Rum Running on the Skipjack

308 Watkins Ln, Saint Michaels, MD, United States, Maryland 21663, St Michaels, MD 21663-2114

Join us every Wednesday, June – August, from 5:30–7:00 PM for an evening of sailing, storytelling, and handcrafted tastings from our friends at LYON Rum . This adventure is timed perfectly to catch a front-row view of the Wednesday Night Sailboat Races on the Miles River.

Learn more on our Fleet page at our website, or contact Guest Services at 443-258-2228 or guestservices@perrycabinresorts.com.

Visit Host Website

Other Upcoming Events

AUG 5 – AUG 6

Spy Nights with William Ehrhart, PhD

“Bill Ehrhart is the finest combat veteran poet to come out of the Vietnam War. But his poetry transcends h…

AUG 6

Shaping Her Path: The Importance of Mentoring Young Women

Women to Watch is excited to present the 4th Annual Women to Watch Summer Speaker Series.

AUG 7 – AUG 9

Oxford Regatta, including Log Canoes

Watch the races along the Tred Avon River from one of our numerous waterfront areas in Oxford, Maryland! Ox…

AUG 7

Intro to Sailing Small Craft II

Join us for the second part of our introductory course in sailing small craft on the Miles River.\n

AUG 7 – SEP 4

Coffee & Wood Chips

Join CBMM’s Vessel Conservation Manager Sam Hilgartner in the Shipyard for Coffee & Wood Chips. Sam will gi…

AUG 7

A MIDSUMMER EVENING

A Midsummer Evening Join us for a special evening celebrating the seasonal bounty of Maryland’s Eastern Sho…

AUG 7 – DEC 4

First Friday Gallery Walk

Join us every First Friday April to December in downtown Easton for the First Friday Gallery Walk! Our gall…

AUG 7 – AUG 8

Live music at Foxy’s! Dave Hawkins! 🎶🎶

Come hang with Dave Hawkins from 6-9!

AUG 8

The Rocketeer – Outdoor Movie Night @ The Easton Airport

The Rocke-who? The Rocketeer! Bring a chair and a blanket for cinema under the stars! Our movie nights are…

AUG 8 – OCT 10

Cars and Coffee

Join the Classic Motor Museum the second Saturday of the month from 9 a.m. to 11 a.m. for cars and coffee….

AUG 8 – AUG 23

Log Canoe Racing

For more than a century, log canoe racing has been the heartbeat of Chesapeake Bay summers — a breathtaking…

AUG 8 – AUG 9

Race Weekend 5: TAYC/CBYC Oxford Annual Regatta — Silver Heel Foundation

Off to the Tred Avon to compete in the most prestigious regatta on the Eastern Shore!

AUG 8

Bear Me Into Freedom Showing

Bear Me Into Freedom: Frederick Douglass and the Struggle for America’s Promise Showings: Saturday, August…

AUG 8

Easton Vintage & Antique Markets Day

Discover Treasures Hidden in Easton! Easton is host to a bevy of fantastic vintage and antique markets, all…

AUG 8 – OCT 10

Saturday in the Park

Saturday in the Park is a family friendly community get together outside of the fire department in Easton M…

AUG 8 – AUG 9

Patriot Cruises: Live Music Cruises with Kevin Brown

Live Music Cruises with Kevin Brown Saturday, Aug. 8 | 5pm & 7pm Join in on the fun! Feel the rhythm on our…

AUG 8 – AUG 9

Live music at Foxy’s! Pineapple Band! 🍍🎶

One of our most requested bands! Come check them out

AUG 8 – AUG 9

FREE Avalon Outdoor Concert Series: US Air Force Celtic Aire

Celebrate America’s 250th anniversary all summer long with the Avalon Foundation’s Outdoor Concert Series!…

AUG 8

Talbot250 at the Avalon Summer Concert Series: U.S. Air Force Band's Singing Sergeants

Join Talbot250 for an evening of music, community, and celebration at the Avalon Summer Concert Series feat…

AUG 9

Watermen’s Appreciation Day

Get ready to experience the vibrant spirit of the Eastern Shore at Watermen’s Appreciation Day, hosted by t…

AUG 9

Live music at Foxy’s! Big Chicken Dinner! 🐓🎶

Sunday funday with Big Chicken Dinner!

