06/18/2026
🌞 GET READY FOR THE WEEKEND! 🌞 Here's your roundup of fun in Dorchester County June 18-21!
✔️ Blue Point Provision Co., waterfront restaurant at Hyatt Chesapeake, has reopened for summer. Deck parties every Thurs, 5-7p with live music, specials
✔️ Cabin Fever Play Centre has open play Fri & Sat 9a-7p; Sun 12-6p
👻 Cambridge Ghost Walk on Maryland’s most haunted street Thurs 8p. Tix: chesapeakeghosts.com
✔️ Choptank Riverboat Cruise on a paddlewheeler: Fri 12 and 6p, Sat 12p (all crabfeast cruises); Sun 2p (Father’s Day cruise). suicidebridge.com/choptank-riverboats
🫐 Emily's Produce has U-Pick wildflowers & blueberries, plus Wildflower Wanderer Yoga Fri 6p (pre-register: emilysproduce.com). Dad Days Sat & Sun 9a-5p with meat & beer specials, sweet corn eating contest Sun
✔️ Sunset Cruise Fri & Sat evening with Blackwater Adventures; departs 6:30p from Hyatt Chesapeake (you don't have to be guest). Also offering day cruise Sat 10a-12p. Reserve: tinyurl.com/y622c5kz
🎵 The Showroom by Blue Ruin has Reagan Kent Thurs 8-11p, DJ Lynx Muzik Fri 8p, DJ Marcus Ashley Sat 8p-12a
✔️ Juneteenth 5K Walk Sat 8am; Yock Cook-off Celebration begins 2p, Cornish (Nursery) Park. With Groove City Black Heritage & Culture Group
🐟 Kids Fishing Derby Sat 9a-12p - supplies provided. Open to public. At Cambridge Yacht Club. Register: cambridgeyachtclub.com/event/tJ7pJIghkk
✔️ The Bay Country Shop has Father's Day Event Sat 10am-5pm with fun, food, local vendors.
⭐️ The 1877 tall ship Elissa arrives in Cambridge 8am Sat, with free deck tours Sat & Sun 12-5p. Sailwinds Park at Cambridge Harbor, near 200 Byrn St., Cambridge
⭐️ Juneteenth Celebration at Harriet Tubman Underground Railroad Visitor Center Fri-Sun with creative fun, performances, talks, activities for children. Details: tinyurl.com/3fm35x2t
⛵️ Skipjack Nathan of Dorchester has public sail Sat 1-3p. Plus Sip & Sail Sat 6-8p with wine, beer, charcuterie, river breezes. Reserve: skipjack-nathan.org
🎵 Old Salty’s Restaurant has Freak Flag Fly Sat 1-4p; Wyes Guys Sat 6-9p; Reagan Kent Sun 1-4p
✔️ The Star Child Family Trading Company LLC has Intuitive Energy Readings Fri 3-6p
🎵 Layton's Chance Vineyard & Winery has concert with Black Dog Alley Sat 6-9p. Tix: laytonschance.com
🍅 East New Market Farmers Market Sun 12-3:30p, Friendship Park
⭐️ Harriet Tubman Museum and Educational Center has re-opened – experience a whole new museum
🎨 Dorchester Center for the Arts has Annual Members Show
🎨 Main Street Gallery has Laura Jenkins, Sunrise to Sunset
🎨 High St. Art Gallery has Ruth Nowell Wilson
🎨 3ten Art Gallery has work by Lori Dever & Sherry Christopher
📍 WHERE TO EAT: visitdorchester.org/eat-and-drink
📍 WHERE TO SHOP: visitdorchester.org/see-and-do/shopping-and-more