If ‘Work Hard, Play Hard’ had a highlight reel, this would be it. 💥 Here’s a look into my day as Executive Chairman of Beaches Resorts during a grand opening. Follow along for more.

Soccer players love to dive. Our guests love to dive too, just somewhere far better. This summer, game dives will become Caribbean dives. Stay tuned. 🤿

Gastronomy is one area where I like to have my fun. Blending world flavours with island settings is something we are constantly looking to elevate. Gatsu Gatsu at Sandals Saint Vincent immerses you in Japanese izakaya culture, and yes, it tastes as good as it looks. @SandalsResorts

We had a special guest on the latest Palmcast episode: Aston Stewart. Three generations later, the stories keep getting better. LISTEN NOW: sandalsresortspalmcast.podbe…

“My idea of heaven has always been to live by the sea…” That’s what my father used to say and he was right. 🌊 The ocean holds some of my favourite memories with family and friends, and the more connected we are to these beautiful waters, the more invested we'll be in protecting them for future generations. #WorldOceansDay @fowlcayresort

In the Caribbean, genuine hospitality is a way of life. Warm smiles are abundant, neighbours become family, music is never too far away, and there is always room for one more at the table. These traditions are some of our greatest strengths and what makes island life one of a kind. Celebrating #CaribbeanHeritageMonth feeling grateful for where I come from and the people who continue to make this place so special. One Love.🇯🇲 #MadeOfCaribbean

When the view looks like this, there isn't much left to say... Exuma, you make a strong case for staying a little longer.

Enjoy 12 seconds of stillness in Curaçao 🇨🇼 This small nation is already making waves on the world stage ahead of the World Cup this summer, but to us, it’s always been a winner. Four years ago, we opened the doors to Sandals Royal Curaçao and it’s one of those places you have to experience for yourself to understand its magic. The desert-like terrain, mixed in with the Caribbean blues, is a striking contrast that makes the island uniquely charming. Pair that with the Sandals hospitality you know and love, and you have a winning stay. #SandalsResorts #SandalsRoyalCuracao

It took a village, but we did it. 🎉 We spent years building something like this to allow families to connect, to put smiles on their faces, and make core memories they will remember for generations. Our Treasure Beach Village Celebration Weekend was a real proof point. The village was full of life. From the Caribbean Block Party to the Bash and over 170 performers bringing the night to life, the energy all weekend was incredible. Huge thank you to the World’s Best Team, our VIP guests, and everyone who came out to celebrate with us. This marks the next chapter for @BeachesResorts, with more to come on the horizon. #BeachesTurksandCaicos #TreasureBeachVillage

Here’s a story I don’t tell often… My grandfather was the first in our family to fall in love with Turks. My dad turned that love into @BeachesResorts Turks & Caicos. Thirty years later, we’ve built it into the most successful family resort in this hemisphere. Treasure Beach Village is the newest part of that story and I can’t wait for more families to experience it during the Beaches Resorts takeover this weekend. Stay tuned to my IG stories to see all the festivities!

I’m not always in New York City, but when I am, it’s all hustle. #MadeOfCaribbean 💪🏼

Real growth in business starts with backing people. The moment someone sees what they’re capable of, everything changes. Seeing that light bulb click within your team is a moment every leader should strive for.

You guys loved Part 1, so I’m back answering some of your comments. Last time someone asked about my running kicks, now you want to know my coffee order. ☕️ Watch to find out.

This photo come up on my memories from 2023, and wow, look at how far we’ve come. Three years ago, Treasure Beach Village was a plot of land with possibility. Today, it’s a real destination, welcoming guests and families from all over the world.

Music is one of the strongest forms of influence a country can have, and I’m proud to see Jamaica represented all the way at Jazz Fest in New Orleans! 🇯🇲

May 3rd is almost here. Montego Bay, let’s run. The Jill Stewart Mobay City Run is a chance to show up for a great cause, with every step helping support education in Jamaica. Looking forward to seeing this community show up strong for the 10th staging. Participate Here: mobaycityrun.com/participate… #JillStewartMobayCityRun #ForeverJilly ♾️

I recently went to London and on the flight back, I met a guest with over 350 nights with us. What was meant to be a quick encounter turned into an hour chatting about Sandals, life, and hobbies. He knew our company better than most, the people, the stories, everything. The connection people have to this brand, the way they care, the way they keep coming back…That’s not something you can replicate. That’s the magic of Sandals. BTW - have you seen the Sandals Taxis in London recently??? Loved spotting them around town.

What do Sandals Ochi and Regency La Toc have in common? They’re both celebrating big anniversaries. 🎉 From Ochi’s beach club energy in Jamaica to La Toc’s relaxed luxury in Saint Lucia, two things stand out: stunning hillside views and an outstanding team guests love to come back to. Guests also love the ‘Stay at 1, Play at 3’ Program, designed to maximize their vacation by enjoying the amenities and gastronomy at the two other Sandals in Ocho Rios and Castries. #SandalsOchi #SandalsRegencyLaToc

This is your home away from home. 🌴 Here’s a quick room tour of my stay at the all-new Crystal Sky Villa in Treasure Beach Village. Three floors, oceanfront views, rooftop sunsets, and yes… the butler’s got the BBQ covered.