Events Upcoming on fifth

January 2026

  • Jan 10

    10:00 am - 4:00 pm

    Fine Arts & Craft Show

    Naples Artcrafters is a vibrant association of artists and craft artisans that hosts six major fine art and craft shows from November through April.

  • Jan 17

    11:00 am - 2:00 pm

    Empty Bowls Naples

    Help to raise money and awareness in the fight against hunger. Select a handcrafted bowl made by local potters, artists, educators, and students. Enjoy soups from 50 local restaurants and clubs, a silent auction, a pottery sale, paint-a-bowl, and entertainment. $15 admission.

  • Jan 18

    7:00 am - 5:00 pm

    Barron Collier Companies Naples Half Marathon

    Hosted by the Gulf Coast Runners, the event begins in Cambier Park.

  • Jan 18

    2:00 pm - 4:00 pm

    Naples Concert Band

    Gershwin Favorites With Saxophonist: Stephen Parker
    For over 50 years, the Naples Concert Band has been a source of joy, inspiration, and connection in our community.

  • Jan 19

    11:00 am - 12:00 pm

    Martin Luther King Jr. Day Parade

    Join the celebration as the community comes together for the annual parade. Parade begins at Broad Avenue South finishes on 8th Street South at Cambier Park.

  • Jan 23

    6:00 pm - 9:00 pm

    Nash to Naples Song Writer Fest Plaza Event

    Annual Nash to Naples songwriter night where the top songwriters come in from Nashville to tell stories and play hit songs for a wonderful cause.

  • Jan 24

    6:00 pm - 9:00 pm

    Nash to Naples Songwriterfest

    Annual Nash to Naples songwriter night where the top songwriters come in from Nashville to tell stories and play hit songs for wonderful causes.

  • Jan 25

    2:00 pm - 3:45 pm

    Gulf Coast Big Band Jazz Concert

    The Gulf Big Band has been performing at the Cambier Park bandshell for more than 30 years. Money is raised for local youth jazz scholarships.

  • Jan 31

    10:00 am - 4:00 pm

    Art in the Park

    A Naples tradition since 1957, these curated one-day events attract and support local and regional artists.

  • Jan 31

    9:00 am - 3:00 pm

    Shop For Good with Naples Woman’s Club (Formerly Flea Market)

    Join the Naples Woman’s Club for our annual community sale, renamed Shop for Good (formerly the Flea Market). Generous NWC members and members of our community donate items of gently used clothing for men, women, and children, as well as housewares, electronics, toys, sporting equipment, and more. All items are sold to support the charitable activities of the Club or donated to vetted local charitable organizations. Attendance is free, and ample parking is available. Donations are welcome from October 6, 2025, to January 23, 2026, Monday through Friday, 10 AM-4 PM,

    Please contact Nancy Herbert at nherbert26@gmail.com to coordinate drop-off or pick-up arrangements.

February 2026

  • Feb 1

    2:00 pm - 4:00 pm

    Naples Dixieland Jazz Band

    The Naples Jazz Society, Inc. was founded in 1995, for the purpose of sponsoring, preserving, and promoting jazz music in southwest Florida.

  • Feb 7

    10:00 am - 4:00 pm

    Ferrari Club of Naples Annual Cars on 5th Show

    More than 400 luxury vehicles—Ferraris, Lamborghinis, Maserati’s, Porsches, Corvettes—on display on 5th Avenue South for your viewing pleasure.

  • Feb 8

    2:00 pm - 3:45 pm

    Gulf Coast Big Band Jazz Concert

    The Gulf Big Band has been performing at the Cambier Park bandshell for more than 30 years. Money is raised for local youth jazz scholarships.

  • Feb 12

    6:30 pm - 9:30 pm

    Evening on Fifth

    An array of live musical performances up and down the sidewalks of 5th Avenue South, plus dining, shopping, and more.

  • Feb 14

    10:00 am - 4:00 pm

    India Fest

    Celebrate the vibrant and diverse culture of India. From traditional dance performances and music, to delicious cuisine and colorful dresses and ornaments.

  • Feb 14

    6:30 pm - 9:30 pm

    Evening on Fifth (special)

    An array of live musical performances up and down the sidewalks of 5th Avenue South, plus dining, shopping, and more.

  • Feb 15

    2:00 pm - 4:00 pm

    Naples Band Concert

    Mello Tones With Guest Trombonist: Robert Kastner
    For over 50 years, the Naples Concert Band has been a source of joy, inspiration, and connection in our community.

  • Feb 17

    11:00 am - 12:00 pm

    St. Patrick’s Day Parade

    The largest privately funded parade in the state, drawing more than 40,000 people to downtown Naples each year to celebrate Irish heritage and culture in America.

