October 9 - 12, 2025

Preview Weekend at The Resort

ATTENTION EQUITY MEMBERS: Your exclusive booking window ended at 12noon EST on Monday, July 21, 2025.

Dear Members and Friends,

After a long, but ultimately rewarding journey to closing, I’m delighted to invite you to the very first Preview Weekend at The Resort, taking place roughly ninety days after we received the keys to our new Caribbean home. Think of this gathering as an “open house on island time”: a relaxed chance to see the property as it stands now, understand why we pursued the deal so tirelessly, and share your ideas while we begin shaping the next chapter together.

The itinerary will feel familiar to anyone who has joined our domestic luxury weekends: sunset cocktails that flow into chef-driven dinners, curated daytime adventures balanced with quiet pockets of leisure—and just enough after-hours sparkle to remind us all why we travel. Yet the backdrop will be entirely new—private cliff-top vistas, warm trade winds, and that unmistakable Caribbean light that turns even an ordinary morning coffee into a small celebration.

Membership Has Its Privileges

Because this is more than a single milestone—this is the foundation of everything to come—we are honoring the capital and commitment of our owners first. Equity Members enjoy an exclusive one-week booking window before remaining rooms, suites, and villas open to Full and then Provisional Members. This is not a one-off courtesy; beginning in 2026, every date on the calendar will follow a clear hierarchy: Equity, Premier, Villa, and Resort Members will always receive priority access before reservations open to Full and Provisional members.

See You Beneath The Almond Tree

For now, we are simply thrilled to share our new home, your new Caribbean clubhouse, and what we hope will become your favorite lifestyle destination. I look forward to raising a glass with each of you on the terrace, beneath the almond tree—and to hearing your first impressions of the place we worked so hard to secure.

Warm regards,

George
Managing Member, The Resort

SPECIAL GUEST: Lila Iké

Lila Iké (pronounced “Lee-la Eye-kay”), was born in the hills of Manchester Jamaica, and has has quickly become one of reggae’s most compelling new voices. She blends vintage roots sensibility with soulful R&B phrasing—imagine Dennis Brown meeting Lauryn Hill. Breakout singles like “Second Chance” and “Where I’m Coming From” landed her on NPR’s Tiny Desk stage and earned a coveted spot on the BBC “Hot for 2020” list, while her debut EP The ExPerience drew praise from Rolling Stone for its warmth and lyrical honesty. In the United States she is represented by the Wasserman Agency—the same powerhouse team behind Kenny Chesney’s epic performances at The Sphere—underscoring her growing global appeal.

We invited Lila to headline Preview Weekend after enjoying her open for Shaggy earlier this year at the annual Issa Foundation fundraiser. Her music embodies exactly what The Resort offers; authentic Jamaican soul delivered with world-class polish. Her live set is intimate yet electric, capable of turning a cliff-top sunset into an unforgettable shared moment. Whether you’re a devoted reggae fan or simply appreciate finely crafted music performed at its source, Lila Iké will provide the perfect soundtrack to our inaugural gathering in our new Caribbean home.

YouTube: Lila Iké – Fried Plantain
YouTube: Lila Iké – NPR Tiny Desk Concert

ITINERARY

Tuesday, October 7, 2025

Arrive a day before everyone else, settle in, and enjoy The Resort on your own.

Wednesday, October 8, 2025

Arrival & First Sunset

Touchdown in Paradise
Your Preview Weekend begins the moment your wheels hit the runway at Montego Bay (MBJ). A Resort driver will greet you outside Customs, handle your luggage, and whisk you along the coastal road. Relax, watch the sugar-cane fields slip past, and let the bursts of bougainvillea remind you that you’ve arrived somewhere special.

Early Check-In & Exploration
Official check-in is 3 p.m., yet our team will always do what they can if you arrive ahead of schedule. While your suite is prepared, feel free to wander the grounds, claim a lounger beside the pool, or—if you’re feeling brave—step up to the cliff ledge and take the plunge into crystalline Caribbean waters.

