
1958 Cadillac Fleetwood 60 Special Fleetwood 60 Special
You are gonna see me comin in a big black Cadillac - Elvis Presley The new Fleetwood Sixty Special sedan is a culmination of the refined techniques and styling genius of Fleetwood craftsmen. This illustrious, long-wheelbase sedan bears many distinguishing design features to emphasize its exclusive character. The lower rear fender embodies a single flowing panel of ribbed anodized aluminum with a molding of stainless steel... there is a matching wheel opening cover. The spacious new interior appointments and furnishings are luxurious and gracious in every detail, with every motoring convenience in constant attendance - even the front vent panes are now power operated. Step back in time with this 1958 Cadillac Fleetwood Sixty Special. This iconic vehicle radiates class, style and luxury, making it the perfect choice for your next big event. With its signature tail fins, smooth lines and impeccable attention to detail, the 1958 Cadillac is a true work of art that is sure to turn heads. Whether you are attending a red carpet event, wedding, or simply want to make a grand entrance, let us elevate your experience to the next level. Do not settle for ordinary transportation when you can ride in classic luxury. Book now and enjoy the ride in a piece of automotive history! You will be noticed everywhere you go in this Cadillac that if fit for a King! The base rate is for up to four (4) hours and 50 miles round trip from my garage in North Portland, including travel time to the initial pick up and from the final drop off. Extra time may be added at a rate of $75 per each additional hour. Additional miles are available at a rate of $0.75 per mile. DriveShare does not correctly calculate bookings greater than the four hour minimum. Please contact me directly to receive the correct rate. Message me now to book your trip back in time. *** Note: For trips extending beyond two hours of return driving time, with a return journey concluding after 1am, an overnight stay is necessary for the chauffeur's safety. The renter is responsible for covering the accommodation expenses. This precaution is in place to maintain safety standards and ensure optimal driving conditions. ***
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Availability
October 2026
November 2026
Approximate location
Portland, OR
5.00 · 16 reviews
July 2025
Keith is a national treasure, was an absolute champ. on time went above and beyond. with the photoshoots. Really a pleasure talking with him during our little drives. Book him now don't look any further you found the perfect driver and car. The car is beautiful and a amazing experience to get to drive along in it, you feel like royalty. Thank you Keith for making our day even more special. I wish you the best.
July 2025
An amazing ride to cap off a great wedding. Keith took us for a cruise to overlook then to our after party and finally our hotel. Clean and comfortable highly recommend booking this ride.
Anonymous
July 2025
July 2025
This was our getaway car after our wedding! Keith is great to work with, very responsive, easy to communicate with and personable! It was one of the highlights of our wedding having a sparkler send-off line to the car and riding downtown with the windows down. Highly recommend hiring Keith and renting this beautiful car!
June 2025
Cherry on top for our wedding night. Highly recommend.
Anonymous
June 2025

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US listings are handled by our partner DRIVESHARE. Continue there to check availability, pricing and reservation details.
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