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Philipsburg Small Ship Cruises

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Travel to the blissful island and capital of St. Martin, Philipsburg located in the Leeward Island chain. The island of St. Martin is located in the Caribbean, and it is divided between the French Republic and the Kingdom of the Netherlands splitting the territory roughly 60/40 but with a pretty equal population. Philipsburg sits on the side that is owned by the Kingdom of the Netherlands. This port town has a population of nearly 2,000 inhabitants and sits on the Southernmost part of the island. Take a walk through the beautiful boardwalk or relax on Great Bay Beach. Take a small ship cruise with Adventure Life around the Caribbean Islands with the advantage of size, allowing the boat to access smaller coves, reefs, and ports that are impossible to access on larger vessels. Contact our travel experts to start planning your ideal trip to Philipsburg today!
All Philipsburg Small Ship Cruises

4 Best Philipsburg Cruises for 2024-2025

Trip NameFromDaysNext DepartureSummary
Leeward Islands$16408Nov 30, 2024The Star Flyer authentic clipper hosts this 8-day cruise of the Caribbean, departing on a roundtrip from St. Maarten and sailing Dominica, Iles des …
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Treasure Islands$16408Dec 7, 2024Don't miss the opportunity to relax on one of the beaches and enjoy the tropical sun's warmth. Soak up the sun in one of the world's most gorgeous …
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Enjoy Caribbean Rhythms at the Turn of the Year$1159515Dec 20, 2024Explore the best of the Caribbean on this cruise aboard the Sea Cloud. From the Dutch Colonial port town of Philipsburg, sail to the British Virgin …
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Transatlantic:Malaga to St.Maarten$418025Nov 6, 2024This once-in-a-lifetime sailing expedition starts at the tropical paradise island of St. Maarten and voyages across the Atlantic Ocean all the way to …
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All Philipsburg Luxury Small Ship Cruises

1 Best Philipsburg Luxury Small Ship Cruises for 2024-2025

Trip NameFromDaysNext DepartureSummary
Transatlantic:Malaga to St.Maarten$418025Nov 6, 2024This once-in-a-lifetime sailing expedition starts at the tropical paradise island of St. Maarten and voyages across the Atlantic Ocean all the way to …
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All St Martin Small Ship Cruises

4 Top-Rated Philipsburg Small Ship Cruises for 2024-2025

Ship NameMax PassengersFromSummary
Star Flyer170$1640The Star Flyer is a stylish vessel designed to accommodate 170 passengers in an intimate and comfortable atmosphere. This true clipper ship reflects …
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Sea Cloud64$11595With occupancy for just 64 guests, the Sea Cloud is a modern and elegant windjammer outfitted with modern amenities and uniquely decorated cabins. …
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Sea Cloud II94$10995The Sea Cloud II is a legendary windjammer comparable to her sister ship, the Sea Cloud. Featuring her own unique character, the Sea Cloud II …
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Sea Cloud Spirit136$7500Sea Cloud Spirit is a modern and elegant windjammer with occupancy for 136 guests and a crew of 85. It gives you an amazing opportunity of traveling …
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All Philipsburg Deals

2 Best Philipsburg Small Ship Cruise Deals for 2024-2025

Trip NameSaveFromDaysNext DepartureSummary
Treasure IslandsSavings$16408Dec 7, 2024Don't miss the opportunity to relax on one of the beaches and enjoy the tropical sun's warmth. Soak up the sun in one of the world's most gorgeous …
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Leeward IslandsSavings$16408Nov 30, 2024The Star Flyer authentic clipper hosts this 8-day cruise of the Caribbean, departing on a roundtrip from St. Maarten and sailing Dominica, Iles des …
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