Caribbean
St Martin / St Maarten
Sint Maarten
Simpson Bay
Things to Do in Simpson Bay
Adventure Sports Sailing
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Adventure Sports Sailing

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#3 of 47 Tours & Activities in Simpson Bay
Scuba & Snorkelling • Boat Tours • Private Tours
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Experience some of the finest sailing in the turquoise waters of St. Maarten / St. Martin. Our two 45 foot catamarans offer scheduled and customized private charters. The open plan configuration, large deck and trampoline areas provide expansive space and seating for a number of guests. All of our full day sailing charters include scrumptious hot lunch with salads, drinks, fishing rods, snorkel equipment and great music. We can alter our trips to meet your needs, that is what we are all about - flexibility and personalized service. Perfect for a cruise ship excursion. Convenient pickup and will have you back to the ship on time!
Simpson Bay, St Martin / St Maarten
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Travelers' Choice
2022
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Tours and Tickets by Adventure Sports Sailing

Private Full-Day Catamaran Sailing Charter in St Maarten

63
By Adventure Sports Sailing
Sailing
6+ hours
Experience some of the finest sailing, swimming and snorkeling in the turquoise waters of St. Maarten. We can alter our …
Free cancellation
Not sure? You can cancel this reservation up to 24 hours in advance for a full refund.
Recommended by 98% of travelers
This number is based on the percentage of all Tripadvisor reviews for this product that have a bubble rating of 4 or higher
from
$2,800.00
per group
Travelers talk about
“”
(137 reviews)
Detailed Reviews: Reviews order informed by descriptiveness of user-identified themes such as cleanliness, atmosphere, general tips and location information.
Popular mentions
5.0
490 reviews
Excellent
486
Very good
2
Average
1
Poor
1
Terrible
0
Debbie C
Fairfax County, VA5 contributions
Private Sunset Cruise
Apr 2022
Our family of 6 adults went on a private sunset cruise. Captain Brent was able to sail away from a rain storm and we had a great cruise. First mate Tino keep the drinks flowing. I would highly recommend sailing with this outfit. Both Brent and Tino were fun to talk to.
Written April 22, 2022
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
gatheringknoydart
knoydart6 contributions
Miss Cara Gray
Feb 2020 • Friends
What a wonderful day out, one to remember for ever! We arrived at Simpson Bay Yacht club and were met by Ian and his lovely dog Ginger on his small boat and were whisked over the lagoon to join the Spellbound Catamaran, a fantastic beautiful boat! We were immediately welcomed by the staff who were extremely attentive and never stopped supplying us with drinks, the rum punch was flowing all day as well as wines, spirits, beers soft drinks and bottled water. We were sailing right around the island with a stop at a beautiful reef where we snorkelled and then on to the uninhabitable island of Tintamarre it was a tropical paradise, we swam ashore ( although this was optional Ian and Ginger were available at all times to ferry guests to and from the beach ), the bbq lunch on board was absolutely delicious, chicken, ribs, pastas and salads. Myself and friends loved our day what makes this particular boat so so good is that fact that it only ever takes a small amount of passengers 10 were on our trip unlike most of the others which have 50 plus. We arrived back at Simpson Bay marina around 5pm where Ian insisted we all had a few more drams on board as the sun went down a lovely end to an unforgettable day. Can not recommend this day out enough!
Written February 19, 2020
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
Ian M
I am really glad you had a good day out with us Thanks for the review
Written February 21, 2020
This response is the subjective opinion of the management representative and not of Tripadvisor LLC.
Janet R
1 contribution
Absolutely fantastic trip on Spellbound! Loved everything about it!
Feb 2020
As a resident of St. Maarten, we don't get out on boat trips as often as we'd like, but every now and then when friends come to visit, we treat ourselves to a day off and join in on what the visitors of the island do. Earlier this month we had friends visiting for 10 days and on their "Bucket List" was an all-day boat trip. I've been on Spellbound before but it's been years and was before Hurrican Irma. We booked the around the island trip, with a stopover on Tintemarre. What an absolutely fabulous day! Ian has two boats now since Irma and we were on the originally one which is cozy, comfortable, sails like a dream and has everything you need on it. We were picked up by dinghy at the Sint Maarten Yacht Club dock by Ian and his dog Ginger who is quite an amazing and entertaining girl. We motor-sailed to Creole Rock in Grand Case and stopped to snorkel. The weather was perfect that day and visibility great. Then we sailed to Tintemarre island, an uninhabited island which is a territory of the French side. My friends couldn't get over the color of the water. We swam, went ashore and explored, and drank rum punch on the beach that Ian brought out to us in the dinghy. Had a beautiful lunch of barbque chicken and ribs made on the back of the boat, ceasar salad and pasta salad which was really tasty and everyone loved it. Ian plays great music and we were lucky to have really fun other people as fellow passengers. Olga, his crew, is French and super friendly and professional and really looked after everyone. Bottom-line, I need to go out on Spellbound more often... and HIGHLY recommend!!
Written February 19, 2020
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
JPP
1 contribution
Currently not as advertised
Feb 2020
First of all, I made no complaints about the trip and paid the agreed upon price. Sint Maarten has been through a lot in the last few years and I'm sure it has been difficult for the people who live there, so I paid with compassion in mind. I do have a duty to warn others who might consider sailing with this outfit.

