There’s something magical about Sint Maarten. Maybe it’s the mix of Dutch and French influences, the turquoise waters, or the warm Caribbean breeze that instantly makes you feel at ease. If you're a DIY wanderer who loves exploring at your own pace, Philipsburg in June is a dream destination—warm, vibrant, and just the right amount of lively without being overwhelming.
You’ve got yourself a cozy, well-rated apartment near downtown and the beach. Perfect. Everything you need is within reach, but the real adventure is waiting outside your door. So, grab your sunglasses, a good pair of sandals, and let’s dive into the ultimate DIY experience in this Caribbean paradise.
Wandering the Streets of Philipsburg
Philipsburg is small but packed with personality. Front Street and Back Street are where all the action happens—duty-free shopping, colorful local markets, and charming colonial-style buildings. You’ll find local crafts, jewelry, and souvenirs at great prices, so save some room in your bag. The Boardwalk, right along Great Bay Beach, is perfect for people-watching while sipping a fresh coconut or an ice-cold beer.
The Beach Life: Where to Soak Up the Sun
Staying close to the beach is the best decision you’ve made. Great Bay Beach, just a short walk from downtown, is fantastic for swimming and relaxing. But if you’re up for a mini adventure, take a short trip to Mullet Bay Beach—a favorite among locals with clear blue waters and a laid-back vibe. For something more unique, head to Maho Beach, where planes fly just overhead as they land at Princess Juliana Airport—a must-see for first-time visitors.
Exploring Beyond Philipsburg: Renting a Car is a Game-Changer
Sint Maarten is small, but public transport can be unpredictable. Renting a car gives you total freedom to explore. The island is only 87 square kilometers, meaning you can drive around it in just a couple of hours. A rental car costs about $45–$60 per day, and gas is reasonable.
Hit the road and check out Grand Case on the French side for the island’s best food. Then, drive up to Pic Paradis, the highest point on the island, for breathtaking panoramic views. For nature lovers, Loterie Farm offers jungle trails, ziplining, and a lush escape from the beach crowds.
Must-See Attractions & Hidden Gems
- Fort Amsterdam – A short hike from Philipsburg, this historic fort offers spectacular views and a glimpse into the island’s past.
- Marigot Market – Located on the French side, this market is perfect for tasting local delicacies and grabbing authentic souvenirs.
- Pinel Island – A small, uninhabited paradise just a five-minute ferry ride from Cul-de-Sac. A great spot for snorkeling and spotting sea turtles.
- Simpson Bay Lagoon – Rent a kayak and paddle through the calm waters while enjoying the stunning coastal scenery.
- Orient Bay – One of the most famous beaches on the island, with soft sand and fun water activities.
Where to Eat Like a Local
Good food is everywhere in Sint Maarten, and you don’t have to spend a fortune to eat well.
- The Greenhouse (Philipsburg) – A chill beachfront spot with great seafood and happy hour deals.
- Johnny B’s Under the Tree – If you love ribs, this roadside eatery serves some of the best on the island.
- Lolo’s in Grand Case – Local barbecue joints offering grilled fish, plantains, and delicious Creole flavors at budget-friendly prices.
- Sunset Bar & Grill – Right next to Maho Beach, perfect for watching planes land while enjoying a cocktail.
- Karakter Beach Bar – A funky spot on Simpson Bay Beach, great for lounging with a drink in hand.
Nightlife: Where the Fun Begins After Dark
Philipsburg might be laid-back, but if you’re looking for a fun night out, you won’t be disappointed. Head over to Simpson Bay, where bars and beach clubs stay lively well into the night. Red Piano Bar is legendary for live music, while Soggy Dollar Bar turns into an all-night dance party on weekends. If you’re feeling lucky, the casinos in Philipsburg offer a mix of entertainment, drinks, and a classic Caribbean gambling experience.
Budgeting for the DIY Wanderer
Excluding your flight and accommodation, you can easily enjoy a full day of adventure on $60–$80 per day:
- Meals – $20–$30 (mix of casual restaurants and local eateries)
- Transport – $10–$20 (rental car split with a friend or occasional taxis)
- Activities & Attractions – $20–$30 (entry fees, beach rentals, drinks, etc.)
- Extras – $10 (souvenirs, coffee, snacks)
Final Thoughts: The DIY Dream in Sint Maarten
June is the perfect time to visit—fewer tourists, better prices, and just the right mix of sun and adventure. With an affordable, well-rated apartment as your base, endless beaches at your doorstep, and the freedom to explore at your own pace, Sint Maarten is a DIY wanderer’s paradise. So, what are you waiting for? Pack your bags, embrace the adventure, and let this island surprise you in the best possible way.
