Joyride Charters
Joyride Charters
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!
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!
Trip availability and prices
| Su | Mo | Tu | We | Th | Fr | Sa | |
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Customer reviews
Rating
All reviews (2)
Joy was an incredible captain for our fathers day evening sail. She was accommodating, educational on all boat/sailing questions, and just a wonderful presence. Scupper was an added special treat! 10/10 would recommend!
Thank you so much, Amy! It was a pleasure to have you and your family aboard. Have a wonderful summer!
Thank you so much Mati! i enjoyed sailing with you as well.
FAQs about Joyride Charters
What are the trip rates for Joyride Charters?
- US $165 per person - 2 Hour – Sailing Adventure (2 hours)
- US $180 per person - 2 Hour – Sunset Sail (2 hours)
Which amenities are available onboard with Joyride Charters?
- GPS
- VHF Radio
- Chart Plotter
- Depth Finder
- Autopilot
- Anchor
- Wheel Steering
- Life Jackets
- Bimini
- Kitchen
- Shower
- WiFi
- Audio System
- Inside Speakers
- Outside Speakers
- Refrigerator
- Galley Stove and Oven
What add-ons can be available with Joyride Charters?
- Drinks
- Lunch
Which kinds of activities does Joyride Charters offer?
- Sailing, Catamaran & Gulet Tours
- Sunset Dinner Cruises
- Eco-Tours
Your operator
Hi, I'm Captain Joy — and sailing isn't just my job, it's my lifelong passion. I've been taking people sailing for over 40 years, and there's nothing that lights me up more than sharing this experience with others — especially with new friends who come aboard ready for joy, adventure, and a little sea magic.
Hi, I'm Captain Joy — and sailing isn't just my job, it's my lifelong passion. I've been taking people sailing for over 40 years, and there's nothing that lights me up more than sharing this experience with others — especially with new friends who come aboard ready for joy, adventure, and a little sea magic.
What the boat is like
Which kind of activities are offered
Which amenities are available onboard
What's included in the trip price
What’s allowed on the boat
What additional terms you should be aware of
Security deposit is not required
A refundable deposit is not required by the charter operator.
Fuel is included
Fuel is included in the price of the rental.
How cancellations work
Free cancellation up to 7 days prior to trip
You can cancel or modify your booking up to 7 days before the trip date, free of charge. If you cancel or modify your booking later, or fail to show up, you'll forfeit 100% of what you've paid.
How you can pay
Reserve with a 15% booking deposit, pay the captain the rest
When the captain confirms your trip, BoatBooker charges your credit card a 15% booking deposit to guarantee your reservation.
The remaining balance is to be paid directly to the charter operator on or prior to your trip date in one of the following payment methods:
Cash
Visa
Mastercard
PayPal
Bank transfer
When paying the remaining balance with a credit card, an additional 3.5% charge will apply.
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