From Traditions to Awesome Additions...

The Season on Fifth Avenue South Begins

As the Executive Director of the Fifth Avenue South Business Improvement District (BID), I often hear residents say, “I can’t believe I missed that!” lamenting that they forgot to check our calendar of events on the BID’s website. So, I decided to take a more memorable approach to help you plan your season of fun on the Avenue. You won’t want to miss these events.

Evening on Fifth

For decades, every second Thursday of the month is set aside for strolling Fifth Avenue South while listening to our traditional array of musicians from 6:30 pm to 9:30 pm. There’s always something for everyone, from pop to rock to country. So, come on down and let us entertain you while you sing along, dance, dine, shop, or stroll the Avenue with friends. The event features our platinum sponsor, Porshe Naples, and the Paradise Porsche Club, with magnificent cars displayed in Sugden Plaza and Park Street. Note that we will have two special Evening on Fifth events: Valentine’s Day on February 14 and St. Patrick’s Day on March 17.

Halloween Spooktacular

On Saturday, October 26, we will host our annual Halloween Spooktacular in Cambier Park. Children, families, and pets can dress in their spookiest or favorite character costumes. From 3:00 pm to 5:00 pm, enjoy live music, children’s activities, face painting, and more. You never know who will show up--I’ve heard Dracula himself is chomping at the bit to come! After the Spooktacular event, stay for dinner and music during a special Evening on Fifth with our live entertainment lineup on Fifth Avenue South from 5:00 pm to 8:00 pm.

Thanksgiving on Fifth

Many of our restaurants will celebrate with special Thanksgiving menus on November 28. With family and friends in town, making early reservations at your favorite Fifth Avenue South restaurant is always a good idea.

City of Naples Christmas Parade

Organized by the City, the parade kicks off the Christmas season on December 3 and will once again be grand and colorful. Floats, fire engines, school bands, dance troupes, scouts, civic groups, and more bring this annual tradition to life, and not to be missed is Santa himself drawing up the rear. The parade begins at 6:30 pm on 3rd Street to Fifth Avenue South. It then turns south on 8th Street South, ending at Broad Avenue.

Christmas Walk and Tree Lighting

This year’s Christmas Walk takes place on December 6 from 5:00 pm to 10:00 pm and on December 7 from 10:00 am until 10:00 pm. The 51st Annual Tree Lighting ceremony will be held on Friday, December 6, beginning at 6:00 pm. Thousands of people from all over attend this tradition in Sugden Plaza. Residents and visitors will experience the same joy and many of the same festivities the BID has hosted in the past, including live entertainment and visits with Santa.

A twinkling 20-foot Christmas Tree, trimmed with over 10,000 LED lights, will illuminate Sugden Plaza. The First Church of the Nazarene will feature a magnificent live Nativity scene, and a half-block-long skating rink will be back on Fifth Avenue South to delight both children and adults.

For a dinner you won’t forget, make your reservations early to dine under the stars on the Avenue at your favorite Fifth Avenue South restaurant. Lastly, you will enjoy our Christmas market, featuring Fifth Avenue South and other vendors, offering baked goods, gift baskets, jewelry, artwork, and more for shoppers looking for those unique holiday gifts.

Tuba Christmas

On December 13 from 6:30–7:30 pm, visitors to Fifth Avenue South’s Sugden Plaza will be treated to a remarkable evening by more than 50 musicians of all ages from around the world, who play holiday tunes and sing-a-longs. In addition to tubas, the evening of music features sousaphones, euphoniums, and baritone horns. Most orchestras have only one tuba, so this tradition of 50 brass musicians will be a festive experience to remember.

New Year's Eve

There’s always excitement just before the fireworks in Naples, so join us for cocktails and dinner on Fifth to add a little more sparkle to your evening before we all ring in the new year. Afterward, enjoy a toast and a glass of champagne at your favorite Fifth Avenue South bar.

Nash to Naples Songwriter Fest

Gaining in popularity, the 4th Annual Nash to Naples is an exciting event on the Fifth Avenue South scene. On January 11 from 6:00 pm to 9:00 pm in Cambier Park, top songwriters from Nashville come to Naples to share their stories and play their hit songs for great causes: Hacienda of Hope and Habitat for Humanity of Collier County.

