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Things to Do in Naples & Southwest Florida: September 22–29, 2025
Robert Desiano
September 24, 2025
🎯 SWFL Spotlight: What’s On Sept. 22-29, 2025 (Naples, Bonita, Marco & Beyond)
As September deepens into Florida’s shoulder season, Southwest Florida warms up with art, music, nature, and local flavor. Here’s your go-to guide for the week of Sept. 22–29:
🗓️ Top Things to Do in Naples & SWFL (Sept. 22–29)
Date(s) | Event / Activity | Location | Why It’s Worth It |
|---|---|---|---|
Sept. 24 (Wed) | Beach Yoga | Vanderbilt Beach (North Naples) | Start your week with sunrise wellness. |
Sept. 24 onward | “Naples Invitational” Art Exhibit | Naples | A biennial showcase featuring artists tied to Naples. |
Sept. 24 onward | “Glazed and Amazed” Clay Guild Exhibition | Marco Island Center for the Arts | Local ceramics on display. |
Sept. 24 onward | “Stories in Glass & Ceramics” from the Sibrack Collection | The Baker Museum, Naples | A fine-arts exhibition you can wander into anytime midweek. |
Fri, Sept. 26 | Rooftop Music Series | The Perry Hotel, Naples | Live music with views. |
Fri, Sept. 26 | US2 – The Elite Tribute to U2 | Founders Square, Naples | For rock fans: U2 tribute outdoors. |
Sat, Sept. 27 | Wine Around the Water | Gulf Shore Blvd / waterfront Naples | Taste local wines with scenic views. |
Sat, Sept. 27 | Matt Stone as Elvis | Giuseppe & the Lion, Naples | A one-man Elvis tribute—fun for a musical night out. |
Sat, Sept. 27 | 12th Annual Docs & Duffers Golf Tournament & Raffle | Bonita Bay Club East | A charitable & social day on the greens. |
Ongoing / Flexible | Key Marco Cat exhibit | Marco Island Historical Museum | The famed Key Marco Cat returns to its home. |
Ongoing / Flexible | Corkscrew Swamp Sanctuary | Naples area | Walk its boardwalks and absorb one of Florida’s best preserved swamp ecosystems. |
🌿 Bonus: Nature & Outdoor Musts Worth Weaving In
Corkscrew Swamp Sanctuary — Trails and boardwalk through old-growth cypress habitat.
Guided Island EcoTours / Kayak / SUP in Bonita + Naples — Get out on the water, spot manatees, dolphins, and mangroves.
Shopping & strolling at Waterside Shops — Open-air mall in Pelican Bay with dining, fountains, and boutique window shopping.
Conservancy of Southwest Florida — Nature center, wildlife rehab, and trails are local favorites.
Explore Rookery Bay and local preserves — Hidden gems for a quiet escape.