About us
Caddy Shack Chauffeured Tours is a locally owned business based in the heart of the Limestone Coast. We design tour and travel packages that help visitors experience the very best of our region — without the overwhelm of planning it all themselves.
From iconic lookouts to hidden cellar doors and family-friendly trails, every experience is built around real local knowledge and genuine care.

Born-and-raised guides who know the back roads, the best season for each spot, and where to stop for the best coffee.
Book in minutes from your phone or laptop. Instant confirmation, flexible policies, real humans behind it.
Small group sizes and a relaxed pace — we're not a tick-the-box bus tour.
Every venue, cellar door and stop is hand-picked and personally tested.
We work with small operators, family wineries and regional producers across the Limestone Coast.
New seasonal experiences added year-round — there's always something fresh to come back for.