Sail into the golden horizon with a 90-minute Sunset Cruise on Chesapeake Bay. Enjoy breathtaking views, a full bar, and an unforgettable evening from Chesapeake City, Maryland.
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Difficulty
easy
Duration
1.5 hours
Fitness Level
Suitable for all fitness levels, with minimal physical effort required; primarily seated experience.
Wildlife
History
Chesapeake City has a rich maritime history as a key port along the Chesapeake & Delaware Canal dating back to the 19th century.
Conservation
Chesapeake Water Tours promotes sustainable boating practices to protect the bay’s delicate ecosystem and reduce environmental impact.
Chesapeake Water Tours - Chesapeake City
Sail into the golden horizon with a 90-minute Sunset Cruise on Chesapeake Bay. Enjoy breathtaking views, a full bar, and an unforgettable evening from Chesapeake City, Maryland.
Chesapeake Water Tours - Chesapeake City operates passenger cruises on the upper Chesapeake Bay and along the C&D Canal from its home port in Chesapeake City, Maryland. The company offers a variety of public themed sails — Sunset Cruises, Mimosa Brunch Cruises, Rum & Reggae sunset sails, Fall Cider & Donut Cruises, special-event nights like Sinatra at Sunset with live music by Bud Falls, and seasonal events including a Halloween Boo’ze Cruise. Public cruises are typically 90 minutes (some listed as 1½ hours) and feature scenic views of the bay and canal.
In addition to public sails, Chesapeake Water Tours - Chesapeake City offers private boat charters for two-hour celebrations and special occasions, available for daytime or evening sunset departures. Several cruises include onboard amenities and local partnerships: Mimosa Brunch Cruises serve breakfast sandwiches from Cafe on the Bay; Fall Cider & Donut Cruises include complimentary apple cider and donuts from Milburn Orchards; Rum & Reggae and Sinatra events offer rum tastings and a full cash bar on select sails. The Halloween Boo’ze Cruise features end-of-season drink specials, complimentary rum tastings, and free entry to the Chesapeake Inn costume party.
Passengers should book in advance to secure space on themed weekends and private charters. Cruises provide family-friendly options as well as 21+ sailing experiences with full bar service where noted. Chesapeake Water Tours - Chesapeake City presents a focused selection of short-format cruises designed for sightseeing, social events, and private celebrations. Online booking and clear schedules make planning departures simple today.
Location
Chesapeake City, MD
Home port on the C&D Canal
Tours Offered
7 Experiences
Themed public sails and private charters
Typical Duration
90 minutes
Most public cruises run 90 minutes
Private Charters
2-hour Charters
Bookable for special occasions
Choose a public themed sail or book a private charter from Chesapeake City — easy online booking and secure checkout to lock in departure times.
Book Early to Secure Your Spot
Sunset cruises are popular, especially on weekends, so reserving your spot early ensures availability.
Arrive Early for Boarding
Plan to arrive at least 15 minutes before the departure time to check in and get settled comfortably.
Bring a Light Jacket
Even in summer, the breeze on the water can be cool during sunset; layering is recommended.
Limit Use of Flash Photography
Avoid using flash to preserve the natural ambiance and avoid disturbing other guests and wildlife.
Light Jacket or Sweater
Keeps you warm as temperatures drop during the sunset on open water.
spring
Sunscreen
Protects your skin during early parts of the cruise when the sun is still strong.
summer
Camera or Smartphone
Capture stunning sunset moments and waterfront views.
Reusable Water Bottle
Stay hydrated while enjoying the cruise, especially in warmer months.