Tours and Tickets

Private Sailboat Charter in St Maarten provided by Random Wind

LIKELY TO SELL OUT*

Private Sailboat Charter in St Maarten

Private Sailboat Charter in St Maarten
5
Book in advance
from
₱121,703.85
per group (up to 8)
Free Cancellation up to 24 hours in advance
Reserve now & pay later: Save your spot free of charge with flexible booking.
About
Spend the day out on the beautiful Caribbean Sea on this private sailing charter in St Maarten! Whether your group is two or 37 - 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, kayaking and plenty of fun on board with the Tarzan swing! Enjoy personal attention from our certified and experienced crew.
Know before you go
  • Duration: 5-7 hours
  • Mobile tickets accepted
  • Instant confirmation
Cancellation policy
  • For a full refund, cancel at least 24 hours in advance of the start date of the experience.
Available languages
Portuguese, English, Spanish
Know before you go
  • Duration: 5-7 hours
  • Mobile tickets accepted
  • Instant confirmation
Available languages
Portuguese, English, Spanish
Cancellation policy
  • For a full refund, cancel at least 24 hours in advance of the start date of the experience.
Need help booking?
Call the number below and use the product code: 6239P4
Call +63 923-0990452
Important information
Inclusions
  • Paddle board
  • Kayak
  • Lunch
  • Unlimited drinks (open bar)
  • Use of Snorkelling equipment
  • Private tour
  • Tarzan Swing!
Exclusions
  • Gratuities
  • Hotel pickup and drop-off
Duration
5–7 hours
Departure details
  • 26 Juancho Yrausquin Blvd, Philipsburg, Sint Maarten
  • Nowhere Special, Welfare Rd, Simpson Bay, Sint Maarten, Welfare Rd, Simpson Bay, Sint Maarten
Additional information
  • Confirmation will be received at time of booking
  • Children must be accompanied by an adult
  • Vegetarian option is available, please advise at time of booking if required
  • Not wheelchair accessible
  • Stroller accessible
  • Service animals allowed
  • Most travelers can participate
  • This experience requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund
  • This is a private tour/activity. Only your group will participate
Inclusions
  • Paddle board
  • Kayak
  • Lunch
  • Unlimited drinks (open bar)
  • Use of Snorkelling equipment
  • Private tour
  • Tarzan Swing!
Exclusions
  • Gratuities
  • Hotel pickup and drop-off
Departure details
  • 26 Juancho Yrausquin Blvd, Philipsburg, Sint Maarten
  • Nowhere Special, Welfare Rd, Simpson Bay, Sint Maarten, Welfare Rd, Simpson Bay, Sint Maarten
Duration
5–7 hours
Return details
  • Returns to original departure point
Additional information
  • Confirmation will be received at time of booking
  • Children must be accompanied by an adult
  • Vegetarian option is available, please advise at time of booking if required
  • Not wheelchair accessible
  • Stroller accessible
  • Service animals allowed
  • Most travelers can participate
  • This experience requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund
  • This is a private tour/activity. Only your group will participate
Travel safe during COVID-19
What you can expect during your visit
  • Regular temperature checks for staff
  • Regularly sanitized high-traffic areas
  • Temperature checks for tour participants upon arrival
What you can expect during your visit
  • Regular temperature checks for staff
  • Regularly sanitized high-traffic areas
  • Temperature checks for tour participants upon arrival
  • Guides required to regularly wash hands
  • Hand sanitizer available to travelers and staff
  • Contactless payment for gratuities and add-ons
  • Gear/equipment sanitized between use
  • Social distancing enforced throughout experience
Popular mentions

5.0
32 reviews
Excellent
31
Very good
0
Average
1
Poor
0
Terrible
0

Travel48901045053
1 contribution
Don't think, just book it!
Amazing day on the water in St. Martin on the Ramdon Winds. The crew killed it and the food was fantastic. Our party of 18 all had the best day possible
Written 9 October 2021
This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.
Diane M
Thank you!
Written 10 October 2021
This response is the subjective opinion of the management representative and not of TripAdvisor LLC.

Paula H
10 contributions
FANTASTIC!!!!
Sep 2021 • Friends
We had the BEST day on the boat!!! The crew is amazing and fun! The food was delicious and drinks were hitting the spot on such a HOT day! I would definitely pick Random Wind to go sailing with again!!! Thanks for all your hard work! :)
Written 11 September 2021
This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.
Diane M
Thanks so much!
Written 17 September 2021
This response is the subjective opinion of the management representative and not of TripAdvisor LLC.

