3 Days in Philipsburg: Suggested Itineraries

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Philipsburg is one of the most cosmopolitan cities in the Caribbean, with a beachfront that can feel more like South Beach than a secluded Caribbean escape. This unique island outpost boast a friendly blend of Dutch and West Indian cultures, and though the capital itself is quite small—about a mile wide by three or four block deep—it offers something for everyone.

Day 1: Dig into St Maarten’s history
Start with a visit to the St. Maarten Museum, where you can see artifacts from Fort Amsterdam and the shipwreck of the British frigate HMS Proselyte, which sank nearby. Then head to the other side of town to explore the ruins of the town’s original colonial defenses. Right on the edge of town, Fort Willem sits atop Fort Hill, offering great views of the bay and the chance to wander among the foundations of the fort. Continue farther west, passing through the Divi Little Bay Beach Resort, to find Fort Amsterdam at the end of the peninsula.

Day 2: Shop till you drop
As you walk down Front Street, it won’t be hard to understand why Philipsburg is one of the top shopping destinations in all the Caribbean. The entire island is duty-free, which means you can find great, tax-free deals on high-dollar items like electronics, jewels, perfume and much more. Front Street is the unequivocal heart of the island’s high-end shopping, so if you’re game, you can spend a full day or more perusing.

Day 3: Kick back on the beach
Great Bay Beach runs the entire length of the town, so no matter where you are in Philipsburg, you’re never more than a few blocks from the beach. And this wide strip of soft sand is the ideal spot to spend a day touching up your suntan. The recently added beachfront boardwalk is a 50-foot-wide pedestrian thoroughfare where you can walk or bike among local crafts vendors. Along the way you can find beach chairs for rent—some proprietors will even throw in a bucket of cold beers with the chair rental—and whenever hunger hits, you can pull up a chair at a nearby restaurant without leaving the beach.
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Tours & Activities (5)
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St-Martin and St Maarten: Sightseeing Tour of the French and Dutch Sides of the Island

Discover the French and Dutch sides of this Caribbean island during a 4.5-hour guided sightseeing outing. Enjoy the sun and sea on Grand Case Beach or Orient Beach, experience the food-loving ambiance in Grand Case, and stroll around the charming village of Marigot. Along the way, you'll enjoy spectacular views of the surrounding tropical scenery while you learn about the history of the Lesser Antilles.
  • Duration: 4 hours 30 minutes
From
US$44.00
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  • Duration: 4 hours 30 minutes
From
US$44.00

Champagne Sunset Cruise in St Maarten

Watch the sun set from the deck of a catamaran during this 2-hour champagne cruise from Philipsburg. Sip unlimited champagne and enjoy delectable appetizers while you sail down the coast of St Maarten towards Long Bay. Say goodbye to another day in paradise as the sun sinks below the horizon.  
  • Duration: 2 hours
From
US$49.00
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  • Duration: 2 hours
From
US$49.00

St Maarten Sailing and Snorkeling Tour: Tintamarre Island, Creole Rock and Lunch in Grand Case

Cruise around St Maarten with stops at Tintamarre, Creole Rock and Grand Case on this full-day sailing excursion. Explore the lovely natural beauty of Tintamarre, then head to Creole Rock for some of the island's best snorkeling. Go ashore in Grand Case, the St Maarten's culinary capital, for a gourmet lunch including wine. Cruise down the coast after lunch past Marigot Bay and Sunset Beach while enjoying an open bar. Round-trip transportation from St Maarten hotels is included.
  • Duration: 8 hours
From
US$129.00
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  • Duration: 8 hours
From
US$129.00

St Maarten Catamaran Snorkel Sail

Spend the day sailing St Maarten's waters on a catamaran, stopping at secluded islands and snorkeling in the calm Caribbean waters. During this full-day excursion, explore some of the islands unspoiled beaches and snorkel off the shore. Dig in to a 3-course gourmet lunch at one of Grand Case's famed restaurants accompanied by French wine. Climb back aboard the boat for a final ocean jaunt and a chance for one last dip in the ocean. Round-trip transportation from St Maarten hotels is included.
  • Duration: 8 hours
From
US$119.00
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  • Duration: 8 hours
From
US$119.00

St Maarten Half-Day Trip to Orient and Maho Beach

Swim and lounge at Orient Beach and Maho Beach on this half-day excursion from St Maarten. Jet ski, paraglide or sail at Orient Beach, then grab a snack at one of the many bars and restaurants there. Travel to Maho beach and watch jumbo jets fly overhead to land at the nearby airport. A guide, complimentary refreshments and round-trip transportation from your St Maarten hotel are included on this excursion.
  • Duration: 5 hours
From
US$40.00
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  • Duration: 5 hours
From
US$40.00


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