Adventure-Charters

Unique Sailing Charter in Biloxi
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Sailing Charter in Biloxi

Enjoy a Sailing Charter aboard Gypsy Lady, a Hinckley Sailboat from the Biloxi Small Craft Harbor next to the Hard Rock and Beau Rivage casinos. Gypsy Lady is a Hinckley Bermuda 40, a classic American-made sailboat. Captain Jay is your USCG-licensed Captain.

Available for:

Sunset cruises, sailing lessons, day cruises, special occasions, and team-building, as well as other custom sailing experiences.

Call Captain Jay at (228) 380-0471

Catering available upon request.

taking the helm of a Hinckley Sailboat from Biloxi
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Billie Walters profile picture
Billie Walters
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Our group of Friends sailed with Jay & Patty last weekend for my Husband's Birthday. They are so very Nice and Knowledgeable! We all enjoyed the trip and will return soon. Thank You!
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Rhonda Sutherland profile picture
Rhonda Sutherland
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I was very excited to take my nieces on their first sailing adventure and this did not disappoint! Captains Patti and Patrick are super knowledgeable and engaging. They even gave my nieces some supervised time at the helm. Now one of them wants to be a captain in addition to a supermodel! Would highly recommend them. We’ll be back!
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Wendy Snider profile picture
Wendy Snider
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Captain Jay and first mate David made our trip fabulous. The B-40 boat was very clean and well taken care of. I will come back to sail with them again.
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Roanetta Rodgers profile picture
Roanetta Rodgers
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Captains Jay and Patty were amazing! Beautiful boat, great stories and education, safe and relaxing trip! Definitely would recommend and book again!
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Justin Merrill profile picture
Justin Merrill
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BOOK THIS SAILBOAT EXPERIENCE TODAY! I cannot recommend Captain Jay enough! He helped make my proposal absolutely perfect during a breathtaking sunset sail cruise. From the moment I booked, Captain Jay went above and beyond to ensure every detail was flawless. Him and his first mate were incredibly professional and welcoming, and the atmosphere onboard was magical. As the sun dipped below the horizon, creating a stunning backdrop, they coordinated everything perfectly to make the moment unforgettable. My fiancée was blown away, and so was I! If you’re looking for an intimate, romantic experience with a crew that truly cares, this is the business to trust. Thank you for helping us start out forever in such an unforgettable way!
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Lynn Saint profile picture
Lynn Saint
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If you are visiting Biloxi PLEASE contact Captain Jay and Ms. Patti, they were the most accommodating and welcoming host. We called on Wednesday and were able to go out sailing on Thursday. They were so knowledgeable and experienced and even though it was our first time sailing we were 100% at ease. Our 12 yr old son Hudson was able to steer the boat for most of the trip, and help with the sails all while being taught facts about sailing. We saw more dolphins on this trip than last year on the dolphin tour. Thank you again Captain Jay for allowing us this experience!!
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Megan Mcnichol profile picture
Megan Mcnichol
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We had a sunset sail ride! It was amazing and very relaxing! Captain Jay and David were awesome! The trip was so much fun all of us want to come back again! Thank you Captain Jay!
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Kurt Foglesong profile picture
Kurt Foglesong
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Very knowledgeable and friendly
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Michael Gielow profile picture
Michael Gielow
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Captain Jay and FM Patty (Jane) were fantastic. Very informative and responsive from first contact all the way to embarkation. Jay is a wealth of sailing knowledge and is a lot of fun to talk to. I’m not sure who had more fun, Jay or our son (4th year sailing lessons student) who took the helm early and was all smiles. We highly recommend and will look them up next time in Biloxi.
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Shawn Taylor profile picture
Shawn Taylor
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Went on sunset cruise with wife and was a very peaceful ride. Very friendly crew of husband and wife crew. Would recommend trying them out. They let us drive and get pictures and then laid on the front and enjoyed each other's company
About your Sailing Charter in Biloxi Experience

Thank you for reaching out to Adventure Charters about scheduling a sail. This is Captain Jay, and before we talk about a specific time and date, let me tell you what it is that my first mate and I do.

We offer a sailing charter in Biloxi aboard a beautiful Hinckley Bermuda 40 sailboat. The duration of the sail can vary, but most guests select a three-hour experience, which costs $300 (for the boat, not per person). I provide ice, water, sodas, and set-ups. You are free to bring snacks and beverages that your group particularly enjoys. Most guests also leave a tip at their discretion for the first mate.

The boat is located, and our sails begin and end at slip E-9 in the harbor just east of the Hard Rock and Beau Rivage Casinos. You can enter 679 Beach Blvd. Biloxi on GPS and literally park 10 feet from the boat. If you still have any difficulty finding us, feel free to call me at (228) 380-0471.

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