Chesapeake Bay Active and Adventure Vacations

Chesapeake Bay Active and Adventure Travel Guide

Other Guides for Chesapeake Bay

Active and Adventure Destinations In or Near Chesapeake Bay

Mid-Atlantic Active and Adventure States/Provinces

Active and Adventure Travel Destinations
Sunset over Solomon's Island in Chesapeake Bay, Maryland
Solomon's Island dock on Chesapeake Bay, Maryland (Paul Souders/Digital Vision/Getty)

Chesapeake Bay Active and Adventure Highlights

By Travel Expert: Alistair Wearmouth
  • Learn to sail out of scenic Annapolis Harbor with the Annapolis Sailing School, or the Chesapeake Sailing School. Courses include kids' classes, two-day introductory programs, or weeklong live-aboard certification courses.
  • Explore the bay by kayak to get close to wildlife and experience the bay's diverse ecosystem. Check with the Chesapeake Paddlers Association for information on outfitters, recommended trips, and rentals.
  • Bike the quiet Maryland back roads around Deale, passing marshland, soy fields, local tributaries, and local crab joints for a taste of the bay's famous seafood.
  • On the wild beaches of Assateague Island National Seashore, you can camp, fish in the surf for your dinner, and explore the dunes and forest trails. (But beware of vicious horseflies and mosquitoes in high summer.)
  • Go where the watermen gather for a pitcher of beer and a table covered with crabs at a local institution such as Cantler's Riverside Inn in Annapolis.

Hotels

from: $295 compare hotel rates expert favorite hotel
Inn At Perry Cabin
308 Watkins Lane
St Michaels, MD 21663
Hotel Class: 4 class stars
Distance: 16.6 Miles
(from destination center)
Active Expert Rating
5.0 out of 5
5.0 out of 5
Traveler Rating
5.0 out of 5 1 reviews
5.0 out of 5
Recommended for:
Active and Adventure travel
expert favorite hotel
Elk Neck State Park Campground
4395 Turkey Point Road
North East, MD 21901 Map
Hotel Class: Not Yet Rated
Distance: 0.0 Miles
(from destination center)
Active Expert Rating
4.0 out of 5
4.0 out of 5
Traveler Rating
Not Yet Rated
Recommended for:
Active and Adventure travel
expert favorite hotel
Chesapeake Beach Resort and Spa
4165 Mears Avenue
Chesapeake Beach, MD 20732
Hotel Class: 2 class stars
Distance: 22.6 Miles
(from destination center)
Active Expert Rating
4.0 out of 5
4.0 out of 5
Traveler Rating
Not Yet Rated
Recommended for:
Active and Adventure travel Beach travel
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Attractions

expert favorite attraction
Blackwater Paddling Trails
Blackwater National Wildlife Refuge
2145 Key Wallace Drive
Cambridge, Maryland 21613 Map
Distance: 40.6 Miles (from destination center)
Description:

The Blackwater River winds its way through... Read More

Active Expert Rating
5.0 out of 5
5.0 out of 5
Traveler Rating
Not Yet Rated
Recommended for:
Active and Adventure travel
expert favorite attraction
Annapolis Sailing School
7001 Bembe Beach Road
Annapolis, Maryland 21403 Map
Distance: 5.2 Miles (from destination center)
Description:

Very early in the history of Annapolis Sailing... Read More

Active Expert Rating
4.0 out of 5
4.0 out of 5
Traveler Rating
Not Yet Rated
Recommended for:
Active and Adventure travel
Flag Ponds Nature Park
Off Route 2-4
Solomons and Calvert County, Maryland Map
Distance: 37.9 Miles (from destination center)
Description:

This park, just north of the Calvert Cliffs... Read More

Active Expert Rating
4.0 out of 5
4.0 out of 5
Traveler Rating
Not Yet Rated
Recommended for:
Active and Adventure travel
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Feature Articles

  • Washington, D.C.
    outside
    TIRED OF SWEATING OUT the armpits of every shirt you own? Life around the capital can get sticky. Here's your new national policy initiative: Get out of town for a blast of freewheeling enterprise.
  • Washington, D.C.
    Paddling alongside the District
  • City Without Limits
    outside
    Washington, D.C.
  • A Singletrack Siege on Fort Dupont
    An urban oasis in the heart of Washington, D.C.’s, toughest ‘hoods delivers some splendid fat-tire refreshment
  • Chesapeake Bay
    outside
    Where the water is calm, the camping great—and the sea kayaking takes you to a world of beautiful swimmers
More Chesapeake Bay Active and Adventure Feature Articles (21)
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Trip Ideas

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