Rare Discovery!
This date is popular and usually gets booked early.
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This date is popular and usually gets booked early.
Come experience the beauty of Long Island Sound aboard Pure Joy, a spacious 36-foot Catalina sailing yacht based in beautiful Westbrook, Connecticut. Join Captain Joy, who has spent a lifetime on the water, for a relaxing private sail with family or friends. Whether you're celebrating a special occasion, introducing someone to sailing, or simply looking to escape for a few hours, you'll enjoy fresh sea air, beautiful shoreline views, and memories that last long after you return to the dock. Bring up to 6 guests for your own private sailing adventure. Your Experience Your sail can be as relaxing or as hands-on as you'd like. Stretch out on the bow, enjoy the breeze from the comfortable cockpit, watch the Connecticut coastline drift by, or take a turn at the helm. If you've always wondered what sailing is like, Captain Joy is happy to explain the basics and let you participate as much—or as little—as you choose. Private sailing instruction is also available for individuals, couples, or small groups who want to build confidence aboard a larger cruising sailboat. Every trip begins with a brief orientation, and then the adventure is yours to enjoy. About Pure Joy Pure Joy offers plenty of room to spread out and relax, with: - Comfortable cockpit seating - Bow lounge chairs for sunbathing and taking in the views - Two private staterooms - Private restroom (head) - Full galley (kitchen) - Spacious salon with seating for up to 8 - Modern navigation, communication, and U.S. Coast Guard safety equipment Included - Complimentary bottled water Make a day of it! The marina is just a five-minute walk to the beach, with a waterfront restaurant nearby and beachside takeout available. Want to make your outing even more special? Food and beverages can be delivered to the boat before your departure for an additional charge. Just ask! We also offer sunset sails, family outings, sailing lessons, romantic sails, celebrations, and memorials at sea. If you have any questions before booking, simply click "Request to Book" and send a message through GetMyBoat. I'd love to help you plan the perfect day on the water!

DK
We had a fantastic 2-hour sail out of Westbrook! The boat was in great shape, and Captain Joy was a Joy to sail with: she was professional, friendly, and very experienced. She made us feel safe and relaxed the entire time, and even shared some interesting local facts and recommendations along the way. The views were beautiful and the whole trip was smooth and enjoyable. Highly recommend booking with this captain – we’ll definitely be back!

Captain Joy is an outstanding captain and we really enjoyed sailing with her on her beautiful sailboat on the Long Island Sound! We would definitely hang with Captain Joy again!!
HE
Our first sailing experience was memorable and joyful thanks to Captain Joy! We enjoyed learning about the skills needed to interpret wind and water conditions and seeing the nesting snowy egrets:)

We had a great time sailing with Joy!

Great time and great crew... look forward to seeing them again!

Capt Joy is celebrating 22 years of business! If you’re looking for a unique and exceptionally fun sailing charter, you’ve found the right place. Offering sailing adventures on Long Island Sound, the Caribbean and beyond. Our sailboat is located in Westbrook, Connecticut. We’re available for hourly, half and full day charters. Whether it’s a small family gathering, a romantic sunset sail, birthday, therapeutic sail, lessons or memorial at sea, we are here to make it possible. We’re committed to making your sailing experience a memorable one. Do something different this vacation. Sit back and relax or learn how to sail with sailing lessons. Joy has her USCG Master 100 ton license and maintains current certification in American Red Cross First Aid and Infant Child Adult CPR, US tow and sail endorsement and Life Raft certification.
You’ll get helpful information for your departure after your booking is confirmed.
Street Address For Arrival
Departure Location
50% refund of offer amount up to 1 day prior.
Price reflects 2 hr charter for up to 4 people. Add'l people (up to 6 total) or time is extra charge.