May is officially here, and Coastal Delaware is kicking things off with a packed weekend full of events. 

You can shop at outdoor markets, spend time on the boardwalk, listen to live music, or even go to a full moon party or a beach fundraiser.

This is the perfect weekend to get out and explore the beach towns.

Spring Sidewalk Sale

This is one of those weekends you don't want to miss if you love a good deal. 

The annual Spring Sidewalk Sale is a great way to shop in downtown Rehoboth Beach, Dewey Beach, and Route One. Local businesses set up racks of goods right on the sidewalks. 

You can find everything from clothes and accessories to home goods and beach gear, all at prices that are lower than what you would normally see during the regular season. 

You can visit a lot of different places in one day, go in and out of stores, and find new favorites while getting some really good deals.

• Dates: May 1st-3rd
• Various hours and locations

The Yoga Studio Weekend Classes

If you’re looking to move your body and reset for the weekend, The Yoga Studio in Rehoboth Beach is offering a full lineup of classes that go way beyond your typical workout. 

You can jump into TRX, a low-impact but highly effective full-body training session that uses straps, body weight, and gravity to build strength, balance, and core stability in a way that is approachable for all fitness levels. 

There are also MELT focused sessions that use specialized balls to target the hands and feet, helping improve circulation, joint mobility, and even grip strength. 

Throughout the weekend, you’ll also find online MELT classes that focus on fascia hydration and recovery using rollers and therapy balls, along with heated Vinyasa classes designed to build strength through breath and movement in a dynamic, flowing sequence. 

Plus, you can slow down and recharge with options like Vinyasa with a sound bath finish and restorative online sessions. 

• Dates: May 1st-3rd
• Various hours
• Address: 18675 Coastal Highway, Unit 5, Rehoboth Beach

Image generated by AI

Spring Into Summer Fundraiser at Via Clubhouse

This event is a fun and relaxed way to welcome the new season while also supporting a good cause.

Guests can enjoy a mix of shopping, food, and community events, with Bethany Blues BBQ bringing that classic local flavor that everyone loves. 

You can also buy plants from Bella Terra and Ray's, so this is a great chance to get something new for your home or garden. 

There will be beer and wine available, and you can take part in a silent auction, raffles, and other activities.

This is a relaxed get-together where you can spend time with friends, eat good food, and do something important at the same time.

• Date: Friday, May 1st
• Hours: 5pm-8pm
• Address: 415 N. Boardwalk, Rehoboth Beach

Full Moon Party at Big Chill Beach Club

The Big Chill Beach Club is bringing a special energy to the coast with a full moon party that includes music, dancing, and a fun nighttime vibe right by the beach. 

Inspired by the long-standing tradition of gathering under the full moon, this event invites you to let go, connect with others, and simply enjoy the moment. 

DJ Gregg sets the mood in the Sunset Lounge at night, and glow sticks add to the atmosphere, making the whole place feel alive. 

One of the best things about it is the silent disco, where you can wear headphones and switch between playlists while you dance. 

It's a different kind of night out that feels more real and memorable than most other events.

• Date: Friday, May 1st
• Hours: 6pm-9pm
• Address: 27099 Coastal Highway, Bethany Beach

Broadwalk on the Boardwalk at CAMP Rehoboth

This important community event at CAMP Rehoboth brings people together to help breast cancer survivors and everyone else who has been affected by the disease. 

It started out as a way to honor a personal journey, but it has grown into a strong tradition that keeps raising awareness and supporting the work of the Delaware Breast Cancer Coalition. 

The event starts with a fun gathering in the courtyard where DJ Sue P plays music and people can take part in activities like a 50/50 raffle, face painting, and getting pink boas to show their support. 

After that, everyone walks together along the boardwalk and then meets on the beach to make a heart. 

This moment stands for unity, remembrance, and hope. 

• Date: Saturday, May 2nd
• Hours: 9am-11am
• Address: 37 Baltimore Avenue, Rehoboth Beach

Spring Marketplace at Evans Park

Evans Park in Millville is hosting a lively outdoor market that really captures the spirit of spring. 

You’ll find items like paintings, pottery, bracelets, pillows, tea towels, journals, and beach-themed resin décor, along with unique pieces like hand-painted solar lanterns, crocheted animals, and UV-printed designs. 

There are also plenty of food options to enjoy while you browse, including fresh juices, popcorn, cotton candy, and fudge, plus a bake sale hosted by the Indian River High School women’s lacrosse team. 

A lot of the things would make great gifts, especially with Mother's Day coming up. 

Plus, the mix of vendors lets you find something new while supporting local artists.

• Date: Saturday, May 2nd
• Hours: 10am-2pm
• Address: 32517 Dukes Drive, Millville

Image generated by AI

Kentucky Derby Watch Party at SDTR's Arena

This Kentucky Derby-themed event turns SDTR's Arena into a fully immersive experience that brings the thrill of race day to Coastal Delaware. 

