Things to Do

Things to Do

Set forth on an adventure with our diverse activities program, tailored to suit guests of every age! Whether you're drawn to competitive pursuits or artistic endeavors, discover the ideal activity for every preference. 

Interested in exploring what's available during your stay? Please note, registration is required at least two hours prior. Our Concierge Team is happy to assist at 443.258.2228 or [email protected].

Activities & Amenities

Set forth on an adventure with our diverse activities program, tailored to suit guests of every age! Whether you're drawn to competitive pursuits or artistic endeavors, discover the ideal activity for every preference.

Afternoons, Poolside

Zero edge pool, open seasonally

Walking History Tour

Discover St. Michaels' History with a guided walking tour

Pedal Through St. Michaels

Guided Bike Tour of St. Michaels

Glass Etching

Create a Personalized Eastern Shore-inspired souvenir

Yoga Meditation

everything you need to recenter

Oyster Shell Ornaments

create a one-of-a-kind ornament on a distinctive oyster shell canvas

Why Knot!

Unravel the secrets of the naval staple, the Monkey Fist Knot

Whiskey & Rum Tastings

taste a curated flight featuring flavors from around the globe

Croquet & Bocce

add a little Fun & Friendly Competition to your getaway

Kayak the Miles

Kayak the miles river on your own or on guided tour

Tennis

Enjoy lit Har-Tru tennis courts

    Experience Our Nautical Fleet

    Founded in 1819 by Navy man, seafarer, and hometown hero Samuel Hambleton, the nautical heritage of Perry Cabin runs deep — a fact that is reflected in our esteemed fleet.  The breadth and beauty of the fleet is a matter of pride and careful cultivation. From the timelessness of the historic Stanley Norman Skipjack to our modern, sleek motoring vessels and everything in between, we have something for every salty dog and landlubber alike.

    Explore More

    Golfing Activities

    Play and explore The Links at Perry Cabin, designed by the legendary Pete and Alice Dye. Play the unique course, get private lessons, and more.

    Visit Like a Wedding Crasher: 3-Day Weekend

    This summer marks 21 years since Wedding Crashers hit the big screen, but some moments are forever iconic. That dreamy setting? The Inn at Perry Cabin in Saint Michaels, Maryland, a real-life rom-com-worthy retreat on the Chesapeake Bay. And while there's no need for false identities or surprise speeches, this itinerary lets you channel the movie magic all weekend long.

    Explore More

    Sign Up for Ships Privileges

    Subscribing is more than a newsletter; it’s access to exclusive offers and special promotions only available to subscribers. When you join, you become a member of the Crew and enjoy Ship’s Privileges reserved just for those INN the know!

    Sign up now