Holiday Events on Fifth Avenue South
Fifth Avenue South Celebrates the Season with a Full Lineup of Holiday Traditions
Naples, FL (November 2, 2026) – The Fifth Avenue South Business Improvement District (BID) invites you to celebrate the magic of the holiday season on Fifth Avenue South. Throughout December, Naples’ iconic main street comes alive with dazzling lights, festive music, beloved parades, special events and plenty of holiday cheer.
Whether you’re gathering with family and friends, enjoying an evening of dining and shopping, or taking part in one of our signature holiday traditions, there’s no better place to celebrate the season. This December, make Fifth Avenue South part of your holiday tradition.
53rd Annual Christmas Walk - December 4-5
The holiday season officially arrives on Fifth Avenue South with the annual Christmas Walk & Tree Lighting, Naples’ largest Christmas showcase and one of the community’s most cherished holiday traditions. The two-day celebration takes place Friday, December 4, from 5:00–10:00 p.m., and Saturday, December 5, from 10:00 a.m.–10:00 p.m.
Festivities begin Friday evening with the Christmas Tree Lighting Ceremony at 6:00 p.m. in Sugden Plaza, illuminating Fifth Avenue South and marking the official start of the holiday season on the Avenue.
Throughout the weekend, families and visitors can enjoy a full schedule of holiday traditions and entertainment, including the Living Nativity, ice skating, live musical performances, a bustling Christmas Market, visits with Santa Claus and festive experiences throughout the district.
Thousands of residents and visitors are expected to gather along Fifth Avenue South to enjoy the sights, sounds and flavors of the season. Guests are encouraged to make an evening—or a weekend—of the celebration by shopping along the Avenue and dining at one of Fifth Avenue South’s acclaimed restaurants. Advance dining reservations are strongly recommended.
Christmas Parade – December 8
The holiday festivities continue Tuesday, December 8, from 6:30–8:00 p.m. with the City of Naples Christmas Parade, a beloved community tradition that brings the spirit of the season to downtown Naples. Spectators can enjoy an evening of festive floats, marching bands, community groups and holiday cheer as the parade travels from Broad Street South, along Fifth Avenue South, and concludes on 8th Street South.
Evening on Fifth – December 10
The celebration continues Thursday, December 10, from 6:30–9:30 p.m. with a special holiday edition of Evenings on Fifth. Fifth Avenue South comes alive with live music and holiday cheer as talented performers entertain at locations throughout the Avenue.
Visitors are invited to stroll beneath the twinkling lights, enjoy dinner at one of Fifth Avenue South’s celebrated restaurants, discover unique holiday gifts at the Avenue’s boutiques and galleries, and experience the festive atmosphere that makes Fifth Avenue South especially magical during the holiday season.
Tuba Christmas – December 11
On Friday, December 11, from 6:30–7:30 p.m., the sounds of the season fill Sugden Plaza with the return of Tuba Christmas, a distinctive and much-loved holiday tradition. An ensemble of sousaphones, euphoniums, tubas and baritone horns will come together to perform a festive medley of holiday favorites in a one-of-a-kind concert that has become a seasonal favorite for audiences of all ages.
Together, these events highlight a full month of holiday activity on Fifth Avenue South, bringing residents and visitors together for longstanding traditions, live entertainment, dining and shopping throughout the district. With celebrations taking place throughout December, Fifth Avenue South will once again serve as a gathering place for the Naples community during the holiday season.
For more information about these events or our organization, visit FifthAvenueSouth.com. The Fifth Avenue South BID, a 501(c) 3, is dedicated to promoting and