10 Boutique Resorts in Jamaica for the Ultimate Laid-Back Escape

Skylark, Negril
A modern classic with retro bones, Skylark sits right on Seven Mile Beach, trading in sunshine and soul. Whitewashed exteriors reflect the Caribbean light, while bold tropical hues explode inside Miss Lily’s, the hotel’s outpost of the NYC cult-favorite Jamaican restaurant. There’s jerk on the grill, vinyl on the turntable, and a social energy that pulses like a dancehall beat. Rooms start at just $150 per night, but nothing about the vibe feels budget. It’s Negril for the next generation, and it’s having a moment.
Opened in 2018, Skylark is the sister hotel of Rockhouse, but with a distinctly breezier, beachier attitude. It draws a younger crowd thanks to its upbeat style, DJ-curated playlists, and emphasis on laid-back fun. Guests can step directly onto the soft white sand or explore a lively stretch of Negril lined with cafes, bars, and craft stalls. Between the authentic flavors, affordable luxury, and that undeniable Negril energy, Skylark makes a strong case for staying just a little longer.
Guy Britton is the managing editor of Caribbean Journal. With more than four decades of experience traveling the Caribbean, he is one of the world's foremost experts covering the region.