BOAT TOURS
Leave the navigating to us. Whether you’re in the mood for sipping champagne on a sunset cruise, trying your hand crabbing alongside a local waterman, learning about the history and heritage of the Chesapeake Bay, or simply relaxing as you take in the sights aboard a luxury yacht, Talbot County’s boat captains and their diverse vessels are ready to ferry you on your dream journey.
Harbor Shuttle & Tours
Water taxi service and harbor tours, offering an up-close look at the ospreys and many other sea birds and ducks.
305 Mulberry St., St. Michaels
Hilda M. Willing Skipjack Tours
Two-hour sailing tours aboard a 1905 historic Chesapeake Bay skipjack.
Lady Patty Classic Yacht Charters
A 1935-built offshore sailing yacht that sails daily; offering drink service including craft beer, wine and fresh-squeezed lime juice margaritas.
Let’s Go Crabbing
Fun-filled crabbing tours aboard the Riley Kat with a sixth-generation Chesapeake Bay waterman and a Coast Guard-certified captain.
Miss Arielle Charters
Specializing in crabbing, fishing, hunting, and Chesapeake Bay heritage tours for up to six; guests can take home a half bushel of crabs each.
Patriot Cruises
Cruises of the Miles River aboard a two-level 1930s steam ferry replica, offering insight about area history, historic homes, wildlife, and the local seafood harvest.
Selina II
Upscale and exclusive tours for just six guests aboard the vintage 41-foot 1926 sailing yacht Selina II, with two-hour day sails and romantic sunset champagne cruises from the St. Michaels Harbour Inn & Marina.
Skipjack H.M. Krentz
Relaxing and educational sailing aboard historic skipjack; offering two-hour sails and all-day charters. Bring your own food and beverages.
Skipjack Rebecca T. Ruark
Two-hour sails and group charters aboard the oldest working skipjack on the Chesapeake; enjoy nautical tales and ecology stories as told by a fifth-generation waterman.
Winnie Estelle
Offering 45-minute cruises, private charters, and educational tours aboard historic 1920s buyboat on the Miles River, with up to 32 passengers, May-October.