Weekend Things to Do in Naples

Friday, October 31st

 

Sip, Shop and Stroll, Promenade at Bonita Bay (August-October) Fri

Tom Burgess at Rush Inn Bar & Grille, Miromar Outlets, Naples 4-7p Fri

First Wave on Friday Night Concert Series at between Michael Kors 

and Polo Ralph Lauren 6-8p Fri

THE COLLABORATION BAND at  Dogtooth Sports Bar, Naples 7p Fri

Grand Slam Performing Live at The Center Bar at the Promenade at Bonita Bay 7-10p Fri

Live Music Friday at the Beer Bar, Naples 4-7p Fri

Hallorythm at Seed to Table, Naples 8p-2a Fri

Three Hour Tour Live at Jacks Seafood Bar & Grill 9p Fri

Happy Hour at Whiskey Park Naples 3-7p Fri-Sun

Halloween at Whiskey Park Naples (All Day) Fri

Alter Eagles Tribute Band! at The Stage Bonita Springs Fri

MARTINI FRIDAY at Blue Martini, Naples 4-10p Fri

JD at Blue Martini, Naples 4-7p Fri

Danny Sinoff Trio at The London Club Naples 6:30p Fri

Omgitswicks & Friends at Off the Hook Comedy Cafe  Fri-Sun

Kerri Louise at Snappers Comedy Cafe, Fort Myers Fri-Sat

Joel Fry at Cavo, 9108 Strada PL Naples FL 7-10p Fri

Friday Night w/ DJ Mr. A.K.A & DJ Messina at Cavo, 9108 Strada PL Naples FL Fri

The Earworms at Stan’s, Goodland FL 1-4p Fri

Rock Republic at Stan’s, Goodland FL 6-9p Fri

JP Soars + The Red Hots at Little Bar Restaurant, Goodland, FL 7p Fri

Brad Allison at The Boardroom Tavern, Marco Island 6-9p Fri

Joe Yeoman Band at Rusty's Raw Bar & Grill, Fort Myers 7-10p Fri

$1,000 Costume Contest at Rusty's Raw Bar & Grill, Cape Coral 11p Fri

The Hip Squad at Rusty's Raw Bar & Grill, Estero 6-9p Fri

SCOTTY BRYAN at Nauti Parrot Tiki Hut, North Fort Myers 1-5p Fri

THUNDER BEACH at Nauti Parrot Tiki Hut, North Fort Myers 7-10p Fri

GIRLS OF MOTOWN at Nauti Parrot Oasis, Fort Myers 7-10p Fri

The Todd Carey Band at Sugarshack Downtown, Bonita Springs FL 7p Fri

Ben Allen Band at Giuseppe and the Lion 7p Fri

 

Join us for Mall-O-Ween at Miromar Outlets on Friday, October 31, 2025, from 5 to 7 p.m. in Estero, FL! Enjoy a safe and fun evening of mall-wide trick-or-treating at participating stores. The event features a Children's Costume Contest at WINK Playland (ages 0–5 at 6:00 p.m.; ages 6–12 at 6:15 p.m.), a Pet Costume Contest at Healthy Pooch (6:00 p.m.), and live music by DJ Aston Villa. Bring the family, kids, and pets for a frightfully fun night of costumes and treats!

 

Book Sale – The Bonita Springs Library hosts the “Friends of the Library book sale” at 9 a.m. to 4 p.m.. Shop thousands of books, puzzles, games, CDs and DVDs at unbeatable prices. 10560 Reynolds St., Bonita Springs. 239-533-4860 or FriendsofBonitaLibrary.org.

 

Halloween EventPromenade at Bonita Bay hosts the Promenade Pet Parade and Costume Contest at 4 p.m. to 6 p.m., Friday. Dress up with your furry friends for a fun costume contest, trick-or-treating and live music with donations benefiting the Gulf Coast Humane Society. 26811 South Bay Dr., Bonita Springs. 239-333-3578 or PromenadeShops.com

 

Halloween Night Evening on Fifth – Fifth Avenue transforms for a special Halloween inspired night at 6:30 p.m. to 9:30 p.m. Enjoy a spooky array of live music, plus dining, shopping and more. 239-692-8436 or FifthAvenueSouth.com.

