Old Downtown Naples, with its beautiful banyan and flowering Poinciana trees that stretch to the Gulf of Mexico, exudes “old town charm” for all who stroll along its streets. Fifth Avenue South, Naples’ original “Main Street” combines the charming feel of a naturally beautiful historic district with the cosmopolitan sophistication of a world-class destination.

It’s here you can indulge in epicurean delights in our premier restaurants and bistro’s, sample fine wines, or browse galleries and The von Liebig Art Center for works from both emerging and internationally recognized artists. You can also shop for the latest in tropical trends, sportswear, eveningwear, timeless accessories and one-of-a-kind gifts. And that's just during the day!

At night the Avenue comes alive! Whether you take in a performance at the Sugden Theatre, delight in year-round live entertainment, or join us for the free "Evening on Fifth" events which feature musical acts, magic shows and comedians every month; part of a year-round schedule featuring art shows, festivals, sidewalk sales and themed events.

With so much to do, why limit yourself to just one day? Our boutique hotels and Inn’s in the Downtown District offer superior accommodations for a weekend, or a week! Plus, we’re always just steps away from the beach.