December is quickly approaching and we all know what that means: Art Basel time! Book a hotel in South Beach and spend your weekend strolling through beach-front art exhibits, sipping mojitos, and running into everyone you've ever known.
Restaurants: See and be seen at Prime 112 and Casa Tua, both of which require reservations in advance. For some authentic Cuban fare, try Puerto Sagua. The best brunch spot is Cecconi's, at Soho House.
Art: The major fair is Art Basel, which would take the whole weekend to see in its entirely. Make sure to get tickets ahead of time, because the line here is long. I actually prefer the smaller, less crowded art fairs that present the art in more manageable doses. My favorite is Untitled, a small but well-curated fair that happens to be right on the beach and has a bar. Other great shows are: Scope, Design Miami, Spectrum, Pulse, and Art Miami.
Nightlife: My strategy for going out at night during Basel is to choose a place I love and get there early. Last year, I went to The Delano around 8pm and when I left around midnight, there was a serious party happening and a terrifying line situation. Party hopping isn't a good idea because taxis are sparse and every door will be difficult, even if you're "on the list."