Philipsburg RECOMMENDATIONS See all

3 Days in Philipsburg: Suggested Itineraries

By Viator, January 2015

5 140 Reviews | Add your review

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.

Tours & Tickets

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St-Martin and St Maarten: Sightseeing Tour of the French and Dutch Sides of the Island, ... 
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St-Martin and St Maarten: Sightseeing Tour of the French and Dutch Sides of the Island

5 star rating: Highly Recommended 85 Reviews

Explore both sides of the island of St Martin – Dutch (St Maarten) and French (St-Martin) – on a scenic 4.5-hour sightseeing tour! Bask in the sun on Orient ...  Read more

Location: Simpson Bay or Philipsburg, St Maarten
Duration: 4 hours 30 minutes (approx.)

From USD $44.00
St Maarten Sailing and Snorkeling Tour: Tintamarre Island, Creole Rock and Lunch in Grand Case, ... 
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St Maarten Sailing and Snorkeling Tour: Tintamarre Island, Creole Rock and Lunch in Grand Case

5 star rating: Highly Recommended 19 Reviews

Sail around the island of St Maarten on a full-day cruise with lunch included. On a spacious catamaran, you’ll sail to the neighboring island of Tintamarre, ...  Read more

Location: Philipsburg, St Maarten
Duration: 8 hours (approx.)

From USD $134.00
St Maarten Half-Day Trip to Orient and Maho Beach, Philipsburg, Full-day Tours
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St Maarten Half-Day Trip to Orient and Maho Beach

4 star rating: Recommended 12 Reviews

Enjoy a sensational day of sun and sea as you bask at two of St Maarten’s most popular beaches – Orient Beach and Maho Beach. First, head to Orient Bay Beach ...  Read more

Location: Philipsburg or Simpson Bay, St Maarten
Duration: 5 hours (approx.)

From USD $40.00
Champagne Sunset Cruise in St Maarten, Philipsburg, Half-day Tours
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Champagne Sunset Cruise in St Maarten

4.5 star rating: Recommended 5 Reviews

Experience the romance of a Caribbean sunset on a Champagne cruise in St Maarten. While you sail along the coast on a luxury catamaran, enjoy Champagne and ...  Read more

Location: Philipsburg, St Maarten
Duration: 2 hours (approx.)

From USD $49.00
St Maarten Catamaran Snorkel Sail, Philipsburg, Sunset Cruises
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St Maarten Catamaran Snorkel Sail

5 star rating: Highly Recommended 19 Reviews

Set sail for a full day at sea in St Maarten You'll spend a leisurely day in true Caribbean style, relaxing on a deserted island, going for a snorkel and ...  Read more

Location: Philipsburg or Simpson Bay, St Maarten
Duration: 8 hours (approx.)

From USD $129.00

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