Best 337 things to do in Deale, MD

Sip six curated wines while sailing St. Michaels’ waterfront

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

Plan a private proposal 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

Choose your Gettysburg Licensed Battlefield Guide for a private 2–3 hour car tour

Paddle National Harbor in a beginner-friendly sit-on-top kayak

Paddle the Potomac with waterfront views from National Harbor

Explore National Harbor from the water on a pedal boat

Cruise the Potomac with your own food, drinks, and music on an 18-foot picnic boat.

Sail the Anacostia and Potomac with an onboard bar and landmark views

Private floating cantina cruise with DC landmark views and onboard drinks

Cruise in classic comfort with personalized service and scenic water views

Share a winery tasting and two Tasting Room glasses on a date night for two

Relax and celebrate on a stylish private cruise with stewardess service

Make your wellness gathering feel at home on a 45-foot yacht