A Fashion Editor's Guide to Jamaica: What to Eat, Where to Stay and Everything to Pack
Welcome to Out of Office… Who What Wear UK's chic travel guide that provides you with the most stylish take on any given destination by tapping creatives who know where to stay, what to eat and, more importantly, which items to pack. This month, Who What Wear UK Contributor Harriet Davey shares her tips for a luxury trip to Jamaica.
There's some countries you visit that'll always have a special place in your heart long after you land back home, and for me, Jamaica is one of them. Having first visited the Caribbean island back in 2022 to style a shoot in Montego Bay, this time, I got to venture back to this same area along with also travelling around to Portland (via helicopter, casual) and finishing my week-long stay in Ocho Rios. And now I've seen more of this magical place, I love it even more than ever.
My favourite part of any trip – aside from planning what to wear, of course – is discovering places to stay and eat and also fun things to do. And after going rafting, having the best massage of all time and eating more jerk chicken than I care to admit along the way, I wanted to share my top tips on Jamaica so you don't have to spend hours on TikTok trying to plan your luxury Caribbean holiday. Consider this your guide to the chicest holiday to Jamaica.
1. Where To Stay
This time round, I was lucky enough to explore more of the island and ended up staying in Montego Bay, Portland and finished the epic week in Ocho Rios. Staying at hotels and villas, these are some of my recommendations that just so happen to be some of the most stylish accommodation on the island.
Montego Bay
Named 'Half Moon' after the 2-mile long moon-shaped beach that you'll have private access to, the resort has 210 rooms plus 19 villas. It's one of those places you could easily book and spend your entire trip there – mainly because of all the amazing restaurants (you can still eat at them without being a guest), the spa, gym, 9 tennis courts and 8 pickleball courts that'll keep you busy.
