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
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
- Frida and Her Garden 🖼 at Naples Botanical Garden
- Cinco de Mayo 🥑 at Felipe’s Taqueria Naples
- Cinco de Mayo Fiesta 🍻 at Bone Hook Brewing Co.
- Cinco de Mayo Celebration 🎊 at Mercato
- Cinco de Mayo 💃 at Franklin Social
- Hungry Pony Food Cart 🌮 at Riptide Brewing Co. (Naples)
- No Manches 🍗 at Riptide Brewing Co. (Bonita Springs)
- Paul Allodi 🎶 at Seed to Table
- Cinco de Mayo 🌮 at The Ritz-Carlton Golf Resort Naples
- Edith Diamond 🎶 at Riptide Brewing Co. (Bonita Springs)
- Madison Hilton 🎶 at Riptide Brewing Co. (Naples)
- Marlon Wayans 🤣 at Off the Hook Comedy Club
- Geezers n Paradise 🎶 at Franklin Social
- Beginners Bachata Group Class 💃 at Allstar Dance Studio
- Cinco de Mayo Party: Freedom to Funk 🎶 at Seed to Table
- Morning After Grace 🎭 at Gulfshore Playhouse
- Cinco de Mayo 🎶 at Dogtooth Sports and Music Bar
- The Beatles Tribute Show 🎶 at The Stage Bonita
- Friday Night Karaoke 🎤 at Bowland Beacon Bowl
- Garden State Players 🎶 at Franklin Social
- FLORA Top Hits 🎶 at Jack’s Seafood Bar and Grill
- Cinco de Mayo Party: DJ Joey Messina 🎶 at Seed to Table
Saturday, May 6th
- Farmer’s Market & Vendors 🌽 at Vanderbilt Farmer’s Market
- Farmer’s Market 🥑 at Third Street South
- Spring Fling 🌷 at Children’s Museum of Naples
- Bonita Springs Farmers Market 🥔 at Promenade at Bonita Bay
- Frida and Her Garden 🖼 at Naples Botanical Garden
- 90’s Riptide-Palooza 🫔 at Riptide Brewing Co. (Bonita Springs)
- Kentucky Derby Watch Party 🏇 at Franklin Social
- Morning After Grace 🎭 at Gulfshore Playhouse
- Gypsy Blue 🎶 at Seed to Table
- Kentucky Derby 🏇 at Bone Hook Brewing Co.
- Hats & Horses: Kentucky Derby Watch Party 🏇 at The Ritz-Carlton Golf Resort Naples
- Kentucky Derby Watch Party 🏇 at Jack’s Seafood Bar and Grill
- Paddy G 🎶 at Riptide Brewing Co. (Naples)
- Old School 🎶 at Celebration Park
- Dinos Trio 🎶 at Bone Hook Brewing Co.
- One80 Band 🎶 at Cavo Lounge
- Jersey Boyz Tribute Show 🎶 at The Stage Bonita
- Marlon Wayans 🤣 at Off the Hook Comedy Club
- Big Cypress Band 🎶 at Franklin Social
- Kentucky Derby Hat Party: The Groove 🎶 at Seed to Table
- Tombstone Chevy 🎶 at Jack’s Seafood Bar and Grill
- Kentucky Derby Hat Party: DJ Mr. Nights 🎶 at Seed to Table
Sunday, May 7th
- Tropicool 5K 👟 at Downtown Naples
- Farmer’s Market 🥕 at Pine Ridge Road
- Frida and Her Garden 🖼 at Naples Botanical Garden
- Sunday Farmers Market 🌽 at Koreshan State Park
- Farmers Market 🍊 at Rookery Bay
- Bow Wow Brunch 🐶 at Continental Naples
- Car Show 🏎 at Miromar Outlets
- Yoga 🧘 at Vineyards Park
- Country Jam 2023 🎶 at Seed to Table
- Brian Blount 🎶 at Bone Hook Brewing Co.
- Blues & Brews 🎶 at Jack’s Seafood Bar and Grill
- The Gray Boys Taco Stop 🌮 at Riptide Brewing Co. (Bonita Springs)
- Morning After Grace 🎭 at Gulfshore Playhouse
- Old School 🎶 at Crabby Lady
- Sunday Trivia 🧩 at Bone Hook Brewing Co.