Cars on Fifth

Join us on Saturday, February 8 from 10:00 am – 4:00 pm for the 21st Annual Cars on 5th Concours, organized by the Naples Chapter of the Ferrari Club of America. As the largest annual one-day event in Naples, Cars on 5th Concours will feature more than 750 luxury vehicles.

Naples, mark your calendars and get ready for a Season to Remember. We look forward to seeing you and celebrating together on Fifth Avenue South!

 

Arts, Culture & Entertainment

Join us here on Fifth Avenue South for these upcoming events.
 

Intersections: 25 Years of the Naples Art Institute Collection

Now thru October 27

Naples Art Institute Featuring diverse mediums such as paintings, sculptures, prints, watercolors, photographs, and drawings, the exhibition includes works by renowned contemporary artists like James Rosenquist, notable national and regional artists such as Elsie Dorey Upham, and self-taught artists and former students. Recent additions include photographs by Suzanne Camp Crosby and paintings by Reisha Perlmutter and Carmelo Blandino.

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National Night Out

October 1 | 5:30 p.m. - 7:00 p.m.

City of Naples/River Park Community Center The Parks, Recreation and Facilities Department, along with the Naples Police Department and Naples Fire, will celebrate the annual National Night Out. Naples Police will grill hotdogs. The Recreation Department will have bounce houses, a climbing wall, games, activities, and other treats. A DJ will provide music during the event.

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Rumors

October 2 - 20

The Naples Players When the host of an evening dinner party goes missing, guests arrive, rumors run wild, and chaos ensues in this laugh-out-loud journey of mistaken identities, absurd misunderstandings, and tangled truths. Rumors will keep you laughing and guessing until the final curtain.

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Evening on Fifth

October 10 | 6:30 p.m. -9:30 p.m.

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

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Psychic Night with Candyce Strafford

October 10 | 5:00 p.m. - 9:00 p.m.

Petunias of Naples Candyce Strafford has been a psychic since she was a child. A working clairvoyant/medium, she has committed herself to serving others with the gifts that she has been given and by sharing the many experiences she has had over the years. 824 Fifth Avenue South.

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Grand Opening!

October 10 | 11:00 a.m. - 4:00 p.m.

Naples Fashion Week Collective located at 375 Fifth Avenue South is a premiere private event space that will double as a revolving retail pop-up space. Join us for our grand opening party.

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Pink Lemonade Project

October 12 | 12:00 p.m. - 2:00 p.m.

vineyard vines® Join vineyard® on Fifth Avenue South for a Pink Lemonade Stand. In partnership with the Breast Cancer Research Foundation (BCRF) via the Pink Lemonade Stand Challenge, vineyard® will offer pink treats and special discounts. 10% off all store proceeds will be donated to BCRF.

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Evening on Fifth (Special for Halloween Spooktacular)

October 26 | 5:00 p.m. - 8:00 p.m.

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

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Halloween Spooktacular

October 26 | 3:00 p.m. - 5:00 p.m.

On the Saturday before Halloween, located in Cambier Park, fun events for families and children, including live music, street dancing, costume contest, games, and more.

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Fifth Avenue South Business' Updates

Inn on Fifth


Spa, Wine, and Dine
The perfect Naples getaway includes ultra-relaxing days at the spa and enchanting evenings on Fifth Avenue South. Through October, click the link below to book our Spa, Wine, and Dine offer and enjoy the following:
Unwind at our on-site spa and receive 20% off indulgent treatments.
Wine and dine at Ocean Prime with a $50 gift card.
Enjoy the benefit of an early check-in at noon, based on availability.
Rates do not include taxes and gratuities.

Learn More

October Specials
After a busy summer of travel "Fall" in Love with Naples all over again, with a selection of seasonal treatments designed with you in mind: Warming Pumpkin Spice Massage, Warming Ginger Body Polish and Massage, or a Pumpkin Facial. Receive 15% off Sunday through Wednesday!

