Based on Maryland’s Eastern Shore, Tides & Traditions welcomes guests from across the Chesapeake Bay region, Western Shore, D.C., and Northern Virginia

Step aboard a living piece of Chesapeake history and discover An Eastern Shore Experience unlike any other. Tides & Traditions is the Eastern Shore's premier heritage charter, offering unforgettable experiences aboard the Lois Ann, a fully restored 1973 Chesapeake Bay deadrise built on Tilghman Island by renowned boatbuilder Maynard Lowery. After five decades of working the Bay, the Lois Ann now carries small groups on curated golden-hour sunset cruises, hands-on watermen adventures, and custom private charters. Captained by born-and-raised Choptank watermen, Tides & Traditions brings the stories, traditions, and beauty of the Bay to life through curated cruises and authentic on-the-water experiences.

Sunset Cruises

Charters

Crabbing Adventures

Sea Duck Hunts

Sunset Cruises ⎈ Charters ⎈ Crabbing Adventures ⎈ Sea Duck Hunts ⎈

Tides & Traditions is the Eastern Shore’s premier heritage charter, offering unforgettable cruises, breathtaking sunset excursions, and authentic crabbing adventures on the Lois Ann, a fully restored 1973 Chesapeake Bay deadrise.

Whether you’re seeking a relaxing day on the water, a golden-hour cruise, a hands-on waterman experience, or a fully customized private charter, our lifelong Choptank watermen deliver modern comfort, local knowledge, and true Eastern Shore tradition.

With a maximum of six guests per charter, every trip is private, every detail intentional. Step aboard and discover the beauty, heritage, and excitement of the Chesapeake, one tide at a time.

What Is Tides & Traditions?

Tides & Traditions is the Eastern Shore’s premier heritage charter, offering unforgettable cruises, breathtaking sunset excursions, and authentic crabbing adventures on the Lois Ann, a fully restored 1973 Chesapeake Bay deadrise.

Whether you’re seeking a relaxing day on the water, a golden-hour cruise, a hands-on waterman experience, or a fully customized private charter, our lifelong Choptank watermen deliver modern comfort, local knowledge, and true Eastern Shore tradition.

With a maximum of six guests per charter, every trip is private, every detail intentional. Step aboard and discover the beauty, heritage, and excitement of the Chesapeake, one tide at a time.

Your Chesapeake Experience Starts Here

There’s visiting the Chesapeake Bay — and then there’s experiencing it from the water.

Tides & Traditions creates private Chesapeake Bay experiences that bring guests closer to the people, places, flavors, and traditions of Maryland’s Eastern Shore. From relaxed private cruises to immersive crabbing experiences and curated days aboard a traditional Chesapeake Bay deadrise, every trip offers a different way to discover the Bay.

Our guests join us from throughout the Chesapeake Bay region and beyond.

If you’re staying on the Eastern Shore, including Cambridge, St. Michaels, Easton, Oxford, Tilghman Island, Hoopers Island, Taylors Island, or Kent Narrows, a Tides & Traditions experience is an unforgettable way to add time on the water to your itinerary.

Traveling from the Western Shore? Guests from Annapolis, Baltimore, Severna Park, and Edgewater can make a private Chesapeake Bay cruise the centerpiece of an Eastern Shore day trip or weekend getaway.

And for visitors coming from Washington, D.C. and Northern Virginia, including Bethesda, Potomac, Alexandria, and Arlington, the Chesapeake offers a refreshing escape from the city — complete with waterfront towns, incredible seafood, centuries of maritime history, and an experience on the Bay you simply can’t recreate from shore.

 

Home Port: Cambridge, Maryland

The Lois Ann is based in Cambridge, Maryland, in the heart of the Chesapeake Bay’s Eastern Shore. Most experiences depart from the Cambridge area, with flexibility for pickup and drop-off at select waterfront locations by arrangement.