The Best Sailboat Rentals Near Mississippi

Cabbage Key, Captiva Day Trip 1-6 people Captained

Wonderful trip. Made for the perfect afternoon activity for three couples of varying ages, smooth ride and a great value for seeing the views around the fort myers/Cape Coral area. Joe was extremely responsive and prompt to any questions/requests and made sure we were comfortable throughout our travels. Would recommend to anyone!

Sailing on Lake Pontchartrain with 52ft Shannon Sailing Yacht!

This was my second time booking Captain Jim’s sailboat for a photoshoot and it was a great experience- as always! He’s so kind, provides a great and professional experience. He always has snacks and drinks for myself and my clients - along with other great accommodations! Will definitely be booking again!!!

Shannon Cruising 52' Sailboat on Lake Pontchartrain, Louisiana

Smooth sailing on a sunny afternoon; nothing but a balloon sail to cast you away along the beautiful Lake Pontchatrain coast way! Captain Jim provides a wonderful staycation that can’t be beat right here on the Northshore. His sailboat is a great way to go. Sailing on the lake at sunset in the moonlight is great for a fun relaxing afternoon.

Shannon Cruising 52' Sailboat on Lake Pontchartrain, Louisiana

Jim was an amazing captain, the weather was on our side, and we couldn’t have asked for a better way to end our wedding night! He had snacks, water, chips, Gatorade, wine glasses, speakers, and MOST IMPORTANTLY, chairs for us to sit in ! It was an a amazing experience!

Shannon Cruising 52' Sailboat on Lake Pontchartrain, Louisiana

Captain Jim was terrific and we had a fantastic day on the lake. He was very thorough in explaining all of the safety requirements and we felt to be in good hands with him at the helm. We could not have had a better experience and will certainly be repeat customers. Many thanks to Captain Jim for making our excursion a memorable experience.

Shannon Cruising 52' Sailboat on Lake Pontchartrain, Louisiana

My friends and I felt like we were sailing on the French Riviera. Best birthday ever aboard Captain Jim’s stunning sailboat with 5 friends. Captain Jim was delightful and so hospitable, letting us go for a dip during our 3 hour tour. A+ snack selection. Loved that he had such a good speaker set up and comfy seating. It was such a memorable experience, I hope to sail with him again! Would recommend to any and all, it’s an absolute must!!!