Save the Bay at Bands in the Sand 2025
Through June 15th; Annapolis Mall
Get ready for thrills, treats, and tons of fun — the Carnival is rolling into the Annapolis Mall for nearly two full weeks of excitement!
17th Annual Paca Girlfriends Party
June 11th; William Paca Garden, Annapolis
Join Historic Annapolis for the social event of the season! Wander the picturesque William Paca Garden as you enjoy a glass of bubbly and indulge in culinary creations prepared by the area's premier chefs. Shop in our festive marketplace, meet and greet with local designers, and connect with a wide network of influential women.
12th Annual Chip in for the Arts Golf Tournament
June 11th; Compass Pointe Golf Course, Pasadena
Save the date for a day of fun and fundraising! Join us in supporting CAC’s arts and education programs as a sponsor, player, foursome, donor, or volunteer for our 12th Annual Chip in for the Arts Golf Tournament. Sponsorships open on February 1, so we invite businesses, organizations, and individuals to join us, play a round, and help bring the arts to everyone in our community.
June 12th; Fluegel Alumni Center, Annapolis
Each Summer, the food bank celebrates its volunteers and supporters at Feeding Hope, the organization’s signature fundraising event. In 2024, Feeding Hope raised more than $110,000 to help meet the unprecedented increase in requests for food assistance throughout the county. This year’s event will be the biggest ever, held June 12, 6-9pm, at the US Naval Academy’s new Fluegel Alumni Center. Featuring food and drinks from local restaurants, live music from Red Betty & the Ruckus, emcee Aaron Henkin (creator and host of WYPR’s The Signal and Out of the Blocks) a special can-struction project, and more!
June 14th; Philip Merrill Environmental Center, Annapolis
Bands in the Sand is the party of the year, and you won’t want to miss it! Each summer 1,600 guests gather on the beach, dance the night away to live music, and raise a drink to a saved Bay.
June 14th; Easton Firehouse, Easton
Ride the scenic roads of Talbot County Maryland! You’ll have a choice of three distances, 31.5, 40 or 61.5 miles which wind through the flat farmland and take you to water views, wooden bridges and friendly faces throughout the Eastern Shore. Day-of registration is available if space allows.
June 14th, 11 a.m. to 3 p.m.; Downtown Annapolis
Porchfest Annapolis will debut on June 14, 2025, from 11 am to 3 pm in the Germantown-Homewood neighborhood. Neighbors will volunteer their porches, stoops, or driveways, and local musicians will play for 45-minute sets. Annapolitans will be encouraged to walk from porch to porch throughout the fest to listen to the musical variety and connect with neighbors, friends, and fellow community members.
Annapolis Blues Men's Soccer Home Game - June 15th, 5 p.m.; Navy Marine Corps Memorial Stadium, Annapolis vs Northern Virginia FC
Annapolis Blues Women's Soccer Home Game - June 15th, 7:30 p.m.; Navy Marine Corps Memorial Stadium, Annapolis vs Virginia Beach United
Scenic Rivers' 36th Anniversary Hike
June 17th, 6 p.m.; Bacon Ridge Natural Area, Crownsville
Join us as we celebrate the anniversary of our very first conservation easement and the start of summer by hosting a guided hike at Bacon Ridge Natural Area. We’ll spend a beautiful evening exploring our local, protected woods and celebrating 36 years of conserving the natural, open places we all love.
Bello Machre 34th Annual Every Step Counts Walk and Bike Ride
June 14th, 8:30 a.m.; Anne Arundel Community College, Arnold
Bello Machre's annual Every Step Counts Walk & Bike Ride is a community fundraising event benefitting our mission of providing a lifetime of loving care, guidance, and opportunities for individuals with intellectual and developmental disabilities. Every dollar raised helps empower people with intellectual and developmental disabilities—and brings us one step closer to a more inclusive, connected community for all.
Antique & Classic Boat Festival & Coastal Arts Fair
June 13th through 15th; Chesapeake Bay Maritime Museum, St Michaels
The 37th Antique & Classic Boat Festival and Coastal Arts Fair is coming to the Chesapeake Bay Maritime Museum on June 13-15, inviting guests to take a step back in time in celebration of the history and artistry of these venerable vessels. Hosted by the Chesapeake Bay Chapter of the Antique & Classic Boat Society, the festival brings a sense of nostalgia to CBMM’s waterfront campus along the Miles River with one of the largest classic boat shows in the Mid-Atlantic region and more fun for the whole family. This year, the theme is “Boats in Movies and Television."
Maryland Cures Cancer Regatta Rock the Dock Party
June 14th, 4-8 p.m.; Eastport Yacht Club, Annapolis
This after-race awards and fund raising party complements the annual Maryland Cures Cancer Charity Regatta (a part of the Charity Regatta Triple Crown, along with the CRAB Regatta and the Hospice Cup). All net proceeds will benefit the University of Maryland Marlene and Stewart Greenebaum Comprehensive Cancer Center (UMGCCC), showcasing the Chesapeake sailing community's unwavering support for cancer research at our local Maryland healthcare facility.
Summer Concerts:
Tides & Tunes - June 12th, 7 p.m.; Annapolis Maritime Museum, Annapolis: Dublin 5 - Irish Rock
Music on the Lawn - June 13th, 6 p.m.; Captain Avery Museum, Shady Side: Solid Sender
Avalon Outdoor Concert Series - June 14th, 7 p.m.; Avalon Theatre, Easton: US Navy Band Country Current
Bayside Summer Concert Series - June 15th, 5 p.m.; Downs Park, Pasadena: Roadducks
Allen Pond Summer Concert Series - June 15th, 6 p.m.; Allen Pond, Bowie: Clones of Funk
Annapolis Blues Men's Soccer Home Game - June 18th, 7:30 p.m. at Navy-Marine Corps Memorial Stadium vs Virginia Beach United
June 20th through July 4th; 28539 Marlboro Ave, Easton
Each night begins at 6 p.m. in the field behind Target. Enjoy carnival rides, fireworks, food, games and plenty of family fun!