AUG 11 – OCT 20

Wine Tastings at the Locker

Join us for monthly wine and food experiences in the Wine Locker of The Wardroom, led by Anthony Austin and…

AUG 12 – SEP 30

Summer Cinema on Linden Lawn

Join us for complimentary open-air movie nights on Linden Lawn on select summer evenings, with films beginn…

AUG 12 – AUG 13

Live music at Foxy’s! Joe Hickey! 🎶🎶

Come hang with us and Joe Hickey Wednesday! Happy Hour from 4-6

AUG 12

For All Seasons' School Supplies Giveaway & Resource Fair

Join For All Seasons for a fun evening featuring FREE BACKPACKS, school supplies, community resources, game…

AUG 13 – AUG 14

Dirty Rotten Scoundrels

Music and Lyrics by David Yazbek, Book by Jeffrey Lane Directed by JW Ruth Musical Comedy Two con men, a be…

AUG 14 – AUG 15

Live music at Foxy’s! Black Dog Alley 🐾🎶

You know it’s always a good night with BDA! Come hang!

AUG 14 – AUG 15

Blue Water Highway

“Timeless and familiar, yet fresh and original…” Texas Commission on the Arts Blue Water Highway is an Aust…

AUG 15

Morning Paddle

Join our experienced kayak guides for a guided morning paddle, showcasing the Miles River at its most peace…

AUG 15 – AUG 16

Boater Safety Course at CBMM

Coming Aug. 15-16, CBMM’s Boater Safety Course teaches participants the basics needed to safely and confide…

AUG 15

CBMM's Chesapeake Celebrations: Love the Bay

New for 2026, CBMM’s Chesapeake Celebrations bring the Bay to life, inviting guests of all ages to discover…

AUG 15

2nd Annual Helen and Rae’s Crab Feast

Join us for the second annual Helen and Raes Crab Feast, hosted at the historic American Legion! Hot Crabs,…

AUG 15

TASTE & PAINT

Join artist Scott Clarke for an LAUGHTERNOON of humor and art. Sip wine and create an ARTRAGEOUZ painting a…

AUG 15 – AUG 16

Patriot Cruises: Live Music Cruises with Joe Bryan

On Saturday, Aug. 15, Joe Bryan will be performing during our Evening River Cruise at 5pm and Sunset River…

AUG 15 – AUG 16

Live music at Foxy’s! DubTone Vibration! 🤙🏼🎶🏝️

Come spend your Saturday night the right way, with DubTone Vibration at Foxy’s

AUG 15 – AUG 16

FREE Avalon Outdoor Concert Series: The U.S. Army Field Band

Celebrate America’s 250th anniversary all summer long with the Avalon Foundation’s Outdoor Concert Series!…

AUG 15

Talbot250 at the Avalon Summer Concert Series: U.S. Navy Band Sea Chanters

Join Talbot250 for an evening of music, community, and celebration at the Avalon Summer Concert Series feat…

AUG 15

Talbot250 at the Avalon Summer Concert Series: U.S. Army Band

Join Talbot250 for an evening of music, community, and celebration at the Avalon Summer Concert Series feat…

AUG 16

Jon Lovitz

Jon Lovitz has been one of the best-known comedians for the last thirty-five years. Jon was nominated for a…

AUG 19

Community Talk: Chesapeake Forum Program Preview Party

August 19, 2026, 5-7:00pm – Community Talk: Chesapeake Forum Program Preview Party The Chesapeake Forum's P…

Nearby Places to Explore

5 miles range

No nearby places found for this filter.