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  • Naples News Now Picks: Your Go-to Naples Events, Eats & Escapes Aug 28–Sept 3

Naples News Now Picks: Your Go-to Naples Events, Eats & Escapes Aug 28–Sept 3

Alright, Naples locals and SWFL wanderers—clear your calendars and pack your FOMO away. From Thursday, August 28 through Wednesday, September 3, the Paradise Coast serves up a spread of good‑vibes-only happenings: art, comedy, nature, foodie flashpoints—you name it. Whether you’re a jazz-head, nature nerd, or date-night savant, we’ve got your brown-bag brunch to Labor Day lined up.

Thursday, August 28

  • Habitat Chat at Wonder Gardens – Hook up with animal staff at Wonder Gardens for their interactive Habitat Chat. Free with admission, fun for animal lovers of all ages.

  • Art After Hours at The Baker Museum – Gallery hop with a free admission night and live music from 6–9 pm. Date set, culture locked

Friday, August 29 to Sunday, August 31

  • Labor Day Sidewalk Sale & Weekend Rooftop Music – Pop into Labor Day savings (Aug 29–31) along Gulf Shore Blvd—then elevate your weekend with rooftop beats and live tunes.

  • Jimmy Buffett Day of Service – Friday, the Compass Hotel by Margaritaville hosts a day of tropical goodwill—volunteer by day, feel-good by Saturday, August 30

  • Third Street South Farmers Market – Early risers, this is your jam. Fresh produce, artisan goods, pets on leash—every Saturday through October.

  • Historic Palm Cottage BOGO – In honor of Labor Day, buy one ticket, get one free at this historic gem.

Monday, September 1 (Labor Day)

  • Sizzle Dining SWFL Restaurant Week kicks off – Treat yourself. Over 70 restaurants across SWFL offer prix-fixe meals. Starts this week and runs through all of September.Tuesday, September 2 onward

  • Comedy Nights – Catch Jonnie W. live at Vanderbilt Beach area on Tuesday night.

Ongoing Nearby Must-Sees

  • Audubon’s Corkscrew Swamp Sanctuary – A 2.25-mile boardwalk through North America’s largest old-growth bald cypress forest. Expect bird calls, peace, and maybe an owl or two. Serenity now.

  • Naples Botanical Garden – Seven ecosystems, 1,000+ species, creative family programs like “W.O.N.D.E.R.” and Birding Walks you can tap into.

  • The Revs Institute – Car buffs, history fans—this museum’s rare automobile collection and massive restoration shop are a slam-dunk.

  • Gordon River Greenway – Nearly 2 miles of commuter trails, boardwalks, riverside scenery—from Freedom Park down to Baker Park. Perfect for scenic sweats.

  • Artis–Naples & Baker Museum – If midweek art therapy is your jam, pop in anytime for rotating exhibitions and world-class modern

Bonus Hamilton-Approved Eatsphere

Not exactly an event—but totally worth the mention:

  • Bicyclette Cookshop – Creative New American fare from a Chopped champ right on Vanderbuilt Beach. Think zucchini blossoms, schnitzel, and seasonal plates that earned it a spot in USA Today’s “Restaurants of the Year” for 2025.

Organized Event Overview Table

Date(s)

Event

Highlight

Aug 28 (Thu)

Habitat Chat @ Wonder Gardens

Animal insights + fun for free

Art After Hours @ Baker Museum

Free gallery time with tunes (6–9 pm)

Aug 29–31

Labor Day Sidewalk Sale

Retail therapy with digs down Gulf Shore

Rooftop Music & Live Beats

Cool weekend vibes under the stars

Aug 29 (Fri)

Jimmy Buffett Day of Service

Feel-good volunteer energy, Margaritaville

Aug 30 (Sat)

Third Street South Farmers Market

Fresh eats, local finds, community feels

Historic Palm Cottage BOGO

Culture plus value—can’t lose

Sep 1 (Mon)

Sizzle Dining SWFL Restaurant Week

3-course meals across SWFL

Sep 2 (Tue)

Jonnie W. Comedy Night

Late-week laugh therapy

All Week

Outdoor & Cultural Staples

Nature, art, cars, trails, and culinary gold