Southwest Florida has a full calendar for October 23-25, 2026, with waterfront food, independent film, family Halloween fun and a quieter museum option. Use this Naples and Marco Island weekend guide to choose an outing, then confirm last-minute details with the organizer before leaving home.
Illustrative image created for The Fahey Team; it does not depict a featured event or venue.
Naples Stone Crab Festival at Tin City
When: Friday, October 23 through Sunday, October 25, 2026
Where: Tin City Waterfront Shops, 1200 Fifth Avenue South, Naples
The 16th annual festival celebrates the start of stone crab season with seafood, live music and waterfront activity. Published event schedules list Friday from 5:00 to 9:00 p.m., Saturday from 10:00 a.m. to 9:30 p.m. and Sunday from 10:00 a.m. to 5:30 p.m. The City of Naples lists the Sunday festival program as an outdoor event with music, vendors and food and beverage stands.
Check the official Stone Crab Festival page and the City of Naples event listing for any day-of updates.
Naples International Film Festival
When: Thursday, October 22 through Sunday, October 25, 2026
Where: Multiple Naples screening and event locations
The 18th annual Naples International Film Festival continues through Sunday with narrative features, documentaries, short films, panel discussions and special evening programs. Friday, Saturday and Sunday each offer multiple screening times, while the closing-night awards program is scheduled for Sunday at 5:30 p.m.
Film times, venue information and ticket or voucher requirements vary. Use the official Artis-Naples festival schedule to select a program and confirm availability.
Marco Island Halloween Spooktacular
When: Saturday, October 24, 2026, from 4:00 to 6:00 p.m.
Where: Mackle Park, 1361 Andalusia Terrace, Marco Island
The City of Marco Island lists its Halloween Spooktacular for Saturday afternoon at Mackle Park. It is a seasonal option for households looking for a community-centered activity on the island.
Review the City of Marco Island events calendar before attending for the latest organizer information.
A Quieter Saturday at the Marco Island Historical Museum
When: Saturday, October 24, 2026, from 9:00 a.m. to 4:00 p.m.
Where: 180 South Heathwood Drive, Marco Island
For a slower-paced outing, the Marco Island Historical Museum is open Saturday. Its permanent and traveling exhibits explore the island's early fishing, farming and development history. A temporary underwater-world art exhibition featuring vivid oil paintings by Inez Hudson is also scheduled through November 1, 2026.
Confirm current access and holiday exceptions on the official Collier County Museums page.
Simple Weekend Planning Tips
- Recheck schedules, tickets and weather before traveling; outdoor events may change.
- Allow extra time for parking around Tin City and other popular venues.
- For the film festival, choose a screening first and verify its exact venue before planning dinner or transportation.
- Bring sun protection and water for daytime outdoor activities.
Make the Southwest Florida Lifestyle Part of Your Home Search
Local festivals, arts programs, waterfront districts and community parks are part of what makes location important. Explore Naples homes for sale and communities or browse Marco Island real estate to compare homes with the places and activities you enjoy.
If dining is part of your weekend plan, see our Naples and Marco Island pizza guide.
Frequently Asked Questions
When is the Naples Stone Crab Festival in 2026?
The festival runs Friday, October 23 through Sunday, October 25, 2026, at Tin City in downtown Naples.
Does the Naples International Film Festival continue through Sunday?
Yes. The official 2026 schedule runs October 22-25, with films and festival programs continuing through Sunday evening.
What is happening on Marco Island Saturday afternoon?
The City of Marco Island lists Halloween Spooktacular at Mackle Park from 4:00 to 6:00 p.m. on Saturday, October 24.
Connect with The Fahey Team
Considering a move in Naples or Marco Island? Contact The Fahey Team or call 239-595-9093.
Event information verified October 23, 2026 using the organizer and government pages linked above. Dates, times, admission and availability can change.