10/15/2026
5 resorts for a girlfriends getaway within a 5-hour flight, because you don't need two weeks or a long haul to make it a real trip.
Round Hill, Jamaica.
Understated, beautifully maintained, and the kind of property that attracts a crowd that isn't there to be loud about it. The villas have private pools and the whole place has a quiet elegance that makes it feel like a discovery even if you've been to Jamaica before.
Malliouhana, Anguilla.
Clifftop infinity pool, powder white beaches, and a pace of life that will have the whole group decompressed by day two. Anguilla is deliberately low-key and this is one of its best properties.
Sandals Royal Curaçao.
For the group that wants the all-inclusive handled and done well. Curaçao has a distinct personality compared to the rest of the Caribbean and this property is genuinely one of the more visually stunning resorts in the region.
Sugar Beach, St. Lucia.
Set between the Pitons with a beach that looks like it was art directed. The scenery alone makes it worth the trip and the resort matches it.
Montage Los Cabos, Mexico.
For the group that wants a beach with serious energy, great food, and rooms that feel like a flex. Los Cabos delivers on all of it and Montage is one of the strongest properties on the corridor.