Get ready for football season at Navy Football Fan Fest on Saturday, August 8, from 2 to 4 p.m. at Navy-Marine Corps Memorial Stadium in Annapolis.
Make the most of the first full week of August with a lineup of events that celebrates everything we love about summer. From waterfront concerts, farmers markets, and outdoor yoga to crab feasts, football fan festivities, and family-friendly community celebrations, there's something happening every day of the week. Whether you're exploring local history, shopping from small businesses, enjoying live music, or simply soaking up time outdoors, this week's events offer plenty of ways to get out and experience the best of the Chesapeake region.
Free ice cream! Moose Tracks' 10,000 Scoop Challenge
August 5th; The People Park, Annapolis 11:00am
Cool off with a free scoop of ice cream while making a difference for the Chesapeake Bay at the Moose Tracks 10,000 Scoop Challenge. Every scoop served helps support the Alliance for the Chesapeake Bay, with matching donations doubling the impact to fund local clean water initiatives and conservation efforts. Bring your family and friends to enjoy a sweet summer treat, connect with the community, and help reach the goal of 10,000 scoops. It's a delicious way to support a healthier Bay—one scoop at a time.
A Taste of Arundel Grown
August 5th; Homestead Gardens, Davidsonville 5:30pm
Celebrate the flavors of Anne Arundel County at A Taste of Arundel Grown, an evening showcasing the region's finest local food, beverages, and agriculture. Savor a menu crafted with fresh, locally sourced ingredients, enjoy regional wines and craft beers, and listen to live music while supporting the farmers, watermen, and producers who help make the county thrive. Guests can also browse a beautiful bouquet bar, bid in the inaugural Arundel Grown Silent Auction, and take home a custom gift bag. It's a delicious way to connect with the local community while celebrating the people behind Maryland's homegrown bounty.
8/6 Tides & Tunes: Honest Lee Soul
August 6th; Annapolis Maritime Museum, Annapolis 7:00pm
Spend a summer evening by the water with Honest Lee Soul as the Tides & Tunes concert series continues at the Annapolis Maritime Museum & Park. Bring a chair or blanket, grab a bite from the onsite food trucks, and enjoy live music overlooking the Chesapeake Bay. Concert admission is free, with donations helping support the museum's mission and beverage sales benefiting its education programs. It's the perfect way to relax, enjoy great music, and take in a beautiful waterfront sunset.
Yappy Hour
August 6th; Capital SUP Nautilus Point, Annapolis 6:30pm
Grab your pup and head to the water for Yappy Hour, a tail-wagging paddle adventure designed for dogs and their humans. Whether you're cruising on a stand-up paddleboard or kayaking together, this relaxed group outing is the perfect way to enjoy the Chesapeake Bay with your four-legged best friend. Led by experienced paddlers and their canine companions, Yappy Hour is all about sunshine, fresh air, and making memories on the water. It's a fun summer outing that's sure to leave both you and your pup smiling.
Baltimore Symphony Orchestra's Music for Maryland Concert
August 6th; Todd Performing Arts Center at Chesapeake College, Wye Mills 7:00pm
Experience the power of live orchestral music as the Baltimore Symphony Orchestra brings its Music for Maryland summer tour to the Eastern Shore. Performed by a 40-member ensemble, the program features timeless works by Mozart alongside contemporary composer Caroline Shaw, showcasing the artistry and excellence of one of the nation's premier orchestras. With pay-what-you-wish admission, this special performance makes world-class classical music accessible to everyone. Reserve your seat and enjoy an inspiring evening celebrating the beauty of live symphonic music.
Naptown Flea Night Market
August 7th; GameON Bar + Arcade, Annapolis 5:00pm
Shop, play, and unwind at the Naptown Flea Night Market, where a curated collection of vintage, handmade, and local vendors comes together for an evening of shopping and fun. Browse unique finds, sip your favorite drink, and challenge your friends to arcade games while supporting local makers and small businesses. With a laid-back atmosphere and plenty to explore, it's the perfect way to spend a summer night in Annapolis. Whether you're hunting for something one-of-a-kind or just soaking up the vibes, there's something for everyone to enjoy.
Paint & Sip + Global Wine Tasting at Bin 201
August 7th; Bin 201 Wine and Spirits, Annapolis 6:00pm
Uncork your creativity at this Paint & Sip and Global Wine Tasting experience, where art and wine come together for a fun and relaxing evening. Enjoy a guided painting session perfect for beginners while sampling a curated flight of wines from around the world, all in a cozy, social atmosphere. With all art supplies provided and expert instruction along the way, all you need to bring is your imagination. Space is limited, making this the perfect night out for friends, couples, or anyone looking to try something new.
81st Annual Rotary Crab Feast
August 7th; Navy Marine Corps Memorial Stadium, Annapolis 5:00pm
Roll up your sleeves for one of Annapolis' most beloved summer traditions at the 81st Annual Rotary Crab Feast. Feast on all-you-can-eat Maryland crabs along with plenty of other food, beverages, and sweet treats while gathering with family, friends, and neighbors for an evening of community fun. More than just a great meal, this longtime event raises vital funds to support local nonprofit organizations throughout the region. Come hungry and help make a difference while celebrating a Chesapeake Bay tradition.
