A Perfect Day in Simpson Bay & Maho (Jan–Feb 2026 Guide): Sun, Fun, and Spectacular Views
Ah, Simpson Bay & Maho, where the days are long, the drinks are cold, and the sunsets are unforgettable.
Whether you’re a first-time visitor or a seasoned island hopper, this corner of paradise has something for everyone. Let me take you on a light-hearted journey through the perfect day in this vibrant slice of Sint Maarten.
Morning: Yachts and Yums
Start your day with a visit to the Simpson Bay Yacht Club (SBYC) for the morning bridge opening. Watching the majestic yachts glide through the narrow channel is a sight to behold. Check the local bridge schedule to catch this nautical parade, typically best seen around 8:30 AM.
After you’ve marveled at the boats, head over to Del Mar for some retail therapy. This chic boutique offers a selection of vacation wear that will have you looking island fabulous in no time. Next, stroll to the Art Box Gallery where you can peruse local art and maybe even pick up a unique piece to commemorate your trip.
Midday: Planes and Plates
By now, you’ve worked up an appetite. Make your way to Tortuga for an early lunch. Situated near the famous Maho Beach, this spot not only serves delicious Caribbean fare but also provides a front-row seat to one of the island’s most thrilling attractions: planes landing at Princess Juliana International Airport.
For the best times to see the big jets swoop in low over the beach, aim for mid-afternoon when the largest flights tend to arrive.
After lunch, take a stroll along the beach and soak in the stunning views. Don’t forget to capture some photos of the planes for a truly unique souvenir.
Afternoon: Culture and Chill
With lunch behind you and adrenaline high from the plane landings, dive into local culture at the We Culture museum to explore Sint Maarten’s rich heritage. Feeling inspired, head back to the beach.
Choose any beach bar like Dinghy’s, Mary’s Boon, or K, and relax on a sunbed with a tropical cocktail as the waves lull you into bliss.
For lunch, visit Tortuga near Maho Beach for delicious Caribbean fare and a front-row seat to planes landing at Princess Juliana Airport, especially mid-afternoon when the big jets arrive.
Late Afternoon: Unique Local Experiences
As the day begins to cool, consider a unique local experience like cheese tasting sessions at a nearby specialty shop.
Indulge in a variety of local and imported cheeses, paired perfectly with wines or other accompaniments, making for a delightful culinary adventure.
Alternatively, join a tour at Topper’s Rhum Distillery to see how local rum is crafted.
Learn about the distillation process, from the selection of ingredients to the aging in barrels, and enjoy the opportunity to sample their exquisite rums.
Don’t forget to buy a bottle or two to take home as a delicious reminder of your visit to Sint Maarten.
Evening: Sips and Sounds
As the sun dips below the horizon, it’s time to think about dinner. Simpson Bay & Maho are teeming with casual dining spots perfect for winding down after a sun-soaked day. If you’re still in your beachwear, no worries! Sandbar is a fantastic choice with early live music setting the perfect ambiance.
If you’re in the mood for something different, consider Pizza & Co for some of the best pies on the island, or indulge in the flavors of the Middle East at Beirut. Little Jerusalem is another gem, serving mouth-watering shawarmas that are hard to beat. For a more intimate setting, The Palms offers a cozy atmosphere with a menu that’s sure to delight.
Nightcap: Under the Stars
End your perfect day with a nightcap under the stars. The gentle island breeze, the sound of the waves, and the twinkling lights of the bay create a magical setting. Whether you choose to linger at one of the beach bars or find a quiet spot to reflect on the day, there’s no better way to close out your Simpson Bay & Maho adventure.
From sunrise to sunset, Simpson Bay & Maho offer a delightful mix of activities that cater to every taste. So pack your beach bag, put on your best island wear, and get ready to make memories that will last a lifetime. Cheers to the perfect day in paradise!
Written by: Chanaz Kokkelmans, Final edit by: Marina Brunet
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Beautiful clean property, lovely hosts that gave good advice and recommendations. Great breakfast including home made bakes. Would unreservedly recommend staying here. The view is also incredible!
Great as always. Everything runs smoothly. The best asset is definitely the staff! Beach service is very nice. I will definitely recommend La Samanna to anyone wanting to escape to paradise. Great job!