Your go-to guide for navigating the Gulf Coast’s cultural calendar, from regional holiday traditions to snacks that fuel discovery. 

Perfect Pairings

Spanish Flare: Before you head to Artis—Naples for Gulfshore Opera’s Carmen (December 7), a seminal opera set in Spain’s southern city of Seville, prep your palette with a glass of sangria and a sizzling plate of parrilladas. You can find these traditionally grilled meats at Naples’ new Spanish-Cuban hotspot, El Trovador Restaurant & Lounge.

Jingle and Mingle: A holiday-themed cocktail from Chartreuse Craft Cocktail Lounge makes for an ideal nightcap after listening to the smooth stylings of Zach Bartholomew, the resident pianist at Arts Bonita’s Performing Arts Center. The musician celebrates the season with musical selections from A Charlie Brown Christmas by the Vince Guaraldi Trio (December 11).

Million Dollar Swing: After Friday’s final tee-off at the Grant Thornton Invitational at The Ritz-Carlton Naples, Tiburón’s Tiburón Golf Club (December 12), sidle over to nearby Beeline at Mercato for a treat worthy of champions. Named after the tournament’s top prize, the Million Dollar Caviar offers all the gravitas of The Ritz itself: A dollop of Romanoff caviar is served with Ruffles Original Potato Chips, crème fraîche and a bottle of Veuve Clicquot champagne.

Get in the Spirit

Seeing The Nutcracker—at Artis—Naples (November 29 to 30) or with Gulfshore Ballet (December 20 to 21)— may be the Gulf’s dearest holiday tradition, but it’s not the only one. From fir-scented tree farms to drives ablaze with lights, here are two more ways to revel in the season’s magic.

Deck the Halls: For those who prefer real Christmas trees, Farmer Mike’s U-Pick of Fort Myers and Bonita Springs is the place to go. The Southwest Florida staple grower hauls in a bounty of fresh Fraser firs from North Carolina—available for purchase on weekends throughout the month. Need inspiration for your tree decor? Head to the Festival of Trees events at Sidney & Berne Davis Arts Center (December 3-7) and The Naples Players (through December 21) to see trees decked out by local businesses.

See the Lights: From mid-December through the first week of January, the residents of Naples’ Victoria Park compose some of the most over-the-top lawn decorations in the region. Traffic comes to a crawl as sightseers hang out of car windows and lean from truck beds. Pro tip: Some of the grandest displays are tucked away on unassuming side streets—from the arches on Windsor Way to the Ferris wheel on York Terrace. 

Cracking the Cover

A local artist looks back, manifesting 50 years of coastal inspiration in a new book.

For more than five decades, Naples painter Paul Arsenault has chronicled Southwest Florida’s evolving landscape, brush in hand. Launching this month, his new book,  An Artful History of Naples & Collier County, written by Eileen Arsenault, traces local lore through his plein-air paintings, archival imagery, photography from local legends like Clyde Butcher, and lively stories of the dreamers, pioneers and landmarks that shaped the region. “There’s a lot of fun in it, a lot of whimsy. We cover everything from swamp buggies to the Naples Winter Wine Festival,” longtime collaborator Donna Murphy says. The result is less retrospective, more cultural atlas—a perfect holiday gift for art and history enthusiasts. 

Raise Your Voice

As Opera Naples welcomes audiences for its December 11 Gala of Imperial Enchantment, artistic director Ramón Tebar previews the company’s 20th anniversary season and offers a peek into what’s ahead.

The new year marks Opera Naples’ 20th anniversary, and for artistic director Ramón Tebar, the milestone marks a vision come to life. The company spent its first decade bouncing between high school performance halls and finding its footing with local vocalists. Today, it is a leader for opera in the Southeast, drawing stars like Renata Scotto and Sherrill Milnes, and partnering with the legendary Luciano Pavarotti Foundation. 

This year’s Festival Under the Stars, the country’s first alfresco winter opera festival, extends from its usual three weeks to five, with shows at Baker Park and Wang Opera Center. For the first time, the semifinal and final rounds of The Luciano Pavarotti Foundation Opera Naples International Voice Competition—launched in 2025 as a revival of the maestro’s famed contests—will be open to the public.

Ramón is keeping an eye on the future, with standout seasonal shows like Derrick Wang’s celebrated modern opera, Scalia/Ginsburg. The composer will be involved from start to finish, coaching singers, speaking at the February preview event and attending performances. Notably, Ramón says, Opera Naples quietly received a seven-figure gift to purchase land for the highly anticipated Theatre in the Garden. Construction dates haven’t been announced yet, but the campus is set to include a 900-seat opera theater, outdoor amphitheater, restaurant, opera academy, museum and local headquarters for the Pavarotti Foundation.