The Scene: Grab your camera before heading to this scenic beach bar. Not only is Rick's Café known as one of the best places to watch a sunset in the Caribbean, it's also famous for its gutsy (some say crazy) cliff diving, which goes on right next to the bar. Even though signs warn patrons not to take the plunge, it happens all the time. For more than 30 years, owner Richard Hershman has worked hard to keep Rick's hopping, including rebuilding after four hurricanes decimated the place.
Signature Drink: Rick's Famous Planter's Punch, with a secret mix of rum and fruit juices; $4.
Don't Miss: Watching the local "diving troupe" and bar customers soar off the cliffs.