Sunset Cocktails
As day softens into gold, join us on the western terrace for welcome drinks. It’s a relaxed first chance to meet fellow members of The Group, trade travel stories, and toast to the weekend ahead while the sun melts into the sea before you.

Dinner “Under the Almond Tree”
When the last light fades, we’ll guide you to our open-air dining terrace, shaded by a quarter-century-old almond tree. Here “under the almond tree” you’ll enjoy a chef-curated menu that pairs island ingredients with cosmopolitan technique—a phrase that will hold deeper meaning by the time you depart.

After-Dinner Ease
Round out the evening at The Cliff Bar, where a local guitarist sets a mellow vibe beneath hanging lanterns. Sip a nightcap, breathe in the salt air, and ease into island rhythm—tomorrow the adventure truly begins.

Thursday, October 9, 2025

A Day to Unwind and Connect

Choose Your Morning
Awake to the sound of waves and decide where breakfast feels right today: a tray of fresh fruit and Blue Mountain coffee delivered to your suite, a leisurely spread on the patio, full service in the restaurant, or simply a quick espresso before a session in the gym. If relaxation calls louder than cardio, book an open-air massage overlooking the surf—or enjoy the same treatment in the privacy of your villa.

Poolside Pulse
By early afternoon the energy shifts to the main pool—our “toptional” oasis—where a guest DJ layers laid-back grooves over the crash of the sea. Cocktail attendants circulate with mojitos, frozen daiquiris, and alcohol-free coolers, keeping glasses full as conversations spark among new arrivals. With every suite, room, and villa due to be occupied by dusk, you’ll feel the buzz of a resort coming fully alive.

Getting Here in Style
Still en route? If your schedule is tight, Member Services can arrange an air transfer from Montego Bay directly to the Negril Aerodrome, turning a winding drive into a fifteen-minute hop. Whether you reach us by road or by sky, a chilled towel and a welcome cocktail will be waiting.

Sunset Champagne & Island Sounds
Gather again at golden hour for flutes of Champagne and the gentle harmonies of a talented local duo, an easy soundtrack as the sun slides into the sea, this time with a terrace full of friends both old and brand new.

Dinner That Lingers
Expect dinner to unfold slowly, courses punctuated by laughter and nightcaps poured under torch light. The conversation may last into the small hours, yet don’t be surprised if some guests quietly slip away to enjoy the privacy their villas afford; here, every evening is yours to shape as you wish.

Friday, October 10, 2025

Island Adventures & Lila Iké Live

Morning Flexibility
Ease into the day much as you did on Thursday: breakfast where it suits you, a workout or a hammocked nap, another turn at the toptional pool if you wish. But if yesterday was about settling in, today invites you to venture out.

Choose Your Mid-Day Adventure
(Please note that off-property excursions may carry additional charges for transport, entry fees, or guides; your concierge will confirm costs before you commit.)

Rick’s Café Cliff Show
Just a short ride from The Resort, Rick’s Café is Negril’s most famous—and most frenetic—watering hole. Owned, surprisingly, by a businessman from Schenectady, New York, the venue “busses them in” every afternoon for music, rum punches, and cliff-jumping spectacle. When the cheers peak, you might watch a local climb a palm tree perched atop the cliff, salute the crowd, and launch twenty meters down into turquoise water. Join a few friends for the show, then slip back to our quieter sanctuary whenever you’ve had your fill.

Seven-Mile Beach Stroll
If crowds aren’t your style, let the driver drop you at the north end of Negril’s powder-white, seven-mile strand. Kick off your sandals, walk south with the tide licking your ankles, and stop for a cold Red Stripe at whichever beach bar calls your name.

Sea Lovers’ Option
Snorkel coral gardens, book a PADI dive, or charter a catamaran for a lazy sail—our Member Services desk will match you with the right captain and the right reef, and outline any charter or equipment fees in advance.

Of course, no one will blame you for spending the entire afternoon horizontal at the pool; sometimes doing nothing is the most luxurious plan of all.