The boat we sailed on was a salvaged boat and not once was I told this was going to be the case. Had the boat been docked, I would have turned my family around immediately, but we had to dingy out to the mooring and by the time we were set to go, the group was just ready to depart. Some of my family have never even been on a large cat like this so they were confused about whether this was normal or not.

The pictures on the website show a comfortable boat with everything in order. The boat we were on had literally been capsized during hurricane Irma. All of the interior paneling is missing or corroded. The cushions for outdoor seating were the blue squares you'd buy as a replacement cushions, not the fitted ones as seen in the photos. The galley? Forget it. Plus there are tools everywhere, it's an absolute mess. To make matters worse, the owner was piloting another charter in front of us in a brand new vessel that he just purchased from his insurance payout due the hurricane. Would love to have been on that one!

The crew was nice, but not what I would call a professional crew. They just did this part time when needed. Almost anything is edible after you sail and swim all morning, so that's all I'll say about the lunch.

The sea can cure any ailment, so just going around the island all day and feeling the wind in my face allowed me to overlook all of this. Definitely negotiate a better deal if you end up on this boat and still want to go for the day.
Written February 17, 2020
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
Ian M
Good Afternoon, I am sorry that you had a bad experience with us, you are the first one so this is a bit of a shock to me. I of course would have preferred that you expressed your feelings to our Captain Andre so we could have returned you to shore and not charged you but that is not an option anymore. I apologize and appreciate the input. I would just like to clarify a few points for anyone who might be reading this. 1. I have owned Spellbound for 6 years and she was restored after the hurricane by us and we concentrated on the technical side to make her strong and seaworthy for our guests. This has been demonstrated by us winning every race in the Heineken regatta in her class last year and just finished second in the Caribbean multi hull regatta which was very windy and we are one of the few boats which never sustained any damage. So she is very seaworthy. 2. None of the below should effect a day charter yacht, she is not a week long charter boat anymore. The headliners where removed and the deck head painted for weight saving and performance. 3. External individual cushions are easier to deal with in bigger crowds. 4.The Captain Andre is very good, one of the best you could ever find and has been working with me full time for 2 years and helped me sometimes before that. He is slowly moving onto his own boat and therefore works a little less now. Both French girls have been with us for over a year and I have only heard good things before. We do not do a stand to attention megayacht type cruise, our guests prefer a more laid back and interaction style with less passengers which has worked really well for us over 20 years. 5 I am sorry you never enjoyed the food you are the first one in thousands to have said anything other than what you can read on all of the other reviews. So we will stick with our menu. 6.We spend a full day each week cleaning both boats especially the galleys so I am disappointed to hear this, but I was not on board. 7. We have been slowly working on finishing the cosmetics for a while and are continuing to do so, but she is day charter sailing catamaran, is a fun and great boat to sail which has made thousands of people happy and will continue to do so. IAN MARTIN Owner of the company and one of the Captains.
Written February 19, 2020
This response is the subjective opinion of the management representative and not of Tripadvisor LLC.
Dan O
5 contributions
Great overnight trip with first time sailor
Feb 2020
