Exclusive Offer
Tryall Club | 2026 Caribbean Nights
Turn up the heat at Caribbean Nights 2026 – Stay Longer for Less, where tropical vibes, endless sunsets, and irresistible savings make your getaway last even longer. 🌴✨
Four nights for the price of three nights / Seven nights for the price of five!
*Full payment is required at the time of booking (non-refundable).
Little Palm at Tryall
Jamaica / Montego BayTryall's only two bedroom estate villa, Little Palm lives large nestled on a 3 acre property, on the 17th hole and a short walk or quick golf car ride to the beach.
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- Tryall Club | 2026 Caribbean Nights
Legacy Villa at Tryall Club
Jamaica / Montego BayLegacy Villa is a colonial style two-bedroom home offering endless vistas from its 75′ covered veranda across lush gardens and the golf course to the shimmering sea.
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- Tryall Club | 2026 Caribbean Nights
Bye The Way at Tryall Club
Jamaica / Montego BayAn immaculate two-bedroom Great House bungalow, Bye the Way offers panoramic ocean views from its 67 feet veranda and the luxury of a private, beautifully landscaped garden.
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- Tryall Club | 2026 Caribbean Nights
Tradewinds on the Sea at the Tryall Club
Jamaica / Montego BayThis amazing seafront property sits on two acres at the famous Tryall Club – directly on the Caribbean Sea. 300 feet of waterfront from the north perimeter of the property, and it is one of the newest premier villas at The Tryall Club.
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- Tryall Club | 2026 Caribbean Nights
Ma Moura at the Tryall Club
Jamaica / Montego BayBuilt and owned by the same family for over forty years, Ma’Moura’s unique setting sits high on a hill overlooking the 17th green and the Caribbean Sea. Enjoying cool breezes and unobstructed views, this villa provides one of the most private yet outdoor experiences at Tryall.
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- Tryall Club | 2026 Caribbean Nights
Little Hill at Tryall
Jamaica / Montego BayLittle Hill was built in 1959 by an architect Robert Hartley. It was the first villa to be built at The Tryall Club in the Classic West Indies style around a circular 30 foot diameter swimming pool with extensive covered terraces throughout.
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- Tryall Club | 2026 Caribbean Nights
Bella Vista at the Tryall Club
Jamaica / Montego BayBella Vista is a view in a million with a top rating of premier. Built to showcase the stunning ocean views, with a mix of Jamaican & international interiors, this villa really is the epitome of elegance and peace and beautiful vistas.
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- Tryall Club | 2026 Caribbean Nights
Point of View at the Tryall Club
Jamaica / Montego BayLocated on the highest point at the renowned Tryall Club, Point of View sits on one of the most spectacular sites in the Caribbean … indeed, in the world. From its unique vantage point, a sweeping panorama stretches down the mountain and across the 18-hole championship golf course to the deep blue Caribbean and distant horizon. Breathtaking at every turn.
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- Tryall Club | 2026 Caribbean Nights
Overlook at Tryall
Jamaica / Montego BayBuilt on one of the prime sites at Tryall and conveniently located in easy walking distance of the Great House, gym and tennis courts, with total privacy and magnificent landscaping.
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- Tryall Club | 2026 Caribbean Nights
Sunset at the Tryall Club
Jamaica / Montego BaySunset is a beautiful five-bedroom villa that sits on the edge of the Caribbean Sea with a private beach offering the perfect escape for all those who love waterside living.
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- Tryall Club | 2026 Caribbean Nights
Trinity at Tryall
Jamaica / Montego BayTrinity is a recently renovated luxury villa that boasts breathtaking views, features two expansive swimming pools, offers opulent furnishings and accessories, incorporates a Sonos music system throughout, and is staffed by a team of professionally trained individuals dedicated to ensuring your vacation is unforgettable.
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- Tryall Club | 2026 Caribbean Nights
Oceana at the Tryall Club
Jamaica / Montego BayDiscover the epitome of Caribbean sophistication, opulence, and breathtaking vistas of Oceana, a true masterpiece located amidst nature’s grandeur atop Garden Hill at The Tryall Club. Oceana, built from the ground up, is simply awe-inspiring. With wide-angled views of the Caribbean Sea, the city lights of Montego Bay to the east, and the island’s westerly views, the scenic offering from this private villa will exceed expectations.
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- Tryall Club | 2026 Caribbean Nights
Hanover Windward at the Tryall Club
Jamaica / Montego BayPremier Villa on Two Acres on Tryall Club’s Chic West End! Hanover Windward sits atop of a hill with far reaching views to the Caribbean sea.
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- Tryall Club | 2026 Caribbean Nights
Karma Bay at the Tryall Club
Jamaica / Montego BayA sprawling double lot directly on the Caribbean Sea is among the most stunning waterfront locations in all Jamaica. This is the rarefied site of the private villa named Karma Bay.
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- Tryall Club | 2026 Caribbean Nights
Infinity at the Tryall Club
Jamaica / Montego BayA Premier villa at the renowned Tryall Club, Infinity is a halcyon haven overlooking the Caribbean Sea. Its rooms are large and tastefully furnished -- some traditional, some eclectic -- with a designer’s eye to comfort throughout. Named for its seemingly endless private pool, Infinity is a vacationer’s paradise for golf and tennis enthusiasts, spa weeks, family reunions, or merely relaxing into the good life for a week or more.
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- Tryall Club | 2026 Caribbean Nights
Following Seas at the Tryall Club
Jamaica / Montego BayFollowing Seas is a marvelous private villa with the top rating of Premier. It is tastefully renovated with thoughtful comforts, amenities and stylish bathrooms throughout.
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- Tryall Club | 2026 Caribbean Nights
Bumper’s Nest at the Tryall Club
Jamaica / Montego BayOn three acres of land with a commanding view of the Caribbean Sea, lush green mountains, and a golf course, Bumper's Nest was designed by distinguished architect Kasimir Korybut in 1995. A brilliant renovation has recreated one of the most glamorous homes at the Tryall Club. Here is an extraordinary private home with simply the best of everything.
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- Tryall Club | 2026 Caribbean Nights
Sea Glass at Tryall Club
Jamaica / Montego BayFormerly named Annabella, Sea Glass sits on a remarkable six private acres on a plum site at the prestigious Tryall Club. Uniquely private, the feeling is being in a world of your own, wonderfully quiet and tranquil while just minutes away by complimentary golf cart are the amenities that have defined the Tryall Club as one of the finest private clubs in the world.
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- Tryall Club | 2026 Caribbean Nights
Phoenix on the Beach at the Tryall Club
Jamaica / Montego BayPhoenix sits on a spectacular seascape on Jamaica's lush North Coast at the luxurious Tryall Club 12 miles west of Montego Bay. The beach club, pro shop, first tee and driving range are within walking distance of the Phoenix front door. Nine laykold tennis courts are just a golf cart ride up the hill.
Our Exclusive Offers:
- Tryall Club | 2026 Caribbean Nights