Enjoy a 90-minute sunset cruise on the Chesapeake Bay near Crisfield, Maryland. Experience stunning views, local stories, and a serene escape led by Captain Everett Landon.
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Difficulty
easy
Duration
90 minutes
Fitness Level
Suitable for all fitness levels; primarily seated with minimal physical exertion required.
Wildlife
History
Crisfield has a deep-rooted history as a center of seafood harvesting, especially blue crabs and oysters, which the cruise highlights through its storytelling.
Conservation
Efforts are ongoing to protect the Chesapeake Bay’s water quality and aquatic habitats, supporting the sustainability of local fisheries and wildlife.
Experience Smith Island
Enjoy a 90-minute sunset cruise on the Chesapeake Bay near Crisfield, Maryland. Experience stunning views, local stories, and a serene escape led by Captain Everett Landon.
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.
Arrive Early to Secure Good Seating
Arriving 15 minutes before departure allows you to choose the best spot on the boat to enjoy waterfront views and photos.
Bring a Light Jacket
Evenings on the water can get cool, so a light jacket or windbreaker will keep you comfortable during the cruise.
Plan for Limited Cell Service
Reception can be spotty on the water, so prepare accordingly if you need to stay connected.
Stay Hydrated and Bring Snacks
Although the cruise is relatively short, having water and light snacks handy helps especially if you're bringing kids.
Light Jacket or Windbreaker
Keeps you warm during cooler evenings on the water.
fall
Sunscreen
Protects your skin from sun exposure during the cruise.
summer
Binoculars
Enhances birdwatching and wildlife spotting opportunities.
spring
Camera or Smartphone
Capture stunning sunsets and scenic views throughout the cruise.