Enjoy North Fort Myers Academy for the Arts’ The Nutcracker on December 5, 2025, at 7 PM at Barbara B. Mann. This holiday classic features over 200 students ages 6–14 in a two-act ballet celebrating the talents of the Academy’s young performers. Tickets start at $22.

Experience Schubert’s Trout Quintet with Jeremy Denk and the musicians of the Naples Philharmonic in the Sypert Salon Chamber Music series on December 9 and 14 at 3:00pm in Daniels Pavilion. This intimate program also features Beethoven’s Piano Sonata No. 27, showcasing Denk’s acclaimed artistry and the ensemble’s musical brilliance.

Attend a special screening of The True Story of Tamara de Lempicka & the Art of Survival at Daniels Pavilion on December 10 and January 20 at 10:00am. Introduced by Baker Museum director Courtney McNeil, this visually stunning documentary explores the life and legacy of the famed Art Deco painter, narrated by Anjelica Huston, with same-day museum admission included.

Experience an evening of high-energy jazz with the Naples Philharmonic Youth Jazz Orchestra, directed by Brandon Robertson, on December 10 at 7:00pm in Daniels Pavilion. Special guest Mariel Bildsten joins the talented young musicians for a lively fall concert. Reserved tickets are required for this free event.

Celebrate the season with Christmas with Jodie on December 11 at 7:00pm in Daniels Pavilion. Pianist Jodie DeSalvo, joined by vocalists Carolann M. Sanita and Mark Sanders, leads a festive evening of beloved Christmas classics, heartwarming surprises, and holiday cheer as part of her Piano Talks series.

The holidays with Christmastime with Trisha Yearwood on December 12 at 7:30pm in Hayes Hall. Join Trisha Yearwood and the Naples Philharmonic, conducted by Christopher Confessore, for a heartwarming evening of festive favorites from her new holiday album and timeless Christmas classics.

Experience Beethoven & Cinderella with the Naples Philharmonic on December 11 and 13 at 7:30pm in Hayes Hall. Pianist Jeremy Denk joins conductor Miguel Harth-Bedoya and the orchestra for a vibrant program featuring Jimmy López’s Perú Negro, Beethoven’s Piano Concerto No. 1, and Prokofiev’s Suite from Cinderella—an evening of technical brilliance, color, and enchantment.

Celebrate the holiday season with the Astralis Chamber Ensemble at their "Enchanted Noel" concert on December 11th at 7:00 PM at the Music & Arts Community Center. The program features the beautiful sounds of flute, cello, and harp playing a mix of beloved classics ("O Holy Night") and sparkling seasonal works.

Experience The Fab Four: Tribute to The Beatles on December 12, 2025, at 7:30 PM. Celebrate the movie HELP! and timeless Beatles hits in this ultimate tribute show. Tickets start at $47.61.

Celebrate the season with Deck the Halls presented by Gulf Coast Symphony on December 13, 2025, at 7 PM at Barbara B. Mann Performing Arts Hall. Enjoy festive music with special guest Aerial Violinist Janice Martin. Tickets are on sale now.

Celebrate the holidays with Michael W. Smith on EVERY CHRISTMAS—December 14, 2025, at 7 PM. Enjoy an evening of award-winning music from this GRAMMY®-winning artist at Barbara B. Mann Performing Arts Hall. Tickets start at $55.07.

Join superstar soprano Sarah Brightman for A Winter Symphony on December 14 at 7:00pm in Hayes Hall. Experience her soaring voice and theatrical flair in a festive program of seasonal favorites, timeless classics, and signature hits, creating an unforgettable evening of holiday splendor.

Discover The Nutcracker Origins on December 17 at 3:00pm in the Ubben Signature Event Space. Pianist Konstantin Soukhovetski presents Tchaikovsky’s iconic score with rare ballet footage and engaging commentary, revealing the darker twists of the original fairy tale in this Grand Piano Series Narrative Musicales performance.

Enjoy Art After Hours on December 17 from 6–9pm at The Baker Museum, featuring live music by Dave Lapio’s A Steel Drum Christmas, free admission to all exhibitions, and concessions at Heidi’s Place. A festive evening of art and entertainment for all ages!

Experience All That Jazz with Donald Harrison and the Naples Philharmonic Jazz Orchestra on December 17 at 6:00pm and 8:30pm in Daniels Pavilion. Acclaimed New Orleans saxophonist Donald Harrison Jr. brings his signature ‘nouveau swing’—a vibrant mix of bebop, funk, hip-hop, and R&B—for an unforgettable evening of soulful jazz and high-energy performance.

Celebrate the season with Holiday Pops featuring Broadway star Michael Longoria, the Naples Philharmonic, and the Naples Philharmonic Chorus and Youth Chorus from December 18–21 at Hayes Hall. Enjoy a festive mix of classic carols and contemporary favorites in this beloved holiday tradition.

This holiday season, experience the magic of Irving Berlin's White Christmas live on stage in Naples! This spectacular musical, based on the 1954 classic film, features singing, tapping, and iconic Irving Berlin songs like "Blue Skies," "Sisters," and the famous title song. The show runs from its Opening Night on Friday, November 14, 2025, through Sunday, December 21, 2025. Directed by Dann Dunn, this unforgettable musical journey about two army pals putting on the Christmas show of a lifetime is the perfect holiday gift for the entire family.

Experience The Nutcracker with Gulf Coast Symphony and Gulfshore Ballet on December 20–21, 2025, at Barbara B. Mann. This two-act holiday classic features 90 dancers, 48 musicians, elaborate sets, and magical effects like a growing Christmas tree and fluttering snowflakes. Performances: Dec 20 at 7:30 PM; Dec 21 at 2:00 PM & 6:30 PM. Tickets are on sale now.

The holidays with Straight No Chaser on December 28 at 3:00pm in Hayes Hall. The acclaimed nine-man a cappella group returns with their Holiday Road Tour, delivering festive cheer, impeccable harmonies, and signature humor in a high-energy seasonal showcase.

Celebrate the holidays with NUTCRACKER! Magical Christmas Ballet on December 30, 2025, at Barbara B. Mann Performing Arts Hall. Two performances at 3:00 PM and 7:00 PM feature Tchaikovsky’s classic score, an international cast, whimsical puppetry, and lavish European-crafted sets and costumes. Tickets start at $43.02.

Jazz Concert – The Jazzmasters perform at The Norris Center from 1-3 p.m. every Saturday. Free admission, but donations are appreciated. 755 8th Ave S., Naples. 239-213-3058 or www.naplesgov.com/parksrec/ page/norris-community-center.