Just now reading this great discussion. I too love to plan trips and have a loose bucket list. In February we did my (always) #1 trip to Egypt. We wanted to go before we needed canes or walkers, and it was everything we hoped for and more. I have four US itineraries planned in my head, as well as several international ones. We always go on our own to Europe and US/Canada/Mexico. Driving there (even England and Ireland) is not a problem for my husband, and I am a pretty good navigator (even without GPS devices!) Likewise, our Chili trip which included Easter Island and a small 4 day cruise at Tierra del Fuego was a lot of fun to plan and experience. Trips where we can't read the language (e.g. Arabic, Chinese, Turkish) we take an organized tour (Kenya, Morocco, Egypt, Turkey, China).
The planning is a lot of the fun. We went with some relatives for 3 weeks covering northern France in 2017 and it was a successful combination of history, culture, scenery and the always enchanting lifestyle of the French. I began researching airfares, places to stay and things to do about 9 months before the trip, taking into consideration everyone's "must sees". Now I am planning a trip to Quebec province for the same relatives for fall 2020.
My husband and I celebrate our 50th in 2021 and will rent a place for a week in a small town in the Drome region of Provence, then a week in the Dordogne area, using a car for short day trips. Another week somewhere else (Piemonte region of Italy? Northwestern Spain?) We plan on lots of relaxing and enjoying the food and slower lifestyle in the French countryside.
Some one on this thread mentioned the southwest...we have made many road trips in Arizona, Utah, New Mexico and Nevada, as we live in Southern California, and I recommend it HIGHLY! The national parks in Utah alone are a joy. Santa Fe New Mexico is charming and Tucson Az. has a lot to offer. We're not fans of Las Vegas, but Nevada has some charms of its own, nature wise. California is a summer-long place to visit...Yosemite, Lassen, Sequoia, Kings Canyon, the Mojave, the Redwoods, magnificent seashores, Lake Tahoe. And those are just the natural wonders.
To all the trip dreamers and planners and takers....Enjoy each stage of your travels. As "Auntie Mame" said, "Life is a banquet, and most poor suckers are starving to death!" If you can travel, do it! If you can't, keep dreaming!