A Perfect Day in Philipsburg | January–February 2026 Guide

“Discover and enjoy Philipsburg | How to spend the perfect day in the Philipsburg area!”

As planning your vacation is not easy, we figured the best way to experience each part of our lovely island is to spend a day in each area. Below we explain the different ways of how to efficiently spend a day in the Philipsburg area. Also see our articles about the other areas.

Morning: Adventure and Exploration

Start your day with an exhilarating experience at Rainforest Adventures. Take the Sky Explorer chairlift up Sentry Hill, one of St. Maarten’s highest points, for breathtaking panoramic views of the island and beyond. If you’re seeking more thrill, consider their zip line or the thrilling Schooner Ride that slides down the mountain.

Rainforest Adventures

Mid-Morning: Discover Philipsburg

Next, head into the heart of Philipsburg for some cultural immersion and shopping. Wander along Front Street, known for its colorful buildings and duty-free shops. Here, clients of We Are SXM like Majesty Jewelers and Caribbean Gems offer sparkling souvenirs of your visit.

Stunning view of Philipsburg, Sint Maarten webp

Lunch Options

For lunch, there are several delightful options. You can dine beachfront at Ocean Lounge at the Holland House Beach Hotel, enjoying European-Caribbean fusion while watching the waves, or try The Pier for some exquisite seafood specialties. If you’re in the mood for lighter fare, Dutch Blonde Beach Bar offers a relaxed atmosphere with great snacks and a selection of craft beers.

Afternoon: Culture and Leisure

Post-lunch, visit the Sint Maarten Heritage Museum to delve into the island’s rich history and cultural tapestry. Then, spend some time unwinding on the beach with a jet ski rental for a bit of action on the water. If you prefer to stay dry, opt for a leisurely afternoon enjoying beach chairs at Ocean Lounge at Holland House, perfect for soaking up the Caribbean sun.

Late Afternoon: Pirates and Brews

If you still have some energy, wrap up your day with a visit to Rusty Parrot for their Pirate Experience, where you can enjoy interactive entertainment and hearty pirate-themed drinks. Alternatively, if you’re a beer enthusiast, a visit to the Sint Maarten Brewing Company offers insightful brewery tours and the chance to taste locally produced beers.

Evening: Sunset and Dining

As sunset approaches, stay at Ocean Lounge at Holland House for sunset drinks—there’s nothing quite like sipping a cocktail as the sun dips below the horizon, casting a golden glow over the ocean. For dinner, venture to places like The Lazy Lizard or enjoy the lively atmosphere at The Boardwalk Café for a casual meal with a view.
This itinerary blends adventure, culture, relaxation, and culinary delights, making for a truly memorable day in the Philipsburg area of SXM. Adjust the schedule based on personal interests and pace, and you’re guaranteed a day full of diverse experiences that highlight the best of what Philipsburg has to offer.

Written by: Chanaz Kokkelmans, Final edit by: Marina Brunet

Philipsburg | Sint Maarten, easy overview:

Download the We Are SXM App. for GPS service & the Island Pocket Guide for all information offline.

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Philipsburg | Sint Maarten, easy overview:

Download the We Are SXM App. for GPS service & the Island Pocket Guide for all information offline.