The Tryall Club requires all villa and condo guests to become members during their stay via a temporary membership fee of $130 (plus 15% service charge) per week for each guest 16 years and over, or $26 (plus 15% service charge) per day per person for stays of less than seven days.
Windward is aptly named for the continuous cross current of trade winds that traverse the property. This fabulous six bedroom home has lovely views from every room and from both levels. Airy and light interiors, large, well configured bedrooms and furnishings that mix traditional Jamaican with contemporary make this villa a relaxing haven.
The villa looks out from an elevated location on Mahogany Drive and is built in classic Caribbean style, on two levels with spacious and contemporary interiors cleverly designed for family living. It looks down over a very well landscaped garden that contains many interesting trees and shrubs. The energetic will enjoy the stroll to the tennis courts and gym whilst the golf course is only a short golf cart ride away. Windward's four bedrooms on the upper level enjoy terraces which face the ocean and the two lower level bedrooms open onto patios with views of the stunning gardens. There are two master suites each with king mahogany beds, private dressing rooms and en suite bathrooms finished with floor to ceiling Travertine tiles, marble double vanities, walk-in showers and deep bathtubs. There is a guest bedroom adjacent to each master suite. One has a king bed and the others have twin beds which can be configured as a king if required. The guest en suite bathrooms have walk-in showers.
The relaxing, free-flowing and spacious living room, dining room and breakfast room are all on the main level with magnificent ocean views. An open plan design facilitates easy living and the colourful fabrics and comfortable furnishings give a spirited feel accented with a well curated art collection. Dinner on the great veranda, and the Chef here is truly talented, makes for a spectacular occasion with views across Sandy Bay and the city of Montego Bay in the distance.
The villa's lower level comprises a Comac heated infinity saltwater swimming pool which can be lit at night. The covered veranda on this level features a family area with ping pong table and other games, while the garden includes a small soccer field for family football matches.
|Category||Date Range||Rate||Min stay|
|Low||Apr 12 2021 to Nov 20 2021||$11,365 per Week||7 Nights|
|Thanksgiving||Nov 21 2021 to Nov 27 2021||$27,275 per Week||7 Nights|
|Low||Nov 28 2021 to Dec 18 2021||$11,365 per Week||7 Nights|
|Christmas | New Year's||Dec 19 2021 to Jan 2 2022||$27,275 per Week||7 Nights|
|High||Jan 3 2022 to Feb 20 2022||$20,455 per Week||7 Nights|
|Presidents Day||Feb 21 2022 to Feb 28 2022||$27,275 per Week||7 Nights|
|High||Mar 1 2022 to Apr 16 2022||$20,455 per Week||7 Nights|
|Easter||Apr 17 2022 to Apr 24 2022||$27,275 per Week||7 Nights|
|Low||Apr 25 2022 to Nov 20 2022||$11,365 per Week||7 Nights|
|Check-in time:||15:00||Check-out time:||12:00|
A $500 to $1,000 security deposit will be collected either by credit card or by wire transfer prior to checking in. It will be refunded after checkout provided there are no damages or charges incurred to the villa (phone calls etc.).
Windward Villa is designed to offer guests the utmost comfort and luxury during their stay. With that in mind, this villa is equipped with an array of amenities and services that include:
• infinity, lit, solar heated saltwater pool
• 3 golf carts
• Football field
• Full Staff :Butler, assistant butler, chef, housekeeper, laundress and gardener
• Free on-property shuttle service
Industry Association Recommended Cleaning Practice: Safe Travels
|Suite 1 | Master||1 King||2 Guests|
|Suite 2 | Master||1 King||2 Guests|
|Suite 3||1 King||2 Guests|
|Suite 4||1 King||2 Guests|
|Suite 5||2 Single||2 Guests|
|Suite 6||2 Single||2 Guests|
|Bathroom 5||Toilet, Shower|
|Bathroom 4||Toilet, Shower|
|Bathroom 3||Toilet, Tub, Shower|
|Bathroom 2 | Master||Toilet, Tub, Shower|
|Bathroom 6||Toilet, Shower|
|Bathroom 1 | Master||Toilet, Tub, Shower|
Tryall Club, Jamaica
Imagine 2,200 acres of bewitching natural beauty where rolling hills and valleys tumble down to one and a half miles of private shoreline. Imagine too escaping to a privately owned villa where a professional team of staff are there to indulge your every whim and need. An escape where you never need visit a grocery store, prepare a meal, where a team of nannies is available to entertain the children and all you need consider if whether to bask languidly in the private swimming pool, take an active tennis lesson, join your husband for a round of golf, skim the waves on a Hobie Cat, gather your thoughts on an early morning jog around our blissfully quiet estate, explore a nature trail or simply do nothing at all. This is the Tryall Club, home to an informally luxurious wellness lifestyle that is as unique as it is different and one where classical, warm Jamaican hospitality prevails.
