On the Water
Experience the Eastern Shore
from the Water
With miles of shoreline and countless coves, Talbot County is best experienced from the water where time slows and the horizon stretches wide. Breathe in the salt-tinged air as herons wade in the shallows and flocks of geese skim the surface. Watch watermen haul crab pots, a tradition that has shaped life here for centuries. Even skipjacks — traditional Chesapeake Bay oyster boats — still ply these waters, offering a glimpse of living maritime heritage. Whether you set sail, join a fishing charter, or paddle a kayak, boating here is both a pastime and a way of life.
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Spectacular Sunsets Awaken Serene Sunrises
Read more: Spectacular Sunsets Awaken Serene Sunrises -
Our Guide on How to Cruise the Bay
Read more: Our Guide on How to Cruise the Bay
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Chesapeake Country All-American Road Trip
Read more: Chesapeake Country All-American Road Trip
Explore Talbot County
Explore the Best of What Talbot Has to Offer.
Sailing & Cruising
Fishing & Charters
Paddle & Play
Water Events
Events by the Water
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Nov
14
November 14 – November 16
Waterfowl Festival
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Nov
22
November 22
Eastern Shore Sea Glass and Coastal Arts Festival
Questions About Getting on the Water in Talbot County
Where can I rent kayaks, paddleboards, or small boats?
You’ll find outfitters and marinas in and around St. Michaels, Oxford, and Tilghman Island, plus seasonal rentals at select waterfront lodgings. Weekends and holidays book fast—reserve ahead.
Are there easy places to launch?
Yes—Talbot County has a network of public landings, town ramps, and marina launches on rivers like the Miles, Tred Avon, and Choptank, along with several soft-launch spots for hand-carried craft. Check on-site signage for hours, fees, and trailer parking.
What safety gear is required?
Carry a properly fitting U.S. Coast Guard–approved life jacket for everyone aboard (and wear it), plus a whistle or sound device. Paddlers should add a bilge pump/sponge, a spare paddle, and a waterproof light if there’s any chance of dusk.
What about tides, currents, and wind?
This is tidal water: expect changing water levels and noticeable currents near points and bridge openings. Mornings are often calmer; afternoon sea breezes can pick up. Check marine forecasts and tide tables before launching.