Bayshore Drive’s new restaurants, shops in Naples, Florida. What to know


The personality of Bayshore Drive has changed. When it was known as Kelly Road, the area was known locally for strippers and drugs. But now Bayshore residents want people to know the neighborhood has changed.

It’s now a cool, funky place full of unique and artsy locals trying to put their place on the map.

So what do you need to know about the new and improved Bayshore? We’ve got you covered.

Where is Bayshore Drive in Naples, Florida?

Bayshore maintains the “Old Florida” feel that Naples is losing

Karen Beatty, president of the Bayshore Gateway Triangle Community Redevelopment Agency, has lived on Bayshore Drive since 1988. She has seen the neighborhood transform from messy to valuable.

“I love the old Florida feel,” Beatty said. “Unfortunately, a lot of that is disappearing in Naples.”

Siobhan Cleveland, owner of The Real Macaw restaurant, says she hears nothing but praise for the area from her customers.

Her customers at The Real Macaw tell her they love Bayshore because there aren’t many places left that are “emblems of old Florida charm.” Once you lose that, some of the history is forgotten, but that doesn’t mean that something better and more suited to the neighborhood as it is now won’t be great. I think it’s a bittersweet stamp of the passage of time and change.”

There are a lot of eclectic, locally owned eateries

Bayshore Drive is home to several local restaurants and bars that match the vibe of the area: bohemian and unique.

Some local favorites include:

  • The real macaw: Caribbean-inspired bar and eatery with tropical decor and outdoor seating with live music
    • 3275 Bayshore Drive, Naples
  • The MED: Modern Mediterranean artisan eatery in the heart of the Bayshore Arts District
    • 3929 Bayshore Drive, Naples
  • Rebekahs: Restaurant and bar serving lunch and dinner along with signature cocktails
    • 2955 Bayshore Drive, Naples

There is always something to do at Bayshore

“You can walk out your door and surf the streets looking for live music, art, great food and a variety of things to do,” Beatty said. “It’s one of the most eclectic, bohemian neighborhoods in Naples, if not the most unique.”

From restaurants to shopping experiences and live music, there’s always something happening on Bayshore Drive.

If you’re looking for a unique lunch option, head to Celebration Park. The area is home to several food trucks offering all kinds of foods, from vegan options to lobster rolls and burgers.

The food trucks come and go, bringing new options to Bayshore every time a new one arrives.

If you want to get in touch with Mother Nature, visit the Botanical Garden of Naples. The garden features beautiful foliage and fun events that locals of all ages can enjoy.

The women of Bayshore are paving the way

Several local businesses in Bayshore are owned by women. Although starting a business is a risk, these women were not afraid. Now it’s paying off big time as their businesses grow.

Here are 14 Bayshore women-owned businesses in the area:

Bayshore is still growing and looking for ways to improve

Although it has come a long way, Bayshore is still growing. That is why the Bayshore Gateway Triangle CRA exists: to finance, plan and implement redevelopment plans to improve the area.

The CRA is continuously working on the Bayshore Beautification Project, where the whole goal is to make the area more attractive.

If you have an idea to improve Bayshore, contact the CRA by calling (239) 252-8844 or visiting the office at 3299 Tamiami Trail East Bldg. F suite 103.