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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

10 Best Philipsburg Cruises for 2023-2024

Trip NameFromDaysNext DepartureSummary
On the Sunny Side of Life$47558Dec 14, 2023Discover deep volcanic lakes, dense rainforests, waterfalls, and small river courses that form the primordial backdrop of the islands' sugar cane …
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Windjammer Rendezvous in the Lesser Antilles$721511Mar 27, 2023On this 11-day voyage aboard Sea Cloud, windjammers can enjoy the Caribbean's lush green landscapes, stunning beaches, a relaxed sailor lifestyle, …
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Front Row Seat at the Famous Bucket Regatta$792511Mar 17, 2023Delight yourself with deep volcanic lakes, dense rainforests, waterfalls, and small river courses that form the primordial backdrop of the island’s …
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Sailing on the Warm Trade Wind$46558Dec 14, 2023Sail like Christopher Columbus on the balmy trade winds of the Caribbean, drifting from island to island in blissful relaxation aboard Sea Cloud II. …
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Treasure Islands$23608Jan 28, 2023Don'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 Islands$23608Feb 4, 2023The Star Flyer authentic clipper hosts this 8-day cruise of the Caribbean, departing on a roundtrip from St. Maarten and sailing Nevis, Dominica, …
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Superyachts Meet at the Bucket Regatta$855512Mar 10, 2023Join the Sea Cloud on this fantastic 12-day cruise exploring Caribbean hot spots. Visit the colorful small cities and the exceptional beaches this …
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Sailing Together with the Sea Cloud$708511Mar 28, 2023Join the Sea Cloud II on this unforgettable 11-day cruise to Caribbean island hotspots. Visit the colorful small cities and the exceptional beaches …
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Enjoy Caribbean Rhythms at the Turn of the Year$819515Dec 21, 2023Explore 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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Caribbean and Brazilian Coasts$915113Oct 11, 2023Explore the Caribbean and Brazilian coasts on this 13-day voyage aboard SH Vega. Embark on a journey that will take you to a region of the planet …
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All Philipsburg Luxury Small Ship Cruises

1 Best Philipsburg Luxury Small Ship Cruises for 2023-2024

Trip NameFromDaysNext DepartureSummary
Caribbean and Brazilian Coasts$915113Oct 11, 2023Explore the Caribbean and Brazilian coasts on this 13-day voyage aboard SH Vega. Embark on a journey that will take you to a region of the planet …
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All St Martin Small Ship Cruises

4 Top-Rated Philipsburg Small Ship Cruises for 2023-2024

Ship NameMax PassengersFromSummary
Star Flyer170$2360The 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$4755With 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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SH Vega152$91515-star elegant Scandi-design boutique ship offers you an intimate setting from which you will be fully immersed in all the sights and scenery of your …
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Sea Cloud II94$4655The 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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