Tradewinds Tryall Club, Comp Resort Fees, Free Night 'til Nov. 1, July 4 Open

There's a 7 night minimum for high season and holidays. But, contact the owner directly regarding shorter stays (4-6 nights) until Nov. 1. Stay 6 nights, receive 1 free night.

The Tryall Club now has a new full-service, luxury spa, with a spectacular pool area.

Tradewinds is on the Caribbean Sea; with an acre of property (380 feet of waterfront.) The pool, spa, terraces and a lush lawn, sprinkled with coconut palms, all border the ocean. A private beach is present most of the day, depending on tides. Just across the quiet street is an awesome view of a lake and golf course fairways. And, the beautiful Tryall Club beach area is a 5 minute cart ride, with a huge walk-in pool, bar, beach service, an outdoor cafe, as well as a boutique and an excursion & water sports centers.

Located 35 minutes from the Montego Bay airport, The Tryall Club has 90 privately owned villas, golf, tennis, a spa, bars, etc. nestled into 2,000 acres of breathtaking scenery. The entire community is gated, with a 24 hour security staff.

Our airport greeter (optional) will whisk you through immigration, assist you with your luggage (and porters) and accompany you to your van and driver. Greeter and ground transportation reservations are made through our head of house/butler.

Every room in Tradewinds was totally renovated in 2017/2018 including RH furnishings, electronics and systems. The landscape was transformed, with the addition of a new heated infinity pool and spa. A huge ocean front veranda was added, featuring dining and lounging areas. No expense was spared in making Tradewinds a luxury property. And, constant maintenance and recent updates (in 2022 & 2023) keep it in great condition. Tradewinds is the perfect location for families, couples and girls and boys trips. A guest wrote that being at Tradewinds is like staying on a luxury yacht, that never moves. But, distant cruise liners, sail and fishing boats cross the water in an ever changing ocean view.

On the rental market since 2018, Tradewinds has fabulous reviews on Vrbo and the Tryall Club's Trip Advisor page (see one at the end of this property description.) The main house has three bedrooms, with en suite baths. There's a fourth bedroom and bath, in a separate cottage, right next to the house. A detailed floor plan is included with the photos, on this site. All bedrooms have exceptional sea views, exterior doors and operable louvered windows, as well as large Smart TVs. The primary bath, as well as #2 and #4 have indoor and outdoor showers. Bath #3 has a sea view indoor shower and a free standing bathtub. All baths have dual vanities and ample storage. The master bedroom has a separate sitting room/office, with space for a crib. Bedroom 3 can be changed from a king to XL twin beds (with a twin to king converter.) A second bed may be added to Bedrooms 2 or 3 (twin or queen sized.) There is no additional charge for the bed(s) which are high quality, with comfortable mattresses (not roll away cots.) We also have a portable bed, which is great for two small children.

If you crave peace and privacy you'll find it at Tradewinds. With the sea to the north and golf course, lake and hill views to the south, plus an attentive full-time staff, Tradewinds offers a rare vacation experience. But, if you want activity and the company of other guests and owners, the resort facilities (including golf, tennis, pickle ball and a gym are 5-10 minutes away, by golf cart.) The required Tryall membership fees are compliments of the owner, for stays of 7 nights or more. Fees are $184 per person, for 5 nights or more (for guests 16 & over.) It's $92 for those 13-15. Guests 12 and under are free.

While at Tradewinds, guests will be attended to by a professional, light hearted staff of 6. The Ritz Carlton trained butler manages a villa known for unsurpassed cocktails and the "best food on the island" according to guests. The butler is happy to make arrangements for transportation, tours, dining reservations, etc. He sets an experienced, but casual and fun tone for Tradewinds.

One of the many advantages of a staffed villa is choosing your own menu, dining whenever you like and dressing as you please. While food is not inexpensive in Jamaica, it's certainly less costly than dining out. The chef serves 3 fabulous meals daily, with many cuisine choices. He offers gourmet meals and island specialties. He loves to make hors d'oeuvres, and bread, so let him wow you! He strives to satisfy every guest, including those on special diets and children of all ages. Locally sourced fish & lobster are readily available, as well as organic products. Groceries can be purchased (by the staff) at a Montego Bay grocery store or at the Tryall commissary. See more details under Rules & Policies/Rental Agreement (in blue type) below your rental quote.

