Discover the Dutch Side of St. Martin | Top Things to Do in Sint Maarten

By Kerry Biddle on 2nd April, 2026

The Dutch side of the island buzzes with energy, a mix of history, adventure, and nightlife.

In Philipsburg, hidden gems are tucked among the duty free shops—from a museum that traces the island’s past to colorful murals brightening narrow alleys. Just steps away, the Great Salt Pond invites
birdwatchers to pause and spot herons, egrets, and other feathered visitors.

History lives on at Fort Amsterdam, perched on a peninsular near Philipsburg. Built in the 1600s, the fort once changed hands between European powers but today is best known as a protected nesting ground for brown pelicans. Visitors are welcome to walk the site and enjoy the views, but the breeding areas are carefully preserved and must be respected.

Adventure seekers will find plenty to do. Ride horseback along trails that end with a splash into the sea, or soar down the world’s steepest zipline at the Emilio Wilson Estate, where a museum also shares the stories of St. Maarten’s people and heritage. For a deeper cultural immersion, Pasture Piece offers a chance to connect with local traditions and island life.

The coastlines here tell their own stories. Simpson Bay stretches along one of the island’s liveliest strips, filled with restaurants, bars, and nightlife that spill onto the beachside. On the other side, the cliffs and hidden coves of Cupecoy provide a more dramatic setting—a favorite for sunset views and quiet escapes.

Of course, some of the Dutch side’s best-known thrills are as unique as they come. Plane spotting at Maho Beach as jets skim just overhead, or rolling the dice at one of the many casinos where Lady Luck might smile your way.

Discover Luxury, Duty-Free in the Caribbean

Why pay more in the US when you can enjoy the same world-renowned brands tax-free in the Caribbean?

In the jewelers on Front Street, you’ll find an exclusive selection of luxury brands offered at prices you won’t find stateside.

Why Shop in St. Maarten?

Duty-Free Advantage: Avoid steep US tariffs and taxes.
Direct Sourcing: The jewelers on St. Maarten work directly with global partners in Europe and elsewhere to bring you unmatched value.
Authentic Luxury: Every piece is brand-certified and backed by international warranties.
Exclusive Caribbean Experience: Shop in paradise and enjoy savings you’ll be able to spend on making life time memories.

Whether you’re celebrating life’s most important milestones or adding to your personal collection, there’s no better place to invest in timeless luxury.

Simpson & Cole Bay

Life on the Dutch side comes alive around Simpson Bay and neighboring Cole Bay, where the island’s energy is framed by sea, lagoon, and long stretches of golden sand.

Simpson Bay Beach runs for a good two miles, offering one of the longest uninterrupted walks on the island, while “The Strip” just behind it is a vibrant hub of restaurants, bars, and late-night fun. From the dock at Aqua Mania, ferries depart on Tuesdays and Fridays for Saba, adding another adventure to your island stay The marinas in both Simpson Bay and Cole Bay welcome megayachts from around the world, and the St. Maarten Yacht Club is the perfect spot to watch bridge openings while enjoying a cool drink.

Simpson Bay Resort, Marina & Spa anchors the area, offering guests everything from stunning views to a full slate of on-site amenities, right in the heart of the action. Guests and visitors alike are welcome to dine in one of their restaurants and to book a wellness session at the spa.

On the main road through the two areas, dining is a highlight—and seafood lovers won’t want to miss SkipJack’s Seafood Grill, Bar & Fish Market, voted by readers of The Daily Herald as the Best Seafood Restaurant on St. Maarten for three years running (2022 –2024). Their fresh catches, waterfront setting, and warm hospitality keep both locals and visitors coming back.

Cole Bay complements Simpson Bay with its lively casinos, excellent dining, and one of the island’s largest supermarkets for stocking up on essentials. Between nightlife, yacht watching, and beachside relaxation, this stretch of the Dutch side has something for everyone.

Top Things To Do At A Glance

Beach Bliss– Stroll the long sands of Simpson Bay Beach, one of the island’s most expansive and peaceful stretches of shoreline, bar the noise of planes landing at the top end.

The Strip– Lively restaurants and bars tucked between the sea and the lagoon make this a nightlife hotspot.

Dining and Nightlife– Enjoy fresh seafood at SkipJack’s Seafood Grill, Bar & Fish Market, or stay close to the action at Simpson Bay Resort, Marina & Spa.

On the Water– Catch the ferry to Saba from the Aqua Mania dock or watch megayachts glide in and out of the marinas.

Yacht Club Vibes– Grab a drink at the St. Maarten Yacht Club and watch the bridge openings, a true island ritual.

Causeway Bridge– Popular with locals for running and fitness walks, it’s also a great spot for panoramic lagoon views.

Cole Bay Essentials– Try your luck at the casinos, stock up at one of the island’s largest supermarkets, or explore waterfront dining.

Maho: Beach and Entertainment

Maho is where excitement meets the shoreline

Famous worldwide for its plane spotting, visitors gather on the beach to watch planes skim just overhead as they approach Princess Juliana International Airport—a heart-pounding experience you won’t forget.

Beyond the thrill of aviation, Maho is a hub of entertainment. The main road is lined with restaurants offering everything from fine dining to casual bites. For those who want to test their luck, Casino Royale is a dazzling centerpiece. Step inside to find a lively atmosphere of slots, table games, and nightly shows that bring a splash of Las Vegas-style glamour to the island.

Shoppers won’t want to miss J.N. Jewelers, and Jewels & Beyond, sister stores offering everything from luxury timepieces and fine diamonds to duty-free liquor and fragrances. Find something special at unbeatable value.

Whether you come for the planes, the gaming tables, or the buzzing nightlife, Maho delivers an unmatched mix of spectacle and fun, making it one of St. Maarten’s most iconic destinations.

Philipsburg: Shopping Paradise

Philipsburg, the vibrant capital of St. Maarten, is where history meets the sea.

Begin your stroll at Walter Plantz Square, a lively hub where colorful restaurants surround a central row of fountains and serve island favorites. Step onto the Boardwalk, lined with beach bars, restaurants, and spots to rent jet skis or simply unwind with your toes in the sand. Wander over to the Sint Maarten Museum to explore the island’s fascinating heritage, and then and somewhere to have a coffee or cool drink.

Front Street, just a block away, gleams with jewelry boutiques, high-end fashion stores, and tempting duty-free finds, while hidden alleys along its length reveal colorful street art and local charm. Stroll into Island Booty on Front Street for some island gifts. Birdwatchers will love the observation platform overlooking the Great Salt Pond—a peaceful place to spot herons, pelicans, and egrets.

For the most relaxed experience, visit when few cruise ships are in port—slow down, and savor the heart of St. Maarten at your own pace.

Places to Visit in Philipsburg

There are many alleyways and quaint places tucked away from the main roads, but if it’s shopping that
you’re after, then Front Street is the place to be.

For fine jewelry and watches, step into these stores:

Ballerina Jewelers
Caribbean Gems
Joe’s Jewelry International
Kay’s Fine Jewelry
Majesty Jewelers
Shiva’s Gold & Gems
Shopper’s Haven

From the vibrant streets of Philipsburg to the lively shores of Simpson Bay and the high-energy atmosphere of Maho, the Dutch side of St. Martin offers an unforgettable blend of culture, adventure, and indulgence. Whether you’re exploring historic landmarks, soaking up panoramic coastal views, enjoying world-class dining and nightlife, or taking advantage of duty-free shopping, there’s something here for every kind of traveller. With its unique mix of excitement and island charm, discovering the Dutch side of St. Martin (Sint Maarten) is more than just a visit—it’s an experience that captures the true spirit of the Caribbean.