Private Sailboat Charter in St Maarten: A Day of Fun with Unlimited Drinks and Homemade Lunch
5.0
54 Ratings
Simpson Bay

Experience a day of fun and relaxation on a private sailing charter in St Maarten. Enjoy unlimited drinks, homemade lunch, and various activities onboard a 52 foot catamaran!

Duration: 7 hours
Cancellation: 24 hours
Highlights

  • Mullet Bay - Here you may use the paddle board and/or kayak. Chillax with a noodle, swim to the beach….we will serve like ch on board.

  • Little Bay Beach - In Little Bay we swing from the All Ages Tarzan Swing!
    We may stop in Baie Longue, Little Bay, Mullet Bay, Simpson Bay, Maho Bay to see the planes

  • Maho Beach - Pass the airport twice to see the planes take off and land

What's Included
  • Private tour
  • Unlimited drinks (open bar)
  • Kayak
  • Lunch
  • Use of snorkeling equipment
  • Paddle board
  • Tarzan Swing!
What's Not Included
  • Gratuities
  • Hotel pickup and drop-off
Additional Information

Experience a day of pristine Caribbean adventures with our private sailing charter service in St Maarten! A welcoming space whether your group comprises of two or 30, rest assured your comfort and needs are our top priority - the yacht is entirely at your disposal for the day. Indicate your preferred pick-up location - Philipsburg or Simpson Bay, and…

see more
Location
Nowhere Special
Welfare Road
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Customer Ratings
5.0
(54 Ratings)
5 stars
4 stars
3 stars
2 stars
1 star
Meander02028381859
Apr 23, 2024
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!
Review provided by Tripadvisor
Nctravelfam
Apr 14, 2024
Would Gladly Go Out Again - 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
Review provided by Tripadvisor
Lisapc8318cj
Apr 4, 2024
Wonderful day trip on Red Barron - Captain Mike and Elmira provide an unbelievable experience!!! Plenty of fresh food, drinks, island education, conversation and fun. It was like sailing with friends.
Review provided by Tripadvisor
T1540nprachelr
Mar 8, 2024
Must do in St Marteen - 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.
Review provided by Tripadvisor
S3839rdkathrynb
Apr 20, 2023
Amazing Day on the water with Random Wind Charters! - 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
Review provided by Tripadvisor
Gipi2014
Apr 10, 2023
Great day on the water - 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!
Review provided by Tripadvisor
J6142jujamesg
Feb 13, 2023
Everything the day was promised to be and more! - 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.
Review provided by Tripadvisor
Scottsk1355us
Dec 17, 2022
Amazing Trip - Amazing trip top to bottom. Anna, Kirsten, and Scotty were phenomenal! Great drinks, great food, great scenery, great service! Highly recommend!
Review provided by Tripadvisor
Jakekramer54
Dec 5, 2022
The best excursion we have ever done! - 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!
Review provided by Tripadvisor
706matthews
Aug 28, 2022
Family bonding. I A day to remember - 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
Review provided by Tripadvisor
Check Availability
From $3,300
(Per Group)
From $3,300 (Per Group)
up to 15 guests
1 Traveler
Select a date
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).