Annapolis Spring Sailboat Show
The Annapolis Spring Sailboat Show provides a local, fun, and accessible entry point to the sailing lifestyle. Located in the heart of America’s sailing capital, the event offers opportunities to …
Polar Bear Plunge with Rams Head
Join our team for the 30th annual Polar Bear Plunge. Since 2008, Rams Head has been a proud supporter of Special Olympics Maryland’s mission to raise funds and awareness for …
Polar Bear Plunge
Join us again this year for the Polar Bear Plunge. Make sure you sign up here to join us on Mr. Peanuts Frozen Challenge Team. The Polar Bear Plunge will take …
East of Maui Santa Paddle
Join East Santa for a holiday paddle around Annapolis Harbor, City Dock, and Spa Creek. There will be a brief safety meeting at 10:00 am, pictures with Santa, and launching …
The Great Chesapeake Bay Schooner Race Watch Party
Bring your camera and join us aboard the historic skipjack, Wilma Lee for The Great Chesapeake Bay Schooner Race Watch Party! Come see the start of the 130-mile race from …
Halloween Paddle
Get in the spooky spirit with our festive Halloween Paddle! Costumes are encouraged for this fun on-water event. This Halloween Paddle will take place at Amos Garrett Park.
Annapolis Harbor & USNA Cruise
Step aboard the classic Harbor Queen for a narrated cruise of the Annapolis Harbor and the banks of the U.S. Naval Academy. Hear the history of the Naval Academy, Annapolis’ …
Watermark’s 90 Minute Cruises
Don’t miss Watermark’s 90 Minute Cruises; the Thomas Point Lighthouse Cruise, the Chesapeake Bay Bridge Cruise, and the Scenic Severn River Cruise! Learn more about them here!
Sunset Paddle
Paddle with us as the sun goes down and fills the sky with color! Join our guided Sunset Paddle at Capital SUP: Quiet Waters Park. Explore the water during golden …
Saturday Morning Creek Cruise
Ease into the weekend with a beginner-friendly eco paddle through scenic Back Creek. Spot wildlife, learn about local ecology, and enjoy a relaxing start to your Saturday.