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Cars on 5th – Bayshore · Dates, Where to Stay, Where to Eat, & More

As we know, massive change is coming to Cars on 5th this upcoming season. If you don’t already know, that massive change is the location. Yes, that’s right… Cars on 5th will NOT be on 5th! 

Naples Daily News stated, “Organizers have been alternating using several names for the 2027 event: Cars on 5th Naples Bayshore, Cars on Bayshore or simply Cars on 5th. The main car show is part of a bigger event called the Naples Automotive Experience.” 

We shall wait and see what the name will be, but that’s not important now that the location and dates were just released.  

Saturday, February 6th, 2027 is when the event will take place, along with other automotive and social happenings to attend before and after this exciting day, making it a 4-day long extravaganza.  

So, let’s plan out this weekend together –  

Jay Leno will be in town for the weekend and you can see him at Hertz Arena for Jay Leno Charity Comedy Night, 6PM on February 4th. Live Music + Comedy  Proceeds to the Patty Baker Humane Society of Naples · Location: 11000 Everblades Parkway, Estero, FL 33928 

Friday, February 5th – JetPort Reception  ·  5-10PM  ·   Location: Naples Airport, Northern Jet Hangar               

This precursor to the main event will be an event to socialize, connect, and network with car-lovers and collectors alike while enjoying the artisanal food & cocktails, supercars, helicopters, and jets on display. Tickets are $500 

Saturday, February 6th, 2027   10AM-4PM  – Cars on 5th · Location: Northbound side of Bayshore Dr  

Ticket Tiers 

Suicide Door Entry (GA): $50 – Includes admission to this exhibition of world-class rare and vintage automobiles and hypercars.  

Butterfly Door Entry (VIP): $300 – Access to an even more elevated collection of high-end cars, wine tasting & open bar, and food catered from Osteria Tulia Location: on the Lawn just south of Rebecca's Three60 Wine) 

Dihedral Door Entry (Patron): $1,250 – For those looking for an exclusive and elevated experience with like-minded people at The Maddox including all-day dining and drinks, and exclusive hospitality.  Ticket includes access to all show areas and the VIP area. Limited spots available. Concours gates open 10 AM and the After the Show Party concludes at 9 PM. Also includes our exclusive After the Show Party in the Maddox Saturday evening. Does not include car registration. 

Cars on 5th After Party 5-9PM $250 –  An exclusive evening of music, drinks, entertainment, and great company. Keep the celebration going and experience Naples after dark. 

Tickets are limited for all of the above.  

Sunday, February 7th Rally For Heroes – A luncheon, poker run, and more rare cars ·   Location TBD 

Where to Stay ·   Book ASAP! 

Proximity to Bayshore matters most to me: 

  • Naples Bay Resort & Marina – 1.4 miles 
  • Hyatt House Naples/5th ave – 1.7 miles 
  • Bayfront Inn- 1.9 Miles 
  • AC Hotel Naples – 2 Miles 

Staying Downtown in walking distance to restaurants & shops matters most to me:  

  • The Capri Inn – 2.2 Miles 
  • The Inn on 5th – 2.2 Miles 
  • Bellasera Hotel – 2.3 Miles 
  • Hotel Escalante – 2.6 Miles 
  • Olde Naples Hotel (off 3rd ST)  – 3.2 Miles  *New!* 

Luxury and being right next to the beach matters most to me: 

  • Four Seasons Resort Naples Beach Club – 4.4 Miles 
  • Edgewater Beach Hotel – 4.6 Miles 
  • Naples Grande – 7.6 Miles 
  • The Ritz Carlton – 11 miles 
  • LaPlaya Beach & Golf Resort – 12 miles 

Staying a while and looking for a short-term rental? 

Contact us to help you find the perfect match for your stay in Naples - buabellgroup@johnrwood.com 

Restaurants near Bayshore Dr: 

Casual 

  • LowBrow Pizza 
  • Celebration Park 
  • Midnight Tavern 
  • Mr. Tequila 
  • Brooks Bar & Grille (At Hibiscus Golf Club) Another location is right off 5th  

Upscale 

  • Blackbird Modern Asian 
  • Nosh on Naples Bay 
  • Seventh South Waterfront 
  • The Real Macaw 
  • Rebecca’s Wine Bar & Restaurant (not open to public on Saturday) 

Information on parking and maps to be released soon. 

Administrators plan on having a Transportation Trolley to guide attendees through the show. 

DISCLAIMER: EXPERIENCING THIS EVENT AND BEAUTIFUL FEBRUARY WEATHER IN NAPLES MAY HAVE SIDE EFFECTS SUCH AS DECIDING TO BUY IN NAPLES AND CALLING THE BUA BELL GROUP TO TOUR PROPERTIES WHILE IN TOWN.  

To apply for a chance to showcase your vehicle, visit: https://www.carsonfifth.com/participate 

To obtain tickets, visit: https://www.carsonfifth.com/naples-bayshore-tickets 

The information included which we consider reliable has been supplied by Third Parties and we cannot represent that it is accurate or complete and it should not be relied upon as such. 

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