← Back to Fantasize St. Maarten
Destination

St. Maarten

Business class roundtrip fares from 10 US hubs · Updated daily
$805
Lowest fare
$1,212
Average
10
US hubs
4
Below normal
All fares to St. Maarten
BOS $805 Low Book Search →
ATL $824 Low Book Search →
MIA $1,031 Low Book Search →
JFK $1,047 Typical Book Search →
ORD $1,093 Typical Book Search →
DFW $1,225 Typical Book Search →
SEA $1,292 Low Book Search →
SNA $1,485 Typical Book Search →
LAX $1,555 Typical Book Search →
SFO $1,759 Typical Book Search →
About St. Maarten

St. Maarten is the rare Caribbean island that refuses to choose between hedonism and refinement — it offers both in equal, unapologetic measure. Split between a Dutch south side buzzing with nightlife, casinos, and mega-yacht energy, and a French north side (Saint-Martin) dripping with Provençal elegance and clothing-optional beaches, this 37-square-mile island packs more culinary firepower, beach diversity, and cosmopolitan edge than islands five times its size. Most visitors barely scratch the surface beyond Maho Beach plane-spotting; the real St. Maarten reveals itself to those who know where — and when — to look.

6 Experiences Worth Flying Business Class For
1. A Long Lunch at Le Pressoir That Ruins Every Other Caribbean Restaurant

Tucked into a century-old Creole cottage in Grand Case, Le Pressoir serves French cuisine so precise it would hold its own in the 7th arrondissement — think f...

oie gras with local mango chutney and a wine list that betrays the chef's Burgundian roots. Grand Case itself is known as the 'Gourmet Capital of the Caribbean,' but Le Pressoir is the crown jewel, and securing a Friday evening table in high season requires planning weeks ahead. This is the meal you'll reference for years when someone asks you about Caribbean dining.

2
Charter a Day Sail to Pinel Island Before the Catamarans Arrive
Arrange a private morning departure from Anse Marcel aboard a crewed sailing yacht and reach Pinel Island by 9 a.m., a full two hours before the group tours descend. You'll have gin-clear water, a coral reef teeming with juvenile sea turtles, and a barefoot lobster lunch at Karibuni practically to yourself. The return sail along the northeastern coast, with Tintamarre Island on the horizon, is some of the most beautiful open-water sailing in the Lesser Antilles.
3
Sunset Cocktails at the Belmond La Samanna, Full Stop
La Samanna on Baie Longue has been the grande dame of St. Martin luxury since 1974, and its open-air terrace bar at golden hour remains the single most glamorous perch on the island. Order a ti' punch made properly — rhum agricole, a disc of lime, a whisper of cane syrup — and watch the sun melt into the sea from a clifftop that feels more Amalfi than Antilles. Even if you don't stay here, this ritual is non-negotiable.
4
The Grand Case Lolos: Street Food That Humbles Fine Dining
Walk past the white-tablecloth restaurants on the Grand Case waterfront boulevard and you'll find the lolos — open-air barbecue shacks where Creole grandmothers grill whole snapper, ribs, and johnny cakes over charcoal drums while soca music rattles the tin roofs. Talk of the Town and Sky's the Limit are the two to know; order the grilled crayfish with a cold Carib beer and eat on a plastic chair with your feet in the sand. This is the soul of the island, and no amount of Michelin stars can replicate it.
5
Helicopter Transfer to Anguilla for a Two-Island Power Move
St. Maarten's Princess Juliana Airport is the main gateway for several surrounding islands, and the savviest luxury travelers use it as a launchpad. Book a seven-minute helicopter transfer to Anguilla with Calvi Aviation, have lunch at Ember at Quintessence or a long afternoon at Shoal Bay, and return by sunset — you've just experienced two entirely different Caribbean worlds in a single day. It's the kind of flex that feels effortless once you know the logistics.
6
A Morning at Loterie Farm Before Anyone Else Wakes Up
Hidden on the slopes of Pic Paradis, the island's highest point, Loterie Farm is a former sugar plantation turned nature reserve with a spring-fed pool, zip-line canopy through mahogany forest, and a treehouse restaurant serving surprisingly excellent farm-to-table cuisine. Book the earliest guided hike through the forest trails, then cool off in the adults-only pool area with a glass of rosé — it's the side of St. Maarten that no cruise passenger will ever see. This is where the island exhales.
When to Go Show ↓
Peak Season
December through April
This is when St. Maarten earns its reputation: trade winds keep temperatures in the low 80s, the mega-yachts line Simpson Bay, and every top restaurant on the French side is fully staffed and firing on all cylinders. Expect to pay top dollar for villas and hotel rooms — Belmond La Samanna and the new Vie L'Ven can exceed $1,500 a night — but the energy, the people-watching, and the reliably perfect weather justify every cent. Book Grand Case restaurants at least a week ahead; the island is small but the demand is fierce.
🌴
Shoulder Season
Late April through June, and November
This is the window the initiated covet: rates drop 30-40%, the French-side restaurants remain open, seas are calm, and you'll have Baie Rouge and Happy Bay largely to yourself. Late May through June is particularly golden — the humidity hasn't fully arrived, the Heineken Regatta crowds have left, and the island settles into a languid, locals-first rhythm that feels genuinely intimate. November is a sleeper pick, right as the hurricane window closes and properties reopen freshly renovated.
Plan your trip to St. Maarten