Fleetwood's on Front Street and the Rooftop That Faces West

Fleetwood's on Front Street and the Rooftop That Faces West

Fleetwood's on Front St. in Lahaina is Mick Fleetwood's restaurant — yes, that Mick Fleetwood — and the rooftop bar faces west over the Pacific with the kind of sunset view that makes you forgive a rock star for opening a restaurant, which historically is not something rock stars do well. Fleetwood's is the exception. The cocktails are tropically serious, the pupu menu (Hawaiian appetizers) includes fresh poke and kalua pork sliders, and the evening begins with a drum ceremony at sunset played from the rooftop by Mick himself when he's on-island, or by local drummers when he's not.

The rooftop at golden hour is Maui at its most theatrical — the sun drops toward Lanai across the channel, the sky cycles through its full color palette, and the crowd holds drinks at chest height and watches in the shared silence that only sunsets and curtain calls produce. The music after dark is live — Hawaiian, blues, jazz — and the room fills with the particular energy of a place where the owner is a musician and the staff knows the difference between a set list and a playlist.

Insider tip: Book a rooftop table for sunset — they go fast. If the rooftop is full, the downstairs dining room has excellent food and the same musicians play on the ground-floor stage. And ask about Mick's schedule — when he's in town and sits in with the band, the evening goes from good to legendary.