Where to Shop

Dewey Beach Surf Shop specializes in surfboards, skimboards, and skate gear, and the staff actually knows what they're talking about. Whether you're picking out your first board or replacing a cracked fin, you're in good hands. The Selection: Beyond the hardware, they carry a solid lineup of beach apparel and accessories that you'll actually want to wear back home. Think curated brands and Dewey-specific gear, not generic tourist shop stuff. Local Cred: Named "Best Surf Shop" by Delaware Today in 2023 and 2024. In a town that takes its board sports seriously - Dewey is the skimboarding capital of the East Coast - that recognition means something. Insider Tip: Stop in even if you're not buying. The staff can point you to the best breaks, tell you what the swell is doing, and give you the kind of local intel you won't find on an app.

East of Maui has been a fixture in the Delaware beach scene since 1979 - they were here before most of us were. This isn't just a surf shop; it's a full-service watersports outfitter. If it rides on water - surfboard, windsurf rig, kiteboard, kayak - they carry it, sell it, and can tell you exactly how to use it. The Difference: Where East of Maui really stands out is the technical expertise. The staff includes legit windsurfers and kiteboarders who can size your gear, recommend the right setup for bay conditions, and get you dialed in properly. That kind of knowledge is hard to find. Beyond the Water: They also carry a great selection of casual apparel and beach gear, so even if you're not chasing wind, it's worth a browse. The shop has that classic surf-culture vibe that makes you want to linger. Insider Tip: If you're curious about windsurfing or kiteboarding, this is a great place to ask. The Rehoboth Bay's shallow, warm water makes it one of the best learning spots on the East Coast, and the East of Maui crew will point you in the right direction.

Forgot your swimsuit? Broke your boogie board? Need a last-minute beach towel? Jeremiah's has you covered. This is Dewey's go-to "general store" for all things beach. It's bright, it's fun, and it has pretty much everything you need to survive a week of sun and sand. The Inventory: Swimwear, towels, sunscreen, boogie boards, beach chairs, souvenirs, and all the essentials you forgot to pack. minimalism, and that's exactly the point. The Vibe: Walking into Jeremiah's feels like the vacation has officially started. It's the kind of shop where kids beg for shark tooth necklaces and adults end up with a funny Dewey Beach t-shirt they'll actually wear. Insider Tip: Hit Jeremiah's on your first day to grab the beach gear you need, then swing back at the end of the trip for souvenirs. You'll end up here at least twice — everyone does.

Sometimes you just need a quick grab without a full shopping trip - that's The Little Store. Located at the north end of Dewey on Coastal Highway, this small convenience store has the essentials: snacks, drinks, sunscreen, and basic beach supplies. It's exactly what the name promises. The Appeal: When you're staying at the quieter north end of town and don't feel like walking all the way down Highway One, The Little Store saves you the trip. It's quick, it's easy, and they have what you need to get back to the beach. Insider Tip: Perfect for a morning coffee run or an afternoon snack stop without interrupting your beach day. Keep it on your radar — you'll be glad it's there when you need it.

The Surf Shanty Retail Shop is proof that Dewey's retail scene is leveling up. Connected to the newly renovated Surf Shanty Motel, this boutique shop curates beach essentials and branded merchandise with a vintage 70s aesthetic that feels intentional, not accidental. The Selection: This isn't your typical "I Heart Dewey" souvenir shop. Think curated apparel, quality beach accessories, and Surf Shanty-branded gear that actually looks good. The vibe matches the motel's retro-cool renovation perfectly. The Vibe: Boutique shopping with a laid-back beach feel. It's the kind of place where you pop in for a coffee and leave with a new favorite hoodie. The aesthetic is cohesive and well-thought-out. Insider Tip: Even if you're not staying at the Surf Shanty Motel, the shop is worth a visit. It's at the quieter north end of town, away from the Highway One hustle, which makes browsing actually relaxing.

Vavala's is Dewey Beach history you can walk into. Founded in 1977 by Bruce Vavala — the town's first mayor, who famously went surfing the morning after being sworn in — this family-owned shop has been outfitting beachgoers for nearly five decades. If walls could talk, these ones would have some serious Dewey stories. The Goods: Beachwear, beach chairs, umbrellas, and all the essentials for a day on the sand. It's practical, no-nonsense gear from people who've been doing this since Dewey was still a hidden gem. Why It Matters: In a town with no property tax and a one-mile footprint, the family businesses are the backbone. Vavala's represents that original Dewey spirit — locals serving locals and visitors with genuine warmth. Insider Tip: Ask about the history. The Vavala family's connection to Dewey Beach runs deep, and shopping here is as much about supporting a legacy as it is about grabbing a beach chair.

Centrally located on Highway One, this is the town's go-to spot for beer, wine, and spirits. Whether you're loading up for a rental house weekend or just grabbing a six-pack, they've got the selection to match. The Selection: A wide range of spirits, craft beer, local wines, and everything you need to make those famous orange crushes at home. Practical Details: Conveniently located in the middle of town, so you can grab what you need without a long walk or drive. During peak summer weekends, don't wait until Saturday night to make your run - the popular stuff moves fast.