27 feet to superyacht: pick your Miami

One dock, one booking flow, and a fleet that runs from a $250 Monterey 27 to the Azimut S7, the Pershing 70 and hulls past the 100-foot mark. Every single rental is captained — ten full-time USCG-licensed captains work the dock — and every price includes fuel, a stocked cooler, Bluetooth sound and Coast Guard–approved safety gear. Pick 3, 4, 6 or 8 hours, tell the team what your day looks like (Star Island? the sandbar? straight into the sunset?), and they plan the route.

Each listing on their site shows exactly what's on board — floating mats, sound systems, water toys — so you know what you're stepping onto before you book.