Unique Sailing Adventures
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Sailboat Excursions in Biloxi

Enjoy Sailboat Excursions 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.

About your Sailing Adventure

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 sailing trips 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 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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Had an amazing solo trip with Captain Jay and first mate. Saw so many dolphins, which was awesome and very unexpected. I recommend this trip for anyone looking to just enjoy spending time on the water.


Altoona, IA

I am blown away by the experience of Adventure Charters! Captain Jay was easy to communicate with and quick to respond. My wife and I are wanting to learn more than anything and he customized our time for what we were really looking for. Extremely affordable. And would definitely recommend to ANYONE wanting to just get out on the water for a relaxing and fun-filled day OR if you’re like me and want to learn. He explained in detail but also in a way that we could understand. Really such a pleasure. We’re excited to get back out on the water with him!

Garrett Neal

Had a great time! The captain was super cool and very knowledgeable. The boat was gorgeous! And we even saw a dolphin 🙂

Tanya Darrow