Dan K
Morristown, NJ5 contributions
Best day ever!!!
May 2021 • Friends
Wow! Spent my birthday on The Random Wind and it was more fun than I could have ever dreamed!! Anna and Captain Luke were the most welcoming, warm, and fun crew (and Queenie of course), which took my birthday to a whole new level. It was a great way to see the gorgeous water of St. Maarten and spend a day truly relaxing. From the welcome drinks, to the fresh lunch that they provided, to the snorkeling, and the Tarzan swing, this was by far our favorite day of our trip.
Written 3 May 2021
This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.
Diane M
Thank you!
Written 4 May 2021
This response is the subjective opinion of the management representative and not of TripAdvisor LLC.

MirjamSaskia
St Martin / St Maarten10 contributions
A happy and fun day, simply the best!
Apr 2021 • Family
The whole experience from beginning to end was simply perfect. From making the reservations, (super quick response and very accommodating) all the way up to dropping us of at the dock.
Capt. Luke is not only very upbeat and entertaining, he also makes fantastic cocktails. I recommend the « dark and stormy »
First mate Anna is just so sweet and a ray of sunshine! She takes care of the guests like you are rockstars. What separates this boat tour from all the others besides their unique and exhilarating trapeze swing is their first class service in every area! Value for money gets my top rating.
Written 30 April 2021
This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.
Diane M
Thanks so much!
Written 1 May 2021
This response is the subjective opinion of the management representative and not of TripAdvisor LLC.

Amanda M
2 contributions
Amazing!!!
Apr 2021 • Family
Anna and Luke were absolutely amazing! They were so friendly, great with the kids and very knowledgeable. Highly recommend!
Written 1 April 2021
This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.
Diane M
Thank you!
Written 2 April 2021
This response is the subjective opinion of the management representative and not of TripAdvisor LLC.

Jon K
Bloomfield, United States2 contributions
Great day on the boat!
Feb 2021
Everything was amazing! The service was top notch. Anne and Luke (sp?) were wonderful host. The boat was nice and clean. The food and drinks were great. My group had a great day out on the water and had fun with the activities. My wife got sea sick and they did a wonderful job taking care of her and helping her as much as they could. I def recommend this service!
Written 5 March 2021
This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.
Diane M
Thank you!
Written 29 March 2021
This response is the subjective opinion of the management representative and not of TripAdvisor LLC.

AMDI G
Toronto, Canada17 contributions
Awesome time spent. Thanks and Cheers 🍻
Mar 2020 • Friends
The host was wonderful. The boat captain was knowledgeable and not bad on the grill either.
We had wonderful weather, and some awesome cocktails. It's definitely a great way to view and learn about the Island (SXM)
Written 16 February 2021
This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.

FunTravelingGuy
Brentwood, TN38 contributions
THE BEST CATAMARAN SERVICE EVER!
The Random Wind catamaran offers an incredible sailing experience in St. Maarten! This experience will be one of the highlights of your trip! The vessel is a beautiful 56' catamaran and very comfortable, with plenty of covered and open public areas for lunging around.

Everything the Random Wind offers is first class, with no corners cut to save cost. This staff goes out of their way to insure you will enjoy your day!

➡️ The service from Anna is unbelievable and very efficient, you will never have an empty drink in your hands. Hats off to her great service!
➡️ Our gourmet lunch was amazing! The grilled curry chicken skewers, with coconut / ginger rice and ceasar salad was the perfect meal, for a day of sailing and snorkeling.
➡️ Capt. Luke was super friendly and his vast nautical expertise made us all feel comfortable...

If you're considering joining a fun day of sun, snorkeling and a beautiful sunset... The Random Wind boat is your perfect choice! Book them in Advance, as they can fill up their tours quickly...
Written 4 January 2021
This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.
Diane S
Thanks so much!
Written 5 January 2021
This response is the subjective opinion of the management representative and not of TripAdvisor LLC.

Denise G
1 contribution
Best way to end our St. Maarten trip!!
Dec 2020
I was in St. Maarten with a cherished friend and we found great reviews for Random Wind on TripAdvisor and decided to take the plunge at the last minute. TRUST ME when I say they do not disappoint! Anna was very friendly and explained everything along the way. She and Luke were excellent guides! There are several activities like snorkeling and the "tarzan swing", but there is no pressure if all you want to do is just chill and relax on a fabulous vessel sailing in the gorgeous Caribbean Sea. The catamaran is equipped with everything needed to be active or totally relaxed and any mixture in-between. Honestly, you don't lift a finger this whole trip because you are waited-on hand and foot (which doesn't happen for me very often!). Worth every penny. Do it. Life is too short and the water and experience are amazing.
Written 15 December 2020
This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.
Diane S
Thank you so much. We all need some pampering these days.
Written 11 January 2021
This response is the subjective opinion of the management representative and not of TripAdvisor LLC.

