Sea Kids – Week 7

Miles River Yacht Club | 24750 Yacht Club Rd, St Michaels, MD

This class is for students aged 6 to 7 with no prior experience in boats, on the water, or very young. This class is for young sailors to help them feel comfortable in and around sailboats without…

Other Upcoming Events

AUG 3 – JUL 27

Margartia Mondays at San Miguels

AN EXTRAORDINARY MARGARITA STARTS AT THE RIM. At San Miguels, every margarita is finished with a handcrafte…

UPCOMING

Log Canoe Cruise Charters: MRYC Governor’s Cup

Log Canoe Cruise Charters: MRYC Governor\'s Cup Saturday-Sunday, July 25-26 Enjoy a private river cruise to…

UPCOMING

Yoga with Susie Hurley – Beginners

$20 per class or Yoga Pass 10 for $150 Two Levels: Intermediate Yoga Saturdays 9:30-11 AM, Beginning/Advanc…

JUL 31 – NOV 15

Lady Patty 2 Hour Relaxing Chesapeake Day Sail

Sit back and enjoy the views, or help sail the boat, while experiencing unforgettable Chesapeake Bay sailin…

JUL 31 – NOV 15

Wine Tasting Cruise

Sip, savor, and sail! Experience a unique blend of wine tasting and scenic sailing with St. Michaels Sailin…

JUL 31 – NOV 15

Lady Patty Wine Tasting Cruise

Your Wine Tasting Experience Discover a truly unforgettable wine tasting cruise on the Chesapeake Bay. Afte…

JUL 31 – NOV 15

Beer Tasting Sailing Cruise

Your Beer Tasting Experience Discover an unforgettable craft beer tasting cruise on the Chesapeake Bay. Aft…

UPCOMING

Moments in Time

Enjoy a guided journey through the rich history of St. Michaels on Tuesdays through June and July, from col…

UPCOMING

Young Explorers Cruise on Patriot Cruises!

45 Minute Cruise, boarding begins 30 minutes prior to departureFamily FriendlyDog FriendlyConcessions and s…

AUG 4 – DEC 30

Taco Tuesday at San Miguels

🌮🍹 Crafted. Shared. Savored. Some meals are meant to be shared. Join us for Taco Tuesday and experience o…

AUG 4 – JUL 28

Taco Tuesday at San Miguels

Crafted. Shared. Savored. Some meals are meant to be shared. Join us for Taco Tuesday and experience our Cu…

AUG 4 – SEP 30

Happy Hour at Theo's

Wind down with Theo’s Happy Hour, offered Sunday-Thursday (closed Mondays) from 4 to 6 pm. Sip on featured…

JUL 31 – NOV 16

Chesapeake Bay Sunset Champagne Sail

Relax as you sail into golden hour on the Chesapeake Bay, sipping champagne while the sun sets aboard Lady…

AUG 4 – NOV 25

Trivia at Foxys! 💡🧠✨

Trivia at Foxy’s with DJ Shannon! Every Tuesday from 7-9pm

AUG 12 – SEP 30

Summer Cinema on Linden Lawn

Beginning May 19, join us for complimentary open-air movie nights on Linden Lawn on select summer evenings,…

AUG 1 – OCT 31

Garden Tours

Discover the beauty of the season at Inn at Perry Cabin with our Garden Tours, now open to the public. Offe…

UPCOMING

Live Music at Foxy’s! Joe Hickey!

Live music at Foxy’s! Joe Hickey!

UPCOMING

Rosine

Rosine blends intimate storytelling with rich harmonies and dynamic arrangements creating music that is bot…

AUG 4 – OCT 29

Steady and Strong with Janet Pfeffer

JUL 30 – JAN 1

Thursday Night is Hamburger Night at The Galley

Thursday Night is Hamburger Night at The Galley 🍔 A New Thursday Night Tradition Has Arrived Join us every…

UPCOMING

Special Rum Tasting Sail on Historic 1935 Lady Patty

Set sail on the beautifully restored 1935 ketch Lady Patty for a guided rum tasting from LYON RUM, Maryland…

AUG 6 – AUG 28

Picnic in the Park with San Miguels

Dinner for the concert. Support for the community. Pick up a San Miguels Concert Box before Concerts in the…

AUG 6 – OCT 29

CBMM's Old Point Miles River Cruise

Step aboard Old Point, CBMM’s beautifully restored 1909 crab dredger, for a relaxing 90-minute evening crui…

AUG 6 – SEP 3

2026 Concert in the Park

We're baaaaack! SMCC is pleased to announce our 2026 schedule for our Concerts in the Park series, kicking…

JUL 30 – AUG 2

Trappe Vol. Fire Co. Annual Fair

Join us for our annual fair! Thursday, July 30thFriday, July 31st Saturday, August 1st The fair is open fro…

AUG 1 – AUG 2

The Original Saint Michaels Ghost Tour

Step into the haunted heart of historic St. Michaels and uncover the stories of the spirited women who stil…

JUL 31 – JUL 30

Fajita Fridays at San Miguels

🔥 **Fajita Fridays at San Miguels** 🔥 There's nothing quite like the sound of sizzling fajitas arriving a…

JUL 31 – JUL 23

Ladies Night – Fridays at The Galley

Ladies Night at The Galley Friday evenings deserve something special. Join us every Friday from 4:00–7:00 P…

JUL 31 – AUG 1

Live Music at Foxy’s! Jackson Cole! 🎶🎶

Jackson Cole making his live music debut at Foxy’s! Come show him some love the Foxy’s way!

AUG 1 – DEC 26

Easton Farmers Market

Produce, vegetables, baked goods (including "The Bread Guy"), artisans, and coffee. Pedestrian market, plen…

AUG 1

SMCC Sunrise Yoga

AUG 1 – NOV 21

St. Michaels Farmers Market

A free weekly producer-only farmers market and community gathering space featuring the Eastern Shore's best…

AUG 1

Cars & Coffee at the Oxford Community Center

August 1, 2026, 8:30-10:30am – Cars and Coffee at the OCC Sponsored by Prestige Auto Vault, Eat Sprout & Do…

AUG 1 – FEB 27

Floral Atelier

Whether it's Mother's Day or any day, treat yourself to a three-hour intensive floral arranging class with…

AUG 1 – DEC 26

Sample Saturdays: Free Wine Tasting at Simpatico, Italy's Finest

Are you a lover of Italian wines? In addition to our complimentary daily wine tastings, join us every Satur…

AUG 1

Classic Sicilian Bites Cooking Class 12 Noon

Join us for a class where we explore classic Sicilian flavors with 3 courses and 3 wines! Taught by Chef Da…

AUG 1

Classic Sicilian Bites Cooking Class 2 PM

Join us for a class where we explore classic Sicilian flavors with 3 courses and 3 wines! Taught by Chef Da…

AUG 1 – AUG 2

Patriot Cruises: Live Music Cruises with Michael Waskey

On Saturday, Aug. 1, Michael Waskey will be performing during our Evening River Cruise at 5pm and Sunset Ri…

AUG 1

Patriot vs. Loyalist Debate

The debate features Patriot Edward Lloyd IV portrayed by Mickey Terrone and Tory James Tighlman portrayed b…

AUG 1 – AUG 2

Live music at Foxy’s! Dubtone Vibration! 🎶🎶

DubTone Vibration live at Foxy’s! Come hang

Nearby Places to Explore

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