Hello! I will be visiting one of these right after Labor Day a week or two after. I am from the west coast so I am not really in the know too much about that, but I visited Southampton this year and I really liked it. What would be the main differences in these places? I’m looking for more of an upscale experience and the opportunity to meet people but I won’t have a car and idk how difficult that will make it.

I will either take the ferry from Boston to the islands or from Rhode Island. Which one is easier to do without a car? And once on the islands is it easy to get around ( are there Ubers etc?)

Any recs of where to play tennis, eat, and stay?