I like where I live, the Delray Beach/Boca Raton, FL area. Palm trees, warm weather, good restaurants, festivals, nearby performing arts centers, good roads, nice beaches.
Catskills, NY and adjacent areas in upstate, NY.
The Great Lakes region. The shores of Michigan and Wisconsin.
Vancouver, BC.
Stowe, VT. Great food, lovely for walking. Mild summers. Ben and Jerry’s factory tour. The Von Trapp lodge for a history tour of their escape from Austria. Maple syrup, fall foliage. In the winter there is skiing and other winter sports.
I really enjoyed my cruise in Alaska through the inside passage.
Trips I highly recommend, but wouldn’t likely go back again and again:
Tokyo and Kyoto, Japan. I regret that I didn’t spend more time there. I went for a week, 10–14 days would have been much better.
Quebec City, Canada. You only need 2 nights and 3 days to see everything. It’s the most European feeling city in North America in my opinion. If I had a week I would go there and then out to the mountains in QC.
Charleston, SC for a quick weekend. Take a carriage tour and then walk around town. Eat by the water or take a boat ride.