Adventures by land & bay

Boat on water near a long bridge at sunset with orange sky and clouds.

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