Along with a live view of the race, guests can take part in a number of fun activities, such as an auction parade of horses, a best hat contest, and a fun horse racing game where they can pick their favorites. 

The atmosphere is fun and festive, with heavy hors d'oeuvres served all night and an open bar with a wide range of drinks, such as the classic Mint Julep. 

Beyond the entertainment, the event supports a therapeutic riding program, helping provide access and scholarships for individuals who benefit from these services.

• Date: Saturday, May 2nd
• Hours: 4:30pm-7:30pm
• Address: 17170 Harbeson Road, Milton

Saturday Summer Market at George H.P. Smith Park

The Saturday Summer Market at George H.P. Smith Park is one of those classic Lewes stops that makes the weekend feel instantly more local. 

The vendor lineup is packed with fresh produce, eggs, meats, baked goods, flowers, coffee, seafood, juices, kombucha, pantry items, and handmade products from farms and small businesses. 

You can browse fresh offerings from local farms, pick up specialty items like nearly 80 flavors of jams and jellies from Backyard Jams and Jellies, shop mushroom varieties from Davidson Exotic Mushrooms, grab handcrafted breads and pastries from Old World Breads Bakery, or bring home cookies, alfajores, biscuits, and other treats from Gather Bakery.

There are also local favorites like Gaia Coffee, Jackie Blues with crab meat and crab cakes, The Juice Clubs with fresh-pressed juices, lavender goods from Lavender Fields, beef from Reid Angus, honey and jams from Stag Run Farm, and fresh flower bouquets from Winters Farm Florals. 

It’s a great way to stock up for the week, find something special for brunch or dinner, and enjoy a relaxed morning.

• Date: Saturday, May 2nd
• Hours: 8am-12pm
• Address: Johnson & Dupont Avenues, Lewes

Curtain Call in Bethany and Lewes

Capital Ringers is bringing Broadway to Coastal Delaware with "Curtain Call: Broadway Hits on Bronze," a spring concert featuring some of the most famous and loved songs from musical theater. 

The program includes handbell arrangements based on popular Broadway shows like Les Misérables, The Lion King, Phantom of the Opera, West Side Story, The Sound of Music, and others. 

If you love classic show tunes but want to hear them in a new way, this is a great choice. 

With only a small number of performances offered this spring, the Bethany Beach and Lewes shows give local audiences a limited chance to catch this tribute close to home. 

• Dates: May 2nd & 3rd
• Hours: starts at 4pm
• Addresses: 117 Maplewood Street, Bethany Beach & 33106 Jolyn's Way, Lewes

Image courtesy of Salted Vines

Mother’s Day Shopping Market at Salted Vines

Salted Vines is putting on its biggest sip and shop event yet. 

More than 50 local crafters, artists, and boutiques will be at the vineyard for a Mother's Day shopping experience. 

If you want to give a gift that shows you care, this is a great chance to look through a lot of small business finds while enjoying the peaceful winery setting. 

Along with all the shopping, the event includes live music, a food truck, door prizes every 30 minutes, wine, and wine slushies, so it feels like more than just a market. 

You can make an afternoon out of it, find something special for the moms or mother figures in your life, and support small local businesses at the same time. 

• Date: Sunday, May 3rd
• Hours: 11am-3pm
• Address: 32512 Blackwater Road, Frankford

Little Hustle Live at Big Oyster Brewery

Big Oyster Brewery is a great place to go out and listen to live music in a relaxed setting. 

The brewery features a rotating lineup of 16 beers on tap, giving you plenty to choose from whether you usually go for hoppy IPAs, rich stouts, crisp lagers, or something a little different. 

Their kitchen menu is designed to pair well with the beer selection, so you can settle in for lunch, dinner, drinks, and live entertainment all in one stop. 

For this show, Little Hustle brings a versatile trio sound that mixes well-loved classics with more unexpected picks, creating a setlist that feels familiar without being predictable. 

With playful energy, strong harmonies, and a knack for keeping the crowd engaged, this is a solid pick.

• Date: Sunday, May 3rd
• Hours: starts at 5pm
• Address: 1007 Kings Highway, Lewes

Dear Evan Hansen at Clear Space Theatre

This show brings one of the most powerful modern musicals to the Coastal Delaware stage. 

Dear Evan Hansen tells the story of a high schooler struggling with anxiety and the overwhelming desire to feel seen and understood, something that resonates deeply in today’s world. 

When a lie unexpectedly spirals out of control, Evan finds himself caught between who he really is and who he wishes he could be, forcing him to confront questions about identity, connection, and honesty. 

The show captures both the highs and lows of being truly noticed, blending emotional storytelling with a message that hits close to home for many people. 

It is more than just a musical; it is a Tony Award-winning show that reminds us that even when things are tough, we are not alone.

• Date: Sunday, May 3rd
• Hours: starts at 2pm
• Address: 20 Baltimore Avenue, Rehoboth Beach

Make sure to keep following our blog for the latest on local events, real estate updates, new businesses, and everything happening around 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!