Close your eyes.
This is
what we're building.
We don't have the keys yet. What we have is a vision, refined over years of conversations, travels, and one very specific feeling we've chased since a bar in New York first showed us what hospitality with a purpose could look like. Here's what we're imagining for Bequia — not a blueprint, but an invitation to picture it with us.
...Let US CAPTURE
it FOR YOU.
We didn't set out to build another beautiful place in the Caribbean. There are plenty of those already. We set out to build somewhere that actually does something for the people who come — a place where a solo traveler can reset on their own terms, where a small group can work through something a beach day alone can't touch, where a company can bring its team somewhere with no excuse to check out early, and where anyone can simply arrive, exhale, and feel like they've come home rather than checked in.
That's the difference we're building toward. Most hospitality is designed to impress you. We're designing for something quieter: a place with real intimacy, real rest, and a real reason for being here beyond the view. Every part of it — the bar, the pavilion, the bungalows, the quiet corners — exists to hold space for people who need more than a vacation, without ever losing the warmth of a good drink and a great story. And because The Holmestead is built by a nonprofit, every night you spend here is also work being done somewhere else — funding education, community development, and disaster relief on the island that made this possible. Come recharge. Come rest. Come as you are. Leave better than you came.
our purpose
ABOUT
Picture a pool built for lingering — day pass guests, overnight guests, and Friends of the Holmestead all find their way here, and nobody's in a rush to leave. A dedicated pool bar keeps the day moving at its own pace: something cold in hand, no reason to go anywhere else.
This isn't just a place to float. Guest bartenders — some local, some visiting from far beyond Bequia — take over the taps some afternoons, turning an ordinary swim into the story you tell when you get home.
And every evening, as the sun starts to drop, the whole pool shifts into its ritual: sunset happy hour, the one appointment nobody wants to miss.
Where the day slows down without you noticing.
the pool
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BEAUTIFUL &
PHOTOGENIC!"
"I'm never felt more
ELIJAH & LACY
A SANTA BARBARA ENGAGEMENT
Picture an open-air pavilion, walls that fold back to the water on one side and close in tight on the other — because some mornings you want the ocean in the room, and some mornings you want total focus. Yoga at sunrise. A breathwork session that runs long because nobody's rushing you out. A retreat leader who flew in just to hold this space for a weekend.
Then picture the same room, transformed — chairs in rows, a retreat group deep in a session, or a company off-site quietly rebuilding whatever got frayed back home.
Imagine the version of you that actually unclenches.
WELLNESS PAVILION + EVENT SPACE
Lorem ipsum dolor sit amet, consectetur adipiscing elit. Suspendisse convallis tellus ut venenatis interdum. Integer ut elit sollicitudin, aliquam orci ac, malesuada nisi. Suspendisse fringilla dui enim, quis fringilla diam varius non. Mauris blandit finibus fermentum. Nam malesuada urna eu velit fermentum, a cursus ipsum imperdiet. Integer sit amet lacus sollicitudin, maximus lectus at, egestas enim.
BEAUTIFUL &
PHOTOGENIC!"
"I'm never felt more
ELIJAH & LACY
A SANTA BARBARA ENGAGEMENT
Picture six to eight private spaces tucked along the hillside, each with its own deck and its own view of the harbor. Some nights they're rented one at a time — a couple, a solo traveler, a friend visiting for the weekend. Other times, imagine the whole cluster taken over at once: a retreat group, a milestone birthday, a family reunion that needed somewhere real to happen.
Imagine waking up somewhere that actually feels like yours.
THE BUNGALOWS
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BEAUTIFUL &
PHOTOGENIC!"
"I'm never felt more
ELIJAH & LACY
A SANTA BARBARA ENGAGEMENT
Picture a room that never really has one job. Morning coffee at the coffee bar while the property wakes up. A stage that holds a musician in the evening and a workshop in the afternoon. Lounges built for whatever you need them for — reading in the corner, reflecting alone, or pulling three chairs together with people you just met.
Throughout the week, expect themed programming that turns an ordinary evening into something worth staying for — live music, game nights, gatherings built around nothing more than a good reason to be in the same room. This is the space that holds the property together, all day, every day.
Not just for the night. This is where the day gathers too.
the entertainment room
Lorem ipsum dolor sit amet, consectetur adipiscing elit. Suspendisse convallis tellus ut venenatis interdum. Integer ut elit sollicitudin, aliquam orci ac, malesuada nisi. Suspendisse fringilla dui enim, quis fringilla diam varius non. Mauris blandit finibus fermentum. Nam malesuada urna eu velit fermentum, a cursus ipsum imperdiet. Integer sit amet lacus sollicitudin, maximus lectus at, egestas enim.
BEAUTIFUL &
PHOTOGENIC!"
"I'm never felt more
ELIJAH & LACY
A SANTA BARBARA ENGAGEMENT
Set apart from the bar and the pool, picture somewhere with no programming and no soundtrack — just water, air, and permission to be still. For the guest who needs quiet more than a cocktail menu, or just a place to sit before the day asks anything of them.
