1. Kimpton Seafire Resort + Spa
Sitting pretty on Grand Cayman’s Seven Mile Beach, the Kimpton Seafire Resort + Spa earns high praise from past guests for its luxurious accommodations and attentive staff – recent lodgers said everyone treated them like royalty. Rooms feature floor-to-ceiling windows, private balconies, Frette linens and complimentary Wi-Fi access. Past visitors were also impressed with the pool and beach areas – in fact, some reviewers who weren’t even guests at this Kimpton suggested renting a pool cabana for the day to enjoy the services and relaxing atmosphere. The resort’s secluded stretch of sand on the largest of the Cayman Islands also received praise from travelers, who appreciated access to the resort’s water sports equipment, including kayaks, paddleboards, floating rafts and more. For a break from the sun, guests can reserve a treatment at the 8,500-square-foot spa, break a sweat in the fitness center or grab a bite at the resort’s three eateries.
2. Round Hill Hotel and Villas
Since it opened in 1953 a little more than 8 miles west of Montego Bay, Jamaica, the Round Hill Hotel and Villas has played host to the likes of Grace Kelly, Cole Porter and Jackie Kennedy, among other celebrities. Guests say it’s the property’s setting that makes this boutique resort timeless and elegant. Inside the hotel’s 36 guest rooms, travelers will find decor dressed in whites, pinks and blues, plus four-poster beds and rain showers. Round Hill’s 27 villa suites boast open-air living rooms and verandas, along with four to six bedrooms and cottage housekeepers (who will cook you breakfast for an additional fee). Some villas are also home to private pools surrounded by lush foliage. Round Hill offers a wide selection of activities for those who want to venture outside their rooms, including tennis, water sports and spa treatments.