The seventh annual event is 4-8 p.m. Wednesday, Dec. 6, in the Design District, which is between Fifth Avenue South to Seventh Avenue North and the East side of U.S. 41 to Goodlette-Frank Road. The theme this year is the Polar Express, featuring a fun, family-friendly evening festive activities. Businesses have organized a variety of holiday fun,…

Jingled Elves Inc.’s seventh annual Trolley Tour takes place at 5 p.m. at Mercato and raises money for 10 women’s and children’s charities in Collier County. The Jingled Elves perform a flash mob dance on the lawn then they board trolleys to perform at Victoria Park, Venetian Village (flash mob), Sugden Plaza (flash mob) and…

Third Street South Traditional Holiday Stroll will be held on Thursday December 7, 2023 from 5pm – 8pm.   We invite people to dress in festive attire and stroll along Third Street South, reveling in the holiday spirit with our Christmas Carolers and the sparkling lights and decorations, sipping on special gourmet Christmas Cocktails. Stores will…

Holiday Fun – The 50th annual Fifth Avenue Christmas Walk and Tree Lighting Ceremony takes place Dec. 8- along Fifth Avenue South. The official Christmas tree lighting takes place at 6 p.m. Dec. 8 in Sugden Plaza and also features a living nativity by the First Church of the Nazarene, a skating rink, live music…

The 34th Annual Marine Industries Christmas Boat Parade on Naples Bay will be held Saturday, December 9, 2023.  This year's parade theme is "Let It Glow". Winners will take best in class and best overall theme winner. The Naples City Dock will host the judging committee and VIP guests, with limited presale tickets for a…

Christmas Island Style on Marco Island is 6:30 p.m. Dec. 9. The parade route is along San Marco Road. Bring chairs and set up early for a good spot.Holiday Boat Parade: Isles of Capri annual boat parade is 6 p.m. Dec. 9. Boats depart from Island Gypsy, 292 Capri Blvd.

Bring your lawn chairs and winter coats as Your Naples Concert Band and longtime band member and guest soloist, Craig Gruesel bring musical Joy to the World. Craig and the band will be performing holiday favorites like: A Christmas Festival, Let There be Peace on Earth, Jingle Bells, Carol of the Drum, The Bells of…

The Jewish Federation of Greater Naples invites the public to its free, community-wide celebration of Chanukah at 5 p.m. Monday, Dec. 11, at Mercato on the Lawn, 9110 Strada Place in Naples. The event will include lighting of menorah candle holder, music by the Naples Klezmer Revival Band, balloon creations, crafts and songs, and Israeli…

Marco Island's Christmas Island Style continues at 6 p.m. Dec. 16 with the 35th annual boat parade. Sign up to decorate your boat and join the float here. Watch from restaurants on the water from Olde Marco to the Esplanade.

Join us for Cars & Coffee 239 on the third Sunday of every month where you can see hundreds of cool cars, enjoy live music & sip on amazing coffee from Narrative Coffee Roasters. All makes are welcome. Parking is first come first serve. No advance registration is required. (Spectators, please park in the parking…