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Holiday Events in Naples You Don’t Want to Miss

November 27, 2023

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Experience the holiday magic in Naples, Florida, where a plethora of exciting events await. From tropical-themed extravaganzas and highly acclaimed festivals to delightful culinary and wine events, there will be something for the entire family to enjoy all season long. Don't miss out on these memorable holiday events happening in the Naples area.

Related Blog: The Best Places to See Holiday Lights in Naples, Florida

Christmas on Fifth Avenue South

Christmas on Fifth is a longtime tradition in Naples, and Fifth Avenue South is going all out this year, starting with the official Christmas tree lighting at Sugden Plaza. The event features numerous children's activities, live nativity scenes, a skating rink, and a visit from Santa Claus. The event takes places on December 8th from 5 p.m. to 10 p.m. and December 9th from 10 a.m. to 10 p.m.

Several high-end restaurants on Fifth Avenue South will participate, including La Trattoria, Vergina Restaurant, and Caffe Milano, each with its unique menu and table decor designs. Make a reservation with individual restaurants and try to dine at the coveted long table. If you're new to the area, this is an excellent opportunity to celebrate the community's wonderful and memorable Christmas festivities. 

The Ritz-Carlton Gingerbread House

From December 8th to December 29th, head over to the Ritz-Carlton lobby to see their beautiful Gingerbread House display. Naples’ award-winning pastry team and carpenters will collaborate to create this year‘s legendary confection. Cookies will be served nightly, so make sure you add this to your must-see list.

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Christmas Boat Parade

The Christmas Boat Parade is another one of Naples' beloved holiday events among locals and visitors alike. Taking place in the Naples Bay, there are numerous viewing spots for the event, including Bayview Park, Landings Park, Naples City Dock, and several restaurants on the waterfront. Bring the whole family to enjoy the spectacular view of elegant boats decorated with festive Christmas lights. The event will take place on December 9th from 6:15 p.m. to 8:30 p.m.

Night Lights in the Botanical Garden

Night Lights in the Garden is one of the most loved traditional holiday events in Southwest Florida. The event takes place at the Naples Botanical Garden, where thousands of lights illuminate nature alongside gourmet entertainment and treats, including live music on select nights by artists such as the Rebecca Richardson Trio, the Naples Carolers, and Chris Bepko. Get your tickets and experience Naples' tropical winter wonderland. The event runs from November 24th to January 7th with no events being held on December 24th, 25th, and 31st.

Christmas at the Naples Historic Palm Cottage

Celebrate one of the best holiday events in Naples at the Historic Palm Cottage, where you'll have a chance to learn all about the local history and admire the elegantly showcased holiday décor. If you love the sight of the twinkling lights and sleigh bell sounds, then this is the merriest occasion to attend this December. The event happens from December 1st to December 30th. 


There's so much that Naples has to offer, and there’s no better place to enjoy it than one of Moorings Park’s three communities, all located in the heart of Naples just minutes from Fifth Avenue South and other popular shopping and dining destinations. Contact us today to schedule a private tour and come see why Moorings Park is Simply the Best®.

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