tennessee_fan saidHey guys! Each year I try to plan a vacation to visit one city i've never been to before. I typically love funky bars/restaurants, a great downtown scene and water (beach, lakes, etc).
I've narrowed it down to the list below...help me choose!
Depends on that time of year you're planning. They're all nice to visit, but at the right time.
All are best in the summer, in my view, except for Austin. Avoid July & August there; I lived in San Antonio 4 years, the 100-degree heat can be brutal. But if you visit Austin consider driving down to SAT, just an hour away, and also the Hill Country to the west. You can see the Alamo, stroll the Riverwalk (or take a barge), and do the Spanish Missions tour. I like the area best in Nov-Dec and Mar-Apr.
If you go to Boston and/or Martha's Vineyard you might also consider P-town. We went late in the season our last trip, after Labor Day to avoid the tourist crush. Weather becomes a dice throw, although we got very lucky, 75-80 degrees the end of September. I used to go out fishing from the Vineyard, but otherwise not sure you'd find much to do there after a couple of days.