Weekend Things to Do in Naples, Florida

Looking for events and other fun things to do in Southwest Florida this weekend? Our weekend Insiders’ Guide showcases our top picks for Naples events and happenings, updated every Thursday.


Design District Holiday Stroll
Take a walking tour of the Naples Design District and get a head start on your holiday shopping at several locally owned home decor and gift shops. Sip a different festive cocktail at each stop and enter to win great prizes. Plus, each shop will donate a portion of proceeds to a different local charity.

Be sure to visit our Design District favorites: Republic of Decor, Summerfields, Patina Collection Design and Samantha Drew Interiors.

Holiday Open House with 5th Ave Med Spa and PAINT Nail Bar
Holiday parties are around the corner—get all your beauty prep done in one spot! From 5:30-8 p.m. at 5th Ave Med Spa, enter to win raffles and giveaways and take advantage of discounts when you pre-book your appointments for Botox, fillers, microneedling and facials. PAINT Nail Bar will be on site doing holiday manicures, too.


46th Annual Christmas Walk and Tree Lighting Ceremony
Fifth Avenue South is going all out for the holidays this year, beginning with an official tree lighting in Sugden Plaza beginning at 6 p.m. Also on the agenda: a live nativity scene, a performance by international pop tenor and flamenco guitarist Ghaleb, “snow,” a visit from Santa, and even ice skating with skate rentals available.

New this year: Sit down to a festive feast that won’t soon be forgotten—the table is 1,600 feet long and spans more than five blocks down the center of Fifth Avenue South. Several Fifth Avenue restaurants will participate (Alberto’s on Fifth, Bellini, Bice, Bistro 821, Caffé Milano, La Trattoria, Molto Trattoria, Ocean Prime, Osteria Tulia, Sails, The French and Vergina), each with its own unique menu and tablescape design. Prizes will be awarded based on best table decor, and you can vote for your favorite by sharing a picture of it on social media using #ChristmasinNaples and tagging the restaurant.

Interested in a seat at the long table for dinner? Reservations must be made with the individual restaurant at which you’d like to dine.


Christmas Pop-Up Market
Also new this year, Fifth Avenue South‘s day-long Christmas market takes over the avenue from 10 a.m. to 10 p.m., featuring booths from local retailers and restaurants and live music and entertainment all day.

Long-table dining on Fifth (details above) is also available this evening.

Live Jazz at The London Club
The London Club is Naples’ newest live music venue. Located in the Bellasera Resort in downtown Naples, this chic, intimate space offers live music on Thursday through Saturday nights. (See their full entertainment schedule.)

On Saturday, see performances by Jimmy Keys (4-7 p.m.) and the Mark Vee Band (8-11 p.m.)


Night Lights in the Garden
One of our best-loved holiday traditions is Night Lights at Naples Botanical Garden. Thousands of lights illuminate the Garden, with gourmet treats and entertainment throughout, including performances by Opera Naples and Naples Ballet on select nights. Tickets are available online.

Sizzle SWFL Restaurant Week
Sizzle SWFL Restaurant Week is upon us! From Dec. 2-15, 65 local restaurants will be featuring $26 or $36 prix fixe menus. It’s as good—or better!—of a deal than many restaurants offer even in the slower summer months, so if there’s a spot you’ve been meaning to try, now’s the time. See the full list of participating restaurants and our top 10 picks here.



Introducing our Naples Holiday Sourcebook
everything you need for entertaining in or going out this holiday season
in Southwest Florida.

And best of all? Everything is available locally.

Read it here: