Coastal Delaware is full of energy this weekend, with plenty of events to enjoy in Rehoboth Beach, Lewes, Milton, Selbyville, and beyond.
From art and comedy nights to seafood festivals and cultural celebrations, here are the highlights happening from Friday through Sunday.
WAG & Walkathon
Celebrate 20 years of PAWS for People with the 20th Anniversary WAG & Walkathon, a month-long event encouraging participants to walk a cumulative marathon (26.2 miles) at their own pace, individually or as part of a team.
All funds raised support PAWS’ pet therapy programs across Delaware, Maryland, Pennsylvania, and New Jersey.
The event kicks off with the Step-Off on Thursday, September 18 at 6pm, where participants in New Castle or Sussex Counties, and even online via Facebook Live, can start logging their miles together and enjoy a festive Yappy Hour afterward.
New this year, participants can also dine to donate at the Step-Off locations: Del Pez in Wilmington or The Wheelhouse in Lewes.
A portion of your bill will support PAWS when you present your voucher, either printed or electronically, making it a fun way to enjoy great food while helping a good cause.
The Walkathon continues throughout the month, culminating in the PAWS Furry Fall Festival on October 18, featuring doggie games, contests, food, and vendors for the whole family.
- Dates: September 18 – October 18
- Location: Virtual & In-Person (Lewes: The Wheelhouse, 7 Angler’s Road)
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Fresh Art Fridays — Eli Cecil
Fresh Art Fridays return with ‘Glass Half Full’ from featured artist Eli Cecil, known for his creative and eye-catching works.
This recurring event is a great way to mingle with fellow art lovers while supporting local talent in a casual, welcoming environment.
Stroll through the gallery, enjoy the unique perspectives on display, and start your weekend surrounded by creativity.
- Date: Friday, September 19th
- Time: 5-9pm
- Location: 37401 Malloy Street, Rehoboth Beach
Shanty Night
Step back into Delaware’s maritime history with Shanty Night, an evening dedicated to traditional sea shanties and coastal storytelling on the third Friday of every month.
Expect an atmosphere filled with music that once kept sailors in rhythm during their long voyages.
It’s a lively and interactive experience that brings the seafaring spirit of Lewes to life.
- Date: Friday, September 19th
- Time: 6-8pm
- Location: 110 Shipcarpenter Street, Lewes
Big Time Comedy — A Night of Comedy and Music at The Room at Cedar Grove
This is dinner + show + musical interludes all in one night for all interested. Headliner Mark Riccadonna will be joined by Mike Smith and special guest Sam Helwig, with Chris Lawrence hosting a wonderful evening of live music for all to enjoy.
Chef Brian is preparing the dinner, which is included in the ticket price, making it not just a performance, but a full evening out. Drinks are available for purchase.
The venue is intimate, so the audience gets up close with the performers; you’ll laugh, maybe get a little introspective with songs, and have a wonderful meal to enjoy throughout.
- Date: Friday, September 19th
- Time: 6:30-8:30pm
- Location: 32882 Cedar Grove Road, Lewes
- Cost: $54
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Yoga on the Beach
Start your weekend with a one-hour all-levels yoga class led by Dimitra Yoga right on the sand at Savannah Beach in Lewes.
With waves gently breaking and the sunrise lighting the sky, this session is designed to ground you, stretch you out, and help you move into the day more centered and calm.
Whether you’re new to yoga or have a regular practice, the instructors offer modifications so everyone can flow at their own pace.
- Dates: September 19th & 20th
- Time: 8-9am
- Location: Savannah Beach, Lewes
- Cost: $25
Bethany Beach Bandstand
Kick off your weekend at the Bethany Beach Bandstand with two nights of unforgettable live music.
On Friday, enjoy the electrifying piano rock of Josh Christina, whose high-energy performances and boogie-woogie style have taken him across the globe, including a UK tour and appearances on Ireland's Late Late Show.
