Caribbean Island of the Month

June

Timeless Luxury in Paradise

Perched on a lush hillside overlooking the turquoise waters of Montego Bay, Round Hill Hotel and Villas blends timeless elegance with authentic Jamaican charm. This iconic resort, once a private haven for Hollywood legends, features beautifully restored Ralph Lauren-designed oceanfront rooms and luxurious private villas with pools and dedicated staff. Surrounded by 110 acres of tropical gardens and pristine coastline, guests enjoy gourmet dining with farm-to-table ingredients, a world-class spa nestled in a historic 18th-century plantation house, and warm, attentive service. Whether lounging by the infinity pool, exploring the reef, or savoring sunsets on the beach, Round Hill offers a truly unforgettable Caribbean escape.

What's Included

  • Things to Do
    Round Hill Hotel and Villas offers a diverse array of activities to suit every interest. Guests can enjoy thrilling adventures like ziplining and bamboo rafting, or relax with sunset cruises and beach lounging. On property, the resort features engaging options such as pickleball, tennis, and a variety of watersports for those seeking active recreation. Its proximity to Montego Bay’s attractions ensures a perfect blend of excitement and tranquility.

  • Dining
    Dining at Round Hill is a culinary delight, featuring 11 unique food and beverage outlets. Led by Executive Chef Martin Maginley, the resort emphasizes fresh, organic ingredients sourced locally. Guests can savor gourmet meals, casual beachside bites, and participate in special events like the Michelin-Star Culinary Experience. Enhancing the culinary journey, the resort also offers daily Food & Beverage Activations—interactive sessions such as The Local Infusion, The Rum Chat, and Who Wants to Be a Wine Connoisseur—providing immersive, themed tastings and mixology experiences at select venues throughout the week.

  • Wellness
    The Spa at Round Hill is a sanctuary of relaxation, set in a restored 18th-century home. Offering Elemis aromatherapy treatments, an open-air yoga pavilion, and a state-of-the-art fitness center, guests can indulge in personalized wellness experiences amidst lush tropical surroundings.

Featured Offer

  • $100 Resort credit per room for stays of 4-nights or more
  • Upgrade at the time of booking at the next available category based on availability
  • Stay four nights or more and save more
  • Twice daily housekeeping service
  • In-room tablet
  • Bottled spring water at turndown
  • Wi-Fi
  • Use of the Pineapple Kids Club
  • Jogging and walking path with FitTrail exercise workstations
  • Use of tennis courts (day & night)
  • Guided garden tour (Fridays)
  • Snorkeling, paddle boats, kayaks, glass bottom boat ride (scheduled)
  • Daily afternoon tea
  • Welcome drink on arrival
  • Use of fitness centre/gym with instructor (complimentary 30-min stretch class 4pm daily, except Tuesdays)
4 NIGHTS FROM $1,549 PER PERSON

Book now through 6/30/25
for travel now through 10/31/25