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Events & Activities This Week in Southwest Florida (Jan 21–28)
Robert Desiano
January 21, 2026
🎼 Nash to Naples Songwriter Fest — Day 1
Date: Friday, January 23, 2026
Time: 5:30 PM – 10:00 PM
Location: Sugden Plaza & Cambier Park, Naples
Description: Live songwriter performances from Nashville artists performing in an open-air festival setting with food, drinks, and local vendors. Great kickoff to the weekend.
🎼 Nash to Naples Songwriter Fest — Day 2
Date: Saturday, January 24, 2026
Time: 12:00 PM – 9:30 PM
Location: Cambier Park & Sugden Plaza, Naples
Description: Full lineup of acoustic and live music sets from national acts, interactive sessions with songwriters, and local food partners throughout the park.
🌊 Naples Bay Water Shuttle
Date: Saturday & Sunday, January 24–25, 2026
Time: 10:00 AM – 4:00 PM (runs periodically)
Location: Water dock near Tin City Waterfront Shops
Description: A scenic water shuttle ride along Naples Bay — perfect for a relaxed coastal view and access to waterfront restaurants.
🧘 Beach Yoga with Naples Yoga Co.
Date: Sunday, January 25, 2026
Time: 8:30 AM – 9:30 AM
Location: Vanderbilt Beach (East of Gulfshore Boulevard)
Description: All-levels yoga on the sand with sunrise views. Bring a mat and water — free or donation-based.
🍷 Ciao Down Naples Culinary Tour
Date: Saturday, January 24, 2026
Time: 4:00 PM – 7:00 PM
Location: Starts at 5th Avenue South, Naples
Description: A guided tasting tour of Naples’ top restaurants with small-plate pairings — perfect for food lovers.
💆♀️ Reset, Renew & Recharge Wellness Experience
Date: Saturday, January 24, 2026
Time: 2:00 PM – 5:00 PM
Location: The Perry Hotel, Naples
Description: Wellness-focused afternoon featuring mini-sessions, relaxation zones, and guided mindfulness — ideal self-care break.
🎭 The Naples Players — “Beau Jest”
Date: Multiple dates (including Jan 22, 23, 24, 25, 26)
Time: 7:30 PM evening shows (Sunday matinee often 2:00 PM)
Location: The Naples Players Sugden Community Theatre
Description: A beloved romantic comedy play by James J. former featured production — check local schedule for specific showtimes.
🎨 Art in the Park — Fleischmann Park
Date: Sunday, January 25, 2026
Time: 10:00 AM – 4:00 PM
Location: Fleischmann Park, Naples
Description: Art festival showcasing local artists, handmade crafts, jewelry, and fine art. Perfect Sunday outing.
