Best Times Square Shops & Restaurants

Fort Myers has its very own Times Square. It may lack the iconic imagery of New York City’s Times Square and size, but it has incredible beach views and a wide variety of excellent shops and restaurants.

The Times Square area of Fort Myers Beach is an exceptionally fun and popular shopping district, filled with affordable boutique shops, specialty art galleries for local artisans, and some tasty dining experiences of everything from Mediterranean to American casual fare.

The shops and restaurants circle around a lovely main courtyard area coated with various bright and pastel colors, with lines of palm trees delivering a distinct and memorable landscape.

It is, without a doubt, one of the essential places to see while visiting Fort Myers Beach along with the nearby Fort Myers Beach Pier, which is worth a stop for the sunset vistas over the glowing gulf waters.

But, what are some of the best shops and restaurants within Times Square (located at 1000 Estero, Fort Myers Beach, FL 33904 on the western end of Estero Island)? Below is a quick look at what you can find within all four corners of this famous square.

Best Fort Myers Beach Times Square Shops & Restaurants || TriPower Vacation Rentals in Fort Myers Beach FL

Times Square Restaurants

The array of restaurants is hard to miss in Times Square. At almost location, you can find casual diners, scenic waterfront restaurants, bars with outdoor seating, and family-friendly eateries.

One of the all-around best Fort Myers restaurants is the Sunset Beach Tropical Grill (1028 Estero Blvd, Fort Myers Beach). The restaurant delivers sweeping views in its patio space, with a big bar scene and traditional American dinner delights. It’s open from 8 a.m. to 11 p.m. nearly every day.

Another winner is Pierside Grill (1000 Estero Blvd, Fort Myers Beach) which boasts some of the best beach views out of all the Times Square eateries. The location focuses more on family-friendly waterfront dining in a casual atmosphere, over the finer bar ambiance found at Sunset Beach Grill.

Visit the Plaka Restaurant (1001 Estero Blvd, Fort Myers Beach) for some local Greek options in a mood-lifting and bright setting. It’s an eccentric mix of traditional American seafood items and classic Greek dishes, open from 7 a.m. to 10 p.m. If you make it to the square early enough, you’ll find some of the most inspiring breakfast options in the whole area at this eclectic eatery, including strawberry-soaked waffles.

There’s plenty of other Fort Myers restaurants in Times Square worth your attention. From outdoor seating decks to indoor eateries and late-night bars, it’s a mix of everything that makes Times Square such an essential stop.

Shopping in Times Square

There are plenty of places to eat, but you can’t forget about the shops. You can uncover up a little piece of everything in this bountiful shopping square.

Don’t miss out on Kilwin’s Chocolates (50 Old San Carlos Blvd, Fort Myers Beach). This nostalgic and old-styled confectionary delivers chocolate gift baskets, handmade sweets, and single item chocolates so you can customize your own takeaway box. Grab some as a gift (a gift for you, that is). Tables are available if you want to try a bite on the spot.

Local Color FMB (1021 Estero Blvd, Fort Myers Beach) is one of the main beach boutique shops. You can find local crafts, jewelry, and hand-made items of all kinds that hardly fit into a single discernible category. The collection is bright, peculiar, and affordable for finding a small take-home gift. The shop is open from 9 a.m. to 9 p.m. every day.

Visit the Teeki Hut (1028 Fifth St, Fort Myers Beach) for beach apparel, swimming gear, and other goodies. The shop is your go-to answer for everything summery and beachy, from cute sandals, colorful tops, and beach towels.

Round out your trip at the Times Square Bazaar (1010 Estero Blvd Unit #2, Fort Myers Beach) which is your catch-all option for anything resembling the beach and local Florida crafts. The souvenir shop features rows and rows of beach toys, apparel, and jewelry. It’s a fun stop for the window shopping alone.

Fortunately, you have many possible places to stay within the Times Square area. Explore our website further or contact us directly for a review of our finest Fort Myers property rentals. We make sure you are in a prime location by the most appealing attractions, the most delectable boutique shops, and the most striking gulf views.