On Saturday, get ready to move with Charlie & The Cool Tones, a band delivering unique covers of classic rock, rhythm and blues, funk, and country tunes, complete with smokin’ horns and stompin’ rhythms that will pull you to the dance floor.
- Dates: September 19th & 20th
- Time: 6:30-8pm
- Free to attend
- Location: 214 Garfield Parkway, Bethany Beach
Broadway Divas Cabaret
Experience an unforgettable evening at the Milton Theatre with Broadway Divas Cabaret, a dazzling showcase featuring powerhouse vocalists delivering stunning performances of iconic hits from Broadway's biggest shows.
Celebrate the legendary divas who have graced the stages of Broadway, as performers bring to life the passion, drama, and enchantment of the Great White Way.
- Date: Saturday, September 20th
- Time: 7:30pm
- Location: 110 Union Street, Milton
- Cost: $23-$31
Turning Point Yoga — Free Intro to Meditation
Discover the transformative power of meditation at Turning Point Yoga's Free Intro to Meditation session.
This 90-minute class offers an accessible pathway to deep meditation, guiding participants through techniques rooted in ancient yogic traditions.
Whether you're new to meditation or looking to deepen your practice, this session provides tools to cultivate inner peace and clarity.
- Date: Saturday, September 20th
- Time: 9:30-11am
- Location: 431 Main Street, Milton
2nd Harvest Hustle 5k Run & 1k “Fun” Walk
This event benefits the organization known as Village Volunteers, which supports services to help older adults live independently in Milton, Lewes, and Rehoboth Beach.
The course is flat & fast: the event starts at the Main Beach Parking Lot, runs out to the Campground/Dune location, then back, using Cape Henlopen State Park’s multi-use trail.
There will be race swag (custom t-shirts), awards concluding the run/walk by the participants, ample refreshments, and there are food trucks, games, and raffles.
- Date: Saturday, September 20th
- Time: 9am
- Location: 1 Main Beach Parking Lot, Lewes
- Cost: $25-$30
- 5k Course Map
French Wine Dinner at Catch 54
Experience an exquisite evening at Catch 54 with a South of France wine dinner featuring selections from renowned winemaker Gérard Bertrand.
Hosted by wine expert Kristin Hays, this event offers a curated tasting of five wines paired with a thoughtfully designed menu by Chef Todd.
The dinner promises an immersive culinary journey, blending the rich flavors of the South of France with the coastal ambiance of Catch 54.
- Date: Saturday, September 20th
- Time: 6-9pm
- Location: 38931 Madison Avenue, Selbyville
- Cost: $114
Bar Fam Jam at Big Chill Surf Cantina
Celebrate the local community at Big Chill Surf Cantina's Bar Fam Jam, a day-long event honoring the bar's loyal patrons with a 3 band lineup to have a nonstop day of fun for everyone interested in attending.
The festivities kick off at 1 p.m. with live music from The Friendz, followed by The FlipSide at 4 p.m., and concluding with Richie D & Chris V from 8 to 11 p.m.
Enjoy drink specials, giveaways, and free swag like koozies and stickers throughout the day.
- Date: Saturday, September 20th
- Time: 1-11pm
- Location: 19406 Coastal Highway, Rehoboth Beach
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Delaware Seafood Festival
The Delaware Seafood Festival at Schellville Village is a must-attend event for seafood enthusiasts.
Attendees can indulge in a variety of dishes from local vendors, enjoy live music, and participate in family-friendly activities.
The festival also features contests throughout the day for spectators, like the Crab Pretzel Competition and Shrimp Eating Contest, adding an extra layer of excitement with the schedule for the day.
Besides the fun, proceeds will support the Stevenson Foundation which provides funding for local small businesses, scholarships for kids looking to enter the culinary industry, and Center for the Inland Bays.
