Bermuda is buttoned-up and gentrified but I would move there in a hot minute. No bikini tops in the grocery store, but gas is stupid expensive, the speed limit on the island is 25 mph, and everyone I met is extremely polite. Get your wallet ready tho.

Costa Rica was east breezy, Pura Vida, gorgeous m, a little wild, and my favorite, has sloths ♡. Extremely reasonable in price. Hotel Capitan Suizo in Playa Tamarindo is plenty swank but still in the beach (Pacific side).