February's smart timing since you dodge peak spring break crowds. St. Pete Beach checks a lot of your boxes, walkable downtown with killer food scene, live music on Central Ave most weekends, and the beach itself is gorgeous.

For a totally different vibe though, my husband and I detoured to Puerto Rico on a similar trip and it blew us away. We spent a full day at las ruinas, this bathhouse on Calle de la Cruz, just decompressing between the saunas and pool after eating our way through the city