
21 Night Star Collector: Spectacular Transatlantic Journey: Caribbean to the Azores
Wind Surf: Departs on March 28, 2026
14 Night Ocean Crossings + Ponta Delgada, Azores
Wind Surf: Departs on April 4, 2026
14 Night Philipsburg, St. Maarten To Bridgetown
Silver Shadow: Departs on January 11, 2026
14 Night Philipsburg, St. Maarten To Bridgetown
Silver Shadow: Departs on February 19, 2026
14 Night Yachtsman's Island Jewels
Seabourn Ovation: Departs on January 31, 2026
14 Night Yachtsman's Island Jewels
Seabourn Ovation: Departs on March 7, 2026
7 Night Philipsburg, St. Maarten To Bridgetown
Silver Shadow: Departs on January 18, 2026
7 Night Philipsburg, St. Maarten To Bridgetown
Silver Shadow: Departs on February 26, 2026
7 Night Yachtsman's Caribbean
Seabourn Ovation: Departs on January 17, 2026
7 Night Yachtsman's Caribbean
Seabourn Ovation: Departs on January 31, 2026
More cruises scheduled for Saturday March 21, 2026
15 Night Transatlantic
Carnival Dream from Barcelona
22 Night Star Collector: Caribbean Beats and Transatlantic Treats
Wind Spirit from Bridgetown
14 Night Mediterranean and Italian Sojourn
Viking Saturn from Barcelona
21 Night Mediterranean and Adriatic Sojourn
Viking Saturn from Barcelona
28 Night Mediterranean's Iconic Shores
Viking Saturn from Barcelona
16 Night Miami to LA via Panama Canal
Brilliant Lady from Miami
7 Night Iconic Western Mediterranean
Viking Saturn from Barcelona
11 Night Southern Australia Explorer
Crown Princess from Sydney
14 Night Caribbean and Bahamas
MSC Grandiosa from Port Canaveral
14 Night Eastern and Western Caribbean
MSC World America from Miami
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