Joyride Charters 

5.0/5 (1 review)
 63 Pilots Point Drive, Westbrook, CT 06498, United States

Joyride Charters 

Westbrook, CT, United States
36 feet
6
5.0/5 (1 review)

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!

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Customer reviews

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Rating

5.0
(1 review)
5.0
Boat & equipment
5.0
Captain & crew
5.0
Experience

All reviews (1)

Showing 11 of 1 review
Amy Rojek
Amy Rojek
us
New Jersey, US
Member since 2026
5.0
Verified
incredible fathers day trip
2 Hour – Sunset Sail on June 20, 20264 adults1 child
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!
Response from Captain
June 21, 2026
Thank you so much, Amy! It was a pleasure to have you and your family aboard. Have a wonderful summer!

Trip availability and prices

Trip Date:
Days:
Group Size:
Select date to see availability
July 2026
SuMoTuWeThFrSa
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Number of days
1
Group Size
2 adults • 0 children
Change
Almost there...
2 Hour – Sailing Adventure
FREE Cancellation 7 days notice
2 hour trip starts at 8:00 AM
Seasonal trip
May 20 - Sep 1
US $330
Private tour: 2 people
2 Hour – Sunset Sail
FREE Cancellation 7 days notice
2 hour trip starts at 5:30 PM
Seasonal trip
May 1 - Sep 15
US $360
Private tour: 2 people
There are 12 people looking at this charter.

Customer reviews

Loading...

Rating

5.0
(1 review)
5.0
Boat & equipment
5.0
Captain & crew
5.0
Experience

All reviews (1)

Showing 11 of 1 review
Amy Rojek
Amy Rojek
us
New Jersey, US
Member since 2026
5.0
Verified
incredible fathers day trip
2 Hour – Sunset Sail on June 20, 20264 adults1 child
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!
Response from Captain
June 21, 2026
Thank you so much, Amy! It was a pleasure to have you and your family aboard. Have a wonderful summer!

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
Engine model
Universal
Max crusing speed
6 knots
Powered by
1 x 25HP
Engine Type
Inboard
Fuel Type
Diesel
Number of cabins
2 cabins
Number of berths
7 berths
Number of heads
1 head
Number of full baths
1 full bath
Number of toilets
1 toilet
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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