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Events Calendar

Downtown Naples is alive with unique and exciting events throughout the year…

…live musical entertainment, theatrical performances, culinary and art festivals, car shows, book fairs, monthly street parties, parades and spectacular seasonal celebrations such as Mardi Gras, St. Patrick’s Day, Christmas Walk and more.

  • Thursday, January 30, 2014 - Thursday, November 20, 2014

    Decanted & the Naples Princess present: 2014 Sunset Wine Tastings

    aboard the Naples Princess
    Hors d’oeuvres, wine, and two hour cruise.
    $60 per person

    January 30 – 5:00 – 7:00 pm
    February 27 – 5:15 – 7:15 pm
    March 27 – 6:30 – 8:30 pm
    May 29 – 7:00 – 9:00 pm
    June 26 – 7:00 – 9:00 pm
    July 31 – 7:00 – 9:00 pm
    August 28 – 6:30 – 8:30 pm
    September 25 – 6:00 – 8:00 pm
    October 30 – 5:30 – 7:30 pm
    November 20 – 4:45 – 6:45 pm

    Boarding begins a half hour before departure.
    Call Naples Princess for reservations
    239-649-2275

  • Tuesday, August 5, 2014 - Tuesday, October 21, 2014

    Naples Princess Concert Series

    The Best of the 50s, 60s, & 70s-
    Tuesday, August 5 – 7:00 – 9:00 pm
    Tuesday, September 9 – 6:15 – 8:15 pm
    Tuesday, October 7 – 5:45 – 7:45 pm

    Live Tropical Fusion-
    Tuesday, August 12 – 6:45 – 8:45 pm
    Tuesday, September 16 – 6:15 – 8:15 pm
    Tuesday, October 14 – 5:45 – 7:45 pm

    Songs of Billy Joel-
    Tuesday, August 19 – 6:45 – 8:45 pm
    Tuesday, September 23 – 6:00 – 8:00 pm
    Tuesday, October 21 – 5:30 – 7:30 pm

    Call 239-649-2275 for more information and reservations.

  • Wednesday, September 24, 2014 - Saturday, October 18, 2014

    The Naples Players Presents: “Noises Off”

    Wednesday, September 24, 2014 – Saturday, October 18, 2014
    Location: 701 5th Avenue South, Naples FL 34102
    This popular farce follows the onstage and offstage antics of a dysfunctional troupe of actors as they stumble through their final dress rehearsal, all the way to the tumultuous closing night of their low budget production of “Nothing On.” Missed cues, slamming doors, broken backstage romances give a sneak peak in to what it is really like on the other side of the curtain. Deemed one of the funniest plays ever written about the theatre, Noises Off is guaranteed to leave you rolling in the aisles.
    Tickets may be purchased in person at our box office, Monday through Friday 10 AM to 4 PM and Saturday 10AM to 1 PM – AND ALWAYS TWO HOURS BEFORE PERFORMANCES.
    Contact: Naples Players
    Phone: 239.263.7990
    Learn More

  • Saturday, October 4, 2014 - Sunday, October 19, 2014

    Gulfshore Playhouse Presents: “The Mountaintop”

    Saturday, October 4, 2014 – Sunday, October 19, 2014

    Location: The Norris Center, 755 8th Street, Naples FL 34102
    April 3, 1968. Memphis, Tennessee. On the eve of his assassination, Dr. Martin Luther King Jr. returns to room 306 at the Lorraine Motel. A feisty and attractive maid arrives with coffee and turns out to be much more than she appears, prompting him to confront his life, his legacy, and the future of his country. Playwright Katori Hall invites us to take a closer look at the man behind the myth: a flesh and blood human, who, despite his flaws and spiritual fatigue, worked tirelessly to achieve the dream of liberty and justice for all. Come join us on the journey to The Mountaintop.
    For more information: Gulfshore Playhouse
    Tickets: 1.866.811.4111

    Learn More

  • Thursday, October 9, 2014

    Evening on Fifth – Concierge & Activity Directors Night

    Thursday, October 9, 2014
    6:30 pm – 9:30 pm

    Location: Fifth Avenue South
    Enjoy live Music, shopping, dining, dancing on fabulous 5th Avenue South! Evening on 5th will feature an array of live musical performances throughout the sidewalk areas of 5th Avenue South. The night will also include fabulous dining, and the opportunity to explore the distinct boutiques, shops, and galleries that span from 9th Street to 3rd Street. Whether you want to relax with friends at dinner or dessert, or dance with your favorite entertainers, you won’t want to miss this event.
    Contact: Fifth Avenue South Business Improvement District
    Phone: 239.692.8436
    Email: info@fifthavenuesouth.com

    Learn More

  • Thursday, October 16, 2014

    Third Thursday on Third

    6:30 pm – 9:30 pm
    Third Street South, Naples, FL

    Every Third Thursday of the month, the courtyards and plazas of Third Street South resound with music. From 6:30 until 9:30 pm, listen to jazz, rock, folk, steel band or some other group, and if the spirit moves – as it always does – dance until you can dance no more. The shops are open, the restaurants welcome you, and the music beckons. Come. Thursdays on Third is all about fun.

