5 Years of Cars, Culture and Community
This November, the 5th annual Cars & Caffeine brings together 4,000+ attendees and 200+ classics, customs, exotics, trucks, Jeeps, bikes and more for Cayman’s biggest automotive event of the year.
A FREE family-friendly night celebrating Cayman’s car community in the heart of George Town.
Free to attend
OPEN TO THE PUBLIC
Family friendly
All ages welcome
Giving back
100% of registration fees go to charity
Tony’s Toys matches the total registration fees raised, doubling the donation to charity
COUNTING DOWN TO CAYMAN’S BIGGEST NIGHT OF CAR CULTURE
Sunday, November 29, 2026
Downtown George Town • 4–9 PM
More Than a Car Show
Cars & Caffeine Cayman brings the island’s car community together: classic rides, custom builds, exotics and everything in between, for one unforgettable night of cars, food, music and community.
Free for spectators. All ages welcome.
Classics, exotics, trucks, Jeeps, bikes and more
Local coffee, eats & music
Giving back to the community
Special Appearance By:
GIVING BACK TO CAYMAN
Cars & Caffeine has proudly donated over $100,000 to charities in Cayman since inception.
$100K+
TOTAL DONATED
FIVE
YEARS OF GIVING BACK
100%
OF REGISTRATION FEES TO CHARITY
Tony’s Toys matches the total registration fees raised, doubling the donation to charity
Since 2009, Inclusion Cayman has worked to build a more inclusive Cayman for those with intellectual and developmental disabilities. Learn more about their work across three key pillars: Community, Education and Employment at inclusioncayman.ky
Visit inclusioncayman.kyPut Your Brand in Front of Cayman
Connect your brand with one of Cayman’s biggest automotive community events and reach 4,000+ attendees in the heart of George Town.
Build visibility, engage with the community and support an event that gives back to local charities.
4000+
ATTENDEES EXPECTED
200+
REGISTERED PARTICIPANTS
$20K+
RAISED FOR CHARITY ANNUALLY
FROM THE STREETS OF GEORGE TOWN
Your Ride Belongs in the Lineup
SECURE YOUR DISPLAY SPACE
Reserve your vehicle’s place before registration closes.
JOIN CAYMAN’S CAR COMMUNITY
Connect with fellow owners, enthusiasts and automotive businesses from across the island.
SUPPORT A GREATER CAUSE
100% of registration fees go to charity. Be part of an event that brings car culture and community together in support of local causes.
CI$40
EARLY BIRD REGISTRATION
through September 20
CI$50
REGULAR REGISTRATION
September 21 – October 31
CI$75
LATE REGISTRATION
November 1 – November 15
Frequently asked Questions
- 01Is the event free to attend?
Yes! Cars & Caffeine is free for spectators. Bring your family, meet fellow enthusiasts, enjoy the vehicles, entertainment, food and community atmosphere.
- 02Do I need to register my vehicle?
Yes. All display vehicles must be registered in advance. Spaces are limited and registration closes once all available spaces are filled.
- 03What types of vehicles can be displayed?
We welcome all makes and models including:
- Classic cars
- Modern performance cars
- Supercars & exotics
- Muscle cars
- European & Japanese imports
- Trucks & Jeeps
- Motorcycles
- Custom and modified vehicles
If you love it—we’d love to see it!
- 04Can I register on the day?
Unfortunately not. Vehicle registration closes 2 weeks before the event to allow us to plan vehicle placement and traffic management.
- 05Is there a registration fee?
Yes. Vehicle registration fees go directly to our chosen charity. This year our charity is Inclusion Cayman
- 06Where do spectators park?
Free public parking is available throughout George Town. We recommend arriving early as parking fills quickly.
- 07Can I leave with my vehicle before the event ends?
For everyone’s safety, display vehicles are generally expected to remain in place until the official closing time unless directed otherwise by event staff.
- 08Can I touch the vehicles?
Please admire the vehicles without touching them unless the owner has invited you to do so.
- 09Is the event suitable for children?
Absolutely! Cars & Caffeine is designed to be a family-friendly community event with something for all ages.
- 10Are pets allowed?
Well-behaved pets on a leash are welcome. Owners are responsible for cleaning up after them.
- 11Will there be food and drinks?
Yes! We’ll have a fantastic selection of local food vendors, coffee, cold drinks and sweet treats available throughout the evening.
- 12Is the event held if it rains?
Yes. The event will generally proceed unless severe weather creates a safety concern. Any updates will be posted on our social media channels.
- 13Can businesses become sponsors?
Absolutely! Cars & Caffeine relies on amazing local partners. Contact us at info@carsandcaffeinecayman.com to learn about available opportunities.
- 14Can vendors apply?
Yes. We’re always looking for quality food vendors and businesses that complement the event. Applications can be submitted at info@carsandcaffeinecayman.com
- 15Can I become a volunteer?
Yes! Please contact info@carsandcaffeinecayman.com to learn about available opportunities.
Get In Touch
Have a question about registration, sponsorship or the event? Send us a message and the Cars & Caffeine team will get back to you.
Follow the ACtion
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