Joyride Charters 

 63 Pilots Point Drive, Westbrook, CT, 06498, United States
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63 Pilots Point Drive
Westbrook, CT, United States
You may qualify for a Loyalty discount with Joyride Charters. To check if the Loyalty discount is available for your selected dates, please sign in.

🚤 Come Sail with Captain Joy! 🌊

Looking for an unforgettable experience on the water? Step aboard with Captain Joy — a USCG Master Captain with 40+ years of sailing adventures across the globe. Now docked in Westbrook, CT, she’s ready to share the joy of sailing right here on beautiful Long Island Sound.

⛵ Join us for a 2 hour sail (or stay longer — we won’t stop you!) (add'l cost)
Whether you're celebrating a birthday, anniversary, engagement, or just need a break from land life, we’ll make it special.

🧺 Bring your favorite drinks and apps
🌅 Settle into comfy deck chairs
🌤️ Enjoy shady spots and salty breezes
📸 Snap the scenic views (they’re endless!)
💙 Unwind, connect, and sail into your happy place

✨ Let’s turn your day into a memory.

And the fun doesn’t end when we dock — stroll over to Bacari Social, just steps from the boat, for great food, cold drinks, and the perfect wrap-up to your perfect day.

Book now — the sea is calling!

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Trip availability and prices

Trip Date:
Days:
Group Size:
Trip Date:
Days:
Group Size:
Almost there...
2 hr sail
FREE Cancellation 7 days notice
2 Hour Trip, starts at 8:00 AM
Seasonal trip May 20 - Sep 1
Price for 2 people
US $300 
Sunset Sail
FREE Cancellation 7 days notice
2 Hour Trip, starts at 5:30 PM
Seasonal trip May 1 - Sep 15
Price for 2 people
US $350 

Customer reviews

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FAQs about Joyride Charters

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What the boat is like

Boat category
Other
Boat type
Sailing
Boat manufacturer
Catalina
Boat Model
36 sloop
Year built
1987
Boat length
36 ft
Capacity
6 persons
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