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Classic Sampler St. Maarten Cover Photo

WHO THIS IS FOR:

This itinerary is for travelers who want to experience both sides of St. Maarten without feeling rushed.

If your idea of a great trip includes beach time, and discovering great restaurants, this itinerary is for you.

✔️ First-time visitors to St. Maarten

✔️ Travelers who want a mix of beach time and exploring

✔️ Food lovers curious about the Island’s culinary scene

✔️ Anyone who wants to see the island 

WHO THIS IS FOR:

This itinerary is for travelers who want to experience both sides of St. Maarten without feeling rushed.

If your idea of a great trip includes beach time, and discovering great restaurants, this itinerary is for you.

✔️ First-time visitors to St. Maarten

✔️ Travelers who want a mix of beach time and exploring

✔️ Food lovers curious about the Island’s culinary scene

✔️ Anyone who wants to see the island 

SAMPLE 4-DAY CLASSIC ST. MAARTEN SAMPLER

DAY 1: ARRIVAL AND ISLAND INTRO

  • Check Into Your Hotel
  • Visit Maho Beach
  • Casual Lunch Nearby
  • Sunset Dinner in Simpson Bay

DAY 2: FRENCH SIDE BEACH DAY

  • Morning at Orient Bay
  • Beach Club Lunch
  • Afternoon Swimming & Relaxing
  • Dinner in Grand Case

DAY 3: PINEL ISLAND ESCAPE

  • Ferry to Pinel Island
  • Lunch on the Beach
  • Afternoon Snorkeling
  • Sunset Drinks in Cul de Sac

DAY 4: EXPLORE + WIND DOWN

  • Visit Marigot Village
  • Lunch at a French Café
  • Relax at Mullet Bay Beach
  • Sunset Walk in Philipsburg
WHERE MOST FIRST-TIMERS USUALLY GO WRONG
  • Booking the Dutch side when they actually wanted the slower French vibe
  • Assuming all beaches feel the same (each bay has its own personality)
  • Trying to explore both sides of the island in one rushed day
  • Waiting too long to make dinner reservations in Grand Case
  • Staying far from the areas they plan to explore
  • Skipping a rental car and realizing taxis add up quickly
  • Thinking St. Maarten is “just a beach destination” and missing the culture, food, and viewpoints that make the island special
LEARN MORE ABOUT ST. MAARTEN

If you don’t have hours to research St. Maarten, I’ve already done it — backed by firsthand experience — so you can spend less time planning and more time counting down to your trip.

WANT THIS FULLY MAPPED OUT FOR YOU?

If this style speaks to you, let’s make it effortless.