 

Halloween Party – The Mini Bar hosts a wicked night of music, costumes and cocktails at 7 p.m. to midnight. The late-night party continues at The Alley and District. 1200 Central Ave., Naples. 239-933-5133 or Naples2Night.com.

 

Trick-or-Trolley – The Naples Junior Woman’s Club brings the “Trick-or-Trolley” at Bone Hook restaurant and Brewery at 7:30 p.m. Ride for some tricks, treats and Halloween fun that supports scholarships for local students. Tickets are $55.20. 1514 Immokalee Rd., Naples. Eventbrite.com.

 

Boo’s and Brews Halloween Party – Riptide Brewery hosts a Halloween bash at 8 p.m. Enjoy local brews, costume contests, dancing and great food. Tickets are $13.32. 28120 Hunters Ridge Blvd., Bonita Springs. Eventbrite.com.

 

Costume Party – Giuseppe and the Lion hosts “Naples Biggest Halloween Costume Party” at 9:30 p.m. Tickets are $7.61-$53.00. 1585 Pine Ridge Rd., Naples. Eventbrite.com.

 

Downtown Bonita Springs’ Sugarshack Downtown turns into a Halloween haunt with trick-or-treating from 5 to 8 p.m., a live set by the Todd Carey Band from 7 to 10 p.m. and an after-party featuring illusionist Wayne Hoffman and DJ Mason until midnight. Expect a mix of music, magic and mischief—an all-ages evening that carries into an adults-only finale.

 

Set sail for Vichino’s Wine Tasting Sunset Cruise: Halloween Pirate Party from 5:30 to 7:30 p.m. departing from Bonita Bay Marina. This two-hour voyage pairs fine wines with Vichino’s handcrafted bites as Advanced Sommelier Jen leads a guided tasting. Dress in your best costume for a chance to win a prize while cruising through Estero Bay at sunset. Ages 21 and up.

 

Join the Halloween Party at The Snook Inn on Marco Island from 6 to 10 p.m. Enjoy live music and dancing with The Rockefellers, plus costume contests, prizes and plenty of spooky fun along the waterfront.

 

Downtown Naples’ most spirited soirée returns as The Vine Room transforms into a haunted circus for its fourth annual Halloween party, beginning at 8:30 p.m. Expect eerie theatrics, curated Halloween beats and a complimentary welcome cocktail to set the tone. Costumes aren’t required.

 

Saturday, November 1st

 

Regarding the Farmers Markets, please confirm on your own that these are taking place.

Farmers Market & Craft Show in Corkscrew Rd. Entrance, Miromar Outlets 9a-1p Sat

Third Street South Farmers Market - Naples, Florida       7:30 am Sat

Vanderbilt Farmers Market, Galleria Shoppes· Naples, Florida 8:30am Sat

Cape Coral Farmers Market Cape Coral, Florida 9am Sat

East Fork Creek Farm Market - · East Fork Creek · Fort Myers 9am Sat

Rocks Model Home Tour 2025 in Ave Maria Town Center! Ave Maria 10am Sat

Music in the Garden, Naples Botanical Garden 2-4p Sat

Golden Gate Farmers Market near Golden Gate Ace Hardware 9a-2p Sat

KICK START BAND at Dogtooth Sports Bar, Naples 7p Sat

Relentless Fire at The Center Bar, Promenade, Bonita Bay 7-10p Sat

Live Music Saturday at the Beer Bar, Naples 4-7p Sat

Saturday Night Dance Party at Seed to Table, Naples 8p-2a Sat

Saturday Live Music at Paradise Coast Sports Complex 5-8p Sat

College Football at Whiskey Park, Naples Sat

Notre Dame Watch Party at Whiskey Park, Naples (All Day) Sat

The Fabulous Big Girl of Motown and Exciting Ladies of Disco! Tributes to Donna Summer! Gloria Gaynor! The Pointer Sisters! Chaka Khan! Sister Sledge! and Evelyn Champagne King! at The Stage Bonita Springs Sat