Roots 50th Anniversary Symposium & Celebration (Partner Event)
August 7th; Banneker-Douglas Museum, Annapolis 10:00am
Commemorate the enduring legacy of Roots during the opening day of the Exploring Kunta: Roots 50 Commemorative Experience. The day begins with a meaningful waterfront libations ceremony at the Kunta Kinte–Alex Haley Memorial before continuing with an evening celebration at the Banneker-Douglass-Tubman Museum. Through reflection, culture, and community, this special event honors the 50th anniversary of Roots and its lasting impact on history, storytelling, and the ongoing conversation about heritage and resilience.
Clones of Funk - Quiet Waters Park Summer Concert Series
August 8th; Quiet Waters Park, Annapolis 6:00pm
Get ready to groove with Clones of Funk as they bring the unforgettable sounds of Parliament and Funkadelic to Quiet Waters Park. This high-energy eight-piece band delivers infectious funk classics with powerhouse vocals, a driving rhythm section, and a dynamic horn lineup guaranteed to get the crowd moving. Pack a blanket or lawn chair, gather your friends, and enjoy an evening of live music in one of Annapolis' favorite outdoor concert settings. It's the perfect way to spend a summer evening filled with great music and good vibes.
Navy Football Fan Fest
August 8th; Navy Marine Corps Memorial Stadium, Annapolis 2:00pm
Kick off football season with Navy Football Fan Fest, a free afternoon packed with fun for Midshipmen fans of all ages. Meet the team, collect player autographs, test your skills with games on the stadium field, and enjoy giveaways from Navy Athletics partners throughout the event. Whether you're a lifelong supporter or introducing a new generation to Navy football, it's a great opportunity to celebrate the team before the season begins. Wear your Navy blue and get ready for an unforgettable day at the stadium.
SUP Yoga with Tracy
August 9th; Capital SUP Nautilus Point, Annapolis 8:00am
Start your morning with a peaceful paddle and an uplifting yoga practice on the water during SUP Yoga with Tracy. Designed for all experience levels, this class combines gentle movement, mindful breathing, and relaxing flows to help you reconnect with yourself while surrounded by the beauty of nature. Whether you're stepping onto a paddleboard for the first time or are a seasoned yogi, you'll leave feeling refreshed, grounded, and ready to take on the day. It's the perfect way to unwind, recharge, and experience Annapolis from a whole new perspective.
Watermen's Appreciation Day
August 9th; Chesapeake Bay Maritime Museum, St. Michaels 10 a.m
Celebrate the rich heritage of the Chesapeake Bay during Watermen’s Appreciation Day on Sunday, August 9, from 10 a.m. to 4 p.m. at the Chesapeake Bay Maritime Museum in St. Michaels. This annual festival honors the region’s hardworking watermen with exciting workboat docking competitions, freshly steamed local crabs, live music, artisan vendors, family-friendly activities, and demonstrations celebrating the traditions of life on the Bay. Visitors can also explore the museum’s exhibits and historic campus while enjoying one of the Eastern Shore’s signature summer events. More info: cbmm.org
Anne Arundel County Farmers Market
August 8th - 9th; Anne Arundel County Farmers Market, Annapolis 9:00am
Spend your Sunday morning exploring one of the area's favorite farmers markets, where you'll find an abundance of fresh, locally grown produce alongside meats, dairy products, coffee, baked goods, handcrafted items, and locally made spirits. It's the perfect place to stock up on seasonal favorites while supporting local farmers, artisans, and small businesses. Stroll through the market, meet the vendors, and enjoy a vibrant community atmosphere that celebrates the best of Anne Arundel County. Whether you're shopping for the week or simply enjoying a leisurely morning, there's something for everyone to discover.
ThriveFest2026
August 10th; Thrive Behavioral Health, Millersville 4:00pm
Help your family get ready for the new school year at THRIVEfest 2026, a free community celebration filled with fun, resources, and back-to-school support. Registered students can receive free backpacks and school supplies while families enjoy a complimentary dinner, creative activities, and hands-on projects like tie-dye, crafts, and build-your-own breakfast kits. It's also a great opportunity to connect with local organizations dedicated to supporting Anne Arundel County families. Bring the whole family for an evening of community, preparation, and excitement as the new school year begins.
Tunesday Concert Series
August 11th; Back Creek Eastport, Annapolis 6:00pm
Spend your Tuesday evening by the water with the Tunesday Concert Series, a relaxing community tradition set against the scenic backdrop of Back Creek. Bring a lawn chair or blanket and enjoy live music from DJ Crawdads as the sun sets over the water, all from a unique floating stage aboard a 40-foot catamaran. This free, family-friendly event is the perfect way to unwind after work while soaking up great music, beautiful views, and the laid-back spirit of an Annapolis summer.
