Renting a classic car is one of the best ways to turn an ordinary day into something memorable. Whether you’re planning a weekend trip, a photoshoot, an event or simply want to see what it feels like to drive an iconic model, DRIVESHARE makes it easy for guests to find and book the right car.

This guide walks you through how classic car rental works in 2025, what to expect, and how to choose the perfect vehicle for your plans.

Choosing the right classic car

Classic cars come in many shapes and styles. The best choice depends on what you want the experience to feel like.

  • For road trips: Look for models known for comfort and reliability, such as vintage Mustangs, classic Porsches or well-kept convertibles.
  • For weddings and events: Think iconic styling – Rolls-Royce, Cadillacs, VW Campervans, or British classics like Triumphs and Jaguars.
  • For photoshoots and creative work: Consider colour, shape and era. A 60s muscle car makes a different statement than an 80s sports car.
  • For simply enjoying the drive: Choose something with personality. Every classic feels different on the road.

On DRIVESHARE, you can filter by make, model, era, location and rental type (Driving, Event, Chauffeured), making it easy to narrow things down.

Understanding rental types

Guests can choose from three rental options, depending on what they need:

  • Driving rentals: You get behind the wheel and take the car out yourself.
  • Event rentals: The car stays on-site for display, weddings, film work or photoshoots.
  • Chauffeured rentals: The owner drives and you enjoy the ride.

Each option comes with different requirements and pricing, all clearly shown on each listing.

Checking availability and pricing

Every listing has a calendar so you can see when the car is available. Pricing varies by model, demand, location and rental type. Owners set their own rates, and many offer weekend or holiday pricing.

If you're planning a trip or event, it’s worth booking early. Popular vehicles often get booked months in advance.

What to expect on the day

Renting a classic car isn’t the same as hiring a modern vehicle. Part of the charm is the unique driving feel and the personality each car brings.

You can expect:

  • A walkthrough from the owner on how the car operates
  • Time to check comfort, controls and quirks
  • Advice on routes, photo spots or local favourites
  • Clear guidance on mileage, fuel and return times

Classic cars reward relaxed driving and thoughtful planning. The more you treat it as an experience—not a commute—the better it gets.

Tips for a great rental

A little preparation goes a long way:

  • Check the weather if you’re booking a convertible or vintage model
  • Plan your route, especially if driving older cars on highways
  • Leave buffer time for traffic or unexpected delays
  • Communicate with the owner if anything changes
  • Take photos – you’ll want to remember the moment

Owners love sharing their cars with people who appreciate them, and a positive booking can often lead to recommendations for future drives.

Renting through DRIVESHARE

DRIVESHARE connects guests with a nationwide community of classic car owners who live and breathe these vehicles. Every listing is created by someone who knows their car’s history, personality and best moments.

You can browse cars by location, filter by rental type and book directly through the platform. Whether you want a 1960s muscle car, a 70s convertible, a vintage Jeep or something more unusual, there’s a wide range of options available.

Ready to find your classic?

Explore the cars available near you and start planning your next drive. Browse classic cars here.

Note: DRIVESHARE is now fully independent and no longer owned by Hagerty.

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