Learn More

Sails Restaurant


Enjoy Two Spectacular Events at Sails Restaurant
Enjoy a port wine dinner on October 3 and a celebration of white truffle season on October 28. Guests can RSVP by emailing guestservice@sailsrestaurants.com or calling (239) 360-2000

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Esquire Land Title of Naples


Esquire Land Title of Naples is a boutique title company dedicated to excellence, collaboration, and building lasting relationships. Our expert team ensures seamless closings and is committed to your success. With offices throughout Southwest Florida, we are your trusted partner for all your real estate closing needs. For information call Greisy Rodriguez at (239) 799-7171.

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Journeys 360 Travel


Embark on an unforgettable journey with our exclusive travel offer from Oceania Cruises!
Each Oceania Cruise voyage is an invitation to discover your next travel story and reignite your passions. Experience faraway places you have always dreamed of and encounter new ways of looking at the world. Book now and avail yourself of the $200 per stateroom on any Oceania cruise. *Certain conditions apply.

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Truluck's


TRU Ninety-Two Prix Fixe Menu
Available daily for a limited time starting on October 1. Featuring multiple courses of Truluck’s favorites, this specially curated menu is only $49 and is designed for faster service, making it perfect for early dining before a concert, show, or a night out. Available until 6:00 PM, it’s the ideal start to an unforgettable evening.

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The Siegel Law Group, P.A.


Living Trust Seminars
Protect yourself and your loved ones from losing your hard-earned assets to the government, attorneys, and the IRS. Join The Siegel Law Group at one of their living trust seminars on October 1, 15 or 29. Call (855) FLA-ESTATE to register.

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Native Visions Galleries


Orovetro Murano Italian Glass
Since 1998, this authentic Murano glass brand produces and selects exclusive art objects, made using the traditional techniques of Murano glass working. The noble soul of the glass, the purity of the forms, and the harmony of the details translate into high-quality products that Orovetro continues to produce respecting Murano’s tradition.

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Weisberg Wealth Management


Dollar bills can be folded at least 8,000 times, which is 20x more than a normal sheet of paper. That is because dollar bills are made of a special 75% cotton and 25% linen blend, patented by Crane & Co. The U.S. Bureau of Engraving and Printing produces 38 million notes every day, worth $541 Million Dollars. If you have questions, please reach out to Rich Weisberg, CRPS, Financial Advisor, RJFS and President of Weisberg Wealth Management at 239-367-7152 or rich@weisbergwealth.com. Located at 400 Fifth Avenue South Suite 302.

Securities offered through Raymond James Financial Services, Inc., member FINRA/SIPC Investment advisory services are offered through Raymond James Financial Services Advisors, Inc. Weisberg Wealth Management is not a registered broker/dealer and is independent of Raymond James Financial Services.

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In The News

Flavors Of 5th Serves Up Success


A Culinary Campaign Raising Spirits and Supporting Beverly’s Angels. The inaugural Flavors of 5th dining campaign has concluded with resounding success, welcoming both loyal patrons and new visitors to the iconic 5th Avenue South. Throughout August, the Fifth Avenue South Business Improvement District (BID) partnered...

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Artisan Marketplace: Art For Social Change


The Naples Woman’s Club is sponsoring their 9th Artisan Marketplace at their clubhouse off 5th avenue in downtown Naples on November 1st, 2nd & 3rd. This popular charity event provides scholarships to Collier County residents who want to major in the arts. Naples is a...

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Fall Theater Season Opens With Neil Simon’s Rumors At The Naples Players


The Naples Players (TNP) announces the opening of their fall theater season with Neil Simon’s crowd-pleasing uproarious farce, Rumors, running from October 2nd through October 20th, 2024, in the newly renovated Kizzie Theater. This production marks the second performance of TNP's 71st season presented by...

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Dine on Fifth

Join us here on Fifth Avenue South for a great meal.




See All Restaurants on 5th

 

Shop on Fifth

Shop a variety of stores here on Fifth Avenue South.




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Play on Fifth

Join us here on Fifth Avenue South for some fun.




See All the Ways to Play on 5th

 

Concierge Services on Fifth

Many concierge services are offered right here on Fifth Avenue South.




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Fifth Avenue South | The Crown Jewel of Naples

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649 Fifth Avenue South I Naples, Florida 34102

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