Rentals and Delivery

Jack's Boat Rental is open for the summer of 2026!
Online booking is available! If online booking isn't your thing, call us at (508) 349-9808.
Special notes:

We can now deliver to Gull Pond! Click here for more details.
Free delivery to Long Pond in Wellfleet! (except for sunfish, which have a delivery fee)
Custom/guided tours by appointment. Call us.
Check out our newest ways to enjoy the Cape...
No rack? No problem. Jack's includes foam blocks and tie down straps with every reservation. We'll load the boats for you and will show you how to secure 2-3 kayaks, 3 SUPs or a canoe to the top your vehicle.
Not sure where to go? Let us recommend a destination. Or, here's a map of 50 places to launch a boat on the Outer Cape.
Staying for two weeks? Rentals 7 days and longer get half price for days 7 and beyond!

Pick up from Jack's

Single and tandem kayaks (sit-in and sit-on), SUPs, canoes, sunfish, and surfboards available in 24 hour increments from our Route 6 boatyard in Wellfleet. All rentals include paddles, PFDs (life jackets) and leashes, plus tie down straps and foam blocks to make transport easy. Our friendly staff will secure your boats to the top of your vehicle, and can provide trip recommendations for fresh and salt water excursions that work for those with or without a beach parking permit.

Outer Cape Delivery

Delivery is available across the Outer Cape (Brewster to Provincetown) for all of our boat rentals. Due to their size and weight, sunfish sailboats require delivery by Jack's, as well as a safe place to keep the boat if renting the sunfish overnight.