Take the long way through wine country.
Eighteen and a half feet of red steel and chrome, a black leather bench, and nothing above you but California sky. Hire our 1969 Cadillac DeVille convertible for a vineyard afternoon, a wedding exit, or the birthday they'll talk about for years.
Sit back, or take the wheel.
Let someone else drive the curves.
Your host at the wheel, a route planned around your tasting reservations, and a glass in your hand at every stop — never behind the wheel. $325/hour, 3-hour minimum.
See chauffeured rates
Your hands on a '69 wheel.
For approved DriveShare drivers: a 30-minute walkthrough and test drive, then the day is yours to cruise wine country your own way. $1,200/day, insurance plans at checkout.
See self-drive termsSome cars take you places. This one makes an occasion of the road.
Temecula is a valley of slow roads and long views — oak-lined lanes, rows of vines climbing granite hills, hot-air balloons drifting over at sunrise. It was made for a car that's in no hurry.
The 1969 DeVille was the last of Cadillac's great open-air luxury cruisers before the decade turned: a hood that seems to go on for a block, a ride that floats, and a cabin built for conversation. We keep ours in fine running order, with a modern stereo tucked into the original woodgrain dash so your playlist comes along for the ride.
Meet the car
Open sky, all day
Top down through the vines, top up in seconds if the valley breeze turns.
A local at the wheel
Chauffeurs who know which tasting rooms need reservations and which back roads catch the sunset.
Photographs itself
Red against green vines and gold hills — every stop is a portrait waiting to happen.
One car, one party
We book a single party at a time. No shuttles, no strangers, no rush.
Made for the days that matter.

Weddings
Grand entrances, getaway exits and golden-hour portraits.

Vineyard Tours
Three or four wineries, chauffeured, at your own pace.

Bachelor & Bachelorette
Bachelor and bachelorette parties, birthdays and VIP arrivals.

Photo & Film
A period-perfect picture car for editorials, music videos and engagement shoots.
“Every road in Temecula looks better from a '69 Cadillac.”The 1969 Caddy promise
Before you ask.
Where can I hire a classic chauffeur car in Temecula?
1969 Caddy offers a chauffeured red 1969 Cadillac DeVille convertible in Temecula Valley Wine Country, bookable on DriveShare at $325 per hour with a three-hour ($975) minimum.
Can I rent a vintage convertible to drive myself in Temecula?
Yes. The 1969 Cadillac DeVille convertible can be rented self-drive through DriveShare for $1,200 per day, with protection plans available at checkout and a 30-minute walkthrough at pickup in Temecula.
Is a 1969 Cadillac a good wedding car in Temecula?
Yes. The DeVille's long red body, chrome grille and open top make it a striking arrival, portrait and getaway car for Temecula winery weddings. Book it chauffeured on DriveShare from $975 for three hours.

Your afternoon in the vines is waiting.
Check live availability and reserve on DriveShare — chauffeured, self-drive or for your event.