Best results for Water Activities in St Michaels, MD

Sail a Historic 1935 Ketch on the Miles River

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

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

Cruise Kent Narrows waterways with local narration and panoramic views

Paddle from Eastport or take a sit-inside kayak to your favorite spot

Launch from Eastport or paddle at your favorite spot

Paddle together at your favorite Annapolis-area spots

A flexible tandem kayak rental for paddling together

Paddle from Eastport or take a canoe to your favorite launch spot

Flexible paddleboard rentals for your time on the water

Cruise Chesapeake Bay aboard a 60-foot Viking with captain, crew and fuel included

Cruise the South River with spacious seating, storage, and an onboard toilet

Cruise the South River with 250 HP power and an onboard toilet