Sunset, Dinner, and the Main Event
As shadows lengthen, meet again on the terrace for sunset cocktails, then move to dinner—timed so dessert plates are cleared just in time for the evening’s highlight.

Private Concert on the South Lawn
Tonight the south lawn becomes an open-air amphitheater for Lila Iké, the rising star of modern reggae-soul. Settle into cushioned seats—or sway barefoot in the grass—as her velvet vocals roll out over the cliffs. The bar team will keep Champagne, rum, and everything in between flowing until the last encore fades and the final guest retires. Whether you end the night under the stars or socializing with friends in your villa, you’ll drift off knowing tomorrow still holds more to discover.

Saturday, October 11, 2025

Saturday at The Resort

Good morning! Pull back the drapes and let the turquoise glow of the Caribbean wash over your suite. Trade neon lights for sea-sparkle, fill your lungs with salt air, by now the pace of island life should have settled in.

Breakfast is served just steps away—on the verandah, in your villa courtyard, or delivered to bed if you’d rather stay wrapped in linen. Fresh-cut mango, Blue Mountain coffee, and coconut water are waiting to revive even the sleepiest soul.

Equity-Member Business Huddle
At mid-morning, Equity Members are invited to for a concise financial update on The Group’s holdings and next-quarter plans. Coffee, pastries, and panoramic views included.

Lagoon-Style Pool Party
From noon the vibe shifts to our toptional lagoon pool—an elaborate oasis with a palm-topped island and a swim-up bar outfitted with underwater stools. Another guest DJ blends laid-back soca with deep-house remixes while bartenders keep daiquiris, rum punches, and cold-brew tonics circulating. Sunshine, music, and no judgment: the perfect afternoon to swim, dance, and connect.

Dinner is Your Canvas
Evening dining is entirely yours to design. Ask our concierge to reserve a table “under the almond tree” for a you and a few friends, slide over to nearby Ivan’s a favorite for locals, or the Rock House Hotel for pepper pot soup and curried chicken, or order grilled lobster to your patio and dine beneath the stars in private.

Special After Party
When darkness deepens, lanterns will guide you to an invite-only after-party—the exact spot revealed by text just before dusk. Expect an intimate mix of cliff-edge torches, small-batch rum cocktails, and The Group’s signature touch of surprise. We will party in paradise, and can celebrate every bit as well as we did in Vegas, only with a softer breeze and a brighter sky of stars.

Sunday, October 12, 2025

Farewell Brunch & Homeward Journey

After a weekend of new friendships, cliff-side sunsets, and midnight laughter, Sunday morning brings the tradition everyone now waits for: Farewell Brunch Under the Almond  Tree. Long tables are dressed in crisp linen beneath the sprawling limbs of our special, its leaves filtering the early light into soft green-gold. Steel-pan melodies drift across platters of rum-soaked French toast, ackee-and-saltfish sliders, and bottomless mimosa carafes. It’s a leisurely, no-rush affair—time enough to swap numbers, promise reunions, and raise one last toast to a weekend well-lived.

When the final coffee is poured and the last farewell hugged out, our drivers will be waiting at the porte-cochère. Luggage loaded, chilled towels offered, you’ll ride in comfort back to Montego Bay Airport (MBJ), the Caribbean still sparkling in the rearview and your next return already on your mind.

Monday, October 13, 2025

Wait, You’re Still Here?

So, you skipped the convoy to MBJ yesterday. Can’t say we’re surprised. When cliff-top sunsets pair with bottomless mimosas, time moves on island settings only parrots understand. Whether you craved one more slow morning with your better half or simply hit snooze once too often, we’re delighted you’re still with us.

Breakfast? Wherever you fancy it: in bed, on the patio, or barefoot at the bar ordering “the usual.” By now you know the drill—tell us what you want; it appears.

Need a reason to justify an extra day? Ask the concierge about scuba refreshers, couples spa appointments, or absolutely nothing at all. Sometimes “horizontal by the pool” is a perfectly valid appointment.

Important note: Monday is not included in the package prices listed below, but it’s easy to add. Just email hosts@doyouknowgeorge.com and we’ll extend your stay, update your folio, and keep the good vibes rolling.

