Nudist Holiday
Depending on when it's over, Sitges in Spain (just south of Barcelona) is a great spot for a vacation. Two nude beaches, one right in the town. Also, Cap d'Agde in the south of France is the world's largest nudist resort. Up to 30,000 there in August each year. Mandatory nudity on the beaches there. In the US, Haulover beach in N. Miami is great and the water is warm. Ft. Lauderdale is only 20 minutes north and a great place to stay.
If in Europe try Vera Playa in Spain. It has a longer summer season than Cap d'Agde. I've even been naked there in December. There are several streets enclosing gated communities of apartments, each with a pool. It has a long sandy nude beach with many beach bars - the Pirate's bar is a must! We walked everywhere and dined naked noon and night - a genuine naked 24/7 for the duration of the holiday. The supermarket is outside the nude area so get essential shopping ( sunblock, coffee, breakfast, wine and whisky) on the way there.
And for the winter months try Maspalomas in Gran Canaria. The beach is brilliant, with the usual beach bars. And the sand dunes are infamous. The two main shopping centers have brilliant night life, if usually (but not universally) textile. Try the Fiction bar in the Jumbo Center. The waiter and waitress gently peel off their clothes as the evening progresses.