SINT MAARTEN
Simpson Bay Resort Marina & Spa
Sint Maarten
TRIP OVERVIEW
Day 1 – Fort Amsterdam · Pic du Paradis · Maho Beach · Concordia Monument
Day 2 – Philipsburg · Marigot · Orient Bay · Grand Case
Day 1
From Hotel: 🚕 20 min → Fort Amsterdam
1. Fort Amsterdam
The first Dutch fort in the Caribbean, Fort Amsterdam's crumbling coral-stone walls sit above Little Bay and Great Bay, commanding wide views of the harbour and cruise-ship anchorage. The island changed hands between the Dutch, French and English no fewer than sixteen times before its current arrangement.
🏛️ Open 24/7
⏰ ~45 min
⚠️ Access via Divi Little Bay Beach Resort — inform front desk; signed path leads to ruins in 5 min
Fort Amsterdam overlooking Great Bay, Sint Maarten
2. Pic du Paradis
At 424 metres, Pic du Paradis is the highest point on the island, rising above the French interior. The summit sweeps across both coastlines — Anguilla, St. Barthélemy and a scatter of uninhabited islets visible on clear days.
🏛️ Open 24/7
⏰ ~2 hr 30 min
⚠️ Loterie Farm guided path: Tuesday - Sunday 9:00am - 3:30pm · last entry 3:00pm
Pic du Paradis summit view across Sint Maarten
3. Maho Beach
Maho Beach sits directly below Princess Juliana Airport's approach path, with the runway threshold metres from shore. Arriving jets pass low enough to read the livery; departing aircraft blast the perimeter fence with jet wash. A real-time flight board outside Sunset Beach Bar shows arrivals.
🏛️ Open 24/7
⏰ ~2 hr
⚠️ Best viewing 11:00am - 4:00pm for afternoon arrivals and departures
Maho Beach with aircraft on final approach overhead, Sint Maarten
4. Concordia Monument
This white obelisk marks the Dutch-French border — one of the world's most open international boundaries, with no checkpoint, customs booth or passport control. A Dutch and French flagpole flank the monument on either side of an invisible line, and the obelisk appears on the Sint Maarten coat of arms.
🏛️ Open 24/7
⏰ ~15 min
Concordia Monument at the Dutch-French border, Sint Maarten
Day 2
From Hotel: 🚕 15 min → Philipsburg
1. Philipsburg
The Dutch capital of Sint Maarten, stretched along a narrow sandbar between Great Bay and the Simpson Bay Lagoon. Front Street's Dutch colonial facades house duty-free shops and cafés; the boardwalk behind them runs the length of Great Bay beach — the island's main cruise-ship anchorage.
🏛️ Open 24/7
⏰ ~1 hr 30 min
Philipsburg and Great Bay, Sint Maarten
2. Marigot
The French capital of Saint Martin — a relaxed port town built around a waterfront market selling produce, spices, and crafts. Fort Louis stands on a hill above the bay, and the marina fills with sailboats from the Caribbean circuit; bistros and French patisseries line the quayside.
🏛️ Open 24/7
⏰ ~1 hr 30 min
⚠️ Waterfront market busiest Wednesday and Saturday mornings
Marigot, Saint Martin
3. Orient Bay
A 2-km crescent beach on the northeast coast of French Saint Martin, regarded as the Caribbean's premier beach for turquoise water and consistent trade winds. The bay faces the small island of Caye Verte; beach clubs and watersports — kite-surfing, paddleboarding, sailing — line the shore.
🏛️ Open 24/7
⏰ ~2 hr
Orient Bay, Saint Martin
4. Grand Case
A single beachfront strip on the north coast of French Saint Martin holding more restaurants per metre than almost anywhere in the Caribbean. The lolos — local charcoal barbecue stalls — open for lunch alongside French Creole kitchens in converted West Indian houses facing the beach.
🏛️ Open 24/7
⏰ ~1 hr 30 min
Grand Case Bay, Saint Martin
📅 Tours
Viator
A guided circuit covering highlights on both the Dutch and French sides — Maho Beach · Orient Beach · Marigot · Philipsburg · panoramic overlooks; narrated by a local guide.
⏳ 4 hr · 👥 Group
🏨 ↔ 🚐
A 5-hour catamaran sail on a 62-foot vessel; snorkelling · paddleboarding · floating mat stop at secluded bays · fresh lunch and unlimited drinks on deck · Maho Beach pass-by included.
⏳ 5 hr · 👥 Small group
🚶 25 min · 🚕 10 min
A 4-hour guided ATV ride across both sides of the island — winding mountain roads · border crossings · beach stops · panoramic lookouts.
⏳ 4 hr · 👥 Group
🏨 ↔ 🚐
An intimate day sail to secluded bays; snorkelling · fresh lunch · open bar · maximum 12 guests per departure.
⏳ 8 hr · 👥 Small group
🏨 ↔ 🚐
A guided UTV/ATV excursion through Sint Maarten's hills and beaches with a local guide narrating history and culture.
⏳ 4 hr · 👥 Group
🏨 ↔ 🚐
A 1.5-hour immersive tour of St. Maarten's award-winning distillery — fermentation, distillation and the blending room, then unlimited tastings of 15+ specialty rums, rum cake and infused gelato.
⏳ 1 hr 30 min · 👥 Group
🚕 12 min
A 6-hour speed boat tour of Sint Maarten and neighboring islands — snorkeling at Pinel Island reef, a beach stop at Tintamarre and a pass by Maho Beach with full lunch included.
⏳ 6 hr · 👥 Group
🚶 25 min · 🚕 10 min
GetYourGuide
A 5-hour catamaran sail departing Bobby's Marina; snorkelling · paddleboarding · fresh lunch · unlimited drinks · Maho Beach pass-by included.
⏳ 5 hr · 👥 Group
🚶 25 min · 🚕 10 min
The island's official rum distillery in a 6,000 sq ft facility — guided tour of the full process, volunteer bartender and chef slots, unlimited tastings of 21 rums plus rum cake and gelato.
⏳ 1 hr 30 min · 👥 Group
🚕 12 min
A 6-hour guided island circuit covering both the Dutch and French sides — Orient Beach, Marigot market, Grand Case, Maho Beach and a rum tasting stop at Topper's Distillery mid-tour.
⏳ 6 hr · 👥 Group
🏨 ↔ 🚐
☕ Cappuccino
Café Atlantico · 4.7⭐ · 403+ reviews
🏛️ Monday - Saturday 7:00am - 2:00pm
🚫 Closed Sunday
🚶 11 min · 🚕 3 min
Réveil Matin SXM · 4.9⭐ · 675+ reviews
🏛️ Daily 7:30am - 2:30pm
🚶 11 min · 🚕 3 min
🏛️ Monday - Saturday 8:00am - 4:00pm
🚫 Closed Sunday
🚶 11 min · 🚕 3 min
🏛️ Monday - Saturday 7:00am - 1:30pm
🚫 Closed Sunday
🚶 11 min · 🚕 3 min
🫕 Restaurants Near Hotel
Vesna Taverna · 4.7⭐ · 897+ reviews
Mediterranean taverna with wood-fired grills and Caribbean plates.
🏛️ Daily 5:00pm - 10:30pm
🚶 11 min · 🚕 3 min
Waterfront dining on Simpson Bay lagoon; Caribbean-international menu.
🏛️ Daily 7:00am - 10:00pm
🚶 11 min · 🚕 3 min
Bovin Steak House · 4.5⭐ · 300+ reviews
Argentine-style steakhouse with wood-fired grills and an extensive wine list.
🏛️ Daily 5:30pm - 10:00pm
🚶 11 min · 🚕 3 min
Mary's Boon · 4.4⭐ · 500+ reviews
One of the island's oldest dining spots; open-air terrace on Simpson Bay.
🏛️ Daily 7:00am - 9:30pm
🚶 11 min · 🚕 3 min
🍽️ Downtown Restaurants
Hillside estate restaurant; Caribbean-Mediterranean cuisine · panoramic views.
🏛️ Tuesday - Sunday 5:30pm - 10:00pm
🚫 Closed Monday
Rooftop on Front Street; contemporary Caribbean menu · Great Bay views.
🏛️ Daily 12:00pm - 10:00pm
Taloula Mango's · 4.3⭐ · 1000+ reviews
Caribbean bar on the Boardwalk; famous for the Mango Daiquiri.
🏛️ Daily 11:00am - 11:00pm
Dutch Blonde Beach Restaurant · 4.3⭐ · 700+ reviews
Beachfront bar on Great Bay; Carib beers · sandwiches · Caribbean bites.
🏛️ Daily 11:00am - 9:00pm
Ocean Lounge · 4.4⭐ · 1200+ reviews
Front Street terrace on Great Bay; Dutch colonial setting · Caribbean classics.
🏛️ Daily 7:30am - 10:30pm
🍮 Local Tastes
Johnny Cakes
The island's beloved fried bread — dense golden rounds made from flour · butter · coconut milk · eaten for breakfast or as a side with saltfish. Found at every local bakery and morning roadside stall across both sides of the island.
Conch and Dumplings
The national dish — fresh conch slow-cooked with dumplings · herbs · Caribbean spices into a hearty stew. No visitor should leave without trying it at a local rum shop or roadside cookout.
Conch Fritters
Crispy battered conch pieces deep-fried and served with a spicy dipping sauce — one of the Caribbean's great bar snacks · available at nearly every beach bar on the island.
Callaloo
A thick soup made from dasheen leaves · okra · crab · coconut milk · island herbs — common on the French side especially in Grand Case and Marigot.
🚗 Food Delivery
SXM2GO
🚌 Getting Around
🚕 SXM Taxi App
🚢 Ferry
Departs from Marigot, French side, to Anguilla — 20 min.
Sint Maarten has a ferry — operated by GB Express. Route: Marigot → Blowing Point · Anguilla.
gbexpress.com

