Chesapeake Whalertowne

Chesapeake Whalertowne Chesapeake Whalertowne is Maryland's exclusive Boston Whaler Dealer

Chesapeake Whalertowne is an authorized dealer for: Boston Whaler boats, parts, accessories and apparel; Mercury outboards, parts and products; and EZ Loader, Load Rite, Karavan and Shoreland'r Trailers. Locations in:

Annapolis, Md
319 Sixth Street, Annapolis, Md 21403
(410) 267-9731

Grasonville, Md
108 Hess Road, Grasonville, Md 21638
(410) 827-8080

We have the complete Boston Whaler boat line

available and are eager to help you find the perfect Whaler to fit your needs. Whether it is a day offshore fishing the canyons, a day water skiing and swimming with family and friends, or searching the Chesapeake's amazing back creeks and shallows, we have the Boston Whaler to take you there.

Awesome day here at Chesapeake Whalertowne with one of the First 10 (Worldwide) stepped hull 330 Outrages delivered to ...
06/18/2026

Awesome day here at Chesapeake Whalertowne with one of the First 10 (Worldwide) stepped hull 330 Outrages delivered to a returning Whalertowne client - Very cool build and awesome experience getting our first one delivered here in Maryland!

06/13/2026
Custom ordered and Delivered 280 Outrage! Perfect North/South boat with big water capability and maneuverability with i...
06/11/2026

Custom ordered and Delivered 280 Outrage! Perfect North/South boat with big water capability and maneuverability with its custom fit

Nice new 250 Dauntless delivery today to a longtime repeat customer! Congratulations and Thank you Tim!
06/11/2026

Nice new 250 Dauntless delivery today to a longtime repeat customer! Congratulations and Thank you Tim!

A beautiful Sunday morning in Annapolis with some new boats on display
06/07/2026

A beautiful Sunday morning in Annapolis with some new boats on display

This weekend! Check out the 420 Outrage and 280 Vantage on display in Annapolis
06/06/2026

This weekend! Check out the 420 Outrage and 280 Vantage on display in Annapolis

Beautiful day for some boat deliveries - and
05/29/2026

Beautiful day for some boat deliveries - and

“Indigo”
05/28/2026

“Indigo”

Address

108 Hess Frontage Road
Grasonville, MD
21638

Opening Hours

Monday 9am - 5pm
Tuesday 9am - 5pm
Wednesday 9am - 5pm
Thursday 9am - 5pm
Friday 9am - 5pm
Saturday 9am - 1pm

Telephone

(410) 827-8080

Website

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