- Open Mic w/ Gerry Z 🎶 at Franklin Social
- Cahlua and Cream 🎶 at Dogtooth Sports and Music Bar
- Marlon Wayans 🤣 at Off the Hook Comedy Club
- Sunday Karaoke 🎤 at Jack’s Seafood Bar and Grill
Weekend Events for May 12 – 14, 2023 (Mother’s Day Weekend)
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
- Frida and Her Garden 🖼 at Naples Botanical Garden
- Happy Hour 🍻 at Ankrolab Brewing Co.
- Sabi Wabi 🍱 at Riptide Brewing Co. (Bonita Springs)
- No Manches 🍗 at Riptide Brewing Co. (Naples)
- Hat Trick 🎶 at Bone Hook Brewing Co.
- Bouquets & Bubbly for Mom 🍾 at Mercato
- Old School 🎶 at Wahoo’s River Bar
- Bob Zottola & the Jazz Simpatico 🎶 at Food & Thought
- Reggae Night 🎶 at Riptide Brewing Co. (Bonita Springs)
- Edith Diamond 🎶 at Riptide Brewing Co. (Naples)
- Tammy Pescatelli 🤣 at Off the Hook Comedy Club
- Beginners Bachata Group Class 💃 at Allstar Dance Studio
- The Dazzling DelRays 🎶 at Dogtooth Sports and Music Bar
- Morning After Grace 🎭 at Gulfshore Playhouse
- Florida Everblades 🏒 at Hertz Arena
- High Voltage 🎶 at Seed to Table
- Free Movie Night: Top Gun: Maverick 🎥 at Cambier Park
- Big Cypress Band 🎶 at The Blue Monkey
- The Alter Eagles Tribute Show 🎶 at The Stage Bonita
- Friday Night Karaoke 🎤 at Bowland Beacon Bowl
- Smack Daddy 🎶 at Jack’s Seafood Bar and Grill
- DJ Joey Messina 🎶 at Seed to Table
Saturday, May 13th
- Farmer’s Market & Vendors 🌽 at Vanderbilt Farmer’s Market
- Farmer’s Market 🥑 at Third Street South
- Bark on the Ark Cruise 🛳 at Pure Florida
- Stories to Create Charity Golf Tournament ⛳️ at Tiburón Golf Club
- Frida and Her Garden 🖼 at Naples Botanical Garden
- Bonita Springs Farmers Market 🥔 at Promenade at Bonita Bay
- Brew For The Zoo 🍺 at Riptide Brewing Co. (Naples)
- Hand & Harvest Artisan Market 🛍 at Mercato
- Cositas 🥙 at Riptide Brewing Co. (Bonita Springs)
- No Limit Pub Poker Tournament ♦️ at Bone Hook Brewing Co.
- The Wiggle Bar 🐶 at Riptide Brewing Co. (Bonita Springs)
- Morning After Grace 🎭 at Gulfshore Playhouse
- Mother’s Day Tribute Concert & Festivities 🎶 at Rookery Bay
- Gypsy Blue 🎶 at Seed to Table
- Bouquets & Bubbly for Mom 🍾 at Mercato
- Old School 🎶 at The Boardroom Tavern
- Ben Clifford 🎶 at Franklin Social
- Dino’s Trio 🎶 at Food & Thought
- CCR & Rolling Stones Tribute Show 🎶 at The Stage Bonita
- Tammy Pescatelli 🤣 at Off the Hook Comedy Club
- Florida Everblades 🏒 at Hertz Arena
- Memphis Lightning Live 🎶 at Dogtooth Sports and Music Bar
- Moonstone Riders 🎶 at Franklin Social
- Cruzan Vibes 🎶 at The Blue Monkey
- Cross Station Band 🎶 at Seed to Table
- Smack Daddy 🎶 at Jack’s Seafood Bar and Grill
- Jesse Rice 🎶 at The Ritz-Carlton Golf Resort Naples
- DJ Mr. Nights 🎶 at Seed to Table
Sunday, May 14th
- Farmer’s Market 🥕 at Pine Ridge Road
- Frida and Her Garden 🖼 at Naples Botanical Garden
- Sunday Farmers Market 🌽 at Koreshan State Park
- Farmers Market 🍊 at Rookery Bay
- Mini Buddhas Kids Yoga 🧘♀️ at Children’s Museum of Naples
- Mother’s Day Sandbar Sunday Dayaway 🛳 at Keewaydin Island
- Mother’s Day: Free Draft Beer for Mom 🍻 at Bone Hook Brewing Co.
