Sawyer Charters and Tours

(410) 397-3743 - (443) 521-2055 -


Welcome to Dorchester County! We are a family-owned and operated business based right here in Dorchester County on Maryland's Eastern Shore. We have offered packaged Dorchester County tours for more than 15 years to bus companies, travel organizations, senior centers, AARP chapters, church groups, and many other groups who are interested in learning about what Dorchester County has to offer!

Taste of Dorchester Tour
"Wine, Dine, & Cruise"

If you like seafood, and you like wine, then this is the tour for you! Enjoy a boat ride with crabmeat samples, a buffet-style seafood meal, and a tour and wine tasting at Dorchester County's first winery!

Authentic Chesapeake Bay Built Charter Boat Wine, Dine, & Cruise

Meet your step-on tour guide at the Dorchester County Visitor Center in Cambridge, Maryland. Then, travel through the vast countryside of Dorchester County, as your tour guide gives you a history of the county and discusses the workings of the local economy.

Step aboard our 52' Chesapeake Bay charter boat, and enjoy a one hour-long narrated cruise, complete with Chesapeake Bay crabmeat samples. Listen to Captain Dave Schauber discuss how commercial fishermen in Dorchester County have made a living for hundreds of years with the use of crab pots, trot lines, and pound nets. Keep your eyes open for some of the migratory bird species that inhabit Dorchester County, including ospreys, brown pelicans, and great blue herons.

One-Hour Boat Cruise On A Chesapeake Bay Tributary Cocktail Crab Claws from the Chesapeake Bay

Hop back on the bus and head to Old Salty's Restaurant and Gift Shop, where a buffet-style seafood meal awaits you and your group! The meal includes Chesapeake Bay crab cakes made from meat that was picked right here in Dorchester County. The meal also includes soft-shell crabs, locally-caught fish, ham, chicken, tossed salad, vegetables, and much, much more! This meal provides a real flavor of Maryland's Eastern Shore!
Chesapeake Bay Crab Cakes  Old Salty's Restaurant on Hoopers Island! Fried Soft-Shelled Crabs

After lunch, get back on the bus and enjoy the scenic drive to Layton's Chance Vineyard & Winery. Layton's Chance is Dorchester County's first winery! It is owned and operated by the Layton family, who has farmed the fields of Dorchester County for nearly 100 years, cultivating corn, wheat, and soybeans. They started the winery in 2005. When you arrive at the winery, enjoy a tour of the vineyard, as the winery staff informs your group of the grapes that are used in the production of their wine. You'll also have the opportunity to see the machinery and equipment that they use to make the wine. After that, it's time to go into the tasting room to sample some of the many wines that are available. Wine will be available to purchase to take home.

Layton's Chance Wines  Layton's Chance Vineyard & Winery 
With all of the seafood available during this tour, along with the wine, this tour will truly give you a "Taste of Dorchester."

Wanna know what some people are saying about this tour? Check out these testimonials!

"Thank you for a great day. Our members enjoyed the sights, the wine and the food. You will be hearing from us again in the future. Thank you again." - Cathy Mosley, Frederica Senior Center

Suggested Itinerary (times are approximate and may be adjusted)

9:30am: Meet step-on tour guide at Sailwinds Visitor Center in Cambridge

10:30am: Narrated boat cruise aboard the "Sawyer"

12:00pm: Buffet-style meal at Old Salty's Restaurant on Hoopers Island

2:30pm: Tour and wine tasting at Layton's Chance Vineyard & Winery

4:00pm: Conclusion of Tour

25-person minimum, 40-person maximum

*If you have more than 40 people in your group, or if you wish to do this tour during the winter months, we may be able to do a land-based version of this tour. Call or email us for options and pricing!


Sawyer Charters and Tours

(410) 397-3743 - (443) 521-2055 -