Boating on Jamaica Pond

Jamaica Pond Boathouse offers excellent sailing instruction and a new fleet of kayaks and standup paddleboards. Come experience this beautiful Boston Park from the water!

Current Hours of Operation

Monday 12:00 PM – 6:30 PM
Tuesday Closed
Wednesday 12:00 PM – 6:30 PM
Thursday 12:00 PM – 6:30 PM
Friday 12:00 PM – 6:30 PM
Saturday 10:00 AM – 6:30 PM
Sunday 10:00 AM – 6:30 PM

Sailboat Availability

Sailboat rentals require that you pass an on-the-water sailing checkout. Please call or email in advance to set up a checkout.

Fall Closing Times

Jamaica Pond Boathouse closes earlier throughout the fall as sunset gets earlier. The last rental goes out 1 hour before closing. For example, if we close at 6:30 PM, our last rental that day will be at 5:30 PM. Here’s how our closing times will update during Fall 2022:

September 7 – September 19: Closes at 6:30 PM

September 20 – October 7: Closes at 6:00 PM

October 8 – October 31: Closes at 5:30 PM

We’ll be closed for the season after October 31st.

Make a Reservation

Online reservations are available for rowboats, kayaks, paddleboards, SUP yoga, and sailors who have been checked out. For member reservations, checkouts, and sailing lessons, please call or email us.

Make a Reservation

Hourly Rentals

1 Hour 2 Hours
Standup paddleboard $20 $35
Single kayak $20 $35
Double kayak $35 $55
Rowboat $35 $55
Sailboat $45 $70

Boston Resident Discount: $5 off 1 hour rental, $10 off 2 hour rental

Season Passes and Classes

Paddling half season pass (rowboat, kayak, SUP) $200 $100
Sailing half season pass (includes paddling) $400 $200
SUP yoga class $45
2 hour sailing lesson $90
12 hour Learn to Sail 1 $355
Sailing Checkout $45

Boston Resident Discount: $25 off paddle pass, $50 off sailing pass, $5 off SUP yoga, $10 off 2 hour sailing lesson, $35 off Learn to Sail 1, $5 off Checkout

Youth Program at JP

At Courageous Sailing, youth experience sailing as a platform to develop leadership skills, gain confidence, and delve into hands-on science.

Learn More

Contact Info

Sailing Address:
507 Jamaica Way
Jamaica Plain, MA 02130

(857) 452-1770 (in season)