Pro Tip: For our favorite stragglers take advantage of our complimentary Residence Program for resort and equity members. Leave behind your linen shirts, sundresses, and even that half bottle of magic sunscreen—we’ll launder, press, and store everything in our climate-controlled warehouse. Next time you book (which, let’s be honest, is probably already on your calendar), your wardrobe will be waiting in your room, suite or villas fresh as the day you brought it.

Every resort member technically gets this perk, but we like you best, so we’re mentioning it first. Take your time, soak up a few more rays, and let departure day chase you—paradise certainly isn’t in a hurry to see you leave.

We Begin Before You Arrive

Booking the Preview Weekend at The Resort is more than securing a room; it’s the first step in a fully tailored experience that starts long before your flight touches down in Jamaica.

After your reservation is confirmed, a member of our Member Services Team will reach out to learn about your preferences and handle every detail of your first visit. Need ground transfers? Dietary notes for the chef? A sunrise yoga slot or afternoon massage? We’ll arrange it all, so when you arrive, the only thing left to do is exhale.

Pre-arrival planning is part of our promise to treat all our members like owners of their own Caribbean home. We believe thoughtful preparation drives unforgettable stays. Please expect a call from your concierge, then relax while we translate your answers into seamless days and effortless evenings at The Resort.

Book your weekend, select your flights, and let us take care of the rest.

We can’t wait to welcome you!

INCLUDED WITH ALL PACKAGES:

  • Complimentary Ground Transportation to & from MBJ Airport
  • Complimentary Internet access in all Guest rooms
  • Complimentary turn-down service each night
  • $1 Nightly Accommodation Tax
  • 22% Hotel Catering Gratuity
  • Nightly Cocktail Receptions
  • 15% Resort Service Charge
  • 3% Transaction Fees
  • 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

For Couples

Tuesday - Sunday

6 Days / 5 Nights

Oceanview - Two Double Beds

$8,399

Oceanview - King

$9,399

Oceanview - Jr. Suite

$9,899

Oceanview - One Bedroom Suite

$10,499

Oceanview - Villa 1b

$17,199

Oceanfront - Villa 1

$18,799

Oceanview- Villa 4

$38,499

Oceanfront - Villa 5

$42,899

Wednesday - Sunday

5 Days / 4 Nights

Oceanview - Two Double Beds

$7,599

Oceanview - King

$8,499

Oceanview - Jr. Suite

$8,799

Oceanview - One Bedroom Suite

$9,299

Oceanview - Villa 1B

$15,399

Oceanfront - Villa 1

$16,699

Oceanview- Villa 4

$32,299

Oceantfront - Villa 5

$35,899

Thursday - Sunday

4 Days / 3 Nights

Oceanview - Two Double Beds

$5,999

Oceanview - King

$6,599

Oceanview - Jr. Suite

$6,899

For Single Women

Tuesday - Sunday

6 Days / 5 Nights

Oceanview - Two Double Beds

$6,199

Oceanview - King

$7,199

Oceanview - Jr. Suite

$7,699

Oceanview - One Bedroom Suite

$8,199

Wednesday - Sunday

5 Days / 4 Nights

Oceanview - Two Double Beds

$5,499

Oceanview - King

$6,299

Oceanview - Jr. Suite

$6,699

Oceanview - One Bedroom Suite

$7,099

Thursday - Sunday

4 Days / 3 Nights

Oceanview - Two Double Beds

$4,299

Oceanview - King

$4,899

Oceanview - Jr. Suite

$5,199

TERMS OF SERVICE & CANCELLATION CLAUSE

All payments are non-refundable, and trip insurance is strongly advised.  If you wish to cancel, we will consider your request. We may provide partial credit for some of your payment (trip insurance does not get refunded), minus a processing fee, at our sole discretion, considering many factors, including when you are canceling. We also may offer you, again at our sole discretion, the ability to transfer your payment to one of our future trips or dinners minus a transfer fee to be determined by us at that time. Again, third party trip insurance is strongly advised.