Spend the day out on the beautiful Caribbean Sea on this private sailing charter in St Maarten! Whether your group is two or 30 - you will be comfortable and well cared for - the yacht is yours for the day. With pick up in Philipsburg or Simpson Bay, the choice is yours, just let us know.
Your day includes real sailing on a newly refitted 52 foot catamaran with homemade lunch and unlimited drinks from a top shelf open bar. If you are celebrating, please let us know if you want a cake from the French bakery at no extra cost. Relax on a cushioned seat in the sun or shade aboard the ‘Random Wind’ as you travel up the coast. This family-friendly yacht takes you away from it all; offering beach time, snorkeling, paddle boarding and plenty of fun on board with the Tarzan swing! Enjoy personal attention from our certified and experienced crew.
Posted By : Meander02028381859
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!
Rating :
Posted On : 2024-04-23 07:22:14 
Posted By : NCTravelFam
We thoroughly enjoyed this catamaran ride with lunch. Captain Scottie, Anna, and Jackie were all friendly, and experienced in handling the catamaran and the guests. Having been to St. Maarten before, the snorkeling sights are only mildly interesting to us, it was the atmosphere on the sailboat, the vibe, that made the day. The curried chicken lunch was good, we both enjoyed taking a turn on the swing and watching the other passengers go out and over. The boat ride itself was a delight, the captain making use of the chop to liven-up the afternoon. The whole excursion felt comfortable, safe, and at ease. These folks provide a superior outing, and yes we touched on nirvana
Rating :
Posted On : 2024-04-14 08:19:07
Posted By : lisapC8318CJ
Captain Mike and Elmira provide an unbelievable experience!!! Plenty of fresh food, drinks, island education, conversation and fun. It was like sailing with friends.
Rating :
Posted On : 2024-04-04 08:26:52
Posted By : T1540NPrachelr
I cannot say enough great things about Random Wind Charters! We have been on this excursion over three times because we love it so much.
The catamaran is in great condition. The crew is phenomenal! They keep the drinks flowing all day. Lunch is delicious. (Both drinks and lunch included) They take you swimming, snorkeling, paddle boards and even the Tarzan swing.
Great for all ages! We just got back with our 1.5 year old.
Rating :
Posted On : 2024-03-08 00:28:47
Posted By : S3839RDkathrynb
We had a group of 19 people with kids ranging in age from 7 to 15. Our day spent on the waters of St. Maarten was the best day of our 7 night Caribbean cruise! Arranging this private charger with Diane was simple - she was able to provide comprehensive information and took a small deposit via Venmo. Getting from the cruise port to the marina was a short ~10 minute walk (sidewalk). Once there, Anna got everyone ready to board and quickly went through a safety briefing. Then it was rum punches (or juice/soda) for everyone! The service was impeccable! It was a windy day so they were able to adjust a bit to take us to two areas - the first was for swimming, a beach, or jumping from the boat's jump platform (a huge hit!), followed by a delicious freshly prepared lunch
Rating :
Posted On : 2023-04-20 11:12:57
Posted By : Gipi2014
An excellent day on the Random Wind. Anna and Scottie are amazing and I really enjoyed my day with them on the water. Everything was just perfect. Thanks a lot! Highly recommend this private charter!
Rating :
Posted On : 2023-04-10 07:44:45
Posted By : J6142JUjamesg
Anna, Captain Scotty and Jackie were as accommodating as they could be. The beer, rum punch and delicious lunch were plentiful and the atmosphere was so relaxing. We snorkeled, swam and used the trapeze to jump off the side of the beautiful boat. The dog, Queenie, was the star of the day. I highly recommend this tour.
Rating :
Posted On : 2023-02-13 14:07:54
Posted By : scottsK1355US
Amazing trip top to bottom. Anna, Kirsten, and Scotty were phenomenal! Great drinks, great food, great scenery, great service! Highly recommend!
Rating :
Posted On : 2022-12-17 09:07:53
Posted By : JakeKramer54
We had a group of eight people do a private charter & with Anna & Scotty (& of course, Queenie!). The experience was fantastic. The crew always kept our drinks refreshed & we really felt like they wanted to show us the place they call home!
First to airport beach, & then a lovely bay for a fantastic time in the water, followed up by the BEST snorkeling spot we have ever seen which included a sunken submarine & an underwater crashed helicopter! The fish/wildlife you will see is truly breathtaking.
As avid travelers, we believe this was the best experience we have ever had on an excursion, private or public. Don't forget to give lots of pets to the co-captain, Queenie!
Rating :
Posted On : 2022-12-05 11:48:36
Posted By : 706matthews
We had such a beautiful day. The boat is awesome and the staff was great. Drinks from the second we arrived. Delicious homemade bread and lunch topped it off. The Snorkeling and swimming was awesome. The beautiful and colorful fish were amazing.
This was a great day and we will definitely do it again
Rating :
Posted On : 2022-08-28 09:05:27
