Unforgettable Adventures for Couples

Date on the Water

Your ultimate date becomes a reality aboard this 40 ft catamaran! Your special someone is sure to be impressed as you sail on your personal excursion around the Treasure Coast.

Lay back while sipping on your favorites as the dolphins give you a show. The crew can even shop for you and have your favorites all stocked up!

Stuart Sailing will give you a date to remember!

You would be hard pressed to top this date!

Show that special someone how important they are to you aboard the Sailfish catamaran. This spacious boat is a delightful way to spend a romantic evening.

Kick back on the deck while your personal hostess is at your beck and call. Gently sway while you sip away, as the sunset sets, glowing over you. Whether you want music soft or loud, we have you covered. Private candlelit  bunks provide you with that extra intimate space.

Fall in love for the first time or the forever when Stuart Sailing helps create your ultimate date night.

Plan a date you will never forget aboard your private catamaran with Stuart Sailing!

Schedule your next adventure today, book a three hour tour, full day or overnight charter.  We’ll help you create memorable moments on the water.

Book a Sailboat Charter


Mini Cruise (2 hrs)

Enjoy a couple hours with the fresh air and sunshine on board the Sailfish! *Excludes Swim and Snorkel option.
Book Mini
Best Value

Half Day (3.5 -4hrs)

Make memories cruising and experiencing all the beauty and fun of the Treasure Coast. *Swim and snorkel add-on available.
Book Half Day

Full Day (7 - 7.5 hrs)

This luxury vessel offers a fantastic venue for a full day on the water. Set sail, sit back and relax and enjoy! *Swim & snorkel add-on available.
Book Full Day

Clients Say

Ah-maz-ing, we had the best week! We had no idea how beyond perfect it would all be! The crew made it beyond our imagination!

Edie Watts

Edie Watts

The beauty of this company is its customization, this is not a cookie cutter experience.

Savitri Hook

Savitri Hook

Truly a life changing trip! I went on a Keys spearfish charter on the Sailboat. Erinn and Captain Matty made it the trip of a lifetime! Amazing food and well organized vessel! youtube.com/c/CaptainJackSpearo

Captain Jack Spearo

Captain Jack Spearo

I must say we enjoyed my daughters 17th birthday with 2 of the most respectable people. Captain Mattey and Skipper Erinn showed us mad love, I highly recommend them!

Stacey Stallworth

Stacey Stallworth

Our Crew

Captain Erinn Hennessy
Captain Erinn Hennessy
Owner / Captain
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…

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