Coolest Upcoming Coastal Delaware Events: Handpicked by Our Team

Coastal Delaware is never short on things to do, and this lineup proves it!

From foodie celebrations and secret comedy shows to art demos, live music, and beachside festivals, these are the events our team is most excited about right now:

National Marg Day

Cantina turns up the energy for National Margarita Day with $6 house margaritas flowing and a party vibe that lasts all day. 

Whether you are meeting friends for one round or settling in for a longer celebration, this is the perfect excuse to raise a glass.

  • Date: Sunday, February 22nd
  • Hours: From 12pm to 1am
  • Address: 19406 Coastal Hwy, Rehoboth Beach

Don’t Tell Comedy in Rehoboth

Comedy with a twist. The venue stays secret until the day of the show, and the comedians remain a surprise until they hit the stage. 

Each event features a curated lineup of emerging talent and seasoned performers for a night that feels exclusive, spontaneous, and seriously fun.

  • Date: Saturday, February 28th
  • Hours: Doors open at 7pm 
  • Address: Rehoboth Beach
  • Cost: $27
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Miriam's Table Annual BINGO

Classic bingo meets community impact at this lively annual fundraiser. 

It is a night filled with friendly competition, big smiles, and the chance to support an important mission that helps children and families in the Democratic Republic of Congo.

  • Date: Saturday, February 28th
  • Hours: Doors open at 4pm
  • Address: 152 Tulip Dr #1689, Lewes
  • Cost: $30

A Night for Our Neighbors: Harvest Tide’s Customer Appreciation Night

Harvest Tide Steakhouse is showing some serious local love with a special customer appreciation evening. 

Expect a thoughtfully curated four-course tasting menu featuring some of their most popular dishes, all served in the warm, coastal atmosphere they are known for. 

  • Date: Tuesday, March 3rd
  • Hours: From 4pm to 9pm (90-minute seatings)
  • Address: 410 E Savannah Rd, Lewes
  • Cost: +$30 for the optional wine pairing
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Winter Jam

Winter Jam brings live music, dancing, exciting auction items, and crowd-favorite moments together for a lively night out. 

With great food, a packed dance floor, and a strong community vibe, it is a fun way to gather with friends while supporting the Cape Henlopen School District.

  • Date: Friday, March 6th
  • Hours: From 7pm to 11pm
  • Address: 113 Dickinson Street, Dewey Beach
  • Cost: $60-$40

St. Patrick's Day Weekend

Thompson Island Brewing Company goes all in for St. Patrick’s Day with festive food features, Irish-inspired drinks, live music, and traditional dance performances. 

Think hearty pub classics, a great stout in hand, and high-energy entertainment that brings a touch of Ireland to the beach.

  • Dates: March 13th–17th
  • Hours: Various
  • Address: 30133 Veterans Way, Rehoboth Beach

Meet Watercolorist Mick Williams

Spend the afternoon watching watercolorist Mick Williams bring a landscape to life while sharing insights from decades of artistic experience. 

This intimate demo includes live commentary and Q&A, making it a rare opportunity to learn directly from an accomplished creative.

  • Date: Thursday, March 26th
  • Hours: From 1pm to 3:30pm
  • Address: 117 Atlantic Ave, Ocean View
  • Cost: $40

Frantic Mid-Atlantic Guitar Show

The Frantic Mid-Atlantic Guitar Show is a full-on playground for musicians and collectors. 

Expect tables packed with new, used, and vintage guitars, basses, pedals, amps, and rare finds you will not see every day. 

Buyers, sellers, and traders mingle all weekend, creating an electric atmosphere where deals happen fast and stories are shared just as often as riffs.

  • Date: March 27th-29th
  • Hours: Various
  • Address: 18500 S Dupont Hwy, Harrington
  • Cost: $50-$10
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Easter Bunny Tea: Live Interactive Show

The Easter Bunny Tea is a lively, interactive show designed to keep guests of all ages smiling from start to finish. 

Characters sing, dance, tell stories, and engage the audience throughout the experience, making everyone feel part of the fun. 

Add in a sweet treat, warm cups of tea, and a meet-and-greet moment for photos, and you have a springtime event that feels festive, playful, and full of charm.

  • Date: Sunday, March 29th
  • Hours: Doors open at 12:30pm
  • Address: 110 Union St., Milton
  • Cost: $17-$15

Rehoboth Beach Sports Card and TCG Show

Collectors, traders, and fans unite for a weekend dedicated to sports cards, trading card games, memorabilia, and more. 

With dozens of vendors and tables to explore, it is the perfect place to hunt for rare finds, make trades, or simply connect with fellow enthusiasts.

  • Dates: March 29th-31st
  • Hours: Various
  • Address: 229 Rehoboth Ave, Rehoboth Beach
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Watercolor on Yupo …

If traditional watercolor has ever felt intimidating, this class flips the script. 

Yupo paper does not absorb paint, giving you more time to experiment, blend, and lift color in a relaxed way. 

It is hands-on, beginner-friendly, and a creative way to try something new without pressure.

  • Date: Tuesday, March 31st
  • Hours: From 6pm to 8:30pm
  • Address: 117 Atlantic Ave, Ocean View
  • Cost: $48

Weekend of Compelling Ales & Spirits

Dogfish fans, this one is for you! 

The Milton Brewery opens its doors for a behind-the-scenes tasting experience packed with rare pours, creative beer and spirit pairings, and culinary bites designed to complement every sip. 

It is immersive, flavorful, and a true celebration of craft brewing culture.

  • Date: Saturday, April 11th
  • Hours: Starts at 12pm
  • Address: 6 Cannery Village Center, Milton
  • Cost: $78-$47

Boat Drinks Bacchanal

This high-energy beach party blends live music, island-style fun, raffles, and games into one unforgettable celebration. 

Organized by the Delaware Seashore Parrot Head Club, it is equal parts party and fundraiser, all wrapped in laid-back coastal spirit.

  • Date: Saturday, May 16th
  • Hours: From 12pm to 5pm
  • Address: 125 McKinley Ave, Dewey Beach
  • Cost: $96-$86

Rehoboth Arts Festival

The Rehoboth Arts Festival transforms Grove Park into a vibrant outdoor showcase of original artwork from talented local and regional artists. 

Guests can stroll through rows of tents featuring paintings, sculpture, mixed media, and more, all set against a relaxed coastal backdrop. 

It is the perfect way to spend the day exploring creativity and supporting the arts.

  • Date:  Saturday, May 16th
  • Hours: From 10am to 5pm
  • Address: 12 Dodds Lane, Rehoboth Beach

Stay tuned to our blog for more handpicked events, local highlights, and everything happening across Coastal Delaware!

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