- Date: Saturday, September 20th (Rain date: September 21st)
- Time: 10am-5pm
- Location: 36470 Seaside Outlet Drive, Rehoboth Beach
- Cost: $10-$15
Friends of the Milton Public Library's Hispanic Heritage
Celebrate Hispanic Heritage Month at the Milton Public Library's special event, featuring a variety of cultural activities and performances.
This free event showcases an excellent opportunity for families and individuals to learn, enjoy, and participate in various festivities scheduled for a fun afternoon.
- Date: Saturday, September 20th
- Time: 12-4pm
- Location: 121 Union Street, Milton
Dewey Beer’s Annual Oktoberfest
Dewey Beer’s Annual Oktoberfest is a lively celebration of Bavarian traditions, featuring authentic German beers, traditional music, and delicious food.
Attendees can enjoy a festive atmosphere with games, contests, and plenty of opportunities to socialize.
They’ll have special beers on draft, plus crowd favorites like the sausage toss and stein-holding contest.
Whether you're a beer enthusiast or just looking for a fun day out, this event offers something for everyone.
- Date: Saturday, September 20th
- Time: 12-5pm
- Free to attend
- Location: 21241 Iron Throne Drive, Milton
Wing Fest at Bluecoast Rehoboth
Join the second annual Wing Fest at Bluecoast Rehoboth, where you can sample wings from seven different restaurants and vote for your favorite.
Participating eateries include Bluecoast Rehoboth, Matt’s Fish Camp Lewes, Crust & Craft, Fish On, Catch 54, Papa Grande’s, and The Cottage Café.
The winning wing will represent SoDel Concepts at the Best Wings on the Shore contest in February 2026.
They will have the Eagles vs. Rams game on the big screen, satellite bars on site, and the World Champions $6 Wing Fest menu to enjoy for all attendees! Wear your favorite NFL jersey and enjoy a fun Sunday on the patio!
- Date: Sunday, September 21st
- Time: 1-3pm
- Location: 30115 Veterans Way, Rehoboth Beach
- Cost: $20
Festival Hispano
Festival Hispano de Georgetown is a vibrant celebration of Hispanic culture, featuring live music, traditional dance, authentic cuisine, and family-friendly activities.
Hosted by First State Community Action and The Voice Radio Network, the festival aims to promote cultural awareness and community engagement.
It's a wonderful opportunity to experience the rich traditions and contributions of Hispanic communities in a festive setting.
- Date: Sunday, September 21st
- Time: 11am-7pm
- Location: North Race Street, Georgetown
- Check out their schedule
Delaware Kidney Walk
The Delaware Kidney Walk is a community event aimed at raising awareness and funds for kidney disease research and patient support.
Participants can walk in honor of loved ones affected by kidney disease, learn about prevention and treatment options, and connect with others committed to the cause.
It's a meaningful way to make a difference and support those impacted by kidney disease.
- Date: Sunday, September 21st
- Time: 10am
- Location: 15099 Cape Henlopen Drive, Lewes
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Milton Garden Club Annual Tour
The Milton Garden Club's Annual Garden Tour offers a unique opportunity to explore seven beautiful local gardens, each showcasing the creativity and dedication of their owners.
Proceeds from ticket sales support the club's efforts in planting and maintaining municipal gardens throughout Milton, as well as providing scholarships for students pursuing studies in horticulture and related fields.
- Date: Sunday, September 21st
- Time: 10am-3pm
- Location: 5256 Alabama Street, Milton
- Cost: $20-$25
Oystoberfest
Held at Big Oyster Brewery, this one combines German-style festival fun with East Coast oysters and craft beer.
The day will feature a buffet of German-style favorites, live music by the Schützengiggles Oompah Band, and special festival gear like limited edition t-shirts and glass steins.
If you love oysters + beer + festive atmosphere (think Oktoberfest meets brewery near the water), this is totally your vibe and a must check out event for you this weekend.
- Date: Sunday, September 21st
- Time: 11am-5pm
- Location: 1007 Kings Highway, Lewes
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