Mercedes SL R107
You may think the R107 doesn’t belong on this list since the Mercedes SL isn’t exactly a small convertible. However, if you look at it carefully, you will see that this generation fits the bill perfectly. The first reason is that it is strictly a two-seater convertible. Secondly, it is an old school model they built with the highest standards of quality.
Thirdly, it offers a lot of enjoyment, power, and comfort for the money. And the fourth and final reason is that it’s a great summer cruiser. In fact, the SL R107 is a good investment since the prices of classic SL models are constantly on the rise. Better yet, this generation was in production from 1971 to 1989, so it is quite common.
The engine choices include one six-cylinder engine and several V8s, including the range-topping 560 V8. You should find a 450 or 500 V8 engine since they are the most popular. Also, they offer the best combination of power and efficiency.
Mercedes sold over 237,000 of those elegant convertibles during the 18-year old run. And believe or not, almost two-thirds of them were U.S.-spec cars. That is why you won’t have any problem finding the right example for you. However, be ready to pay around $25,000 for decent examples of this Teutonic power roadster.