  • Wednesday, October 22, 2014 - Saturday, November 15, 2014

    The Naples Players Presents: “Time Stands Still”

    Wednesday, October 22, 2014 to Saturday, November 15, 2014

    Location: 701 5th Avenue South, Naples FL 34102
    Sarah and James are used to living life on the edge as a photographer and journalist in the world’s deadliest war zones. But a recent trip in the Middle East has left them both physically and emotionally scarred, forcing them to return home to find balance and happiness. Their conflicting reactions to the events lead them to a tug-of-war between continuing their dangerous professions or settling down to a more conventional life. From Pulitzer Prize winning writer, Donald Margulies, Time Stands Still is a moving and humorous play about the struggle to find one’s purpose in life and the relationships that try to endure.
    Tickets may be purchased in person at our box office, Monday through Friday 10 AM to 4 PM and Saturday 10AM to 1 PM – AND ALWAYS TWO HOURS BEFORE PERFORMANCES.
    Contact: Naples Players
    Phone: 239.263.7990
    Learn More

  • Saturday, October 25, 2014

    Stiletto Sprint

    5:00 pm – 10:00 pm
    Third Street South, Naples, FL

  • Saturday, October 25, 2014

    Fine Art & Craft Show

    Saturday, October 25, 2014
    10:00 am – 4:00 pm

    Location: 580 8th Street South & Cambier Park
    Located in beautiful Cambier Park, one block south of Fifth Avenue and Tamiami Trail (US41), Naples FL
    Naples, Florida is home to a thriving art and crafts community, and the Naples Artcrafters is an association of artists and craft artisans that sponsors a juried Fine Art and Craft Show every month from October through April.
    Established in 1967, we are a non-profit organization that is committed to promoting excellence in arts and crafts and to supporting established artists, craftspersons and students by providing a venue for the display and sale of their work in a beautiful setting.
    ​​​​​​​​​​​​

  • Friday, October 31, 2014

    Halloween Spooktacular on Fifth

    4:30 pm – 9:30 pm
    Fifth Avenue South

    Live Music, Kid’s activities, Trick or Treat and the fabulous Pucci and Catana Pet Costume Contest, Night at the Museum–a haunted house at the von Liebig Art Center!, Shamrock Bank Kid’s Costume Contest and the BOB FM and Mix 104.7 Adult Costume Contests are the highlight of this annual family event on 5th Avenue South! So plan on dressing up yourself, your kids and your pets! See you on 5th!

  • Saturday, November 1, 2014

    Collier Heart Walk

    7:00 am – 11:00 am
    Cambier Park, Naples, FL

  • Wednesday, November 12, 2014 - Saturday, December 06, 2014

    The Naples Players Presents: “The Spitfire Grill”

    Wednesday, November 12, 2014 – Saturday, December 6, 2014

    Location: 701 5th Avenue South, Naples FL 34102
    This heartfelt musical tells the story of newly released parolee, Percy, who is ready to leave her past behind and look towards a future in the small town of Gilead, Wisconsin, a town where everyone knows your business. Upon her arrival she gets a job working at the titular Spitfire Grill for gruff Hannah who has been looking to unload the grill due to hurtful memories. Percy soon becomes instrumental in changing the lives of the people in Gilead and with the help of timid Shelby, devises a plan to raffle the grill off with an essay contest. This sincere and optimistic musical has rich and complex characters and “some of the most engaging and instantly infectious melodies,” says USA Today.
    Tickets may be purchased in person at our box office, Monday through Friday 10 AM to 4 PM and Saturday 10AM to 1 PM – AND ALWAYS TWO HOURS BEFORE PERFORMANCES.
    Contact: Naples Players
    Phone: 239.263.7990

    Learn More

  • Saturday, November 15, 2014

    Hula Hoop-a-thon (Whirl-n-Twirl)

    9:00 am – 12:00 pm
    Cambier Park, Naples, FL

    It is more than a walk or marathon, it is a fundraiser with a Twirl! It’s a hula hoop-a-thon! Grab some friends and create a Cirle (team) to support the mission of Naples Alliance for Children….Collier County’s Advocate and Champion for children’s issues since 1987. Each Circle will keep the hoop twirling during this fun filled morning of contests and prizes

    For more information or to register your team:
    239.513.7990
    contact@montecalvoandassociates.com

  • Saturday, November 15, 2014

    The Naples Grape Escape Food and Wine Festival

    Saturday, November 15, 2014
    6:00 pm – 10:00 pm

    5th Avenue South
    The Fifth Avenue South Business Improvement District (BID) – www.FifthAvenueSouth.com – is thrilled to announcethat it will partner with The Rotary Club of Naples to present The Naples Grape Escape Food & Wine Festival on Saturday, November 15. Guests will enjoy six blocks of fine food, exquisite wines, outstanding artisan beers, food pairings from local restaurants and sponsors, and live entertainment along Naples’ famous Fifth Avenue South. In addition, the event will include vintner dinners, wine seminars, private parties, and much more on Thursday, November 13 and Friday, November 14.
    Proceeds from The Naples Grape Escape Food & Wine Festival will benefit Children in Need, the Rotary Club of Naples Scholarship, and the Fifth Avenue South Business Improvement District.

