Watermark immerses people in the history, culture, and fun of the Chesapeake Bay area more completely than any other tour or charter company. Whether you want to learn or just enjoy the Chesapeake Bay area, no one else offers so many ways to experience this special place, both by land and by water, in less than an hour or as long as you like. A recognized Chesapeake Bay Storyteller, trained by the Maryland Office of[...]

Take a trip through Mountain Maryland behind the largest operating steam locomotive on the East Coast! Climb 1,291 vertical feet from Cumberland to Frostburg through the Allegany mountains. We offer The Frostburg Flyer, Dinner Trains, and more!

A place of both historic and contemporary tradition. Home to Maryland's oldest wine festival, visitors have been traveling to this region for years to taste the fruits of the harvest and to enjoy life.

The current church built in 1799, is home to the oldest Episcopal Parish in Maryland and has held continuous services on site since 1638.

To the East of the beautiful Chesapeake Bay lies Maryland's Eastern Shore. Abundant with seafood, beaches, wildlife and history, explore the Eastern Shore's many wineries.

With the Frederick Wine Trail, you are invited to discover some of Frederick County's best agricultural bounty: its beautiful vineyards and outstanding wines.

Includes the world-renowned Antietam National Battlefield and several other Civil War sites.

Vintage Southern Maryland offers stunning water vistas and beautiful rolling farmland that soothes the soul.

Baltimore and Harford counties' countryside provides a vibrant landscape of rolling hills dotted with thoroughbred horse farms and nationally-recognized wineries producing cellar-worthy reds and lively white wines.