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Best of May: 15+ Delaware Beach Events for This Month 

May 01, 2022

Ashley Houdbert


Check out more Delaware Beach Area Events on our full Calendar!

Don't miss the Lewes British Motorcar Show at the Cape May Lewes Ferry Terminal on May 7, 2022!


Check out what's happening in and around Delaware's Beach Towns this month during May 2022! The Delaware Beaches are packed full of the best things to do - especially when it comes to events. 

5.03.22  BrewFest @ 38-75 Brewing

Tickets are available now for the 11th Annual Brewfest hosted at Gary’s Dewey Beach Grill/38-75 in partnership with Starboard Raw. There are two sessions. Proceeds support Sean’s House & DE Brewers Guild.


5.06.22  Schellville First Friday

Behind Tanger Outlets Seaside - every first Friday from 5-9 enjoy live music, food trucks, roller skating, shopping at artisan shacks, & cocktails in the beer garden or hospitality tent!


5.06 - 5.08.22 Lewes Spring Sidewalk Sale

Historic Lewes Commercial District around Second Street - Their three-day sale begins Friday and ends Sunday from 10 a.m. to 5 p.m.


5.07.22  4th Annual Derby Run

The Starboard, Dewey - The inaugural Derby Run will kick off at 4pm. Grab your horse broomstick and run around the block in a “horse-race” for your chance at a prize and bragging rights.


5.07.22  Lewes British Motorcar Show

Cape May Lewes Ferry Terminal - The Lewes Chamber of Commerce and British Car Club of Delaware, Inc., are co-sponsoring “The British are Coming – Again!” 11am-3pm, $5/pp, for more info


5.07.22  Dewey Beach Arts & Fun Fest

Dagsworthy Street Dewey Beach - Kick off Spring & Summer events. Artists, crafters, entertainment, food, kids activities and fun! Great Mother’s Day shopping. Free Parking.

5.14.22  Rehoboth Beach Margarita Crawl

Downtown Rehoboth - Pick up your ballots the day of at Rehoboth Ale House Downtown! Proceeds go to Rehoboth Beach Main Street. Simply stop by all 13 of your favorite RB staples between 2-5pm to try a margarita! Get Tickets


5.14.22  Bubble Palooza & Color Fun Run Festival

Tanger Outlets Seaside Rehoboth - Attention all runners, walkers, & joggers! Bubble Palooza is coming to Rehoboth Tanger Outlets! Run, walk, or stroll through bubbles, throw color, eat from local food trucks, explore interactive vendor experiences, take pictures, play games, enjoy fun-foods, and more! For tickets visit


5.19.22  Top Chef of the Culinary Coast

Ivy in Dewey Beach - Sample amazing culinary creations at Meals On Wheels Lewes - Rehoboth’s annual competition to determine Delmarva’s Top Chef! A night of delicious food and creative cocktails!


5.21.22 Rehoboth Beach Arts Festival 

Grove Park Downtown Rehoboth - From 10am-5pm, artists will showcase and sell their work. Raffle and refreshments.


5.28.22 Horseshoe Crab & Shorebird Festival

Downtown Milton - From 9am-3pm, play, shop learn and eat! This nature & wildlife festival is packed with educational activities for kids, entertainment, food trucks, vendors, crafts, prizes and even kayak and SPB rentals. for more info 

Check out more Delaware Beach Area Events on our Calendar!

For more things to See & Do at the Delaware Beaches! Visit our See & Do section!


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