May 2023 has come and gone in Naples, but there’s still plenty more to do in Naples! Check out the latest weekend guide.

May brings a lot of Spring time fun to Naples! From Cinco de Mayo to Mother’s Day and everything else, there’s always fun happenings in our paradise!

Plan your weekend by tapping on the corresponding dates below to find the best events for you and don’t forget to bookmark this page as it’ll be updated weekly!

Weekend Events for May 5 – 7, 2023

What to Do in Naples Florida Weekend Guide - May 5 - 7, 2022

With both Cinco de Mayo and the Kentucky Derby this weekend there is so much happening including a Cinco de Mayo Celebration at Mercato, Kentucky Derby Watch Party at Franklin Social, and 90’s Riptide-Palooza at Riptide Brewing Co.

There’s even more going on this weekend with comedy legend Marlon Wayans at Off the Hook Comedy Club, GulfCoast Runners’ Tropicool 5K at Downtown Naples, Spring Fling at Children’s Museum of Naples, and so much more!

If you’re wearing a fun hat or have a plate filled with amazing tacos make sure you send me your photos on Twitter or Instagram

Friday, May 5th

Saturday, May 6th

Sunday, May 7th

Weekend Events for May 12 – 14, 2023 (Mother’s Day Weekend)

What to Do in Naples Florida Weekend Guide - May 12 - 14, 2023

This weekend in Naples we celebrate Mother’s Day and all of the women who’ve made our lives special with Bouquets & Bubbly for Mom at Mercato, Mother’s Day Sandbar Sunday Dayaway at Keewaydin Island, and Mother’s Day Brunch at The Ritz-Carlton Golf Resort Naples.

While this weekend is all about mom, but there’s even more fun this weekend with Brew For The Zoo at Riptide Brewing Co., Free Movie Night with Top Gun: Maverick at Cambier Park, Stories to Create Charity Golf Tournament at Tiburón Golf Club, and so much more.

Enjoy your Mother’s Day weekend and don’t miss out on the Live Like a Local Naples Facebook Group for updates and other local insider updates!

Friday, May 12th

Saturday, May 13th

Sunday, May 14th

Weekend Events for May 19 – 21, 2023

What to Do in Naples Florida Weekend Guide - May 19 - 21, 2023

The weekend is near and so is the fun here in Naples with comedian Ms. Pat at Off the Hook Comedy Club, Cars and Coffee 239 at Mercato, and Truck Yeah! at Riptide Brewing Co.

There’s even more fun happenings though withWe Love the 80’s Party at Seed to Table, J.P. Soars & The Red Hots at Dogtooth Sports and Music Bar, SWFL Critical Mass Ride at Gordon River Greenway Park, and so much more below.

Have a fabulous weekend and don’t forget to share this guide with your local friends and family!

Friday, May 19th

Saturday, May 20th

Sunday, May 21st

Weekend Events for May 26 – 28, 2023 (Memorial Day Weekend)

What to Do in Naples Florida Weekend Guide - May 26 - 28, 2023 (Memorial Day Weekend)

This Memorial Day Weekend in Naples we celebrate our freedom and honor the men and women who sacrificed their life while serving our beautiful country.

There’s so many great ways to enjoy the weekend including Ben Allen Band at Whiskey Park, Memorial Day Weekend Bash at Seed to Table, Cars, Coffee & Gelato at Gulf Coast Motorworks, and so much more.

Have a safe and fun weekend!

Friday, May 26th

Saturday, May 27th

Sunday, May 28th

Header Photo Credit:Joseph Biscocho

Weekend Events | Naples FL | May 1 – 31, 2023

Disclaimer: Events are subject to change. Please check with the venue’s website or call to confirm.