Morning to night housekeeping, with turndown service, and a full time laundress help to insure a relaxing stay. The gardeners keep the grounds, pool, spa and two custom golf carts (4 and 6 passenger) in top condition at all times.

As busy as they are, our staff gets rave reviews on their rapport with children. The Tryall Kid's Club, and experienced nannies, are available to give parents some time on their own. The Tryall Club recommends a 10% gratuity for the household staff for the Winter Season (Christmas/New Year's Holidays through Easter Week) and 15% for the rest of the year (Summer Season.) The gratuity is based on the net rental amount for the villa (i.e. not on hotel taxes, fees, etc.) See more details under Rules & Policies/Rental Agreement (in blue type) below your rental quote.

Bedrooms 2 & 3 have desks, and the Primary bedroom has a private sitting room, with a large desk, sectional sofa and a TV. The sitting room is just feet from the the ocean, with louvered windows on three sides. The waves lull guests to sleep at night, but sliding doors can close the sitting area off from the bedroom, if desired. The sitting room is also a great location for an in-home seaside massage, arranged by the butler.

Tradewinds has honed sea stone floors and vaulted wood ceilings. Each room/bath has a Big Ass fan, as well as air conditioners (primarily used for sleeping.) The entire house can be closed and air conditioned, but it's rarely needed as the constant sea breeze and fans keep the house quite comfortable. The media room has a wet bar, TV, and comfortable seating. Although it adjoins the living room, sliding doors can be shut for sound protection/privacy. There is a pass through counter from the kitchen, which can also be closed off. The living room has 2 different ocean views, a TV, and includes a seating area with sofas and swivel chairs. Most meals are served on the veranda, but the adjacent dining area also has direct sea views. The grand veranda, with casual seating, two dining areas, and a 65" TV bridges the rear of the house, and is just steps from the sea. Automated (see through) fabric screens can be lowered if less breeze is desired.

Tradewinds has a large thatched grass, shaded seating area, just next to the heated pool and spa. The pool is a walk-in style, with lounge chairs and built in seats for relaxing in the water. Frontgate noodles and rafts are also offered. The spa platform has the best views of a private bay, looking toward Round Hill and Montego Bay.

The house was professionally decorated, in a transitional island style. It's complete to the last detail, with high end furnishings, and lighting, luxury bedding and bath amenities. In fact, guests frequently ask for our sheet and mattress information when they leave.

Most guests never want to leave Tryall, but if they do, Round Hill (a private, luxury resort) is 10 minutes away, with restaurants & bars. Very casual, seaside restaurants (in Hopewell) are about the same distance. Montego Bay has casual and fine dining restaurants, about 35 minutes away. The house butler can make reservations and arrangements for transportation.

Tradewinds provides a rare opportunity for a perfect, memorable vacation. In fact, we (the owners) went to Tryall for a birthday celebration, sold our beach house in FL and bought Tradewinds, to insure our best vacation never ended!

Trip Advisor Review: Our group included myself, my wife, her mother, her brother and his family (wife, 1 year old, and two girls under 10.) We were so excited to see the updates and renovations. The heated infinity pool is amazing (gradual depth increase is great for all ages) Tradewinds also has two golf carts (including one six-seater) which is fun to take all of us at once. No expense was spared in the complete renovation. Every television is a big screen/smart. Every pillow, bed linen and towel is luxury grade. Aside from the spectacular ocean front setting and renovations, the staff made the vacation. Sean, the butler, who takes care of everything (recommendations and setting up a romantic dinner, transportation, taking my mother in law to Rose Hall mansion.) He left after dinner on our last night, to return with a pack of diapers for my brother in law's baby, as we had mentioned we were almost out. The chef, prepares the best meals on the island. We felt as if we were at a 10 star restaurant every evening. The staff members help to make everything easy and comfortable. They were all wonderful with the children, and so attentive to any needs. Sean and his staff feel like part of the family. Now back in cold Michigan, we're ready to go back to Tradewinds.

Enough said! Come to Tradewinds, and experience your best vacation ever!

For more details on how Tryall villas operate (services, food, etc.) go to the Tryall site (www.tryallclub.com) Select Tryall Villas and then Villa Experience. More specific details on Tradewinds are on this (Vrbo) site under Rules & Policies/Rental Agreement, which is actually guest information.) It's in blue type, below your rental quote.