Date night cars // Hagerty DriveShare

Rent a fun-to-drive classic or modern car and amp up your date night with DriveShare. The best part? We've got you covered with insurance optimized for classic cars.

Meet DriveShare

Take date night to the next level by renting a sweet ride. Whether you’ve made restaurant reservations close to home or if you’re planning a weekend road trip with your date, we’ve got swoon-worthy classic and collector cars to amp up your rendezvous.  And with three ways to rent — you can drive, you can be chauffeured or the car can be displayed for events — you can craft the exact experience you’re looking for. 


Travel care-free knowing you are covered with DriveShare. Each rental booked through DriveShare includes exceptional insurance that protects the car for the entire rental period, and premium roadside assistance has your back the entire time.

How it works

  1. Register here for a free account.

  2. Search for a car that makes your heart race.

  3. Select your dates and rental type: "Driving" means that you drive, "Chauffeured" means the owner drives and "Event" means the car will be used for display.

  4. Coordinate pick-up and drop-off with the host. We recommend that you download the DriveShare app for iPhone or Android to make communication and pick-up even easier.

  5. Enjoy the ride!

Learn more about how to rent or check out our renter FAQ.  

Here at Driveshare, we know that the siren song of the highway is its own special sound but having some actual songs to go with your drive are nice to have too. That’s why we’ve built this special playlist. We thought that you might like the combination of a few songs expressing adoration for a significant other, interspersed with love songs for the open road.  If you’re firing up a special vehicle for your date (and the stereo is upgraded to a Bluetooth-connected version … or at least one with an AUX input) pop this onto your smartphone and hit play. Let us worry about the playlist; you just worry about making the rest of your date night perfect. 

Rent a swoon-worthy ride


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