Shopping and dining are at the heart of New Smyrna Beach. Shops and restaurants stretch from Flagler Avenue to Canal Street, lined with palm trees and full of coastal charm. Whether you’re in town for a weekend or a longer stay – exploring NSB is a must. You’ll find one-of-a-kind boutiques, breezy cafés, art galleries, and seasonal festivals – all perfect for travelers who love to explore on foot. It’s the go-to-spot for shopping and dining.
A Shopping and Dining Paradise by the Sea

Flagler Avenue is lined with independently owned shops that reflect New Smyrna’s artsy, beach-town soul. You won’t find big brands here – instead, expect to discover hand-poured candles, locally crafted jewelry, coastal home décor, and casual surf wear. Stores like The Posh Pineapple, Gyftz, and Island Rooster offer a curated mix of gifts, fashion, and beachy essentials, while art lovers will enjoy stopping into galleries showcasing Florida-based painters and ceramicists.
Many shops also feature merchandise from New Smyrna Beach artists, photographers, and makers – making your souvenir feel more like a keepsake than a knickknack.
Dining Along Flagler Avenue: From Brunch to Cocktails

Flagler’s restaurant scene is one of the most talked-about on Florida’s east coast, and for good reason. Here, you’ll find everything from casual beach bars to upscale garden cafés, all within walking distance of the ocean.
Start your day with avocado toast and espresso at Third Wave Café, tucked into a lush courtyard that feels miles from the beach crowd. For lunch or dinner, The Breakers offers classic American fare with a front-row view of the Atlantic, while Flagler Tavern serves up local seafood, cocktails, and live music in a lively, multi-level setting.
If you’re in the mood for a sweet treat, stop by Treats on the Beach for homemade ice cream or grab a cold acai bowl at GoJuice to refuel after a morning in the sun.
Culture, Community, and Events Year-Round

Flagler Avenue isn’t just about what you can buy or eat—it’s about what you can experience. The street hosts monthly and seasonal events that draw both locals and visitors, turning a simple day of shopping into an unforgettable celebration.
Some of the most popular events include:
- Wine Walk (last Saturday of every month): A ticketed event that lets you sip and stroll through dozens of local businesses.
- Art Walk: Coincides with Wine Walk and highlights local painters, photographers, and artisans displaying their work along the sidewalks.
- Seaside Fiesta (June): A vibrant street festival featuring live bands, classic cars, games, and family-friendly entertainment.
During holidays, the street transforms into a festive wonderland, whether it’s red, white, and blue for the Fourth of July or twinkling lights for the holiday season.
Why It’s Worth Staying Nearby

Flagler Avenue is best enjoyed on foot, and that’s what makes staying close such a great idea. Many Casago New Smyrna Beach vacation rentals are located just steps from the avenue, allowing guests to walk to restaurants, events, and the beach without worrying about parking or traffic. If you’re looking for a rental that puts you in the heart of the action, this is the spot.
Experience the Best of Flagler Avenue
Flagler Avenue is more than just a road – it’s the heartbeat of New Smyrna Beach. Whether you’re here for the boutique shopping, the buzzing nightlife, or the family-friendly events, it’s the kind of place that makes you feel like a local the moment you arrive.
Book a Flagler Avenue-area vacation rental today with Casago NSB and experience New Smyrna Beach’s most iconic street like never before.



