4-Nights Round Hill Hotel and Villas from $9,000

Just 25 minutes from Sangster International Airport, Round Hill Hotel and Villas epitomizes timeless Caribbean luxury. Set on 110 lush private acres, this iconic gated resort features a private beach, tropical gardens, Ralph Lauren-designed oceanfront rooms and bespoke two- to six-bedroom villas. Families can enjoy the complimentary kids’ club, while active travelers have access to stand-up paddleboarding, snorkeling, a state-of-the-art fitness center, tennis and pickleball. A cherished tradition is the complimentary daily afternoon tea. Dining showcases locally sourced ingredients, including produce from the resort’s organic garden, creating authentic Jamaican flavors for couples, families, weddings and celebrations.