The holidays are starting to show up on Southwest Florida calendars. The week of November 16–22, 2026 brings a Broadway-and-pop night with David Foster and Katharine McPhee in Naples, a cirque-style Christmas show, three Everblades home games, a garden festival at the Edison & Ford Winter Estates and a sing-along movie under the stars in Sarasota. Here is what is happening from Monday, November 16 through Sunday, November 22, sorted by area so you can plan close to home.
Naples & Collier County
David Foster & Katharine McPhee with the Naples Philharmonic
When: Monday, November 16, 7:30 pm
Where: Hayes Hall, Artis—Naples
The hitmaker producer and the singer and actress bring their show to Naples on its new date, now with the full Naples Philharmonic behind them. This is the rescheduled version of the February performance, so check your tickets if you held seats for the original date. Details at David Foster & Katharine McPhee.
A Magical Cirque Christmas
When: Tuesday, November 17, 7:30 pm
Where: Hayes Hall, Artis—Naples
Acrobats, strength acts, comedy and magic set to modern holiday hits make this an easy pick for a family night out, and an early start on the season. See A Magical Cirque Christmas.
Josefowicz and Rachmaninoff
When: Friday and Saturday, November 20–21, 7:30 pm
Where: Hayes Hall, Artis—Naples
Violinist Leila Josefowicz joins conductor Markus Stenz and the Naples Philharmonic for John Adams's Scheherazade.2, paired with Rachmaninoff's sweeping Symphonic Dances. It is one of the bigger orchestral weekends of the fall. More at Josefowicz and Rachmaninoff.
Naples Philharmonic Youth Orchestra Fall Concert
When: Saturday, November 21, 2:00 pm
Where: Hayes Hall, Artis—Naples
Cost: Free, but reserved tickets are required
Middle and high school musicians from across Southwest Florida play Tchaikovsky, including the Romeo and Juliet Fantasy Overture, under associate conductor Manuel López-Gómez. A free afternoon concert in a world-class hall is hard to beat. Reserve through the Youth Orchestra Fall Concert page.
Planning a longer visit to Naples? Our guide to the top things to do in Naples, Florida covers the beaches, the pier and the downtown districts.
Fort Myers, Cape Coral & Lee County
Florida Everblades Home Games
When: Wednesday, November 18, 7:30 pm (Orlando Solar Bears); Friday, November 20, 7:30 pm (Savannah Ghost Pirates); Saturday, November 21, 7:00 pm (Savannah Ghost Pirates)
Where: Hertz Arena
Three home games in four days, each with its own theme. Wednesday is the Hump Day Game with $4 beers and hot dogs, Friday is Country Night with cowboy hats for the first 1,500 fans, and Saturday is Blades Fight Cancer, with the team in specialty jerseys and a pregame tailgate from 5 to 7 pm. Schedule and tickets at Florida Everblades.
Floyd Nation: Inner Light Tour
When: Thursday, November 19, 7:30 pm
Where: Barbara B. Mann Performing Arts Hall, Fort Myers
Cost: From $49.50, including fees and tax
Floyd Nation brings its Inner Light Tour to the Mann, a good excuse to get out midweek for a big night of rock. Tickets at Floyd Nation at Barbara B. Mann.
Lindsey Stirling: The Snow Waltz Tour
When: Friday, November 20, 7:00 pm
Where: Barbara B. Mann Performing Arts Hall, Fort Myers
Cost: From $86.37, including fees and tax
The violinist and performer brings The Snow Waltz Tour to Fort Myers for a Friday night show. Details at Lindsey Stirling: The Snow Waltz Tour.
Goldenfest XVI
When: Saturday, November 21, 10 am to 3 pm
Where: Hammond Stadium, 14100 Six Mile Cypress Pkwy, Fort Myers
The Lee County Sheriff's Office lists more than 100 vendors, first responders, dock dining, a caricature artist, pictures with Santa and bounce houses. It is a full day out for families, and a chance to meet the people who keep the county safe. See Goldenfest XVI.
Autumn Garden Festival
When: Saturday and Sunday, November 21–22
Where: Edison & Ford Winter Estates, Fort Myers
The historic winter homes of Thomas Edison and Henry Ford host their fall garden festival, a good weekend to browse the garden vendors and walk the grounds. The date appears on the estates' Edison & Ford Winter Estates major events schedule; check their site for hours before you go.
Sarasota County
The Sound of Music Sing-Along at The Bay
When: Saturday, November 21, 7:00 pm to 9:45 pm
Where: The Oval at The Bay, 1055 Blvd of the Arts, Sarasota
A sing-along screening under the stars, with costumes encouraged. Bring a blanket or lawn chairs, and register ahead through Special Cinema at The Bay. The park's café, The Nest, is on site for food and drinks.
Sundays at The Bay featuring J Santi
When: Sunday, November 22, 4:30 pm to 5:30 pm
Where: The Oval at The Bay, 1055 Blvd of the Arts, Sarasota
Cost: Free
The Bay's weekly free concert series puts a local performer on the lawn every Sunday afternoon, which makes for an easy, low-key end to the week by the water. Register at Sundays at The Bay.
Getting Ready for the Holidays
With holiday parties starting soon, the Guidebook lists local event decor and party rental companies, and transportation providers if you would rather not drive to a show. Missed last week? Catch up with things to do in Southwest Florida for November 9–15.
Own a Local Business?
The SWFL Guidebook helps neighbors across Collier, Lee, Charlotte and Sarasota counties find trusted local businesses. Join the SWFL Guidebook to put your business in front of people looking for it.
Event details were checked against each organizer's page on November 13, 2026. Plans change, so confirm before you go.