  • Feb 20

    10:00 am - 5:00 pm

    The National Art Fair

    View the work of nearly 300 artists from all across the country as they compete in a juried show around Cambier Park along 8th Street. Plus, musical performances, food vendors, and more.

  • Feb 28

    10:00 am - 4:00 pm

    Fine Arts & Craft Show

    Naples Artcrafters is a vibrant association of artists and craft artisans that hosts six major fine art and craft shows from November through April.

March 2026

  • Mar 1

    7:00 am - 1:00 pm

    Bike Brunch

    Annual TD Bank Naples Bike Brunch and Walk is SW Florida’s biggest and best spring ride.

  • Mar 1

    2:00 pm - 4:00 pm

    Naples Dixieland Jazz Band

    The Naples Jazz Society, Inc. was founded in 1995, for the purpose of sponsoring, preserving, and promoting jazz music in southwest Florida.

  • Mar 7

    10:00 am - 4:00 pm

    Fine Arts & Craft Show

    Naples Artcrafters is a vibrant association of artists and craft artisans that hosts six major fine art and craft shows from November through April.

  • Mar 12

    6:30 pm - 9:30 pm

    Evening on Fifth 5th

    An array of live musical performances up and down the sidewalks of 5th Avenue South, plus dining, shopping, and more.

  • Mar 15

    2:00 pm - 4:00 pm

    Naples Band Concert

    Broadway Selections With Guest Vocalist: Jodi Keogan
    For over 50 years, the Naples Concert Band has been a source of joy, inspiration, and connection in our community.

  • Mar 17

    6:30 pm - 9:30 pm

    Evening on Fifth (special)

    An array of live musical performances up and down the sidewalks of 5th Avenue South, plus dining, shopping, and more.

  • Mar 21

    10:00 am - 5:00 pm

    Naples Downtown Art Fair

    Don’t miss one of the last major art festivals of the season.

  • Mar 28

    9:00 am - 12:00 pm

    Butterfly Release

    Avow’s annual Butterfly Release.

  • Mar 29

    2:00 pm - 3:45 pm

    Gulf Coast Big Band Jazz Concert

    The Gulf Big Band has been performing at the Cambier Park bandshell for more than 30 years. Money is raised for local youth jazz scholarships.

April 2026

  • Apr 4

    10:00 am - 4:00 pm

    Art in the Park

    A Naples tradition since 1957, these curated one-day events attract and support local and regional artists.

  • Apr 9

    6:30 pm - 9:30 pm

    Evening on Fifth

    An array of live musical performances up and down the sidewalks of 5th Avenue South, plus dining, shopping, and more.

  • Apr 11

    10:00 am - 4:00 pm

    Fine Arts & Craft Show

    Naples Artcrafters is a vibrant association of artists and craft artisans that hosts six major fine art and craft shows from November through April.

  • Apr 12

    7:00 pm - 9:00 pm

    Naples Concert Band (a special evening performance)

    A Rousing Evening With Guests: The Flourish of All-Star Middle School Trumpet Players from Collier and Lee Counties
    For over 50 years, the Naples Concert Band has been a source of joy, inspiration, and connection in our community.

  • Apr 19

    2:00 pm - 3:45 pm

    Gulf Coast Big Band Jazz Concert

    The Gulf Big Band has been performing at the Cambier Park bandshell for more than 30 years. Money is raised for local youth jazz scholarships.

May 2026

  • May 14

    6:30 pm - 8:30 pm

    Evening on Fifth 5th

    An array of live musical performances up and down the sidewalks of 5th Avenue South, plus dining, shopping, and more.

June 2026

  • Jun 11

    6:30 pm - 9:30 pm

    Evening on Fifth

    An array of live musical performances up and down the sidewalks of 5th Avenue South, plus dining, shopping, and more.

July 2026

  • Jul 4

    9:00 am - 10:00 am

    Fourth of July Parade

    The dazzling floats start at 5th Ave. S. at 3rd St. S. and make their way down 5th Ave. S., down 8th St. S. ending in front of City Hall.

  • Jul 4

    9:00 pm - 9:30 pm

    Fireworks at Naples Pier

    A wonderful Naples tradition—grab a spot anywhere along the beaches of Naples and enjoy this half hour of magic!

  • Jul 9

    6:30 pm - 9:30 pm

    Evening on Fifth

    An array of live musical performances up and down the sidewalks of 5th Avenue South, plus dining, shopping, and more.

August 2026

  • Aug 13

    6:30 pm - 9:30 pm

    Evening on Fifth

    An array of live musical performances up and down the sidewalks of 5th Avenue South, plus dining, shopping, and more.

September 2026

  • Sep 10

    6:30 pm - 9:30 pm

    Evening on Fifth

    An array of live musical performances up and down the sidewalks of 5th Avenue South, plus dining, shopping, and more.