Top Things to Do in Naples, FL: May 2025 Events Guide

NAPLES, FL — May 14, 2025 — As spring transitions into summer, Naples, Florida, offers a vibrant array of events and activities to enjoy for the remainder of May. Whether you're a local resident or a visitor, here's a curated guide to some of the top happenings in the area:

🎶 Live Music & Entertainment

• Tribute Concerts at Dimension Event Center
  Experience nostalgic performances with tributes to iconic artists:

  • A Tribute to Elvis – Sunday, May 18

  • BeatleBeat: A Tribute to The Beatles – Sunday, May 18

  • Freestyle Old School Dance Party & Tribute to Michael Jackson – Saturday, May 17
    AllEventsGreater Naples Chamber of Commerce

• Jive Talkin' – Bee Gees Tribute
  Enjoy the disco era's hits on Thursday, May 15, at Giuseppe and the Lion Ristorante. AllEvents

• Live @ The Cove: Rockin' Pirate Palooza
  Don your best pirate attire and groove to Rock Republic on Friday, May 16, at Paradise Coast Sports Complex. John R. Wood Properties+3Paradise Coast Sports Complex+3Paradise Coast+3

🏃‍♂️ Outdoor & Fitness Events

• Great Inflatable 5K Naples
  Join this fun-filled obstacle course on Saturday, May 17, at Paradise Coast Sports Complex.

• Friday Night Float Club
  Relax and float under the stars on Friday, May 16, at Delnor-Wiggins Pass State Park. Wikipedia+1AllEvents+1

🎨 Arts & Culture

• Sip & Paint Sessions
  Unleash your inner artist on Saturday, May 24, at Islas Modern Caribe. AllEvents

• Naples Philharmonic & Youth Orchestra: Side-by-Side
  Experience a collaborative performance on Sunday, May 18, at Artis—Naples. David J. Brooks+2AllEvents+2Paradise Coast+2

🌿 Nature & Family Activities

• Naples Botanical Garden
  Explore 170 acres of lush gardens, participate in the W.O.N.D.E.R. program for families, and enjoy seasonal blooms. Wikipedia

• Naples Zoo at Caribbean Gardens
  Visit the zoo's diverse animal exhibits and take a Primate Expedition Cruise for an up-close look at primates on islands. Wikipedia

• Gordon River Greenway
  Stroll or bike along this scenic 2-mile trail connecting Freedom Park to Baker Park, offering views of the Gordon River. Wikipedia

🛍️ Markets & Community Events

• Third Street South Farmers Market
  Shop for fresh produce, artisanal goods, and more every Saturday morning through May. City of Naples

• Water Safety Event
  Learn essential water safety tips on Wednesday, May 21, at Golden Gate Community Park. Collier Parks