Craft a boat adventure that fits your vision perfectly with Custom Charter in Crisfield, Maryland. Experience flexible, personalized excursions along Chesapeake Bay’s scenic waterways.
More ways to explore the area's outdoor wonders
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Difficulty
moderate
Duration
2–6 hours
Fitness Level
Moderate fitness recommended to handle boarding, some standing, and possibly fishing activity.
Wildlife
History
Crisfield, founded in the late 19th century, was once dubbed the 'Crab Capital of the World' due to its booming seafood industry.
Conservation
Efforts to protect Chesapeake Bay habitats support sustainable fishing and wildlife preservation in the area.
Experience Smith Island
Craft a boat adventure that fits your vision perfectly with Custom Charter in Crisfield, Maryland. Experience flexible, personalized excursions along Chesapeake Bay’s scenic waterways.
Experience Smith Island is a Crisfield, Maryland-based tour operator specializing in authentic Chesapeake Bay experiences.
The company arranges guided boat trips to Smith Island and nearby waters, offering group tours, a 90-minute sunset cruise, a 25-minute Crisfield waterfront tour aboard the Circuit Rider, a six-hour Smith Island Tour with a crab cake lunch and hands-on demonstrations, and customizable private charters. Each trip highlights local culture, seafood heritage, and island wildlife, and includes experienced local guides and traditional Chesapeake Bay workboats.
Visitors can expect scenic boat rides, history-focused narratives, and interactive activities such as Smith Island Cake baking and blue crab catching demonstrations. The sunset cruise is led by Captain Everett Landon aboard a traditional workboat, providing narrated views of the Bay and regional stories. The Circuit Rider waterfront tour is conducted by a former waterman who explains Crisfield’s seafood industry and island connections on a short, informative route.
Experience Smith Island emphasizes authentic, place-based experiences that showcase Maryland’s waterway traditions. The business offers flexible options for groups, families, and special events, and promotes hands-on learning about local foods and maritime life. Reservations and custom charter inquiries are handled directly through the operator, allowing guests to design private or themed excursions.
Safety and local knowledge are central to the operation: tours use vetted vessels and experienced captains familiar with the Bay. The operator focuses on clear communication about trip duration, boarding locations in Crisfield, and inclusions such as meals and demonstrations. Booking details and schedules are available by contacting the operator.
Location
Crisfield, Maryland
Base for Smith Island departures
Workboat Tours
Circuit Rider & traditional boats
Authentic Chesapeake Bay workboats used
Trip Durations
25 min–6 hours
From short waterfront tours to full-day trips
Group & Custom
Group tours & charters
Custom charters available on request
Reserve a spot on a group tour, sunset cruise, waterfront tour, or custom charter departing Crisfield, Maryland.
Check the Tide Schedule
Plan your trip around favorable tides for safer navigation and better fishing conditions.
Pack Sun Protection
Bring sunscreen and a hat to protect yourself during open water time under the Maryland sun.
Wear Non-Slip Footwear
Choose shoes that grip well on wet boat decks to prevent slips during your trip.
Bring Binoculars for Wildlife Viewing
Enhance your wildlife spotting experience with binoculars to see distant birds and aquatic animals.
Waterproof Jacket
Keeps you dry during spring showers and light winds on the bay.
spring
Sunglasses with UV Protection
Protects your eyes from glare reflecting off the water during sunny summer days.
summer
Layered Clothing
Adjust to rapidly changing temperatures typical of the fall season on the water.
fall
Insulated Gloves
Keeps hands warm during colder winter boat trips.
winter