Fifth Avenue South

Spend a summer evening strolling down famed Fifth Avenue South as part of the monthly Evening on Fifth event. Beginning at 6:30 p.m., the avenue will come alive with musical performances. While you’re there, be sure to stop by some of the fabulous shops and dine at one of the magnificent restaurants.

Spend a late-summer evening strolling down famed Fifth Avenue South as part of the monthly Evening on Fifth event. On Thursday, September 12, beginning at 6:30 p.m., the avenue will come alive with musical performances. While you’re there, be sure to stop by some of the fabulous shops and dine at one of the magnificent restaurants.

Spend a late-summer evening strolling down famed Fifth Avenue South as part of the monthly Evening on Fifth event. On Thursday, September 12, beginning at 6:30 p.m., the avenue will come alive with musical performances. While you’re there, be sure to stop by some of the fabulous shops and dine at one of the magnificent restaurants.

The annual Halloween Spooktacular will take place along Fifth Avenue South in Naples on Thursday, October 31 from 4:30 to 7:30 p.m. The free, family-friendly event will include more than 30 activities, such as trick-or-treating at local merchants and pet and children’s costume contests. There will also be live music, a 30-minute trapeze and tight rope show courtesy of the Family Circus Acrobats, and a House of Heroes starring Batman, Iron Man, Superman, and more.

The annual Halloween Spooktacular will take place along Fifth Avenue South in Naples on Thursday, October 31 from 4:30 to 7:30 p.m. The free, family-friendly event will include more than 30 activities, such as trick-or-treating at local merchants and pet and children’s costume contests. There will also be live music, a 30-minute trapeze and tight rope show courtesy of the Family Circus Acrobats, and a House of Heroes starring Batman, Iron Man, Superman, and more.

The City of Naples’ two-day Christmas Fest begins Friday, December 6 from 6 to 10 p.m. with a tree lighting. The evening will also include ice skating, a visit from Santa, a performance by tenor Ghaleb, and the Long Table, a new culinary event featuring Fifth Avenue South’s finest restaurants. Return Saturday, December 7 from 10 a.m. to 10 p.m. for a holiday market and more live entertainment.

The City of Naples’ two-day Christmas Fest begins Friday, December 6 from 6 to 10 p.m. with a tree lighting. The evening will also include ice skating, a visit from Santa, a performance by tenor Ghaleb, and the Long Table, a new culinary event featuring Fifth Avenue South’s finest restaurants. Return Saturday, December 7 from 10 a.m. to 10 p.m. for a holiday market and more live entertainment.

Attend the annual Naples Christmas Parade Tuesday, December 10. The parade will kick off at 6 p.m. and is free to attend. It will line up on Broad Avenue, turning right on Third Street South and then continue on to Fifth Avenue South, ending on Eighth Street South. (naplesgov.com)

Attend the annual Naples Christmas Parade Tuesday, December 10. The parade will kick off at 6 p.m. and is free to attend. It will line up on Broad Avenue, turning right on Third Street South and then continue on to Fifth Avenue South, ending on Eighth Street South. (naplesgov.com)

Ring in 2020 with a beloved local tradition. The twenty-fourth annual Naples New Year’s Art Show returns to Fifth Avenue South January 4 and 5. This free festival, hosted by Naples Art, will feature juried fine art and goods from more than 250 creatives and artisans, as well as culinary offerings and a kids’ zone.

Ring in 2020 with a beloved local tradition. The twenty-fourth annual Naples New Year’s Art Show returns to Fifth Avenue South January 4 and 5. This free festival, hosted by Naples Art, will feature juried fine art and goods from more than 250 creatives and artisans, as well as culinary offerings and a kids’ zone.

Spend a beautiful Evening on Fifth shopping the night away at local boutiques, dining in the area’s restaurants and cafés, and wandering through esteemed galleries on Thursday, March 12. The monthly fest’s staple live music along the avenue will be the soundtrack of the evening. The event is free to attend.