About Stuart Sailing

Who We Are

Many ask how and why we started Stuart Sailing Charters.  Quite simply, I have been fascinated by sailing since I was a small boy. I love being outside in the fresh air and sunshine, using the wind to propel the boat nearly silently along the water. It has always been a refreshing, relaxing, and renewing experience. I also enjoy the physical and mental challenge sailing presents.

During the last 40 years, I have lucky enough to be able to share the sailing experience with friends and family hundreds of times in the States, the Bahamas, the Pacific, the Med, and the Caribbean. I like meeting new people and wanted a way to share my love of sailing with them.

My wife Judy and I  formed Stuart Sailing Charters and bought Sailfish, a 40′ sailing catamaran. It is ideal platform to take out people with any level of sailing experience from novice to expert but who do not currently have a boat. It is roomy, stable, safe, comfortable, and easy to sail.

Call us today to find out more about the services and experiences we offer or to book a charter cruise. Come see why we love sailing so much.


Capt. Paul A Jones and his wife Judy.

Our Crew

Skipper Erinn Hennessy
Skipper Erinn Hennessy
First Mate / Hostess
Erinn Hennessy 561-801-0080 ErinnLovesHealth.com
Captain Paul “Popeye” Jones

Paul has been sailing since 1979.  He owned a series of larger sailboats in the states and then owned a Moorings/Beneteau 432 charter boat based in Tortola British Virgin Islands for 8 years in the 1990’s. He traded time on it…

Interested in Chartering
our Sailboat?

If you're vacationing or live in South Florida, a sailing excursion will create an experience you'll never forget. The beautiful turquoise blue water, islands, marine life and sunsets are waiting for you. Contact us today to learn more about our sailing charter experiences.

Sample destinations

  1. North Fork of the St. Lucie River. Calm, scenic, great sunsets.
  2. Safe Harbour Harborage Yacht Club and Marina, home of Stuart Sailing Charters, pickup site.
  3. Cruise by historic, scenic, and huge, beautiful waterfront homes. Langford Estates.
  4. Sewall’s Point. Sail by impeccably landscaped, palatial waterfront homes.
  5. Mini sandbar. Small, less crowded, tropical island feel. Swim, beach comb.
  6. Manatee Pocket, Port Salerno. Dock and eat at waterfront restaurants, admire large, beautiful yachts and homes.
  7. Boy Scout Island. Anchor by and swim or dinghy to this scenic island.  Spend the night aboard.
  8. Stuart Sandbar. Hugely popular local spot, crowded on weekends.  Sail close to beautiful large waterfront homes on exclusive gated Sailfish Point.
  9. Lucie Inlet. Weather permitting sail out into the Atlantic and up or down the coast.
  10. Peck Lake. Anchor and dinghy to shore. Just a short walk to a 5 mile long beautiful nearly deserted beach accessible by boat only by the St. Lucie Inlet Preserve State Park and Hobe Sound Wildlife Refuge
  11. Sailor’s Return.  Dock and dine here on on the boat.  Great food, drinks, and sunsets.


Book Now