Water Activities in Chesapeake Beach, MD

Discover the shoreline stories behind St. Michaels

Paddle together on calm waters with flexible 2–4 hour rental options

Sail the Miles River with room to relax aboard Epiphany

Paddle Dorchester County waterways with equipment delivered to your location

Private bay fishing with gear, bait, and fish filleting included

Honor your loved one with a private farewell shaped around your wishes

Make the boat your gathering spot, with your own music, food, and drinks

Private floating cantina cruise with DC landmark views and onboard drinks

Fish the Potomac after dark with a captain-led private charter

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

Learn to glide above the water with step-by-step instruction

Trade city bustle for a relaxed evening under sail

Pair sunset views with your own music and drinks

Relax on the water with spacious lounges, onboard entertainment, and room to unwind

Celebrate aboard a private 44-foot catamaran with champagne

Paddle solo with flexible 2–4 hour kayak rental

Build paddleboarding skills with certified coaches, then paddle at your own pace

Cruise in classic comfort with personalized service and scenic water views

Pair river views with breakfast or a romantic sunset spread

Cruise the DC waterfront at your own pace—no boating experience required

Fish year-round from a heated pilot house

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

Set your own course for waterfront stops or a laid-back day at anchor

Take to the water in a kayak for one