Friday, October 9 - Monday, October 19, 2026
October's Member Week @ The Resort
Dear Friends,
When we first began talking about acquiring a resort, the vision was never simply to create another event destination. The vision was to create a place where members could gather throughout the year without needing a special occasion, a headline entertainer, or a packed itinerary to justify the trip.
October’s Member Week is a reflection of that vision.
For ten days this October, The Resort becomes exactly what many of us imagined it could be from the beginning: a place where members can arrive on their own schedule, settle into a familiar rhythm, and enjoy time with friends in one of the most beautiful settings in the Caribbean.
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 the entire week. Whether your interests include intimate dinners, culturally-based excursions, poolside afternoons, long walks on 7-mile beach, local nightlife, spa treatments, or simply enjoying time at The Resort with friends old and new, the choice is entirely yours.
Throughout the week, members will gather for breakfast each morning before choosing their adventure. Afternoons bring music and conversation around the pool, while evenings naturally draw everyone together for sunset cocktails, live entertainment, dinners, and the kind of spontaneous moments that often become the most memorable part of any trip.
The only booking requirement is a two-night minimum stay. Guests who reserve four nights or more will receive complimentary private round-trip ground transportation between Sangster International Airport (MBJ) and The Resort, making arrival and departure effortless.
What makes this week special is not any single activity. It is the opportunity to experience The Resort alongside people who already understand what makes this community unique. The friendships, the conversations, the shared experiences, and the comfort of arriving at a place that already feels familiar are what transform a beautiful property into something much more meaningful.
Whether you join us for a few days or stay for the entire week, Member Week offers an opportunity to experience The Resort not as a guest attending an event, but as a member enjoying a place that was built with you in mind.
We look forward to welcoming you home.
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 seems to know, 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, October 10, 2026
Moonlight & Martinis Villa Party
As the Caribbean sun slips below the horizon, the villa comes alive with handcrafted cocktails, live music, and an open bar beneath the stars. Designed for conversation, connection, and a little late-night lifestyle indulgence, Moonlight & Martinis offers an elegant evening where great people, great music, and great company take center stage.
9PM. Saturday, October 17, 2026
Havana After Dark Villa Party
On a clear night, Cuba lies just beyond the horizon, less than 200 miles away. Inspired by the glamour and energy of old Havana, this villa party blends premium cocktails, live music, and a warm Caribbean night into an evening of timeless style. Expect a lively atmosphere, plenty of dancing, and the kind of conversations that seem to get better as the night unfolds.
The Resort, On Your Terms
Your Resort. Your Schedule.
Member Week at The Resort is intentionally different from our traditional event weekends.
Rather than building the experience around a single package and fixed itinerary, we’ve created an à la carte gathering that gives you the freedom to enjoy Jamaica your way. Stay for a long weekend, stay for the entire week, or anything in between. Join every activity or none at all. The choice is entirely yours.
Start Every Day Together
Every stay includes daily breakfast, providing a natural opportunity for members and guests to gather before heading off to enjoy the day. Whether your plans include the beach, the pool, a spa treatment, an excursion, or simply relaxing with a good book overlooking the Caribbean Sea, the day begins with good food and even better company.
Poolside Afternoons
Each afternoon, resident and guest DJs will create the soundtrack for relaxed days by the pool. Designed for sunshine, cocktails, conversation, and connection, these sessions capture the easy rhythm of life at The Resort. Spend an hour or spend the afternoon. There is no schedule to keep and nowhere else you need to be.
Sunset Serenade
As day gives way to evening, members will gather for our signature Sunset Serenade. Featuring live music, handcrafted cocktails, and one of the most spectacular sunset views in Jamaica, it is a daily reminder of why so many people fall in love with this place.
Saturday Night Villa Parties
On Saturday evenings, the social energy naturally shifts to our on-premises villa parties. Featuring open bars, live entertainment, and themed experiences, these gatherings bring together members and guests from across the property for memorable nights of conversation, laughter, dancing, and connection.
Each Saturday offers its own personality while maintaining the intimate atmosphere that has defined The Group for nearly two decades.
Easy Arrival, Seamless Experience
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 make the journey from airport to resort as effortless as possible. Villa guests additionally receive complimentary butler service throughout their stay.
Reservation Details
Reservations require a 50% deposit and include a 30 day cancellation window. The only minimum stay requirement is two nights, giving members the flexibility to visit for a quick getaway or an extended stay.
Invite Someone Special
Full Members of The Group may invite nonmember guests, subject to prior approval.
Many of our closest friendships within The Group began because someone accepted an invitation from a member who believed they would be a good fit for the community. Member Week provides an ideal opportunity to introduce someone special to the people, culture, and experiences that make The Group unique.
More Than an Event
Member Week is not a traditional event weekend stretched across several days. It is an opportunity to experience The Resort as it was always intended to be experienced: as a gathering place for members, friends, and guests who value meaningful connections, great conversation, and exceptional hospitality.
Whether you join us for two nights or the entire week, you’ll find beautiful accommodations, Caribbean sunsets, and a community unlike any other.
We look forward to welcoming you to The Resort.
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:
- Affirm
- Apple Pay
- Google Pay
- ACH Direct Debit
- Auto-Bill Monthly Payments
- Pay-By-Phone @ 843-817-2789
- Link by Stripe: One-Click Payments
- 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.