The Naples Design District Holiday Stroll is back and ready to spread some holiday cheer!

We’ll be having our 5th Annual Deck the District Holiday Stroll on Wednesday, December 1 from 11am to 8pm.

Guests are invited to “stroll” the neighborhood and experience all the Shopping, Dining, Art and Design the Naples Design District has to offer — all for a great cause!

Schedule Of The Day

11:00am – 4:00pm      SHOP and DINE
4:00pm – 8:00pm       Come out to enjoy some Holiday drinks and entertainment!

 In addition, guests will have the opportunity to get their “holiday passport” stamped at each of the businesses, and be entered to win a variety of raffle items!

There will be BEACH BUGZ available as transportation for our guests from 4:00pm – 8:00pm. 

Some extra fun for our guests includes:

Daltile – photo booth and a chocolate fountain

Feil – a German grill station with bratwurst, fresh baked brezel, German mustard and a beer keg

Francois and Co. – a special singing performance on the hour (4:00pm. 5:00pm, 6:00pm, 7:00pm)

Grappino – lunch specials and more!

11:30 – 3:00

Chef’s Holiday Stroll Luncheon Menu $14.95

Includes a complimentary soft drink, Chardonnay, Cabernet or Draft beer

Torchioni Pasta Bolognese or Ham & Cheese with choice of soup or mixed greens or Kale Caesar with chicken- Cherry tomato, pecorino cheese, poached egg, focaccia crouton, roast chicken

4p.m. – 8p.m. 

Outdoor patio station with Prosecco Kir Royale and Hors D oeuvres. They will also be passing out special holiday stroll coupons 10% off your next visit!

Gulfshore Playhouse – The Holiday Stroll Viewing Area of the Groundbreaking Ceremony and performances

GWT Outdoors – live music –  TZ + The Soul Shakers

iN’Dulge, Muzyka, and Jennifer Dean Photography – a Block Party with Taco Tummy and live music 5:00pm – 8:00pm

Vespa – Bubbles Bar


There is public parking along 10th Street and the side streets. The Collective Naples has a parking garage off of 2nd Avenue South (south end of building) that will be available for this night. Please avoid 1st Avenue South and Goodlette-Frank as there is a private event being held!

No reservations are required but you can click the button below to get a reminder.


Thank you to all of our members who are making this a special night!

Abbie Joan Fine Living, Amy Art, Audrey’s of Naples, Bennett Interiors | Home Philosophie Store, Bill’s Café, Biosphere, Bodega Olé, Casa Italia, Daltile, Dennis, Goodman Photography, European Craftsman, Feil, Francois and Co., Fuse Specialty Appliances, Garden District, Grappino, GWT Outdoors, iN’Dulge, Jennifer Dean Photographer, Method & Concept, Montanna Design Associates, Muzyka Art Space, Naples Depot Museum, Premiere Systems, Republic of Décor, Riptide Brewing Co., Star Store, Summerfields Fine Furnishings, Sun Mountain Custom Doors, Supreme Auto Collision, The Luxury Bed Collection, The Rusty Spur, The Striped Cabana, The Studio at The Collective, Twice as Nice Consignment, United Arts Council, Vespa

© 2022 Naples Design District, a 501(c)6 organization