Looking for Something to Do This Week in Southwest Florida?

Whether you’re planning a laid-back beach weekend or looking to fill your calendar with live music, art shows, and local events, Southwest Florida has no shortage of things happening right now. From Naples and Bonita Springs to Estero and Marco Island, here’s a curated list of things to do in Southwest Florida this week, including event names, locations, times, and quick descriptions to help you plan.

🗓 Friday, Jan. 9 – Sunday, Jan. 11

Venezia Renaissance Faire📍 368 Bonita Beach Rd SE, Bonita Springs🕙 10 a.m. – 5 p.m. (Sat & Sun)

🎭 Renaissance-era fair with themed entertainment, marketplace, food vendors and family fun. Part of a multi-day festival celebrating history and the arts.

🗓 Sunday, Jan. 11

Gulf to Glades Art Show at Rookery Bay📍 Rookery Bay Learning Center, 300 Tower Rd, Naples🕘 9 a.m. – 4 p.m.

🎨 Art exhibit highlighting wildlife-inspired pieces; perfect for art lovers and nature enthusiasts.

🗓 Every Day This Week

Gulf to Glades Art Show (Multi-Day Series)📍 Rookery Bay Learning Center, Naples🕘 9 a.m. – 4 p.m. (through Jan. 19+)

🖼️ Continues with daily art displays featuring local and regional works inspired by Florida’s ecosystems.

🌿 Recurring / Ongoing (This Week)

Beach Yoga Classes📍 Vanderbilt Beach (between beach entrance & Turtle Club), Naples🕘 9 a.m. Sundays

🧘‍♂️ Enjoy a sunrise stretch and meditation by the Gulf — great for fitness and relaxation.

🎶 Live Music & Entertainment (Various Nights)

Live @ The Cove📍 The Cove Outdoor Bar at PCSC, Naples🕕 6 p.m. – 9 p.m.

🎸 Outdoor live music with food and drinks — perfect casual evening out.

Live Music Saturdays at Compass Margaritaville📍 Compass Hotel by Margaritaville, Naples🕔 5 p.m. – 8 p.m.

🎶 Sunset tunes and dinner vibes right in North Naples.

🍷 Weekly Social / Nightlife

Trivia Night at Duffy’s of Estero📍 Duffy’s Sports Grill, Estero🕡 6:30 p.m. (check local listing)

🤓 Test your knowledge on a fun trivia night with friends — prizes often awarded.

🚢 Ongoing Activities

Pure Florida Fireworks Cruise📍 1200 5th Ave S, Naples🕟 4:30 p.m. – 5 p.m. (select days)

✨ Short fireworks cruise around Naples Bay — great for families or date night.

Naples Bay Water Shuttle📍 880 12th Ave S, Naples🕛 12 p.m. – 8 p.m. (weekend)

🚤 Scenic water shuttle ride offering Bay views, access to restaurants, shops, and piers.

🌅 Bonus Experiences (All Week)

Farmers Markets & Live Music Nights📍 Various locations throughout Lee & Collier counties🕐 Times vary

🍅 Local produce, artisan vendors, and evening music nights — check specific market listings for details.

Nature Hikes & Kayaking Tours📍 Lovers Key State Park & Estero Bay Preserves⏰ Multiple departure times

🌾 Guided nature hikes and kayak tours through pristine waterways and mangroves.

🎶 Free Concert Series at Lely Presbyterian Church

📍 Location:Lely Presbyterian Church

110 St. Andrews Blvd., East Naples

🕑 Time:
2:00 p.m. (select Saturdays throughout early 2026)

  • Saturday, February 7, 2026 – The Earworms

  • Saturday, March 7, 2026 – Carl Granieri & Isaac Mingus

  • Saturday, April 11, 2026 – Mark Sanders

🎼 Description:
Lely Presbyterian Church is welcoming the community to a free 2026 concert series featuring acclaimed local and regional musicians. The lineup includes classical crossover, vocal harmonies, Broadway favorites, and instrumental performances — all hosted in a welcoming East Naples setting. The concerts are open to the public and designed to be family-friendly, making them an easy and enjoyable afternoon outing for music lovers of all ages.

ℹ️ More Info:
239-774-6151 | [email protected]

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