    Learn More

  • Thursday, November 20, 2014

    Third Thursday on Third

    6:30 pm – 9:30 pm
    Third Street South, Naples, FL

    Every Third Thursday of the month, the courtyards and plazas of Third Street South resound with music. From 6:30 until 9:30 pm, listen to jazz, rock, folk, steel band or some other group, and if the spirit moves – as it always does – dance until you can dance no more. The shops are open, the restaurants welcome you, and the music beckons. Come. Thursdays on Third is all about fun.

  • Thursday, November 27, 2014

    Turkey Trot 5K Race

    7:30 am – 9:00 am
    Cambier Park, Naples, FL

    GCR is excited to announce that they will be hosting the 2nd Annual Turkey Trot 5K this year on Thanksgiving!!
    The run/walk event will be held at Cambier Park at 7:30 AM on Thursday, November 27th, 2014.
    This beautiful 5k course will wind through downtown Naples with festivities staged from the picturesque Cambier Park!! Plenty of FREE parking available plus a bike corral managed by Naples Cyclery for anyone that rides to the race.

    Net proceeds from the race benefit St. Matthew’s House!
    Moe’s Southwest Grill has pledged to donate 1 pound of rice/beans to St. Matthew’s house for every participant registered!
    This 5k will be a GREAT way to start your Thanksgiving weekend!

    Learn More

  • Thursday, December 4, 2014

    40th Annual Christmas Walk & Tree Lighting Ceremony

    Thursday, December 4, 2014
    5:00 pm – 8:30 pm

    Location: Fifth Avenue South
    Bring friends and family for this annual tradition on 5th Avenue South as local choral groups, dance troupes, school and church choirs and the community come together for the holidays and the traditional lighting of the Tree. Festively decorated storefronts and windows, twinkling lights and Stores open late with holiday cheer! And, don’t miss Santa and Mrs. Claus as they pose for photos and hand out candy!
    Immediately following the lighting of the Tree and decorations, activities will kick off on 5th Avenue with choral groups, musical ensembles, dance troupes and community groups with Holiday activities until 8:30 p.m.
    Make 5th Avenue South a part of your holiday experience! Note that 5th Avenue will be blocked to vehicular traffic starting at 2pm on the 5th to allow for set up for the event!
    For more information please contact:
    Contact: Lise Sundrla
    Phone: 239.692.8436
    Email: info@fifthavenuesouth.com
    Learn More

  • Saturday, December 6, 2014 - Sunday, December 21, 2014

    Gulfshore Playhouse Presents: Jacob Marley’s “A Christmas Carol”

    Saturday, December 6, 2014 – Sunday, December 21, 2014

    Location: The Norris Center, 755 8th Street, Naples FL 34102
    Marley was dead to begin with | In a magical departure from the Dickens classic, Jacob Marley finds himself in Hell and the adventure begins. This theatrical tour-de-force brought dazzlingly to life by Cody Nickell will move you in unexpected ways. It is a marvel to behold, as this production leaves everything and nothing to the imagination. Look with new eyes at a story that you think you know as you follow Marley through the streets of London, Christmases past, present and future, Heaven, Hell, and the dimensions beyond. This journey of laughter and terror, redemption and renewal is sure to warm your hearts and bring you hope as you join us for Naples’ newest holiday tradition.
    For more information: Gulfshore Playhouse
    Tickets: 1.866.811.4111

  • Tuesday, December 9, 2014

    Naples Christmas Parade

    Tuesday, December 9, 2014
    Location: The Naples Christmas Parade will Line up on Broad Ave .The Floats will turn right on to 3rd Street South, then right on 5th Ave South, and end on 8th Street South.
    Phone: 239.213.7120

  • Saturday, December 13, 2014

    Fine Art & Craft Show

    Saturday, December 13, 2014
    10:00 am – 4:00 pm

    Location: 580 8th Street South & Cambier Park
    Located in beautiful Cambier Park, one block south of Fifth Avenue and Tamiami Trail (US41), Naples FL
    Naples, Florida is home to a thriving art and crafts community, and the Naples Artcrafters is an association of artists and craft artisans that sponsors a juried Fine Art and Craft Show every month from October through April.
    Established in 1967, we are a non-profit organization that is committed to promoting excellence in arts and crafts and to supporting established artists, craftspersons and students by providing a venue for the display and sale of their work in a beautiful setting.

  • Thursday, December 18, 2014

    Third Thursday on Third

    6:30 pm – 9:30 pm
    Third Street South, Naples, FL

    Every Third Thursday of the month, the courtyards and plazas of Third Street South resound with music. From 6:30 until 9:30 pm, listen to jazz, rock, folk, steel band or some other group, and if the spirit moves – as it always does – dance until you can dance no more. The shops are open, the restaurants welcome you, and the music beckons. Come. Thursdays on Third is all about fun.