Conchita122
Puerto Morelos, Mexico8 contributions
Coral Restoration - Mission Accomplished!
Jan 2020
Thanks to the incredibly hospitable and professional Random Wind crew, our research work to collect important scientific data from the submersed Intellireefs by Reef Life Foundation went so smoothly this past January!! Our small team of divers received royal treatment. A spread of delicious healthy food and drinks kept us going on our dives to take video and samples of specialized materials (Oceanite) installed to help regenerate endangered coral reef ecosystems and biodiversity. We ended the day with a sunset sail and rich conversations on deck. I usually get seasick, but the catamaran was stable and so comfortable. Grateful for the generous help with set up in the AM and transporting our gear after a long day...Amazing! It's great to work with kind people and businesses who invest in the well-being of the ocean and want to keep corals and the local economy flourishing in tandem. I look forward to working with Diane and the fun, dedicated team of Random Wind again soon!! THANK YOU !! <3 Colleen Flanigan and Living Sea Sculpture
Written 5 April 2020
This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.
Diane S
Thanks you for all you do. We All Rise Together.
Written 16 April 2020
This response is the subjective opinion of the management representative and not of TripAdvisor LLC.

Showing results 1-10 of 31
*Likely to sell out: Based on Viator’s booking data and information from the provider from the past 30 days, it seems likely this experience will sell out through Viator, a Tripadvisor company.
About the operator

Don’t take it from us – here’s what people have to say about this operator.

By: Random Wind
tom_m_65_65_65
tom_m_65_65_65
00
Great excursion off of a cruise ship.
Great way to spend the day in St. Martin! Ana and Capt JP (and Queenie) made us all feel very welcome. Very short
jillpowers
jillpowers
00
A fabulous day - worth the money to book this - we did it while in Port on a the RC Allure of the Seas
This was a wonderful day in St. Martin! Ana and Capt JP were amazing and she really makes you feel so at home, on
kenythreynolds
kenythreynolds
00
Absolutely a fun time.
We had a fun time with Capt. JP & Anna. They took good care of us the whole time we were on the water. We would ce
Brooke C
Brooke C
00
Perfect Day!
We had the most beautiful day with Random Wind! We had a group of 7 - my parents who are in their 70s, three 14-yea
eeparadise
eeparadise
00
Great Day
So very pleased we chose this trip and I would highly recommend. Customer service was the best The crew was outst
nwclassic
nwclassic
00
Great Day Great Crew and Great Friends
We had a blast on Random Wind Charter. The Captain and 1st mate made us feel welcomed and safe. We had a group of
A4021YEchriss
A4021YEchriss
00
This is a MUST. Best excursion with the best crew!
We can’t say enough good about Random Winds! They made our trip amazing! Capt. Pablo and Mate Laney on the Spirit o
carole d
carole d
00
Best day in St. Maarten
Right from the rum punch welcome upon coming aboard, I knew this was going to be good. The boat had ample cushione
K6185CQjohnb
K6185CQjohnb
00
This was way better than a cruise planned excursion. It was like hanging out with people you have known for years.
This was a fantastic experience! We were greeted by Laney who was all smiles and super welcoming. Pablo the captain
sudawg
sudawg
00
Great Outing
This boat is #1 rated on Travelocity fir a reason. It was a Tremendous time, with a great crew. The open bar was
Tbpinson
Tbpinson
00
Awesome day!
Amazing service! Great stops for water activities! Absolutely awesome day! Look forward to participating again in t
DonnaDanbury
DonnaDanbury
00
Awesome fun
The staff are amazing. Friendly and attentive always asking if you need your glass refilled. We also had a great
370taeb
370taeb
00
Amazing
Amazing trip and hosts. Would do it again. Host are amazing,!!! Great job. Swing was awesome. Def doing again
199garretc
199garretc
00
Will 💯 book again and again and again……
This is truly 5 star worthy folks!!! It was a little rough with a southerly wind but the crew went above and beyond
TimsTravels729
TimsTravels729
00
A Great Day at Sea
This is a gray catamaran. JP the captain was great and so were the crewmembers. Snorkeling was fun and so was the T
Frequently Asked Questions about Private Sailboat Charter in St Maarten

Private Sailboat Charter in St Maarten will start at 9:45 AM. Discover and book Private Sailboat Charter in St Maarten on Tripadvisor

Private Sailboat Charter in St Maarten price starts from ₱121,889.28. Discover and book Private Sailboat Charter in St Maarten on Tripadvisor

Private Sailboat Charter in St Maarten cancellation policy: For a full refund, cancel at least 24 hours in advance of the start date of the experience. Discover and book Private Sailboat Charter in St Maarten on Tripadvisor

Private Sailboat Charter in St Maarten is hosted by Random Wind. Read reviews, discover additonal experiences or contact Random Wind on Tripadvisor. Discover and book Private Sailboat Charter in St Maarten on Tripadvisor