🏝️ The Island That Agreed to Disagree

A Dutch soldier and a French soldier once settled a land dispute the way Caribbean people have traditionally preferred to settle things: with a walk. According to the legend both sides still tell, they were placed back-to-back at Oyster Pond and walked in opposite directions around the island's perimeter. Wherever they met — some hours later — became the border. The French soldier allegedly walked further and so France got the larger share: 53 km² to the Netherlands' 34 km². The story is almost certainly apocryphal. The actual Treaty of Concordia was a pragmatic negotiation between two small colonial garrisons with no ability to wage a meaningful war. But the legend endures because something true lives inside it: Sint Maarten and Saint Martin really have maintained one of the world's most open international borders for nearly four centuries.

There is no passport control between the Dutch and French sides. No customs checkpoint, no gate, no fence — not even a sign that says "now entering France." You drive across an invisible line and the road signs switch from English to French, the restaurants shift from Dutch-Caribbean to French Creole, and the currency changes from US dollars to euros. Fort Amsterdam was the first Dutch fort in the entire Caribbean — and then changed hands sixteen times between the Dutch, French and English before both nations eventually agreed to share the island and move on. The Concordia Monument, a modest white obelisk at the border road, marks the point of agreement so durably that it appears on the Sint Maarten flag and coat of arms: one of the very few border monuments in the world to earn that distinction. The whole island is 87 km². It is divided between two sovereign nations, governed in three languages, uses two currencies, and sends representatives to two national parliaments on two separate continents. It has never had a wall.