June 20th through 22nd; Downtown Columbia Lakefront
The 38th annual Free LakeFest Weekend returns to the Downtown Columbia Lakefront, June 20-22, 2025! Produced by the Merriweather Arts and Culture Center in collaboration with the Columbia Festival of the Arts, this FREE three-day extravaganza features live music, an Invitational Fine Arts & Crafts Show with more than 50 artists, kids’ entertainment and crafts, food trucks, a beer & wine garden, participatory workshops, and a variety of activities for all ages. This year’s performer lineup is made up of dynamic, genre-bending artists from around the world, including 2024 Grammy-winning singer-songwriter GABY MORENO, Afro-Peruvian NOVALIMA, and Sudanese American artist SINKANE. Event Hours are: Friday, June 20: 5 pm - 10:30 pm; Saturday, June 21: 11 am - 10:30 pm; Sunday, June 22: 11 am - 7 pm. Visit columbiafestival.org for more details and a complete festival schedule.
June 21st through 22nd; Talbot County Community Center, Easton
Bike MS: Chesapeake Challenge starts and finishes at the Talbot County Community Center in lovely Easton, MD right near the Chesapeake Bay. You’ll ride some of the flattest roads Bike MS has to offer, while cruising through scenic byways. As the Washington Post proclaims, “in Talbot County, Maryland, cyclists can find some of the best biking trails in the nation. With pristine views of the Chesapeake, extra wide shoulders on the roads, … , and more, the Talbot County trails provide adventure for everyone on two wheels.” Join us and enjoy bay breezes, rolling farmland, and the opportunity to stop and smell the crabs 😊, This year is going to be an incredible adventure, and we can’t wait to pedal towards a cure for MS with you.
The Annapolis Blend Chorus Multi-Family Yard Sale
June 21st; Shipley's Choice, Annapolis
The Annapolis Blend Chorus, a local award-winning chapter of Sweet Adelines International, will hold a multi-family Yard Sale on Saturday, June 21, 2025 from 8 a.m. to noon in Shipley’s Choice at 778 Live Oak Dr., Millersville, MD 21108. Come early for the best deals on household items, jewelry, furniture, books, children’s toys, and a lot more. Help support this annual fundraiser for the chorus. For more information, visit https://m.facebook.com/TheAnnapolisBlend or https://www.theannapolisblend.org Rain date will be June 28.
June 21st, 6:30 p.m.; Annapolis Maritime Museum
Celebrate the longest day of the year with a golden hour paddle on Back Creek.
June 22nd; The Center Club, Baltimore
The 26th Annual Taste for Life will take place on Sunday, June 22, 2025, from 2-6 PM at The Center Club in Baltimore for American Cancer Society. Join us as we enjoy delicious cuisine and taste fine wine, all while tasting to put an end to cancer. In addition to pleasing your palette with delectable tastings, guests will enjoy an evening of live entertainment, silent auction, and more.
2025 Central Maryland Chamber Golf Classic
June 23rd, 7:30 a.m.; Turf Valley Resort, Ellicott City
Join business leaders, changemakers, and community champions for a full day of purposeful play at the 2025 Central Maryland Chamber Golf Classic — hosted at the stunning Turf Valley Golf Course. This isn't just a day on the green. It's where connections are made, legacies are built, and futures are funded. Proceeds from the tournament benefit our Educational Foundation, providing scholarships to local high school seniors with big dreams and bright futures.
Annapolis Opera Presents: Stories Through Music
June 24th, 6 p.m.; Eastport-Annapolis Neck Community Library
Every song tells a story. Learn the meanings behind classical and popular music favorites through a fun and interactive concert for all ages. This performance will be in the Community Meeting Room at the Eastport-Annapolis Neck Library.
June 24th; Maryland Hall, Annapolis
Join us and Park Books in welcoming national bestselling author Kate Myers as she celebrates the release of her latest novel, Salty. Due to popularity, this event will be ticketed. All guests must have a ticket. Book Ticket: This ticket includes a signed copy of SALTY and your admittance into the event. All copies of SALTY will be presigned. Kate Myers is the author of the national bestseller Excavations. Her writing has appeared in Elle, and Self magazines, as well as on BuzzFeed. She studied archaeology at the University of Pennsylvania and has lived in New York, Los Angeles, and Washington, DC, where she’s worked for CBS and for CollegeHumor. Her debut novel, Excavations, is being turned into a Peacock series starring Amy Poehler. She now resides in Annapolis, Maryland, with her husband, daughters, and dog.
Summer Concerts:
Tides & Tunes - June 19th, 7 p.m.; Annapolis Maritime Museum, Annapolis: Sweet Leda - Rock, Soul, Funk
Music on the Lawn - June 20th, 6 p.m.; Captain Avery Museum, Shady Side: Fair Dinkum
Avalon Outdoor Concert Series - June 21st, 7 p.m.; Avalon Theatre, Easton: Motown & More
Bayside Summer Concert Series - June 22nd, 5 p.m.; Downs Park, Pasadena: Fast Eddie and the Slowpokes
Allen Pond Summer Concert Series - June 22nd, 6 p.m.; Allen Pond, Bowie: Greydog - Classic Rock
