Coolest Upcoming Coastal Delaware Events: Handpicked by Our Team Pt. 2

If you thought part one had a lot going on, just wait until you see what’s next! 

From live performances and hands-on experiences to community fundraisers and food and wine events, there is so much happening across Coastal Delaware right now. 

Whether you are looking for something social, something active, or something a little different to switch up your routine, this list has a little bit of everything to help you plan your next outing:

Don’t Tell Comedy in Bethany Beach

Don’t Tell Comedy brings a fun twist to a night out in Bethany Beach by keeping almost everything a surprise until the last minute. 

The show takes place at a secret indoor restaurant location, and if you buy a ticket, you get the exact details the morning of the event, which makes the whole experience feel a little more exciting from the start. 

The lineup is also kept under wraps, so you will not know who is performing until the comedians actually walk on stage. 

Each show includes 4 to 7 comics, with a mix of local talent and nationally touring performers, so you could easily end up discovering a new favorite comedian along the way. 

  • Date: Saturday, May 9th
  • Hours: Doors open at 6pm
  • Location: Secret restaurant in Bethany Beach

Heroes Day at Coastal Wilds

Heroes Day at Coastal Wilds is the kind of event that gives you a lot to enjoy in one visit, especially if you are looking for something family-friendly and interactive. 

You can walk around the park at your own pace, spend time with the animals, and check out “Heroic Vehicles” from local heroes and first responders, which adds a really fun community element to the experience. 

There is also a meet and greet with Paw Patrol’s Chase and Marshall, which is the kind of thing younger kids will be especially excited about. 

On top of what is already included, you can also add extras like the Kangaroo Walkabout, animal encounters, and gem mining if you want to make even more of your visit. 

With food from Fat Vinnys Food Truck, treats from Kool Kangaroo Sno-Kones, and a full mix of animals, activities, and themed fun, this is the kind of outing where you can easily spend a good chunk of time enjoying everything around you.

  • Date: Sunday, May 24th
  • Hours: From 10am to 2pm
  • Address: 34215 Peppers Corner Road, Frankford
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Image courtesy of Coastal Wilds

Cape Henlopen Senior Center’s Jackpot Bingo Fundraiser 

If you love a good game of Bingo, the Cape Henlopen Senior Center’s Jackpot Bingo Fundraiser is a fun and social way to spend your afternoon while supporting a great cause. 

Open to the public and for adults 18 and over, this monthly event features a variety of jackpot-style games that keep things exciting from start to finish. 

It's a simple and enjoyable outing, and doors open earlier in the day so you can settle in, get your cards, and get ready to play. 

  • Dates: April 1 & 15
  • Hours: Doors open at 11:30am
  • Address: 11 Christian Street, Rehoboth Beach

Clear Space Theatre presents "42nd Street"

Clear Space Theatre brings the classic Broadway hit “42nd Street” to life with a high-energy production filled with dazzling choreography and unforgettable music. 

Follow Peggy Sawyer’s journey as she arrives in New York from Allentown and finds herself chasing stardom on the Great White Way, transforming from an unknown hopeful into a rising star. 

Packed with beloved songs like “Lullaby of Broadway” and “We’re in the Money,” the show captures the excitement, ambition, and behind-the-scenes drama of show business, delivering a feel-good theatrical experience that celebrates big dreams and even bigger performances.

  • Dates: March 19-29
  • Hours: 2pm & 7pm
  • Address: 20 Baltimore Avenue, Rehoboth Beach

Ripcord at Possum Point Players

Ripcord delivers sharp humor and unexpected twists in a story set inside the Bristol Place Senior Living Facility, where a coveted sunny room becomes the center of a hilarious and escalating rivalry. 

When Abby is forced to share her space with the relentlessly cheerful Marilyn, what starts as irritation quickly turns into a high-stakes bet filled with pranks, schemes, and surprising turns. 

As the competition intensifies, the play reveals deeper layers beneath the comedy, offering both laughs and moments of genuine insight as these two very different personalities push each other to their limits.

  • Dates: March 27-29th
  • Hours: 2pm & 7:30pm
  • Address: 441 Old Laurel Road, Georgetown

Nectar Café & Juice Bar’s 250th Anniversary Dinner Series

Nectar Café & Juice Bar’s 250th Anniversary Dinner Series offers a creative way to celebrate America’s 250th anniversary through a five-part “Taste Through Time” experience that blends food, history, and atmosphere. 

Each dinner features a curated three-course meal inspired by a different era of American life, along with themed cocktails, attire, music, and décor to fully bring the period to life. 

From the spirit of the Westward Expansion to the elegance of the Gilded Age, the glamour of the Roaring Twenties, and the charm of 1970s Americana nostalgia, the series promises a memorable evening for guests who enjoy immersive dining and a thoughtful connection to the past.

  • Dates: April 26 & May 26, 2026
  • Hours: Contact Nectar Café & Juice Bar at (302) 645-5842
  • Address: 111 Neils Alley, Lewes

Rehoboth Beach Museum’s History Lesson: From Farmland to Fairways

History lovers and longtime locals will find plenty to enjoy at the Rehoboth Beach Museum’s History Lesson: From Farmland to Fairways.

Local historian Paul Lovett explores the little-known story of how the Thompson family farm became one of Rehoboth’s most ambitious forgotten developments.

The program looks back at the 1920s vision for Rehoboth Heights, an exclusive community planned between Silver Lake and Philadelphia and Christian Streets, complete with sweeping views and a grand country club created from the old Thompson homestead. 

With its mix of local lore, development history, and golf culture, this talk is especially appealing for anyone curious about South Rehoboth, Country Estates, or the hidden stories behind familiar places.

  • Date: March 26, 2026
  • Hours: From 7pm to 8pm
  • Address: 511 Rehoboth Avenue, Rehoboth Beach
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Image Generated by AI

Get Hopped Up at Schellville

Get Hopped Up at Schellville brings together local wineries, breweries, live music, and plenty of fun in a single place. 

Guests can enjoy unlimited tastings throughout the evening while listening to Chorduroy, with designated driver tickets available for those skipping the samples. 

Beyond the drinks, Schellville’s artisan shacks and food vendors add even more to the experience, with extra bites and treats available from spots like Grotto, Donut NV, Auntie Anne’s, Chocoberry, Sugar & Thread, and the tent bar. 

It is a fun way to celebrate the season with friends while enjoying local flavors.

  • Date: March 28, 2026
  • Hours: From 5pm to 8pm
  • Address: 36470 Seaside Outlet Drive, Rehoboth Beach

Looking for even more events, local insights, and things to do around Coastal Delaware? Make sure you keep following along with our blog so you never miss what’s happening across the beach towns!

Have any questions about our blog(s), the Coastal Delaware real estate market, or local life in our beautiful beach towns? Do you think there is something we should write about? Did you see an event coming up that we should know about? Shoot us an email at [email protected] or give us a call at (302) 212-0074. We would love to hear from you!

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