SATURDAY NIGHT OUT at Blue Martini, Naples 4-10p Sat

Danny Sinoff Trio at The London Club Naples 5-8p Sat

Tessie Hornus at The London Club Naples 8-11p Sat

Omgitswicks & Friends at Off the Hook Comedy Cafe  Fri-Sun

Kerri Louise at Snappers Comedy Cafe, Fort Myers Fri-Sat

Halloween Bash w/ DJ Bigg John & DJ Miami Nights at 

Cavo, 9108 Strada PL Naples FL 9p Sat

Micro Wrestling Federation at The Ranch Concert Hall Fort Myers 8p Sat

DJ Bobby at Johnny and Lisa Dance, Naples 7-10p Sat

Karin James at Stan’s, Goodland FL 1-4p Sat

The Incorrigibles at Little Bar Restaurant, Goodland, FL 7p Sat

LIFE OF THE PARTY at Rusty's Raw Bar & Grill, Fort Myers 7-10p Sat

SMOKIN' ACES at Rusty's Raw Bar & Grill, Cape Coral 7-10p Sat

A'FINNITY at Rusty's Raw Bar & Grill, Estero 6-9p Sat

The Big Cypress Band at Giuseppe and the Lion 7p Sat

Jefferson McDonald at Arts Bonita 7:30p Sat

 

Swamp Wander – Join Clyde and Niki Butcher for “Swamp Wander” at Big Cypress National Preserve at 9 a.m. to 3 p.m. 52388 Tamiami Trail E., Ochopee. 239-695-2428 or ClydeButcher.com

 

Trunk or Treat – Naples Motorsports hosts a Trunk-or-Treat at 9 a.m. Enjoy spooky cars and coffee and donate to the canned food drive benefitting the Salvation Army. 1250 Airport Pulling Rd. S., Naples. Eventbrite.com.

 

Ave Maria Farmers Market – Ave Maria Town Center hosts the opening day of the Annual Ave Maria Farmers Market at 9 a.m. to 2 p.m.. Discover fresh produce, handmade goods and local treats. 5072 Annunciation Circle, Ave Maria. 239-352-3902 or AveMaria.com.

 

Fall Festival – Empowerment Farms hosts a Fall Festival from 10 a.m. to 2 p.m.. Enjoy hayrides, pony rides, games, crafts, live music and more. Tickets are $15 to $20. 600 Garland Rd., Naples. 239-330-2777 or EmpowermentFarm.org.

 

Open Studios & Galleries – Meet artists at the Naples Art District at 1 p.m. to 5 p.m.. Explore local art at studios and galleries, watch live creation, meet artists and shop or commission original works. Naples Art District J&C Blvd, Shirley St., Naples. 239-247-1977 or NaplesArtDistrict.com.

 

Musical Performance – The Gulf Coast Symphony presents “Epic Journeys & Adventures” at 6 p.m. and 8 p.m. Experience Hollywood’s greatest adventures as the symphony performs iconic film scores live. Tickets are $62. 13411 Shrine Lane, Fort Myers. 239-277-1700 or GulfCoastSymphony.org.

 

Musical Performance – Join Artis-Naples as Gabriella Montero performs Rachmaninoff’s piano concerto at Hayes Hall at 7:30 p.m. The show marks the opening of the 2025-26 Naples Philharmonic Masterworks Series. Tickets are $15.00 – $82.00. 5833 Pelican Bay Blvd., Naples. 239-597-1900 or Artisnaples.org.

 

Enjoy the Florida Panther Festival from 9 a.m. to 1 p.m. at Naples Zoo at Caribbean Gardens. This family-friendly event celebrates Florida’s native wildlife with outdoor exhibits, conservation talks and a chance to see a living Florida panther, all with free admission for Collier County residents


Head to Naples Botanical Garden’s Día de los Muertos Celebration, where families honor deceased loved ones at an alfresco celebration. Colorful ofrendas (altars) and towering sugar skull sculptures decorate the gardens, filled with musicians, dancers and a flower crown-making station. When Saturday’s event wraps at 4 p.m., the celebration continues at Artis—Naples, with a traditional Mexican dance performance, live music and a panel discussion with Naples artist Nicario Jiménez Quispe, Danza Azteca Guadalupana member Samantha Navarro, and Nely Rodríguez from the Coalition of Immokalee Workers

