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.

09/02/2026

Find your happy place aboard a 170 Montauk.

Boston Whaler's classic Montauk remains one of the most popular and most versatile center console boats out there, with its timeless design, stable ride, ample storage, and trademark unsinkability.

For a limited time, get up to $4,000* off in-stock Boston Whaler Montauks.

*See website for details: https://bit.ly/4zjWNAg
Offer good through September 7, 2026, and is available only at participating dealers.

(Quote courtesy of Mercury Marine.)

Boston Whaler closed out the 2026 Model year with the “Whaler Legends” trip to Abaco Beach Resort in the Bahamas this Au...
09/01/2026

Boston Whaler closed out the 2026 Model year with the “Whaler Legends” trip to Abaco Beach Resort in the Bahamas this August. Chesapeake Whalertowne was proudly represented by Rick Boulay Jr who was recognized as a National Sales Leader for the 8th time - Thank you for the continued support and we appreciate all of our customers who ultimately give us the opportunity to succeed!

08/28/2026

Our Annapolis location had some new inventory hit the showroom floor today - 210 Montauk, 150 Montauk, and 130 Super Sport - 170 Montauk on the way tomorrow!

08/24/2026

One step closer to Delivery Day!

08/13/2026
Shout out to Kirk Prestige Yacht Management for the referral and congratulations to some new Boston Whaler 210 Montauk o...
08/11/2026

Shout out to Kirk Prestige Yacht Management for the referral and congratulations to some new Boston Whaler 210 Montauk owners on the Magothy!

08/10/2026

That’s a wrap on White Marlin Open 2026 - Raised half a dozen white marlin, caught a few Mahi and had a great time aboard the Boston Whaler 365 Conquest Demo (which is now for sale) Thank you to the group The Reel Inn 🎣 for the hospitality!

08/07/2026

Had some fun with the 360 camera videoing Jackson Talbott get his first White Marlin while fishing White Marlin Open

Wild day 1 of fishing White Marlin Open for the Whalertowne crew - Raised 5, hooked up 3 but nothing to the scales. Stil...
08/06/2026

Wild day 1 of fishing White Marlin Open for the Whalertowne crew - Raised 5, hooked up 3 but nothing to the scales. Still a great day on the Boston Whaler 365 Conquest and back at it tomorrow

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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