Have questions? We're here.
Sunset over Philipsburg

Philipsburg Small Ship Cruises

Travel made your way
Talk with an expert
Build your ideal Caribbean trip. Call 1.406.541.2677
Start Planning My Trip
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

8 Best Philipsburg Cruises for 2024-2025

Trip NameFromDaysNext DepartureSummary
Embracing Inner Spirit and Thriving Caribbean Cruise$66148Oct 16, 2024Explore the Caribbean in this 8-day itinerary. Start in Philipsburg, Sint Maarten, Gustavia, Saint-Barthélemy, Deshaies in Guadeloupe, Saint-Pierre, …
0
On the Sunny Side of Life$50558Dec 14, 2023Discover deep volcanic lakes, dense rainforests, waterfalls, and small river courses that form the primordial backdrop of the islands' sugar cane …
0
Sun-blessed Islands of Serenity$43959Dec 4, 2023On this 9-day cruise roundtrip St. Maarten aboard Sea Cloud Spirit, escape to the idyllic Lesser Antilles for unforgettable sunsets, island time, …
0
Sailing on the Warm Trade Wind$49558Dec 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. …
0
Island Hopper$44998May 2, 2024Discover the natural wonders of Rodney Bay's Piton Mountains, Les Trois-Îlets' beaches, and lush forests on this 8-day cruise aboard World Voyager. …
0
Leeward Islands$16008Nov 25, 2023The Star Flyer authentic clipper hosts this 8-day cruise of the Caribbean, departing on a roundtrip from St. Maarten and sailing Nevis, Dominica, …
0
Treasure Islands$16008Dec 2, 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 …
0
Enjoy Caribbean Rhythms at the Turn of the Year$1109515Dec 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 …
0
All St Martin Small Ship Cruises

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

Ship NameMax PassengersFromSummary
Sea Cloud64$5055With occupancy for just 64 guests, the Sea Cloud is a modern and elegant windjammer outfitted with modern amenities and uniquely decorated cabins. …
0
Sea Cloud Spirit136$4395Sea 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 …
0
Sea Cloud II94$4955The Sea Cloud II is a legendary windjammer comparable to her sister ship, the Sea Cloud. Featuring her own unique character, the Sea Cloud II …
0
SH Vega152$66145-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 …
0
Star Flyer170$1600The Star Flyer is a stylish vessel designed to accommodate 170 passengers in an intimate and comfortable atmosphere. This true clipper ship reflects …
0
World Voyager198$4499World Voyager can cater to up to 198 guests with refined accommodations, globally inspired gourmet dining, and premium cocktails. Take an …
0
All Philipsburg Deals

4 Best Philipsburg Small Ship Cruise Deals for 2024-2025

Trip NameSaveFromDaysNext DepartureSummary
Leeward IslandsSavings$16008Nov 25, 2023The Star Flyer authentic clipper hosts this 8-day cruise of the Caribbean, departing on a roundtrip from St. Maarten and sailing Nevis, Dominica, …
0
Treasure IslandsSavings$16008Dec 2, 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 …
0
Island HopperSavings$44998May 2, 2024Discover the natural wonders of Rodney Bay's Piton Mountains, Les Trois-Îlets' beaches, and lush forests on this 8-day cruise aboard World Voyager. …
0
Embracing Inner Spirit and Thriving Caribbean CruiseSavings$66148Oct 16, 2024Explore the Caribbean in this 8-day itinerary. Start in Philipsburg, Sint Maarten, Gustavia, Saint-Barthélemy, Deshaies in Guadeloupe, Saint-Pierre, …
0

Philipsburg & Leeward Islands Travel Guide

All Philipsburg Videos

Philipsburg: Bird's Eye View on the Liberty Clipper Video

Caribbean Travel Guide

Favorite Caribbean All Trips

Top Philipsburg Travel Destinations

Philipsburg Trips by Departure Date

Philipsburg Trips by Activity

More Reasons

Why Travel With Adventure Life

All News

Recognized By