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Choose Your Own Adventure in May
Choose Your Own Adventure in May
There is SO MUCH going on in Southern Delaware in May that you have tons of great options to choose from including tours
and activities and amusements for the whole family (including your furry friends), museums and historical sites, arts
and entertainment, tax-free shopping, paddling adventures and water tours, golf, nature trails for hiking and cycling,
farm adventures, garden getaways, the list goes on and on.
Or you can choose to enjoy our laid-back vibe, blue skies and sparkling beaches, bays, and waterways, and the many
Culinary Coast™ restaurants that'll keep your belly full of deliciousness!
Southern Delaware is a great place to choose your own adventure this month, whether that means doing all the things or
just sitting on your balcony or porch staring out to sea. But to do either one, you have to be here. So come see us!
We've highlighted some of this month's events below. For even more (and there's lots more…) check out our calendar here.
Now a reminder for all you cyclists and paddlers: Be sure to check out our Bike & Stay and Paddle & Stay programs. When
you book a stay at a participating hotel, you'll gain exclusive access via our SouthDel Sidekick app to get deals from local
partners including outfitters, restaurants, breweries and retailers…
As always, to keep up with all the latest and get a peek at all the fun happening in Southern Delaware, like us on
Facebook or follow us on X (Twitter) or Instagram (and our delectable Culinary Coast™ Instagram too!) and you'll get
fresh content, updates, and activities and events info every day! We hope to see you soon.
Cheers!
Scott, Tina, Lana & Chris
Share your Southern Delaware experiences at @VisitSouthDel
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Pssst! Annual DE State Parks Passes Available - pass it on...
Ready to make the most of your year? A Delaware State Parks Annual Pass is your all-access ticket to adventure,
discovery, and unforgettable memories—all for one unbeatable price! Paddle through serene waterways, hike scenic trails,
and soak up sun-drenched views across 17 stunning parks—any day of the week. Skip the daily fees—it doesn’t take long
for the pass to start saving you money. Say yes to weekend escapes, relaxing beach afternoons and amazing historical
sites. Whether you're chasing calm or craving excitement, this pass delivers it. Treat yourself (or someone you love!)
to a year full of Delaware fresh air and fun—grab your Annual Pass today and start exploring!
Buy A Pass - Delaware State Parks
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Cape Artists Gallery
Original art by more than 20 local artists
Learn More
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Bethany Beach Books
Read more books and check out our events! Open daily!
Learn More
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Coast Rehoboth Beach,
Tapestry Collection by Hilton
Visit Coast, New Upscale Boutique Hotel in Downtown Rehoboth Beach
Learn More
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Video Game Night at the Milton Brewery
Milton • May 1st
Event Details
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2025 OCEAN TO BAY BIKE TOUR & COASTAL CRUISE
Bethany Beach • May 2nd
Event Details
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SDTR’s Kentucky Derby Day Watch Party
Milton • May 3rd
Event Details
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Southern Delaware Wine, Food, & Music Festival
Rehoboth Beach • May 3rd
Event Details
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Heritage Day at the Nanticoke Indian Museum
Millsboro • May 3rd
Event Details
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Friends of Prime Hook Guided Bird Walk
Milton • May 3rd
Event Details
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Water Family Fest & Native Plant Sale
Ocean View • May 3rd
Event Details
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The Canning Industry of the Delmarva Peninsula
Milford • May 10th
Event Details
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Rev. Todd Returns for Historical Society's 50th Anniversary
Rehoboth Beach • May 15th
Event Details
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Wheels for Meals — Meals on Wheels’ Jack O’Hollaren Annual Bike Ride
Lewes • May 17th
Event Details
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Rehoboth Beach Art Festival
Rehoboth Beach • May 17th
Event Details
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3rd Annual Putt Putt Tournament
Rehoboth Beach • May 18th
Event Details
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4th Annual Rally for Our First Responders
Milton • May 31st
Event Details
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The Met Opera: Live in HD 2024-2025 Season Opens at the Cinema Art Theater
Rehoboth Beach • May 1st
Event Details
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Into the Light: Works by Sean McCusker
Rehoboth Beach • May 1st
Event Details
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Delaware Watercolor Society: The Best of DWS 2025
Rehoboth Beach • May 1st
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Overglazed: Painted Porcelain by Paola Bari
Rehoboth Beach • May 1st
Event Details
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Through the Judge's Lens: Masters' Insights & Photo Workshop
Rehoboth Beach • May 1st
Event Details
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Pop-Up Opera with OperaDelaware
Selbyville • May 3rd
Event Details
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CAPITAL RINGERS GOES ‘BACH TO THE FUTURE” WITH SPRING SHOWEAST OF THE RIVER
Rehoboth Beach • May 4th
Event Details
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Alternate Firings: Ceramic by Susan Gladstone
Rehoboth Beach • May 9th
Event Details
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ARTifact: Assemblage by Tim Barton
Rehoboth Beach • May 9th
Event Details
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Studio Time: Sketch Group Paintings by Howard Schroeder
Rehoboth Beach • May 9th
Event Details
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What About the Woman: Work by Kim Klabe
Rehoboth Beach • May 9th
Event Details
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Uncharted Terrain: Abstracted Landscapes: Works by Martha Spak
Rehoboth Beach • May 9th
Event Details
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In Her Own Words: A Celebration of Women Composers Lyricists and Poets
Rehoboth Beach • May 10th
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Branden & James – Best of Broadway
Milton • May 11th
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Christine Havrilla & Gypsy Fuzz with Mama’s Black Sheep
Milton • May 18th
Event Details
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Quayside @ Nite with Lower Case Blues
Milton • May 22nd
Event Details
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Spring Fling: Laugh Hard or Go Home! – Stand-Up Comedy
Milton • May 23rd
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Karen Hester as Dolly Parton – MATINEE
Milton • May 24th
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We May Be Right – Billy Joel Tribute
Rehoboth Beach • May 24th
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Quayside @ Nite with Hot Sauce Band
Milton • May 29th
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Almost Queen: A Tribute to Queen
Selbyville • May 30th
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Completely Unchained: Van Halen Tribute
Milton • May 31st
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