Best results for Water Activities in St. Michaels, MD

Sail the Chesapeake on a 1935 ketch with the option to join the crew

Sail the Miles River with room to relax aboard Epiphany

Celebrate aboard a private 44-foot catamaran with champagne

Sail Chesapeake Bay at sunset with champagne and light bites

Sample six rotating craft beers aboard a modern catamaran

Celebrate the bride or groom aboard a historic private sailboat

Private Chesapeake Bay sailing aboard a 1935 ketch

Sail the Miles River aboard a historic 1935 ketch

Sail a historic ketch at sunset with champagne and Chesapeake Bay views

Private catamaran sailing with harbor views and Miles River breezes

Sail the Miles River aboard a spacious catamaran

Harbor views and wind-powered sailing on the Miles River

Savor rotating craft beer tastings aboard the historic Lady Patty

Build Practical Sailing Skills With Private, Hands-On Instruction

Take the Helm and Learn Hands-On Sailing Skills

Rent a kayak or stand up paddleboard and paddle Back Creek

Paddle Back Creek for Chesapeake Bay Bridge views on a 1.5-hour special event tour

Paddle Spa Creek for downtown Annapolis and Ego Alley views

Paddle calm Annapolis creek waters with Chesapeake Bay Bridge views

Build paddleboard skills with certified instructors

Paddle a protected waterway with gear and pre-launch instruction

Find your balance with yoga, strength, and mindful movement on the water

Paddle Baltimore’s Inner Harbor with easy-to-use kayaks or paddleboards

Build paddleboarding skills with certified coaches on Spa Creek