• Relaxed and informal and located right beside the sea, the Beach Restaurant & Bar is a delightful lunch and dinner venue offering a choice of indoor or outdoor seating.
GOLF | Golf is as much a part of The Tryall Club as the magnificent villas and the ocean views. The course is integral to the Club's fabric, twisting and winding through the estate as it makes it way down to the coastline. Rated as one of the Caribbean's finest, our course is both challenging and beautiful with a fascinating heritage. The Tryall Invitational Pro Am is played in January.
TENNIS | Tennis is a way of life at The Tryall Club and has been since we opened in 1959. With facilities that are ranked among the finest in the Caribbean, there are nine courts, 24 pros, hitting partners and ball boys in season as well as exceptional training facilities and a reputation that draws world champions as well as world championships. The Tennis Pro Shop is located opposite the tennis courts and also accommodates the gymnasium. It is also the reception area for those guests who have reserved a court for play. The shop is open daily from 7 AM to 7 PM in the winter and from 7 AM to 6 PM in the summer.
Located next to the Tennis Pro Shop, the Kid’s Club welcomes children from the ages of five and twelve years to be part of the Kid’s Club Programme. Selected activities are also available to toddlers who are accompanied by babysitters.
The Kid's Club programmes are available from 10 AM from Monday to Saturday with a break for lunch from 12 PM to 1 PM. During the period 1 May to 1 November, the Kid's Club is open from 10 AM until 5 PM from Monday to Friday.
The numerous activities available include beach games, arts and crafts, face painting, scavenger hunt, sand castle competitions and the art of tie-dye. Nature walks introduce children to the many birds in the vicinity along with other wildlife in its natural habitat.
During peak weeks such as President's Week, Spring Break, Thanksgiving and Christmas, New Year a comprehensive programme of activities is available - details of which are sent to guests well in advance.
A comprehensive babysitting service is also available which should be booked at least 24 hours in advance. We are also able to provide nanny service. All of our nannies are certified in child care by Penn State.
Shopping at The Tryall Club is more than just buying things you need. It is part of our way of life and the experience that we offer. The Tryall Boutique which is located beside the entrance to the Great House carries a range of classic resort wear and accessories for adults and children as well as Cuban cigars, books and interesting souvenir items.
Down at the beach in the round hut is Sin Ting Beachy where all manner of beach-related merchandise is available including sun screen, beach toys for children and ice creams.
At the Tryall Market you can browse and purchase from an extensive collection of food as well as wines and spirits. Much of the produce is locally grown with an emphasis on organic producers and there are many specialist items that are normally hard to find. Upon check-in you can open an account and charge food items to your villa, paying on departure.
Located adjacent to the tennis courts, the Tennis Pro Shop offers an international range of white tennis wear and at the entrance to the golf course, the Golf Pro Shop offers an exceptional selection of clothing and golf accessories.
At the beach and close to the historic waterwheel, our craft vendors exhibit their talented wares. Ranging from sculpture, carvings to paintings, they are the perfect memento of your stay in Jamaica or as a gift to take home.
Throughout the year we host art exhibitions at the Great House showcasing the work of renowned as well as up and coming Jamaican artists. These works are all available to purchase and shipping can be arranged.
Talk to us: 1-800-208-5097