The Round Hill Cup kicks off on November 20th. Join tennis and pickleball enthusiasts for an unforgettable 4-day getaway, with specialized clinics, and pro exhibition matches featuring Kevin Anderson and Ivo Karlovic.⁠ ⁠ Register at the following link: roundhill.com/tennis-tournam…

A Caribbean masterpiece, perfectly framed. #RoundHillResort #virtuosotravel #sovirtuoso #signaturetravelnetwork #luxurytraveladvisor #jamaica #beautifulhotels #caribbeanescape #luxurytravel #roomwithaview

Private pools, breezy palms, and panoramic Caribbean views. Head to the following link to visit Round Hill’s private villas on YouTube: youtube.com/playlist?list=… ⁠ #RoundHillResort #virtuosotravel #sovirtuoso #signaturetravelnetwork #luxurytraveladvisor #jamaica #designervilla

Winter Wonderland Getaway! Family-friendly fun awaits at Round Hill! Book a Family Villa getaway package and enjoy perks like free kids’ stays and meals, babysitting, and a night free! Follow this link to learn more: roundhill.com/hotel-deals-mo…

On this day of thanks, we are grateful for the Round Hill family, near and far, and the memories we’ve shared throughout the years. Wishing you a joyful and abundant Thanksgiving from Montego Bay. #RoundHillResort #virtuosotravel #sovirtuoso #signaturetravelnetwork

That’s a wrap on the Round Hill Cup! Thank you to all who joined us for this incredible weekend. We can’t wait to welcome you back for our 3rd Annual Round Hill Cup, scheduled to take place November 19th – 23rd, 2025. Stay tuned for more details!

Chase the sun. Celebrate the season. Book your 2025 escape through the Family Villa Getaway offer, with a complimentary 5th night for every 4 night stay along with exclusive perks. Find full details here: roundhill.com/hotel-deals-mo…

Every Christmas Eve, Santa trades his sleigh for a speedboat and makes a special stop at Round Hill. Wishing a Merry Christmas Eve and a Merry Christmas to the Round Hill family near and far. #RoundHillResort #virtuosotravel #sovirtuoso #signaturetravelnetwork

One hundred and ten acres of palms, bougainvillea, and pristine, sun-kissed shoreline. Welcome to winter at Round Hill. #RoundHillResort #virtuosotravel #sovirtuoso #signaturetravelnetwork #luxurytraveladvisor #jamaica #caribbean Photo by Eryn Leydon

Private dining, perfected at your villa. Indulge in an unforgettable culinary experience steps from your private sanctuary. Savor the freshest flavors from the Caribbean Sea and Round Hill’s on-site garden as the evening unfolds in exquisite style.

Sunrise at Round Hill. See paradise in a new light. Book your spring 2025 escape at the following link: roundhill.com #RoundHillResort #virtuosotravel #sovirtuoso #signaturetravelnetwork #luxurytraveladvisor #jamaica #caribbean Photo by Fabio Laub

The gold standard for golden hour. Distinctively designed by Ralph Lauren, each of Round Hill’s gracious guest rooms boasts serene views of the Caribbean Sea—best enjoyed, perhaps, at sunset. Book your stay at the following link: roundhill.com

Trade winter blues for Caribbean hues with the Family Villa Getaway offer. Enjoy five nights for the price of four, along with complimentary kids’ amenities, private babysitting, and 25% off treatments at our spa. Details at the following link: roundhill.com/hotel-deals-mo…

Real life can wait. Bask in the beauty of Round Hill a little longer with the Linger Longer 2025 offer. Enjoy a complimentary 5th night with every 4 nights booked, as well as 25% off spa treatments to make your extended stay all the sweeter. roundhill.com/hotel-deals-mo…

Round Hill’s Michelin Series continues this Easter with a visit from Theodor Falser, the award-winning chef of Johannesstube in South Tyrol, Italy. Join us April 18th to April 20th for an extraordinary culinary experience. Reserve your experience: roundhill.com/fine-dining-re…

Find your path to forever at Round Hill, surrounded by lush flora and sweeping Caribbean views. Explore comprehensive packages and bespoke planning services at the following link: roundhillweddings.com

Your suite escape awaits. Steal away for an extended weekend or an exquisite honeymoon. Explore special offers and private villa bookings at the following link: roundhill.com/hotel-deals-mo…

Cooling trade winds, ice-cold cocktails, and sweeping views of the Caribbean Sea. Cheers to another refreshing afternoon at the Beach Bar. #RoundHillResort #virtuosotravel #sovirtuoso #signaturetravelnetwork #luxurytraveladvisor #jamaica #privatevilla Photos by Citrine Swin

Have you met Richard the Strawboss, Round Hill’s resident dream weaver? Watch him craft his intricate baskets and artisan treasures at Round Hill. Leave with a smile, a story, and a cherished souvenir. Photos by Erin Leydon #RoundHillResort #virtuosotravel #sovirtuoso

This Easter, Round Hill enjoyed hosting Chef Theodor Falser for a spectacular weekend of Italian cuisine. ⁠ This Thanksgiving, join us as we welcome Michelin-starred Chef Jordi Artal for another unique dining weekend.⁠ ⁠ Visit our website to learn more: roundhill.com