The Spirit of St Maarten – Random Wind Charters

Photo courtesy Random Wind Charters 


There’s no better way to experience the Caribbean than by getting out on the water. Contributor Sue Kelly hops aboard Random Wind Charters in St Maarten for a magnificent sunset cruise


Random Wind (RW) – a 52 ft luxury catamaran operated by Random Wind Charters – sails out of Philipsburg for a paradise five-hour adventure or sunset cruise. The original Random Wind went down in Hurricane Irma in September 2017, and so in January of 2018 the new and improved vessel was ready to continue the tradition of making joyful memories at sea.

The new Random Wind now offer more space, tons of cushioned chill areas, both in the shade and sun, and Bluetooth speakers that can play most anything you bring.  Safety is very important, and this is reinforced by rails that run the length of the boat, both port and starboard and are seriously sturdy, giving you peace of mind.

Custom designed and built specifically for charters, this lovely yacht boasts a total of five cabins and 5 bathrooms. Of course, one cabin is for Anna, one is for booze and sodas, etc., one is loaded with life jackets and swim vests, one has the boutique, and one is for guests.


Random Wind Charters’ Caribbean Adventures


You might wonder who is Anna? She is the hostess, first mate, and manager of Random Wind Charters, and it goes without saying she is the lifeblood of Random Wind itself.

Anna’s friendly demeanor is probably the main reason visitors choose to enjoy this attraction year-after-year. Anna is from the south of England, has travelled extensively around the Caribbean and lives on board the yacht. Her modus operandi is “Making people happy is what makes me happy!”


The Tarzan swing with many jumping in water aboard Random Wind Charters yacht
Testing out the Tarzan Swing is a highlight of a cruise aboard Random Wind Charters


There are two stops in different quiet bays along the south shore of St Maarten. The first stop provides time to try out paddle boards, kayaks, or noodling into shore, or staying on board. Snorkeling is a great way to see starfish, jacks, moray eels, stingrays, barracudas, and maybe even sea turtles.

Upon return, Anna serves a delicious homemade lunch with dessert and treats. Beverages flow freely, including top-shelf spirits.

While anchoring at the second stop, the Tarzan Swing is introduced with Anna demonstrating her upside-down flip. Get your video cameras ready to record memories that will last a lifetime.


Random Wind’s Unique Features

Random Wind has three unique features worth making waves about:


  • The Tarzan Swing: This entertaining rope swing swoops out beyond the boat and provides some hilarious photos as guests lunge and plunge to the sea below. It’s just pure unadulterated fun! One of Anna’s job requirements was learning the back flip on the Tarzan Swing.


  • Two ‘crows-nest’ seats perched at the front of each hull: Picture yourself suspended above the big blue sea while having the ride of your life, bouncing and bobby over the undulating waves – so cool! It’s a great photo op for one or two, silly or romantic.


  • Photo shoots: Anna records everyone’s RW experience and posts the photos on their website. Years later you can find your personal memories still there.


To find out more about one of the top fun things to do in St Maarten and St Martin, as well as private Caribbean yacht charter opportunities, check out the Random Wind Charters website at .




Contributor Sue Kelly is a frequent visitor to the island paradise of St Martin and St Maarten. She’s also a radio host, educator and author of Still Sexy After Sixty (