Dear Ronnie and mid-60s Buick owners with road trip aspirations,
I would not mind traveling the USA in something like that. That's real nice work and old school. Definitely on my bucket list.
In the 1990s I first ran into teardrop trailers when I learned about a rally near San Diego where I was living at the time. I have to admit I kind of fell in love with them. They are so cute and really practical in their use of space. They are definitely having another revival right now. There is a free online magazine devoted to teardrop trailers:
https://www.cooltears.com/Teardrop trailers have another intriguing aspect they are within range of building your own if you have a modest DIY skillset. The parts to complete your trailer are increasingly available. For example here is one vendor who claims to be the largest supplier of teardrop trailer parts:
https://www.teardroptrailerparts.com/ There are also a large number of outfits making teardrop trailers. You can get a sense of what is out there by keeping an eye on eBay teardrop trailers for sale. This link might get you a listing:
https://www.ebay.com/sch/i.html?_sacat=50060&_nkw=teardrop&_dmpt=RVs_CampersHave any of you done a big road trip in something similar?
As Iain pointed out, these trailers just aren't that practical especially for a longer trip. I've never had one but I've used my wagon as a "bedroom," and it is plenty rough. I have used my wagon for both camping to reach dark skies for amateur astronomy and after scuba diving trips. Once I did both. Here are two pictures I took the morning after.
My telescope is at the extreme left. I put my sleeping bag on the roof! The next picture is a close up of the picnic table:
You can see the scuba tanks underneath. There is an ice chest on the seat. The yellow-orange thing is a propane camp stove and on the right is a plastic tub with my wet-suit. This is the mess generated after just 1 night for 1 person!
If I won the lottery, in addition to my vintage Airstream, I would build myself a custom teardrop trailer and get myself a 1965 GS convertible to pull it. However, these little trailers aren't aren't suited for much more than a quick weekend trip. If you want to cruise the country, you need a trailer where you can sleep, cook, and eat inside.
Cheers, Edouard