Events
Pine Island, Punta Gorda and everywhere in between has live music this weekend and that tops our list of what to do in Naples and SWFL!
The Island Hopper Songwriter Fest returns to SWFL this weekend kicking off 10 days of performances. Venues are from Captiva to Cape Coral with over 70 national songwriters taking over resorts, waterfront bars, pool parties and more. Fishermen’s Village in Punta Gorda hosts its annual Key Lime & Tropical Fest from Saturday with live music and a day of strolling the promenade in search of tropical bites, specialty drinks and local vendors. Celebrate International Day of Peace at the 2nd Annual Peace Day Pine Island at St James City on Saturday. Snack and shop your way through food trucks and local artisan vendors while tuning in for live music from acts like Steel Pan Joey, BLou Note and Nostaljah. Yoga sessions and fire dancers add an extra layer of excitement and engagement to the charitable event. Bring a chair, your family and a nonperishable item for the Pine Island Food Pantry.
Desi Banks is taking over Off the Hook Comedy Club in Naples Friday and Saturday while Sheena Reagan comes in Sunday night! And James Yon is headlining at Snappers Comedy Club on Friday and Saturday nights with a guest appearance by and Jesus Abelardo on Friday night. And on Sunday night, Comedian Tom Segura brings his Come Together Tour to Barbara B. Mann Performing Arts Hall. Known for his Netflix specials, bestselling book and hit podcasts, the comedian delivers his signature sharp humor and storytelling to Fort Myers.
And don’t forget your favorite local artists are performing at great venues all over SWFL. Check out the full list to see who, where and when!
Enjoy your weekend Southwest Florida!!!
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Weekend Things to Do in Naples
Friday, September 19th Sip, Shop and Stroll, Promenade at Bonita Bay (August-October) FriEmanuel Zuckerman at Rush Inn Bar & Grille, Miromar Outlets, Naples 4-7p FriSLG LATIN GROOVE at Dogtooth Sports Bar, Naples 7p FriPhenomenal Animal at The Center Bar at the Promenade at Bonita Bay 6-9p FriLive Music Friday at the Beer Bar, Seed to Table, Naples 4-7p FriFriday Night Dance…

Weekend Things to Do in Naples
Friday, September 12th Sip, Shop and Stroll, Promenade at Bonita Bay (August-October) FriG Pop Jazz at Rush Inn Bar & Grille, Miromar Outlets, Naples 4-7p FriMOONSTONE RIDERS at Dogtooth Sports Bar, Naples 7:30p FriThe Pitbull of Blues Band at The Center Bar at the Promenade at Bonita Bay 6-9p FriLive Music Friday at the Beer Bar, Seed to Table, Naples 4-7p…

Weekend Things to Do in Naples
Friday, September 5th Sip, Shop and Stroll, Promenade at Bonita Bay (August-October) FriSusan Kansky at Rush Inn Bar & Grille, Miromar Outlets, Naples 4-7p FriTHEM HAMILTON BOYS at Dogtooth Sports Bar, Naples 7p FriFairwinds Duo at The Center Bar at the Promenade at Bonita Bay 6-9p FriLive Music Friday at the Beer Bar, Seed to Table, Naples 4-7p FriFriday Night Dance…
Symphony, concerts, and opera in Southwest Florida
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Symphony, Concerts, and Opera in Southwest Florida
The Snow Queen – Naples Philharmonic Young Person’s Concert 🎶. Join the Naples Philharmonic at Daniels Pavilion for The Snow Queen, a magical concert experience designed for elementary school students. With music by Nicholas Jacobson-Larson and narration by Jeanne Snedeker, this adaptation of Hans Christian Andersen’s classic fairy tale combines live orchestra with interactive music games, guiding young audiences through…

Symphony, Concerts, and Opera in Southwest Florida
The Magic of Motown – September 13, 2025, at 7:30 PM. Sing, dance, and relive the golden era of soul as powerhouse vocalists and a six-piece band bring you hits from The Temptations, Jackson Five, Diana Ross & The Supremes, The Four Tops, Aretha Franklin, Smokey Robinson, and more! ✨🎶 So Much Drama: Midsummer - Experience Shakespeare’s comedy like never before!…

Symphony, Concerts, and Opera in Southwest Florida
Mercato Nights Music SeriesDon’t miss Pitbull of Blues live on the Event Lawn, Sept. 4 | 6:30–8:30PM! Enjoy an energetic night of traditional and original blues, cocktails from The Pub’s event bar, and takeout from Mercato’s restaurants. The Magic of Motown – September 13, 2025, at 7:30 PM. Sing, dance, and relive the golden era of soul as powerhouse vocalists and…
Theater in Southwest Florida
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Theater in Southwest Florida
🎤 Tom Segura Live at Barbara B. Mann PAH. Get ready to laugh with one of comedy’s biggest stars! Tom Segura brings his Come Together tour to Fort Myers on September 21, 2025. Known for his hit Netflix specials Ball Hog, Disgraceful, Mostly Stories, and Completely Normal, Segura is back with a night of sharp, unfiltered comedy you won’t want…

Theater in Southwest Florida
🎤 Tom Segura Live at Barbara B. Mann PAH. Get ready to laugh with one of comedy’s biggest stars! Tom Segura brings his Come Together tour to Fort Myers on September 21, 2025. Known for his hit Netflix specials Ball Hog, Disgraceful, Mostly Stories, and Completely Normal, Segura is back with a night of sharp, unfiltered comedy you won’t want…

Theater in Southwest Florida
🎤 Tom Segura Live at Barbara B. Mann PAH. Get ready to laugh with one of comedy’s biggest stars! Tom Segura brings his Come Together tour to Fort Myers on September 21, 2025. Known for his hit Netflix specials Ball Hog, Disgraceful, Mostly Stories, and Completely Normal, Segura is back with a night of sharp, unfiltered comedy you won’t want…
Special Exhibits in Southwest Florida
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Special Exhibit and Fun Events
Levi’s Friends & Family Event - Shop exclusive discounts for Red Tab™ Loyalty Members and the community at Miromar Outlets, Sept. 26–28. Levi’s opens one hour early Friday–Sunday for members to snag their favorite styles first! Sizzle Dining at Mercato 🍽️ - Enjoy special menus at Mercato restaurants Sept 3–30 while giving back! For every Sizzle Dining meal, $1 is donated…

Special Exhibit and Fun Events
Sizzle Dining at Mercato 🍽️ - Enjoy special menus at Mercato restaurants Sept 3–30 while giving back! For every Sizzle Dining meal, $1 is donated to Blessings in a Backpack, supporting food-insecure children in SWFL. Participating Restaurants: The 239 • The Hampton Social • Old Vines Mercato • Tap 42 Craft Kitchen + Bar 🎬 Movies on the LawnCatch the live-action…

Special Exhibit and Fun Events
Sizzle Dining at Mercato 🍽️ - Enjoy special menus at Mercato restaurants Sept 3–30 while giving back! For every Sizzle Dining meal, $1 is donated to Blessings in a Backpack, supporting food-insecure children in SWFL. Participating Restaurants: The 239 • The Hampton Social • Old Vines Mercato • Tap 42 Craft Kitchen + Bar 🎬 Movies on the LawnCatch the live-action…

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