My wife and I recently completed an amazing, first class overnight charter as part of a 30th anniversary trip. 30+ years ago I had completed a 7 day trip around St Martin, St Barts and Anguilla with college friends and always told my wife who gets sea sick in a pool t4hat it was one of the best vacations I have ever had. She surprised me and suggested she would try an overnight trip and found Adventure Sports from its great reviews. We throughly enjoyed our charter with Andre and Corrine who crewed the boat. We were picked up by Andre at 9 am the St Martin Yacht Club and sailed around St Martin and St Barts for the next two days. The crew were great hosts and made the trip very fun. My wife prepared to deal with the sea sickness but the weather was rougher than expected (30 knot winds and 8 foot sets) and the crew both accommodated this amazingly well with great tips and compassion. On the first day we snorkeled and then put in for a nap on Ile Tintamarre that helped calm the sea sickness and then made for a calm harbor in Grand Case. We had a great dinner on board and a restful night on board the ship. The next day we sailed for St Barts and stopped along the way from more snorkeling and finished with a great lunch in the harbor. We had a great 30th anniversary trip and our time on the boat with Andre and Corrine was a highlight!
Written February 26, 2020
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
80Peter
Nelson, Canada10 contributions
A Must Do!
Nov 2021 • Friends
Our annual visit to St Maarten for a month always includes a couple of day charters with stmaartencharters aboard Spellbound. Last weeks trip around the island was absolutely fantastic with a couple of swim stops and a delicious lunch and plenty to drink. Crew Brent and Tino were top notch hosts and promptly looked after their guests. Sooo good we are doing again this Friday. Pete and Sherry, Marilyn and Bryan
Written November 23, 2021
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
Ole E
1 contribution
Day trip on Spellbound 2
Jun 2020
Our first day trip after lockdown ! good friends all living on the Island. Since french side still not allowing commercial boats we sailed and sailed in a good strong breeze.
Capt Ian assisted by Ginger (his dog) and his 2 human assistants gave us a great lunch while anchoring at Mullet Bay. Sail back to Philipsburg and Spellbound performed very well !
Written June 15, 2020
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
Jerry Blakeslee
Roatan, Honduras24 contributions
A True Sailing Adventure!
Jun 2021
Not much to add to all of the other sterling reviews and accolades. When you rank in the top 5 of all 52 in this category and have 428 excellent grades out or 432, that pretty much speaks for itself. I will however add that, unlike others, this is truly a sailing adventure. Yes the food, snorkeling and scenery are great but that's not what makes Adventure Sports Sailing stand out, it's the sailing. If your heartbeat surges when the boat hits 11+ knots on a beam reach, this is your go to charter.
Written June 23, 2021
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
Michael P
1 contribution
Spellbound Catamaran Sailing Charter in St Maarten
Oct 2021
My family and friends had an absolute blast with the spellbound crew. Swimming with the turtles was a lot of fun but just sailing listening to music and vibin was my favorite part. Also best ribs on the island hands down, fantastic lunch. Easily one of my favorite days of my vacation definitely recommend this trip and crew to anyone looking for a fun day on the water.
Written November 2, 2021
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
Amanda S
1 contribution
Incredible
Nov 2020 • Friends
Ian, Olga and Jack were beyond amazing - we couldn’t have asked for a better day. A group of 7 of us went out and they showed us the best of the entire island while providing amazing service. I would highly recommend booking with them, they will make sure you have an incredible day. I also can’t forget ginger...the most adorable boat dog in the entire island!
Written November 10, 2020
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
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Adventure Sports Sailing (Simpson Bay) - All You Need to Know BEFORE You Go