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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.
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.
Book with Experience Smith Island
Verified experiences and guided adventures in the surrounding area.
Operated by Experience Smith Island · Crisfield, Maryland
Set sail on a tranquil 90-minute sunset cruise aboard a classic Chesapeake Bay workboat with Experience Smith Island, located in Crisfield, Maryland. Guided by Captain Everett Landon, whose deep knowledge brings the Chesapeake Bay’s history and culture to life, this private adventure offers more than just stunning vistas. As the sun dips towards the horizon, you'll glide gently over Maryland’s iconic waters, witnessing the sky transform with vibrant colors that reflect off the calm bay surface. Whether you're celebrating a special occasion with your partner, enjoying a family outing, or sharing a memorable experience with friends, this cruise provides a peaceful escape from the everyday hustle. Along the journey, Captain Everett shares engaging stories about the region’s maritime heritage, local traditions, and unique wildlife—bringing an educational and personal touch to the outing. The vessel itself is a charming reminder of the Bay’s working boat legacy, adding authenticity to the experience. Ideal for all ages and activity levels, this sunset cruise showcases Maryland’s natural beauty in a relaxing, intimate setting that leaves lasting memories.
easy.
90 minutes.
Suitable for all fitness levels; primarily seated with minimal physical exertion required.
Yes, the entirety of the cruise is family-friendly and safe for children of all ages.
Outside food and non-alcoholic beverages are allowed, but please check with Experience Smith Island for specific policies.
We recommend dressing in layers and bringing a light jacket, especially for evening trips when it can get cooler on the water.
The traditional workboat has limited accessibility, so we advise contacting the company ahead of time to discuss specific needs.
Pets are generally not permitted on the sunset cruise to ensure comfort and safety for all guests.
Tours may be rescheduled or refunded in case of severe weather for your safety; early notifications will be provided.
Crisfield has a deep-rooted history as a center of seafood harvesting, especially blue crabs and oysters, which the cruise highlights through its storytelling.
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 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.
Book with Experience Smith Island