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Annapolis Moms

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sailing

Annapolis Film Society Screening: Mighty Mary

Annapolis Film Society Screening: Mighty Mary

August 16, 2026
by Piper Langenfeld

Mighty Mary chronicles an amazing group of “we eat nails for breakfast” type of women: the first all-women’s sailing team to contend for the famed America’s Cup, the holy grail …

Read MoreAnnapolis Film Society Screening: Mighty Mary
CRAB Cup

CRAB Cup

July 13, 2026
by Piper Langenfeld

The CRAB Cup is a family-friendly sailing event hosted by the members and professional staff at Eastport Yacht Club. Founding sponsor Boatyard Bar and Grill serves a gourmet buffet to many hungry …

Read MoreCRAB Cup
Community, Things to Do

Ways to Get Out on the Water in Annapolis

June 9, 2026
by Tyler Ingle

Annapolis has long been known for its connection to the water. For many residents and visitors, easy access to the Chesapeake Bay, Spa Creek and the Severn River is one …

Read MoreWays to Get Out on the Water in Annapolis
Father's Day Brunch Sail

Father’s Day Brunch Sail

June 8, 2026
by Piper Langenfeld

Sail Dad away! Guests can raise the sails, steer the boat, or just sit back and relax with a cold beverage. Departing from the Annapolis Waterfront Hotel Dock. Get your …

Read MoreFather’s Day Brunch Sail
The Santa Maria Cup

The Santa Maria Cup

April 6, 2026
by Piper Langenfeld

The Santa Maria Cup is one of the premier women’s match racing regattas in the world. Hosted annually by Eastport Yacht Club in Annapolis, Maryland, the event brings together top …

Read MoreThe Santa Maria Cup
Annapolis Spring Sailboat Show

Annapolis Spring Sailboat Show

January 7, 2026
by Piper Langenfeld

The Annapolis Spring Sailboat Show provides a local, fun, and accessible entry point to the sailing lifestyle. Located in the heart of America’s sailing capital, the event offers opportunities to …

Read MoreAnnapolis Spring Sailboat Show
Santa Maria Cup

Santa Maria Cup

April 17, 2025
by Piper Langenfeld

Get ready for the thrill of world-class sailing as the Eastport Yacht Club proudly hosts the 2025 Santa Maria Cup, a premier women’s match racing regatta that promises four days …

Read MoreSanta Maria Cup
Celebrating American Sailing with Gary Jobson

Celebrating American Sailing with Gary Jobson

December 31, 2024
by Piper Langenfeld

Don’t miss Celebrating American Sailing with Gary Jobson! It was a busy year in 2024 for the sport of sailing. A team of 13 American sailors competed in the Olympic …

Read MoreCelebrating American Sailing with Gary Jobson

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FALL WEEKEND PLANS ARE HERE!

October is kicking off with plenty to do around Annapolis, from waterfront festivals and Pride celebrations to a family-friendly bike event, an arts festival, and a night celebrating Anne Arundel County’s arts community.

⚓ Galesville Maritime Heritage Festival — live music, food and drinks, boat tours, and more
with Galesville Maritime Festival
🌈 Annapolis Pride Parade & Festival — a full day of celebration, vendors, music, and family
fun with Annapolis Pride
🚲 Lifeline 100 Bicycle Event — including a free Kids Bike Rodeo and Family Fun Ride
🎨 First Sunday Arts Festival — browse local art, crafts, and more downtown
🏆 Annie Awards — celebrating outstanding contributions to the arts in Anne Arundel County
with @acaac

Save this post, tag a friend you want to make plans with, and start filling up that October
calendar!

👉 See the full list here:
annapolismomsmedia.com/do-not-miss-list-oct-1/

#AnnapolisMoms #DoNotMissList #WeekendPlans #FamilyFun #LocalEvent
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Fall activities are

Fall activities are here! 🍂💙

The Ballet Theatre of Maryland Conservatory of Dance is now open for fall enrollment! From tiny dancers just starting out to more experienced students looking to grow their technique, there’s a class for every age and level.

Classes are offered in both Annapolis and Grasonville, making it easy to find a location that works for your family. All classes are led by professional instructors in a supportive, encouraging environment. It’s such a wonderful way for kids to build confidence, discipline, and creativity (plus get those wiggles out after school!).

For enrollment and more information, visit www.balletmaryland.org/fall-classes

The Ballet Theatre of Maryland
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