Schooner Jolly II Rover

Key West, FL 33040

(305) 304-2235

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Experience the Jolly II Rover: Authentic Key West Sailing & Sunset Cruises

Discover an extraordinary maritime adventure aboard the Jolly II Rover in Key West, where history and excitement converge on an 80-foot square-rigged topsail schooner. Visitors may select a 2-Hour Day Sail to explore scenic coastal waters or opt for the celebrated Red Sails in the Sunset cruise that glides past the vibrant Mallory Square—offering hands-on experiences such as raising sails, firing cannons, and steering the vessel. Permanently docked at Key West’s Historic Seaport, this storied ship has earned accolades from USA Today and National Geographic for its exceptional Key West Sunset Cruises.

Specialized private charters accommodate unique occasions including sunset weddings and all-day excursions to secluded waters. The vessel boasts a spacious 65-foot deck with ample seating and convenient access to well-appointed facilities below. Guests may bring their favorite food and beverages while bottled water, ice, and essential amenities are provided, ensuring a comfortable and engaging sailing adventure that transports participants to the golden era of maritime history.