Season is officially here in Southwest Florida. This week brings the 53rd Fort Myers Boat Show to the downtown River District, a big afternoon of food and wine in Naples, a holiday market in Cape Coral, Veterans Day honors in Punta Gorda and the world-class sand sculptors of the Siesta Key Crystal Classic. Here is what is happening from Monday, November 9 through Sunday, November 15, 2026, sorted by area so you can plan your week close to home.
Naples & Collier County
An Evening of Overtures with the Naples Philharmonic
When: Tuesday, November 10, 7:30 pm
Where: Hayes Hall, Artis—Naples
Cost: Tickets start at $29
Associate conductor Manuel López-Gómez leads the orchestra through some of the most famous opening pieces in classical music. It is a fun, fast-moving night and an easy first concert of the season. Details at An Evening of Overtures.
John Fedchock with the Naples Philharmonic Jazz Orchestra
When: Wednesday, November 11, 6:00 pm and 8:30 pm
Where: Daniels Pavilion, Artis—Naples
The acclaimed trombonist and big band leader joins the Philharmonic's jazz orchestra for a program rooted in hard bop and classic jazz. Two shows make it easy to fit in before or after dinner. See John Fedchock at Artis—Naples.
Neil Berg's The '60s: Peace, Love and Rock & Roll
When: Wednesday, November 11, 7:30 pm
Where: Hayes Hall, Artis—Naples
A sing-along trip through the decade's biggest songs, from the Summer of Love onward. If your crowd prefers the Beatles to Beethoven, this is your Wednesday. More at Neil Berg's The '60s.
Naples Home & Garden Show
When: Friday and Saturday, November 13–14, 10 am to 4 pm
Where: New Hope Event Center, 7675 Davis Blvd, Naples
Cost: Free admission
Now in its 21st year, the show puts kitchen, bath, flooring and outdoor living pros under one roof. It is a good chance to compare options before a winter project. If you would rather hire it out, browse local handyman services and painters in the Guidebook. Show details at Naples Home & Garden Show.
USA TODAY Wine & Food Experience, Naples
When: Saturday, November 14, 12 pm to 4 pm
Where: Paradise Coast Sports Complex, 3940 City Gate Blvd N, Naples
Cost: $70 and up
One admission covers bites from local chefs, wine, beer and spirits, mixology and live entertainment. Plan a ride home so everyone can enjoy the tasting; the Guidebook lists local transportation services. Tickets and details at USA TODAY Wine & Food Experience, Naples.
Madama Butterfly by Gulfshore Opera
When: Saturday, November 14, 7:00 pm
Where: Hayes Hall, Artis—Naples
Gulfshore Opera joins the Naples Philharmonic for Puccini's heartbreaking classic. A full orchestra makes this one of the bigger nights on the early-season calendar. See Madama Butterfly.
Fort Myers, Cape Coral & Lee County
53rd Annual Fort Myers Boat Show
When: Thursday through Sunday, November 12–15
Where: Downtown Fort Myers River District
The largest display of boats and boating products on Florida's Gulf Coast fills the air-conditioned convention center and Centennial Park, with seminars, food trucks and live music. Organizers offer free parking at City of Palms Park with a shuttle to the entrances. Hours and tickets at Fort Myers Boat Show.
Holiday Market & Tiki Fest at Wicked Dolphin
When: Saturday, November 14, 11 am to 4 pm
Where: Wicked Dolphin Rum Distillery, 131 SW 3rd Pl, Cape Coral
An outdoor market near the distillery's tiki hut with local vendors and makers. It is an early start on holiday shopping that keeps your money with Cape Coral small businesses. Details at Holiday Market & Tiki Fest.
Charlotte County
Healing Field of Honor Veterans Day Ceremony
When: Wednesday, November 11, 10 am
Where: Laishley Park, Punta Gorda
A Veterans Day ceremony honoring veterans, first responders and hometown heroes, with the Punta Gorda Chamber's executive director serving as master of ceremonies. Bring the family and take a quiet moment to say thank you. Listing at Healing Field of Honor.
Live Music at Fishermen's Village
When: Friday and Saturday, November 13–14, 5 pm to 9 pm
Where: Fishermen's Village, Punta Gorda
Cost: Free
Local musicians play the center court and the beach every Friday and Saturday evening. Pair it with a waterfront dinner and a sunset over Charlotte Harbor. See Live Music at Fishermen's Village.
Artisans Market at Punta Gorda History Park
When: Sunday, November 15, 9 am to 1 pm
Where: Punta Gorda History Park, 501 Shreve Street
Cost: Free
Woodturners, fiber artists and potters share the grounds with vendors selling local honey, eggs, produce, plants and fresh-roasted coffee. Take a walk through the gardens while you are there. Details at Artisans Market.
Sarasota County
Siesta Key Crystal Classic Sand Sculpting Festival
When: Friday, November 13 through Monday, November 16
Where: Siesta Beach, 948 Beach Road, Siesta Key
Cost: Admission to the ticketed sculpture area; Vendor Village is outside it
Twenty master sculptors compete on the sand, with demonstrations, live music and an amateur contest. On Saturday the sculpture area stays open until 9 pm so you can see the work under colored lights, and winners are announced Sunday afternoon. Vendor Village runs 10 am to 6 pm daily. Details at Siesta Key Crystal Classic.
New in Town: Grand Openings
Floor & Decor, Cape Coral
When: Grand Opening Celebration runs through Friday, November 13
Where: 2800 Pine Island Road, Cape Coral
The flooring retailer's new Cape Coral store is its third in the Fort Myers area, and the grand opening celebration wraps up this week with deals, giveaways and vendor demonstrations. Read the Floor & Decor Cape Coral announcement.
Visiting for the season? Our guide to the airport closest to Naples and our list of top things to do in Naples will help you fill in the rest of the trip.
Own a Local Business?
The SWFL Guidebook helps neighbors and visitors find trusted local businesses across Collier, Lee, Charlotte and Sarasota counties. Join the SWFL Guidebook and put your business in front of people planning their week right here.
Event details were checked against each organizer's page on November 9, 2026. Plans change, so confirm before you go.