Throughout the week, expect themed programming that turns an ordinary evening into something worth staying for — live music, game nights, gatherings built around nothing more than a good reason to be in the same room. This is the space that holds the property together, all day, every day.
Imagine the five minutes you didn't know you needed.
the quiet space
Lorem ipsum dolor sit amet, consectetur adipiscing elit. Suspendisse convallis tellus ut venenatis interdum. Integer ut elit sollicitudin, aliquam orci ac, malesuada nisi. Suspendisse fringilla dui enim, quis fringilla diam varius non. Mauris blandit finibus fermentum. Nam malesuada urna eu velit fermentum, a cursus ipsum imperdiet. Integer sit amet lacus sollicitudin, maximus lectus at, egestas enim.
BEAUTIFUL &
PHOTOGENIC!"
"I'm never felt more
ELIJAH & LACY
A SANTA BARBARA ENGAGEMENT
Wellness travel isn't a passing trend — it's where hospitality is headed, and we're building The Holmestead with that fully in mind. Picture a solo traveler resetting on their own schedule. A small group working through something a beach day alone can't touch. A company that flew its team somewhere with no excuse to check out early. A retreat leader who finally found a space small enough to feel personal.
Full-property buyouts. Dedicated wellness programming. A place designed to remove every reason not to be fully present.
Interested in bringing a group, planning a retreat, or hosting a company off-site? We'd love to build something with you.
Imagine bringing your people here, and watching them actually arrive.
RETREATS & PROGRAMMING
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BEAUTIFUL &
PHOTOGENIC!"
"I'm never felt more
ELIJAH & LACY
A SANTA BARBARA ENGAGEMENT
The Advisors Helping Bring the Hideaway to Life
Chris Findlay is the President and CEO of Source Consulting, LLC, a Charleston-based company specializing in global purchasing, logistics, building materials, and project sourcing throughout the Caribbean, USVI, BVI, Bahamas, and the Americas. With deep experience supporting large-scale, high-end resort and hospitality projects, Chris brings valuable expertise in Caribbean logistics, procurement, construction resources, and complex project execution to Holmestead Hideaway.
Chris Findlay
President & CEO
Source Consulting, LLC
Gary Crunkleton
Owner & Head Bartender
The Crunkleton
Gary Crunkleton is the founder of The Crunkleton, an acclaimed cocktail bar with locations in Chapel Hill, Charlotte, and Raleigh, North Carolina. With more than 20 years of experience in bartending, service, and hospitality, Gary brings deep expertise in bar culture, guest experience, beverage programming, and building respected hospitality concepts to Holmestead Hideaway.
JAYCE MCCONNELL
SPIRITS SPECIALIST
WINEBOW
Jayce McConnell is an award-winning bartender and spirits professional known for his thoughtful approach to classic cocktails, old-school punches, and Southern hospitality. Named a *Zagat* Charleston “30 Under 30” and an *Eater National* Young Gun, he helped shape the cocktail scene in Oxford, Mississippi before becoming Head Bartender at Edmund’s Oast in Charleston. He now works in the spirits industry and brings expertise in beverage programming, brand relationships, guest experience, and cocktail culture to Holmestead Hideaway.
About Our Advisor Circle
The people listed here are generously offering their wisdom, experience, and perspective as volunteer advisors while we build the vision for Holmestead Hideaway. They are not employees, officers, board members, or legal representatives of Holmestead Angels, and they are not responsible for the organization’s decisions, operations, fundraising, finances, or legal obligations.
All formal decisions remain with Holmestead Angels’ Board of Directors and leadership team.
REBEKAH HOGAN
CEO, COACH & CREATOR
Bio to come.
KHAKI DANIEL
Owner m& DESIGNER
KHAKI DANIEL DESIGNS
Rebekah Hogan is an entrepreneur, mentor, creator, and founder focused on helping people build more meaningful and connected lives. With experience in business ownership, executive leadership, communication, human behavior, and subconscious change, she brings a grounded wellness lens to Holmestead Hideaway’s mission of restoration, connection, and impact.
JEFF DANIEL
Bio to come.
Roy Milner
Owner, Investor & Advisor
The Thirst Sherpa
Roy Milner is a beverage industry entrepreneur, investor, and advisor with decades of experience building and supporting purpose-driven hospitality and spirits brands. His work includes Blackberry Farm Brewery, Cask Catalyst, Art of Alchemy Blended Spirits, The Difference Business Bourbon, and other beverage and hospitality ventures. Roy brings deep expertise in brand building, beverage strategy, community-driven experiences, and creating products and places rooted in craft, connection, and purpose.
Zandrina Dunning
Executive Artistic Director, The ZD Experience
Zandrina Dunning is a Charleston-based vocalist, producer, cultural advocate, and Executive Artistic Director of The ZD Experience. With more than two decades of experience creating soulful performances, live events, media, and meaningful conversations, she brings a powerful lens for storytelling, community connection, and arts-driven experiences to Holmestead Hideaway.
