Friday, September 18 - Monday, September 28, 2026
Jackets Required @ The Resort
Dear Friends,
Jackets Required at The Resort was created for a specific group within our community: our members under 40 and their partners. Unlike our traditional all-inclusive weekend experiences, Jackets Required at The Resort is intentionally different.
This is an à la carte gathering. There is no required package, no fixed itinerary, and no obligation to participate in any activities. Come for two nights or stay for ten. Whatever your interest, be it candelight dinners, excursions, pool days, beach outings, nightlife, or simply enjoying time at The Resort with friends old and new.
The only booking requirement is a two-night minimum stay.
Guests who book four nights or more will receive complimentary round-trip private car service between Sangster International Airport (MBJ) and The Resort.
Over the years, Jackets Required has developed its own personality, energy, and friendships. While everyone in The Group shares the same values, we also recognize that different stages of life often create different social rhythms. This gathering is designed to give our younger members a chance to spend meaningful time together in an environment built around their generation. We know some of you have spent years perfecting the art of creative age mathematics, but this is one weekend where the passport gets the final vote.
Think of this less as a packaged event and more as a destination gathering. The Resort becomes our clubhouse for ten days, and you decide how much or how little you want to do.
Whether you’re joining us for a long weekend or the entire run, we look forward to welcoming you to Jamaica for what promises to be a relaxed, social, and memorable Jackets Required experience.
See you at The Resort!
Warmest Regards,
George
Co-Founder, The Group
Special Musical Guest: Pinky Dread
Both Saturday night villa parties will feature a special live performance by Pinky Dread, one of Jamaica’s most beloved reggae entertainers.
Known for his smooth vocals, infectious energy, and reggae interpretations of songs everyone knows, Pinky creates the perfect soundtrack for a Caribbean evening. His performances blend classic reggae rhythms with familiar favorites, creating an atmosphere that is equal parts concert, beach party, and Jamaican celebration.
Whether you’re dancing, enjoying cocktails with friends, or simply taking in the warm Caribbean night, Pinky Dread brings an authentic island vibe that perfectly captures the spirit of Jackets Required at The Resort.
Expect great music, great company, and two unforgettable nights under the Jamaican stars.
PARTIES
9PM, Saturday, September 19, 2026
Midsummer Night’s Dream Villa Party
An on-premises villa party with an open bar, live music, and a little moonlit mischief. Inspired by A Midsummer Night’s Dream, the evening blends cocktails, dancing, and late-night conversation in a lush, private setting made for magic, flirtation, and a touch of fantasy.
9PM, Saturday, September 26, 2026
Soirée Blanche Villa Party
An on-premises villa party with an open bar, live music, and everyone dressed in white. Soirée Blanche brings cocktails, dancing, and late-night conversation together in a private villa setting designed to feel elegant, playful, and just a little unforgettable.
A Different Kind of Group Gathering
Your Week. Your Schedule.
Jackets Required at The Resort is intentionally different from our traditional event weekends.
Rather than building the week around a single package and fixed itinerary, we’ve created an à la carte experience that gives you the freedom to design your own Jamaican getaway. Stay for a long weekend, stay for the full ten days, or anything in between. Participate in as much or as little as you’d like.
Start Every Day Together
Every stay includes daily breakfast, giving everyone a chance to start the day together before heading off to the beach, pool, excursions, or simply enjoying The Resort at your own pace.
Poolside Afternoons
Each afternoon, our resident and guest DJs will set the mood poolside with relaxed daytime sessions designed for sunshine, cocktails, and conversation. Whether you’re stretched out by the water, floating in the pool, or meeting new friends, the afternoons are meant to be easy, social, and distinctly Caribbean.
Sunset Serenade
As the sun begins to dip toward the Caribbean Sea, we’ll gather for our signature Sunset Serenade, featuring live music, handcrafted cocktails, and some of the most beautiful sunsets Jamaica has to offer. It’s the perfect transition from a day in paradise to an evening of possibilities.
Saturday Night Villa Parties
On Saturday nights, the energy shifts as we host our signature on-premises villa party, complete with an open bar, live entertainment, and the kind of social atmosphere that has made Group events memorable for nearly two decades.
Each Saturday features its own theme and personality, creating a festive gathering that feels intimate, elegant, and uniquely Jamaican.
Easy Arrival, Seamless Experience
To make travel easier, guests booking four nights or more will receive complimentary round-trip ground transportation between Sangster International Airport (MBJ) and The Resort.
Guests selecting suites and villas will also enjoy VIP Concierge Arrival Services, helping to make the journey from the airport to their vacation as seamless as possible. Guests selecting suites and villas will also enjoy VIP Concierge Arrival Services, helping to make the journey from the airport to their vacation as seamless as possible. Villa guests also receive complimentary butler service throughout their stay.
Reservation Details
Reservations require a 50% deposit, with a generous 30-day cancellation window for added flexibility.
The only minimum stay requirement is two nights, allowing you to experience the event without committing to a full week.
Bring a Friend
Full Members of The Group may invite friends who are not currently members, subject to prior approval.
Many of our best members first experienced The Group as a guest of another member (including Liz 😏), and Jackets Required at The Resort provides an ideal opportunity to introduce someone special to the community.
Come See What All the Fuss Is About
Whether you’re joining us for two nights or ten, Jackets Required at The Resort offers a rare opportunity to experience Jamaica, The Resort, and the people who make this community special in a more relaxed and flexible format than ever before.
No packed schedules. No required activities. No pressure to do anything except enjoy yourself.
Just great people, Caribbean sunsets, and a week designed entirely around connection, relaxation, and fun.
Come see what all the fuss is about.
INCLUDED WITH ALL ROOMS, SUITES & VILLAS:
- Complimentary Internet access in all Guest rooms
- Complimentary turn-down service each night
- Nightly Cocktail Receptions
- Daily Pool Parties
- All Portage Fees
- Breakfast Daily
"PAY NOW" OPTIONS:
- Pay-By-Phone @ 843-817-2789
- Visa, Mastercard, American Express & Discover
TERMS OF SERVICE & CANCELLATION CLAUSE
Reservation & Cancellation Policy
A 50% deposit is required to confirm your reservation. Deposits are fully refundable when cancellations are received more than 30 days prior to arrival. Reservations canceled within 30 days of arrival are nonrefundable. Travel insurance is strongly recommended.
What’s Included
Jackets Required at The Resort is an à la carte experience. Your reservation includes accommodations, daily breakfast, and access to scheduled event activities. Lunches, dinners, beverages, alcohol, spa treatments, excursions, airfare, and other personal expenses are not included unless specifically noted.
Occupancy
All room rates are based on double occupancy. Select accommodations may permit a third guest for an additional fee, subject to availability and approval.
Guest Policy
Full Members may invite non-member guests with prior approval from The Group.
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