Adventures by land & bay

Water Activities
Breezin’ Thru Charters
Classic 47-foot Chesapeake Bay charter offering fishing, crabbing, and sightseeing since 1949. Departs from Kentmorr Marina.
Chesapeake Classic Yacht Charters
Luxury private charters aboard a Hinckley Picnic Boat with captain, fuel, and refreshments.
Chesapeake Water Tours
Sunset cruises, sightseeing tours, tastings, and private charters from Kent Narrows.
Great Wye Charters
Fishing, crabbing, and Chesapeake Bay trips for groups and individuals. Departs from Kentmorr Marina.
Lead Dog Charters
Full-service fishing and cruising charters with multiple boats, operating April through December. Located in Stevensville on Kent Island.
Queen Anne's County
Additional local charter options, including lighthouse tours, are available.
Nature & Outdoors
Chesapeake Bay Environmental Center
510-acre wildlife preserve in Grasonville with hiking, birding, kayaking, and exhibits. A prime viewing location for eagles, ospreys, herons, otters, deer, foxes, turtles, and terrapins.
Cross Island Trail
6.5-mile paved multi-use trail across Kent Island.
Kent Point Marina
Boat rentals, kayak and SUP rentals, fishing supplies, licenses, and public fishing access. Located in Stevensville.
Matapeake State Park
Public beach, fishing pier, picnic areas, boat ramp, wildlife viewing, and scenic trails on Kent Island in Stevensville.
Terrapin Nature Park
276-acre preserve with oyster shell trails, wetlands, beach access, birding, wildlife viewing, and Bay Bridge views. Located in Stevensville.
Explore Chesapeake Bay Wildlife
Chesapeake Bay Environmental Center is a prime viewing location for eagles, ospreys, herons, otters, deer, foxes, turtles, and terrapins. Terrapin Nature Park and Matapeake State Park provide excellent shoreline and marsh wildlife viewing opportunities.
Golf
Blue Heron Golf Club
18-hole executive course in Stevensville with pro shop and driving range.
Queenstown Harbor Golf Links
Two 18-hole courses overlooking the Chester River.
Breweries & Wineries
Chesapeake Manor Vineyard
Family-owned estate winery with picnic areas.
Cult Classic Brewing
Spacious taproom, food trucks, live music, and weekly farmers market.
Love Point Vineyards
Riverside tasting room with sunset views.
Mark Cascia Vineyards
Waterfront tasting room with Bay views.
Ten Eyck Brewing
Woman-veteran-owned brewery with award-winning beers.
Wellness & Fitness Studios
CoreXperience
Pilates-style Xformer strength training.
Foundations Island Yoga
Hot yoga, aerial yoga, vinyasa flow, and sound baths.
Silent Recovery
Infrared sauna, cold plunge, and contrast therapy.
Soul Society Yoga
Community-focused yoga classes.
The Edge
Full fitness facility with training academy.
History & Shopping
Historic Stevensville features preserved buildings, galleries, antique shops, and walkable charm.
Chesapeake Heritage & Visitors Center
360-degree observation tower and local information in Kent Narrows.
Historic Stevensville
Preserved buildings, galleries, antique shops, and walkable charm in the heart of Kent Island.
Kent Island Heritage Society Sites
Cray House, Train Depot, Post Office, and Christ Church — four preserved sites maintained by the Kent Island Heritage Society.
PRS Guitars Factory
Guided tours showcasing premium guitar craftsmanship. Reservations required.
Queenstown Premium Outlets
Designer outlet shopping with major brands.
Family Fun
Castle Marina Park
Waterfront playground and fishing pier.
Kids Landing Playcare
Indoor Chesapeake Bay–themed play center.
Mowbray Park
Large playground, sports fields, and picnic areas.
Old Love Point Park
Playground, picnic tables, and Bay access.
Waterfront Crab Houses
Fisherman’s Crab Deck
Steamed crabs, seafood, and dock-and-dine access.
Harris Crab House
Classic Maryland crab feasts on the waterfront.
The Jetty Restaurant & Dock Bar
Waterfront dining with seasonal entertainment.
Things to Do Off the Island (Short Drives)
Annapolis
20–30 minutes away. Historic downtown, Naval Academy, waterfront dining, sailing, and shopping.
Easton
30–40 minutes away. Art galleries, boutiques, theaters, shopping, and dining.
St. Michaels
40–50 minutes away. Maritime Museum and classic Eastern Shore charm.
Visitors Center & Additional Information
Queen Anne’s County Tourism
County-wide events and attractions.
Talbot County Tourism
Easton and St. Michaels travel information.
Visit Annapolis & Anne Arundel County
Regional visitor resources.
Live Music
Live music is offered on select nights at the following locations (schedules vary seasonally):
Knoxie’s Table, Libbey’s Coastal Kitchen & Cocktails, The Jetty Restaurant & Dock Bar, Cult Classic Brewing, The Big Owl Tiki Bar, Love Point Vineyards, Chesapeake Manor Vineyard, Mark Cascia Vineyards, Ten Eyck Brewing