Kalmar Nyckel sailing away with people watching from dock

Weekend Things to Do in Delaware, May 5-7, 2023

It’s that time of year: The big-name acts are starting to arrive on Delaware stages, meaning we’re not too far away from a summer jam-packed with live music and unique acts. It’s also a great time for finding plenty of free things to do in Delaware this weekend, ranging from fun “art loops” to sidewalk shopping sprees to celebrations of one very special tall ship. 



May Market 
Historic New Castle 
May 5-6 
Friday, 10 a.m.-5 p.m.; Saturday, 9 a.m.-3 p.m. 
Tickets: None required 
Spring is the perfect time to grab some plants, herbs and other botanical bargains while you wander this beautiful riverside town.  

Art Loop 
Various locations, Wilmington 
May 5 
5 p.m. 
Tickets: None required 
Take a self-guided tour of the city’s galleries, museums and “alternative art spaces” as you enjoy refreshments and entertainment. 

Comedy: Vic DiBitetto 
The Baby Grand, Wilmington 
May 5 
Shows at 7 p.m., 9:30 p.m. 
Tickets: $53 
Vic DiBitetto has a way of going viral with his many video characters: Uncle Vic, Tony Gaga, That Guy, Frankie Pentangelli, Scarface, Rocky, Fool by the Pool and Ticked Off Vic. His Yankee and Giant locker room and press conference satires are now legendary. 

Concert: Jay & Molly 
The Baby Grand, Wilmington 
May 6 
8 p.m. 
Tickets: $41 
You’ve probably already enjoyed the music of Jay Ungar and Molly Mason, who won international acclaim when one of their tunes became the musical hallmark of Ken Burns’ “The Civil War” on PBS, winning an Emmy nomination. 

Concert: Day Ones Live 
The Queen, Wilmington 
May 6 
8 p.m. 
Tickets: $24-$74 
This is a concert in honor of the fans who help make the big names so big – the “Day One” fans. And there’s plenty to shout about: Get ready for performances from Billy B, Stige the Gifted, Kuji Young, Rich Flee, Wavier and Sandman GME.  

Tall Ship 25th Anniversary Celebration  
Kalmar Nyckel, Wilmington 
May 6 
2 p.m.-4 p.m. 
Tickets: None required 
The Kalmar Nyckel, the Tall Ship of Delaware, has a lot to celebrate: Its 25th anniversary, the kick-off of sailing season, and the unveiling of her new stern wood carvings. Wilmington Brew Works will provide the cold brews. 

Winterthur Point to Point Horse Racing 
Winterthur Museum, Wilmington 
May 7 
10:30 a.m.-4 p.m. 
Tickets: $30+ 
Join in the highbrow fun at this day of steeplechase racing action, a parade of antique carriages, lavish tailgate parties and family fun. 


Dover Days Festival 
Downtown Dover 
May 5-6 
Friday, 5-9 p.m.; Saturday, 9-3 p.m. 
Tickets: None required 
On Friday, you can catch the fireworks at dusk, then on Saturday, head out to enjoy daylong festivities honoring Dover’s heritage and culture. There's a parade, traditional Maypole Dancing, games, tethered hot-air balloon rides, moon bounce village, over 100 craft and food vendors, music, colonial artisans village and historic re-enactment groups. 

Lantern Tour: The Dover Green 
May 5 
7-8 p.m. 
Tickets: None required 
Hear long-forgotten stories as your guide leads you into the mists of the past by lantern light in this thrilling excursion through a town with many stories to tell. 


Weekend of Compelling Ales & Spirits 
Rehoboth Beach 
May 5-7 
Times vary 
Tickets: $100 
Dogfish Head Brewing’s annual celebration of good food and drink gets under way with a Kickoff Party on Friday at the main Rehoboth “campus.” Saturday’s events are sold out, but on Sunday, you can enjoy a brunch bash you won’t want to miss at the Dogfish restaurant Chesapeake & Maine. 

Rehoboth Beach Regional Film Showcase 
Cinema Art Theater, Rehoboth Beach 
May 5-7 
Tickets: $5 per screening 
Here’s a chance to experience the talents of the region’s best filmmakers as the Rehoboth Beach Film Society showcases the brightest emerging artists. 

Rehoboth-Dewey Beach Spring Sidewalk Sale 
Rehoboth Beach and Dewey Beach 
May 5-7 
10 a.m.-8 p.m. 
Tickets: None required 
Get your shop on and indulge in some of the bargains offered by the merchants of Rehoboth, Dewey and beyond! (Lewes holds its Spring Sidewalk Sale May 5-7 from 10 a.m.-5 p.m.) 

British Motorcar Show 
Cape May-Lewes Ferry Terminal, Lewes 
May 6 
11 a.m. to 3 p.m. 
Tickets: $5 
"The British are Coming … Again!" The Lewes British Motorcar Show revs up in time for spring with an amazing array of classic cars, along with a great lineup of events throughout the town. 

Water Family Fest and Native Plant Sale 
James Farm Ecological Preserve, Ocean View 
May 6 
10 a.m.-3 p.m. 
Tickets: None required 
This is a day for "feet-wet, hands-dirty fun" as you learn about coastal ecosystems, enjoy food trucks, and browse the native plants for sale. 

12th Annual Margarita Fest 
Nalu restaurant, Dewey Beach 
May 6 
1 p.m.-5 p.m. 
Tickets: None required 
What else could you possibly ask for? There will be 10 different fresh-squeezed $6 margaritas to sample, along with music from the Hot Sauce Band! 

Tour De Friends 
Cape Henlopen State Park, Lewes 
May 7 
9 a.m.-1 p.m. 
Tickets: $35+ 
This family-friendly and thoroughly fun biking event will deliver stunning views as it winds through scenic Coastal Delaware.