 

Sunday, November 2nd

 

Sanibel Island Farmers Market in Sanibel City Hall 9a-1p Sun

Pine Ridge Road Farmers Market 9a-1p Sun

Cape Coral’s Surfside Farmers Market 9a-1p Sun

Take Your Dog to the Garden, Naples Botanical Garden       9-11a Sun/Tues

NFL SUNDAY TICKET at Dogtooth Sports Bar, Naples 12:30p Sun

Arts and Crafts Fair at The Center Bar, Promenade, Bonita Bay 10a-3p Sun

NY Rhythm at The Center Bar, Promenade, Bonita Bay 5-8p Sun

Country Jam at Hops and Vines at Seed to Table, Naples 1-9p Sun

NFL FOOTBALL at Jack’s Seafood Bar & Grill 1-10p Sun

NFL Sunday Ticket at Whiskey Park, Naples Sun

BOGO Drinks! 9 PM-Close at Whiskey Park, Naples Sun

SIN SUNDAYS at Blue Martini, Naples 4-8p Sun

John M at Blue Martini, Naples 4-7p Sun

Omgitswicks & Friends at Off the Hook Comedy Cafe  Fri-Sun

Drag Queen Sunday at Snappers Comedy Cafe, Fort Myers Sun

ICONIC at Stan’s, Goodland FL 1-6:30p Sun

Charlie Pace at Little Bar Restaurant, Goodland, FL 1p Sun

Tony Solf. at Little Bar Restaurant, Goodland, FL 5p Sun

PHENOMENAL ANIMAL at Rusty's Raw Bar & Grill, Cape Coral 4:30p Sun

 

Arts and Crafts Fair –Discover unique arts & crafts at The Promenade at Bonita Bay at 10 a.m. to 3 p.m. Shop local artists, enjoy boutiques and dine at tasty eateries. 26811 South Bay Dr., Bonita Springs. 239-949-1573 or PromenadeShops.com.

 

Car Show – The Miromar Outlets hosts the Cool Cruisers of Southwest Florida at 11 a.m. A perfect outing for families, collectors and car enthusiasts. 10801 Corkscrew Rd., Estero. 239-948-3766 or MiromarOutlets.com.

 

Live Concert – The Bonita Springs Concert Band performs their November Concert at Riverside Park at 6 p.m. with several performances. 10450 Reynolds St., Bonita Springs. BonitaSpringsConcertBand.org.

 

An Evening with David Sedaris – At Artis-Naples’ Hayes Hall bestselling author David Sedaris at 7 p.m. A night of witty stories, candid insights, book signings and more. Tickets are $65 to $80. 5833 Pelican Bay Blvd., Naples. 239-597-1900 or artisnaples.org.

 

Musical Illusionist – Famed illusionist Chris Funk performs at Artis-Naples at the Daniels Pavilion at 5 p.m. and 7:30 p.m. Enjoy an electrifying mix of music, mind-blowing illusions and interactive magic for all ages. Tickets are $66.00. 5833 Pelican Bay Blvd., Naples. 239-597-1900 or ArtisNaples.org.

 

Experience the power and precision of In The Light of Led Zeppelin at Arts Bonita’s Hinman Auditorium at 7:30 p.m. Led by guitarist Antonio Bolet, this Grammy-nominated ensemble reimagines Zeppelin’s greatest hits with orchestral flair and technical mastery, offering fans a full-bodied musical experience.


Join The Naples Players’ Bryce and Katie Alexander for a Bakers by the Sea book signing at 11 a.m. at Barnes & Noble Naples. The heartwarming children’s book celebrates generosity and community, inspired by local philanthropists Patty and Jay Baker. A portion of the day’s sales will benefit The Naples Players.

Check out this article next

Special Exhibit and Fun Events

Special Exhibit and Fun Events

 Celebrate Halloween all month long at Halloween Happenings at Mercato — October 1–31, 2025, at participating locations. Enjoy spooktacular events, festive activities, and frightfully fun…

Read Article