Questions, answered.
Everything people ask before booking a classic car in Temecula Wine Country.
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.
How much does it cost to rent a vintage car in Temecula?
Our 1969 Cadillac DeVille convertible is $325 per hour chauffeured (three-hour minimum, $975), $1,200 per day self-drive, and $1,200 per day as a non-driving event or photo-shoot car. DriveShare protection plans from $87.27 per day are added at checkout.
How do I book the 1969 Cadillac?
All bookings go through DriveShare. Choose Chauffeured, Driving (self-drive) or Event on the listing, pick your dates, select a protection plan and pay securely. You can message the host on DriveShare with questions.
Is insurance included?
DriveShare protection covers both chauffeured and self-drive rentals. Self-drive renters choose a Good, Better or Best plan at checkout; all include owner liability up to $1 million and comprehensive and collision protection.
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.
Can we drink wine on a classic car wine tour?
On a chauffeured booking your host drives, so guests can enjoy tastings at each winery. Self-drive renters must not drive after tasting; if you plan to taste, book chauffeured.
How many people fit in the 1969 Cadillac convertible?
The car seats six including the driver; four guests is the most comfortable with the top down.
How many miles are included on a self-drive rental?
25 miles per day, with additional miles at $1.00 each. Most wine-country loops fit comfortably within that.
What happens if it rains?
The power soft top goes up. Weather decisions are at the host's discretion; message your host on DriveShare to discuss options.
Do you do weddings at Temecula wineries?
Yes. Book the car chauffeured for arrivals, golden-hour portraits and getaway exits, or as a non-driving Event rental to display at your venue.
Can we book the Cadillac for a bachelor or bachelorette party in Temecula?
Yes. Book it chauffeured on DriveShare at $325 per hour with a three-hour minimum. The car seats six including the chauffeur, so up to five friends ride top down while we drive a custom winery route — nobody in the group has to drive.
Can the car be used for a photo or film shoot?
Yes. Book it as a DriveShare Event rental — $1,200 per day with a three-hour minimum — and the host delivers the car to your location.
Where do I pick up the car?
Self-drive rentals are picked up and returned in Temecula. Allow 30 minutes for a walkthrough and short test drive before your paid time begins.
How far in advance should I book?
Two to four weeks for most weekdays, six to ten weeks for harvest-season weekends (August–October), and six to twelve months for wedding Saturdays.
Still curious?
Message the host directly on DriveShare — or check your date and book.