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.

Adventure-Charters, LLC

5.0Out of 5 stars

Overall rating out of 25 Google reviews

Alex Tigges
5 days ago

Absolutely amazing experience. Did a sunset cruise, and was able to see so many dolphins. Captain Jay has a wealth of knowledge.

a month ago

My now husband and I were looking for an intimate way to get married while both being active duty and separated. Captain Jay and his First Mate, Patti, made this day extra special. The occasion turned out to be more than I could have possibly imagined. Even surrounding boats cheered us on, honked their horns, and took photos from afar. This community is so caring and this day came out perfect! Thank you for making this day one we will always remember! Also, a big thank you to Ret. Chief Judge Sanford Steckler for this amazing photo!

Vanessa Philippus
2 months ago

My husband, our two teens, and I had a great time on Captain Jay's beautiful sail boat. We were expecting just a lovely cruise, but Captain Jay actually let all of us have a turn as steering the boat, taught as about many of the lines and parts of the boat involved in sailing, and was very patient and kind. His wife, Patti, was first mate for the trip and she was absolutely delightful as well. Both were very personable and told us several stories and kept us involved throughout the trip. I HIGHLY recommend an outing with Captain Jay!

Racquel Mitchell
2 months ago

Had an amazing experience twice.