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Experience the Best Boating Adventures on Cape Cod

Welcome to your premier source for unforgettable boat charters. Take in the splendor of the bay's sparkling water, islands, shoreline and wildlife from our clean and comfortable 20-foot deck boat. Or book a standup paddleboard, tubing, or outer beach adventure. Experience the unforgettable beauty of Cape Cod.

Chatham weather is unpredictable. We have the best weather refund policy in the business. So book ahead confidently!

Captain James

Captain James with his BFF and wife, Erika.

Captain James is a retired Family Physician and US Coast Guard licensed captain with decades of boating experience on Pleasant Bay.

Trips are aboard the Sunshine Daydream, a 20-foot late model NauticStar deck boat with ample comfortable seating, a shade canopy, and powered by a quiet, environmentally friendly, 4-stroke outboard.  ​Up to  six passengers are permitted on board.  

Captain James provides the highest level of service, so that every passenger has an unforgettable experience on the water. 

Location: Jackknife Cove Beach, Chatham, MA

We launch from Jackknife Beach, on Rt 28 near the Chatham-Harwich line.

We launch from Jackknife Cove Beach, in Chatham. Map the address: 2001 Head of the Bay Rd., Chatham MA 02633

If the parking lot is full, then parking is allowed along the main road (Route 28). We climb aboard from knee deep water. The bottom (or flats at low tide) has stones and shells, so you might be more comfortable with water shoes.

Copyright © 2025 Pleasant Bay Boat Tours.  All Rights Reserved.

captainjamespbbt@gmail.com V/Txt: (508) 348-9210

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