About Joyride Charters
Get to Know Us
Joyride Charters was founded in Connecticut in 2004 with a simple idea: sailing should feel freeing, personal, and unforgettable. What began on Long Island Sound has grown into curated sailing adventures around the world.
We design small-group, hands-on experiences that go far beyond a typical vacation. On Long Island Sound, that might mean a relaxed sunset sail, a confidence-building lesson at the helm, or a private day on the water with friends and family. Abroad, it means skippering beautiful catamarans through places like Greece, Croatia, the British Virgin Islands, and beyond—anchoring in historic harbors, swimming in clear blue water, and sharing meals that reflect the culture of each destination.
Whether you’re brand new to sailing or have thousands of miles under your belt, you’re welcome here. You can take the helm and learn, or simply unwind and let the rhythm of the sea do its work.
At its heart, Joyride Charters is about connection—connection to the water, to new places, and to the people you meet along the way. It’s adventure with intention. It’s travel done differently. And it’s always a little bit of joy.
Meet the Owner
Captain Joy
Captain Joy’s lifelong connection to the sea is truly inspiring. Growing up with a passion for boating instilled by her father, she has translated that early love into a remarkable career, marked by extensive sailing experience. Her dedication to safety and expertise, reflected in her USCG Master 100 ton license, American Red Cross First Aid and Infant/Child/Adult CPR, US tow and sail endorsement and Life Raft certification highlights her commitment to excellence on the water. It’s clear that sailing isn’t just a profession for her—it's a way of life.
Where We Are Located
Pure Joy is located at Safe Harbor, Pilot’s Point, South Yard. Use 633 Boston Post Road OR 63 Pilots Point Drive, Westbrook, CT – Dock E / Slip 6. If the gate is down, ring buzzer.
Restrooms are facing cul de sac and parking area (below the flagpole). Please use them before boarding.
Heading north on I95 take exit 64 (Horse Hill Rd), turn right, turn right again onto Old Clinton Rd. Continue about ¼ mile turn left on Grove Beach Rd. N., take to end and go left onto Boston Post Rd. Travel approx 1 mile over the metal “singing bridge” (Bills’ Seafood will be on your left side). As soon as you go over the bridge, ahead on the right is the entrance for Safe Harbor Marina, South Yard, 633 Boston Post Rd. Head down the long winding road! Bacari Social restaurant is steps from the boat. We are in slip E6
Heading south on I95 take exit 65 (CT-153), turn left at end of exit. Turn slight right onto Boston Post Rd, approx. 1.5 mile on the left, you will see the entrance to Safe Harbor Marina South Yard, 633 Boston Post Rd. Head down the long and winding road! Bacari Social Restaurant is steps from the boat. We are in slip E6.
Alternatively, 63 Pilot's Point Drive will also get you to the back gate, (closer to the boat). Ring buzzer for access.