Perched above the sea at the corner of Front St and Lahainaluna Rd, this open-air spot is a lively – and iconic – place to watch the sunset. The music (no surprise) is Jimmy Buffett–style, and the setting is pure tropics, from the rattan decor to the frosty piña coladas. Live soft rock from 5:30pm to 9:30pm nightly.
Opened in 1989, this original location spawned an empire. It was recently completely reconstructed. There were eight baby strollers parked out front on our visit – not sure what this means!