- Bouquets & Bubbly for Mom 🍾 at Mercato
- Mother’s Day Brunch 🥗 at The Ritz-Carlton Golf Resort Naples
- Mother’s Day Mimosas 🍾 at Ankrolab Brewing Co.
- Hummingbird Table 🍗 at Riptide Brewing Co. (Bonita Springs)
- Mother’s Day: Paul Allodi 🎶 at Seed to Table
- Morning After Grace 🎭 at Gulfshore Playhouse
- Sunday Trivia 🧩 at Bone Hook Brewing Co.
- Open Mic w/ Gerry Z 🎶 at Franklin Social
- Mother’s Day: The Echo 🎶 at Seed to Table
- Tammy Pescatelli 🤣 at Off the Hook Comedy Club 7
- Sunday Karaoke 🎤 at Jack’s Seafood Bar and Grill
Weekend Events for 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
- Frida and Her Garden 🖼 at Naples Botanical Garden
- Happy Hour 🍻 at Ankrolab Brewing Co.
- Fatbeards Street Meat 🍖 at Riptide Brewing Co. (Bonita Springs)
- Joel Fry 🎶 at Seed to Table
- The Intracoastals 🎶 at Riptide Brewing Co. (Naples)
- Paddy G 🎶 at Riptide Brewing Co. (Bonita Springs)
- Florida Everblades 🏒 at Hertz Arena
- Lineup Band 🎶 at Bone Hook Brewing Co.
- Ms. Pat 🤣 at Off the Hook Comedy Club
- AURA 🎶 at Vicente of London Cigars
- Big Bad Wolves 🎶 at Franklin Social
- Beginners Bachata Group Class 💃 at Allstar Dance Studio
- Shane Duncan 🎶 at Dogtooth Sports and Music Bar
- Radio Band 🎶 at Seed to Table
- One80 Band 🎶 at Sneaky Pete’s Bonita
- Tom Jones, Rod Stewart & more Tribute Show 🎶 at The Stage Bonita
- Friday Night Karaoke 🎤 at Bowland Beacon Bowl
- DJ Joey Messina 🎶 at Seed to Table
Saturday, May 20th
- Farmer’s Market & Vendors 🌽 at Vanderbilt Farmer’s Market
- Farmer’s Market 🥑 at Third Street South
- The Sand Dollar Beach Club 🐚 at Lowdermilk Beach
- Farmers Market & Craft Show 🧵 at Miromar Outlets
- Frida and Her Garden 🖼 at Naples Botanical Garden
- Bonita Springs Farmers Market 🥔 at Promenade at Bonita Bay
- Truck Yeah! 🍗 at Riptide Brewing Co. (Bonita Springs)
- Old School 🎶 at Crabby Lady
- No Limit Pub Poker Tournament ♣️ at Bone Hook Brewing Co.
- K-VON 🤣 at Off the Hook Comedy Club
- Joel Fry 🎶 at Seed to Table
- Sprout 🎶 at Franklin Social
- Ms. Pat 🤣 at Off the Hook Comedy Club
- SWFL Critical Mass Ride 🚴 at Gordon River Greenway Park
- Even Keel 🎶 at Bone Hook Brewing Co.
- The Fabulous Girls of Motown Dance Band 🎶 at The Stage Bonita
- Florida Everblades 🏒 at Hertz Arena
- J.P. Soars & The Red Hots 🎶 at Dogtooth Sports and Music Bar
- West Wave 🎶 at Franklin Social
- AURA 🎶 at BURN by Rocky Patel Naples
- Endless Rhythm 🎶 at Seed to Table
- DJ Mr. Nights 🎶 at Seed to Table
Sunday, May 21st
- Adopt a Road Clean Up ♻️ at Gordon River Greenway
- Farmer’s Market 🥕 at Pine Ridge Road
- Frida and Her Garden 🖼 at Naples Botanical Garden
- Sunday Farmers Market 🌽 at Koreshan State Park
- Cars and Coffee 239 🏎 at Mercato
- Farmers Market 🍊 at Rookery Bay
- We Love the 80’s Party 🎶 at Seed to Table
- Taco Works Food Truck 🌮 at Riptide Brewing Co. (Bonita Springs)
- Sunday Trivia 🧩 at Bone Hook Brewing Co.
