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The Ultimate Guide to Upcoming Events in Southwest Florida | November 2025

Southwest Florida Events & Festivals Guide

Looking for events in Southwest Florida this November?
Here are the top family-friendly, outdoor, arts, and holiday events happening across Naples, Fort Myers, Sanibel, Estero, Cape Coral & Punta Gorda.

Events and Festivals

The Fair at Fenway South | Fort Myers | October 31- November 16
An annual fair featuring rides, live entertainment, and fair food favorites. It begins in late October and continues into November.

Florida Panther Festival | Naples | November 1
A festival at the Naples Zoo celebrating the Florida panther population in South Florida, featuring educational and engaging activities.

American Sand Sculpting Championship | Fort Myers Beach | November 20-24
The 35th annual event featuring intricate sand sculptures, vendors, and live music

Annual Rookery Bay Classic Car Show  | Naples | November 15
More than 100 antique, classic, muscle, exotic and high performance cars, this year’s event includes 20+ vendors, entertainment, and family/dog-friendly activities for all ages.

Arts & Culture

SWFL Holiday Arts & Crafts Festival | Estero | November 15
A holiday-themed market at Coconut Point featuring local artists and their handcrafted items.

Holiday Bonanza Arts and Crafts Fair | Sanibel Island | November 15 - 16
A free-admission, offering artisan gifts and decorations to support local craft makers.

Big Cypress Gallery S.W.A.M.P. Wander | Ochopee | November 1
An event at the gallery of photographers Clyde and Niki Butcher, exploring the surrounding grounds of Big Cypress National Preserve

Races

Jog N Jam – 5K & 10K + Kids Race | Sanibel Island | November 1
A fundraising race event benefiting the social service agency FISH OF SANCAP

MIDPOINT MADNESS Veterans Day - 5K | Fort Myers | November 11
This exciting 5K takes participants on a scenic route that begins and ends at the Fort Myers side of the iconic Midpoint Bridge, with an exhilarating out-and-back course that finishes near Royal Palm Square.

The Fast & The Furriest - 5K & Pizza Run | Fort Myers | November15
Fun and furry-friendly 5K event supporting the incredible work of the Gulf Coast Humane Society! This year’s race will be held at Bell Tower Shops in Fort Myers and will feature two exciting race options, plus plenty of wagging tails and good vibes.

Turkey Tag - 5K & 1M | Cape Coral | November 22
This isn’t your average 5K. One lucky participant will dress up as the Turkey and get a 5-minute head start. Then the chase is on! Runners of all ages—kids, citizens, and even fellow officers—will take off in pursuit. Tag the Turkey before the finish line and claim a fun prize or voucher!

FGCU Gobbler 5K, 1M & Tot Trot | FGCU | November 27
FGCU Gobbler 5k is a fun community event that supports the FGCU Cross Country Program. The 5k course is one big loop around the beautiful campus, while the 1-mile and Tot Trot events will take place in front of FGCU Alico Arena.

Stuff a Bagel 5K Gobble Wobble | Cape Coral | November 27
Sign up and join us for the 5th Annual Cape Coral Gobble Wobble Cape's only Thanksgiving Day 5K run in beautiful downtown Cape Coral.

Thanksgiving Day 5K | Estero | November 27
Get ready for a Thanksgiving morning filled with fun and fitness at the Thanksgiving Day 5k Run and Walk at Hertz Arena in Estero! Whether you're a Southwest Florida resident or vacationer, this central location is the perfect spot to meet up with all your friends and family for a morning of exercise and celebration.

Turkey Trot | Fort Myers | November 27
This exciting event invites runners and walkers of all ages to join the fun on a brand-new 5K course that starts on McGregor Blvd and finishes at the historic Edison and Ford Winter Estates.

Southwest Florida Events & Festivals Guide

Looking for events in Southwest Florida this November?
Here are the top family-friendly, outdoor, arts, and holiday events happening across Naples, Fort Myers, Sanibel, Estero, Cape Coral & Punta Gorda.

What Thanksgiving Day runs are happening in SWFL?

Thanksgiving 5Ks in:

  • Estero

  • Fort Myers

  • Cape Coral

  • FGCU

  • Punta Gorda


Where can I find art & holiday craft fairs near Naples and Fort Myers?

Try:

  • Coconut Point Holiday Art Festival (Estero)

  • Bonanza Craft Fair (Sanibel)


What outdoor nature events are happening in SWFL?

Check out:

  • Big Cypress Gallery S.W.A.M.P. Wander (Ochopee)

  • Florida Panther Festival (Naples) 
     

Related searches people ask:

  • "What to do in Naples Florida in November?”

  • “Fort Myers events this month”

  • “Best family activities in Southwest Florida”

  • “Thanksgiving 5K Naples Fort Myers Cape Coral”

  • “Holiday craft fairs near me SWFL”

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