Embrace the Overcast Charm of Simpson Bay

As November draws to a close, Simpson Bay in Sint Maarten offers a unique blend of relaxation and adventure, perfect for those seeking a pre-holiday escape. The weather on November 30th is predominantly overcast, with a warm and muggy atmosphere that invites you to explore the island’s indoor and outdoor offerings. Despite the potential for rain, the day promises a cozy ambiance, ideal for unwinding and soaking in the local culture.

Start your day with a leisurely breakfast at one of the bay’s charming cafes, where you can savor local delicacies while watching the world go by. As the day progresses, consider exploring the vibrant local markets or visiting the nearby art galleries, where you can immerse yourself in the island’s rich artistic heritage. The gusty winds and moderate UV index make it a perfect day to enjoy indoor activities, so why not indulge in a spa treatment or take a cooking class to learn the secrets of Caribbean cuisine?

For those who prefer a bit of adventure, the overcast skies provide a dramatic backdrop for a scenic drive along the coast. With visibility at 14.8 miles, you’ll have plenty of opportunities to capture stunning photographs of the island’s lush landscapes and picturesque beaches. And if you’re feeling lucky, keep an eye on the skies for a chance to witness a tropical storm rolling in, adding an element of excitement to your day.

Sail into Serenity with a Sunset Cruise

On December 1st, the weather shifts to predominantly clear skies, offering a perfect opportunity to explore the stunning coastline of St. Maarten. With temperatures reaching up to 89.9°F, it’s a hot day for adventure, but the moderate winds provide a refreshing breeze as you set sail on a sunset cruise.

Join the Sunset Sail for an unforgettable evening on the water. This serene catamaran journey along the coast of Dutch St. Maarten is accompanied by the soothing sounds of a live steel pan ensemble, creating a relaxing atmosphere as you glide past the shores of Philipsburg to Mullet Bay. The highlight of the trip is a stop at the renowned Princess Juliana airstrip, where you might catch a glimpse of a plane soaring overhead.

The cruise offers a comfortable setting with snacks, beverages, and a local guide to enhance your experience. As the sun sets, the sky transforms into a canvas of vibrant colors, providing a breathtaking backdrop for your evening on the water. Whether you’re traveling solo or with loved ones, this sunset sail is a must-do activity that captures the essence of island living.

Dive into Adventure with a Private Charter

For those seeking a more personalized experience, consider booking a Private Charter for a day of fun and exploration. This exclusive sailing adventure offers the freedom to customize your itinerary, ensuring a memorable day on the pristine waters of St. Maarten.

Your journey begins with a warm welcome from the friendly crew, who are dedicated to making your day special. As you set sail on a freshly refurbished 52-foot catamaran, you’ll have the opportunity to explore some of the island’s most beautiful beaches and snorkeling spots. Whether you’re lounging in the sun, paddleboarding, or taking a thrilling ride on the Tarzan swing, there’s something for everyone to enjoy.

The private charter includes a homemade lunch and unlimited drinks from a high-quality open bar, ensuring you stay refreshed throughout the day. As you sail along the coast, you’ll pass by iconic landmarks such as Maho Beach, where you can witness the awe-inspiring sight of planes taking off and landing. With the option to celebrate special occasions on board, this private charter promises an unforgettable day of adventure and relaxation.

“The most amazing day in St Maarten! - We booked a Private Charter in January 2024 whilst we were in St Maarten for the day on a cruise and we are SO glad that we did! On arrival we were greeted by the very lovely Anna who’s boat it is, Jackie who is just wonderful and our skipper for the day. They really went out of there way to look after the whole family! Jackie was always there to make sure that we had a drink in our hand (she makes the BEST rum punch!!) and that we had everything that we needed. Anna was such a great host and the boat was perfect! She encouraged the whole family to join in with the activities such as swimming off the boat, snorkelling and the Tarzan Swing which are things some of us thought we would never do! The BBQ lunch was lovely, and they really went out of their way to help us celebrate a family birthday with birthday cakes from a bakery on the Island (which were amazing!!), music and lots of fun. If you are wondering if to book, just go for it! You won’t regret it. This day will always be a special memory for the whole family and we are so glad we choose Random Wind as the whole team were so amazing!!! Thank you so much, and we look forward to seeing you when we are next in St Maarten!” - Reviewed at 2024-04-23

Whether you’re seeking relaxation or adventure, Simpson Bay offers a diverse range of activities to suit every traveler’s needs. With its stunning landscapes, vibrant culture, and warm hospitality, this Caribbean gem is the perfect destination for a pre-holiday escape.