- AURA 🎶 at The Center Bar
- Open Mic w/ Gerry Z 🎶 at Franklin Social
- K-VON 🤣 at Off the Hook Comedy Club
- Cahlua and Cream 🎶 at Dogtooth Sports and Music Bar
- Sunday Karaoke 🎤 at Jack’s Seafood Bar and Grill
Weekend Events for 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
- Frida and Her Garden 🖼 at Naples Botanical Garden
- Crawfish Boil 🦞 at Riptide Brewing Co. (Bonita Springs)
- Happy Hour 🍻 at Ankrolab Brewing Co.
- Juanchitos Grill 🌮 at Riptide Brewing Co. (Naples)
- Sabi Wabi 🍱 at Riptide Brewing Co. (Bonita Springs)
- Brendon McDonnell 🎶 at Seed to Table
- Ralph Curtis 🎶 at Riptide Brewing Co. (Bonita Springs)
- Bob Zottola & the Jazz Simpatico 🎶 at Food & Thought
- Wendell Ray 🎶 at Bone Hook Brewing Co.
- 90s Friday 🎶 at Cavo Lounge
- Brad Williams 🤣 at Off the Hook Comedy Club
- Summer of ‘23 🎶 at Franklin Social
- Beginners Bachata Group Class 💃 at Allstar Dance Studio
- Moonstone Riders 🎶 at Dogtooth Sports and Music Bar
- FM Band 🎶 at Seed to Table
- Bonita Naples Rotary Club Fundraising Show 🎶 at The Stage Bonita
- Friday Night Karaoke 🎤 at Bowland Beacon Bowl
- DJ Joey Messina 🎶 at Seed to Table
Saturday, May 27th
- Frida and Her Garden 🖼 at Naples Botanical Garden
- Farmer’s Market & Vendors 🌽 at Vanderbilt Farmer’s Market
- Farmers Market & Craft Show 🧵 at Miromar Outlets
- Farmer’s Market 🥑 at Third Street South
- The Pigeon Comes to Naples 🗺 at Children’s Museum of Naples
- Cars, Coffee & Gelato 🏎 at Gulf Coast Motorworks
- Bonita Springs Farmers Market 🥔 at Promenade at Bonita Bay
- New Volunteer Orientation 🐶 at Collier County Domestic Animal Services
- Hand & Harvest Artisan Market 🛍 at Mercato
- Pub Poker ♠️ at Bone Hook Brewing Co.
- Gypsy Blue 🎶 at Seed to Table
- Don’t Give Up 🎶 at Riptide Brewing Co. (Bonita Springs)
- Old School 🎶 at Celebration Parks
- One80 Band 🎶 at Cavo Lounge
- Hat Trick 🎶 at Bone Hook Brewing Co.
- Fleetwood Mac Tribute Show 🎶 at The Stage Bonita
- Brad Williams 🤣 at Off the Hook Comedy Club
- FLORA Top Hits 🎶 at Blue Martini
- Billie Rose Experience 🎶 at Franklin Social
- Hamptons White Wear Dance Party 🎶 at Seed to Table
- DJ Mr. Nights 🎶 at Seed to Table
Sunday, May 28th
- Frida and Her Garden 🖼 at Naples Botanical Garden
- Farmer’s Market 🥕 at Pine Ridge Road
- Sunday Farmers Market 🌽 at Koreshan State Park
- Farmers Market 🍊 at Rookery Bay
- Naples Beach Yoga 🧘♂️ at Seagate Beach
- Madison Hilton 🎶 at Food & Thought
- Between The Bunz Food Truck 🌭 at Riptide Brewing Co. (Bonita Springs)
- Memorial Day Weekend Bash 🎶 at Seed to Table
- Sunday Trivia 🧩 at Bone Hook Brewing Co.
- Open Mic w/ Gerry Z 🎶 at Franklin Social
- Memorial Day White Party 🎶 at Cavo Lounge
- Cahlua and Cream 🎶 at Dogtooth Sports and Music Bar
- Brad Williams 🤣 at Off the Hook Comedy Club
- Ben Allen Band 🎶 at Whiskey Park
- Sunday Karaoke 🎤 at Jack’s Seafood Bar and Grill
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.
