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Sunday, September 21st, 2025

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Good morning, Naples. Here's your local news at a glance for Sunday, the 21st of September.

CULTURE NEWS

  • Naples theaters will host Taylor Swift's album release parties and film screenings as part of the shows for her new album 'The Life of a Showgirl' starting Oct. 3 until Oct. 5 — one venue will offer 62 showings with tickets costing between $12.72 and $16.72. Fans can enjoy the exclusive music video premiere, lyric videos, and behind-the-scenes footage during these events.  Naples Daily News
  • Renowned sommeliers from across the country will showcase exceptional wines at the 26th Naples Winter Wine Festival held from January 30 through February 1 at The Ritz-Carlton Naples, Tiburón—an event that supports local children through the Naples Children & Education Foundation. Ticket packages start at $17,500 per couple and include access to intimate dinners and a live auction offering unique experiences.  Life In Naples

REAL ESTATE NEWS

  • Avra at Metropolitan Naples opened its on-site sales gallery at 1950 Mayfair Street to let buyers preview the luxury residential tower’s progress. Construction continues with the 14th floor being poured today—occupancy is expected to begin in fall.  Florida Weekly

SPORTS NEWS

  • Donahue Catholic beat Merritt Island Christian 26—20 in a Friday night football game in Ave Maria. The team took an early lead and held off the previously undefeated opponent on September 19.  Naples Daily News
  • FC Naples held a behind-the-scenes practice session today as players and staff prepared for upcoming matches in their first season—equipment manager Gavin Bouldin and athletic training aide Rachel Holm helped ensure team routines like workouts, film sessions and scrimmages ran smoothly.  Fox 4

EVENTS

SUBMIT EVENT
  • Eddie Ifft Live Comedy Show

    7-8:30 p.m. — Off The Hook Comedy Club — Ticket prices vary — Enjoy a night of laughs with the acclaimed comedian who’s entertained crowds across the globe.

    Tue, 9/23/25

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  • Billy Gardell Stand-Up Comedy

    6:00 – 7:30 PM — Off The Hook Comedy Club — $200 minimum for VIP suites — Enjoy a comedic evening with the beloved stand-up star and actor Billy Gardell.

    Sat, 9/27/25

    View event
  • Billy Gardell Stand-Up Comedy

    6:00-7:30 PM — Off The Hook Comedy Club — Ticket pricing varies — Enjoy an evening of laughter with the star of CBS's Bob Hearts Abishola at this well-regarded comedy venue.

    Sun, 9/28/25

    View event
  • Joe Fenti Standup Comedy

    7-8:30 p.m. — Off The Hook Comedy Club — Ticket purchase required — Enjoy a night of laughs with Boston comedian Joe Fenti on his nationwide tour.

    Thu, 10/2/25

    View event
  • Cars and Coffee 25th Anniversary

    9-11 a.m. — Naples Motorsports Inc. — Free entry — Celebrate 25 years with car enthusiasts at this vibrant gathering.

    Sat, 10/4/25

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  • Jackie Fabulous Live in Naples

    6 PM — Off The Hook Comedy Club — Minimum two-item purchase — Enjoy a night of laughter with comedian Jackie Fabulous, known for her delightful stand-up and television appearances.

    Sun, 10/5/25

    View event

REAL ESTATE

SUBMIT LISTING

No new real estate listings today. You can submit one here.

JOB BOARD

SUBMIT JOB

No new job posts today. You can submit one here.

ANNOUNCEMENTS

SUBMIT

No new community announcements today. You can submit one here.

TODAY'S FOOD FOR THOUGHT

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Welcome to the Naples Today, your community newsletter that's anything but snooze-worthy, packed with positive, impactful local news + events across the Naples, Florida community. If you like the Naples Today, support us by subscribing to our email newsletter and sharing us with your friends and family in Naples.

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