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Sometimes, life comes at you fast. The solution? Putting your feet up – slowly. This collection of trips has R&R at its heart. But it’s about more than just palm trees and beaches.
From one of the most vibrant cities in the world to one of the world’s most secretive islands. The scent of street food, the trump of elephants – the lapping of long-tail boats and the blush of ruby coral. The emphasis on this Thai escape rests firmly on the chilled out. There is – quite literally – no rush.
Walking into this peaceful oasis, it’s easy to forget that you’re in one of the busiest cities in Asia. Beautiful gardens and an enticing infinity pool offer magnificent views of the Chao Phraya River.
Constructed from teak in the 19th century, the elegant buildings of 137 Pillars House are laid within resplendent, tranquil gardens – and all within the heart of Chiang Mai and the charming boutiques that surround the Wat Gates.
Nestled in the picturesque hills of Koh Yao Noi, the buildings of this peerless hotel overlook – beyond – the emerald waters of Phang Nga Bay. This sustainable and sumptuous haven has one of the most singular locations in all of Thailand. Sublime.
A bristling, modern city – glass towers with snaking silhouettes – within which are hidden countless historic landmarks and neighborhoods. The best time to drink it all in (the lights, the movement) is at night. Our guide will show you the way.
Learn moreFrom the Grand Palace to the Emerald Buddha, we’ll introduce you to ‘Old Bangkok’ by day – in areas all too often overlooked by tourists. And the food? Out of this world.
Learn moreOn this day, you’ll peddle out through the lush valleys and rolling mountain landscapes that make Chiang Mai so iconic, your route dotted with historic shrines and incomparable vistas.
Learn moreYou’ll spend a day bonding with the elephants at Patara Elephant Sanctuary – learning how to feed and bathe these gentle giants. This is a personal Black Tomato favorite.
Learn moreIn the outrageously beautiful environs of Phuket, you can try your hand at a huge array of water sports – from snorkeling to diving. For a more leisurely approach, there’s cycle tours, fishing expeditions, and cooking classes.
Learn moreSecluded coves, seaside restaurants, and snorkeling stops. With your own private boat, you can dictate the pace, the direction, the plan.
Learn moreThe ethereal promontory where the Mayan Empire met the Caribbean Sea. Date palms, otherworldly cenotes, crumbling ruins. For us, the Yucatan is pure Mexico, pure beauty, pure peace.
And this trip is about as relaxing as they come, with nothing taken at a rush. Sail out on warm seas; get back to nature at Celestún; and see the Chichen Itza as the sun begins to rise. Perfection.
Tucked away in acres of lush gardens, here is a place where nature can be enjoyed at its fullest. Its spa (which is sublime, by the way) is built around a natural cenote, while its restaurant boasts an outrageous menu of organic seasonal cuisine. With the opportunity to experience an authentic Temazcal ceremony, Chablé is an enticing combination of shamanism and luxury.
An oasis of undisturbed tranquillity. Between lapping waves and peaceful lagoons, its reputation is well deserved. The host of exotic birds, iguanas, and turtles which flock here are testament enough to that. What’s more, there is a great deal to do here – should the lap of luxury not be enough.
Merida is best explored on foot, and with an expert local insider to show you around. A fusion of Maya and Spanish cultures, it stands, today, as a thriving hub known best for its architecture (like the 16th century cathedral) and food (it is officially a ‘city of gastronomy’). Come hungry.
Learn moreAs one of the most important archaeological sites in pre-Hispanic America, this formidable and otherworldly site defies words. You will experience it without the crowds – at sunrise, privately, with an expert guide.
Learn moreHere, by the shores of a huge saltwater lagoon, a flock of over 2,000 flamingos make their home. Fed by cenote springs, this miraculous place is (we think) one of the best places to swim in all of Mexico.
Learn moreUxmal and Kabah – two ancient Mayan complexes – will give you a deep insight into the ingenuity of the civilization who built them. We’ll team you up with an expert archaeologist as your guide. Climb first the Great Pyramid for unimaginable views.
Learn moreFrom inland to ocean, you’ll set out onboard a private catamaran to explore the beauty of the Mesoamerican Barrier Reef. It quite literally teems with exotic marine life – the perfect place to swim, snorkel and dive.
Learn moreThree Cycladic islands – all blissfully free from the influencer buzz of their brasher neighbours. These are the very same landscapes for which Byron yearned and on which Truman Capote and Cecil Beaton stayed in 1958. His take? “We have lived in a timeless haze of repetition – life is nothing but sleep, swim, eat, and read”.
This is peace incarnate – no freeways, no traffic, just laidback tavernas, shimmering mist, and butter-yellow cliffs that fall into wine dark seas beneath. You can’t ask more than this.
The embodiment of laid-back Cycladic elegance – an unfussy combination of sleek architecture, contemporary art and chalk-blue tones. While effortlessly modern, the views – and the feel – are thoroughly mythic.
Likewise, serene – and the view here (across beautiful Vathi Bay) is close to jaw-dropping, with beatific beaches and smoky blue hills beyond. They’ve bottled everything good about Greek village life. And there are private pools.
Many have imitated the Andronis feel, but none have bettered it. You’re right in the heart of Oia, but your suites – and views – feel like islands unto themselves. With a sunken volcano on the horizon, there are few more perfect vistas in the world.
Pine-fringed coves and whitewashed fishing villages. Paros is a gently sublime place that few tourists ever dig out. We’ll plot the perfect path along its coastline, leading eventually to the beautiful swimming waters of Kolymbithres Bay.
Learn moreLike Jason before you, you’ll set sail – privately – for the tiny island of Antiparos. The ultimate ‘off the grid’ destination, nothing here is brash or OTT. Perfect tavernas, crumbling ruins, mind-boggling treks. Byron carved his name into a cave, nearby.
Learn moreSifnos is known for its reliance on local ingredients. When you’re a tiny island without an airport, it’s essential. We’ll introduce you to one of our favorite local cooks. They’ll introduce you to the secrets of the island’s sizzling food scene (there’s a plate of octopus we’ll literally never forget).
Learn moreIt took some time, but we’ve drawn up a map of the best hikes and trails across the island. The main consideration was that it must feature an ancient village and an exceptional taverna. We’ll set you on the right path.
Learn moreFrom the cobbled old town of Santorini, we’ll take you – by boat – to the mesmerizing Minoan archaeological site of Akrotiri. It’s like a Greek Pompeii – with standing walls and painted frescoes. The same boat will lead you along to some perfectly secret coves.
Learn moreMy wife and I booked our honeymoon through black tomato and honestly couldn’t be happier with how it turned out! The team was very helpful in curating the exact experience we wanted and the hotels we stayed in were simply fantastic.
Breaking bread – and raising a glass – has been the bread and butter of celebration since the dawn of time. Fittingly, these trips put their emphasis on all things gastronomic.
Explore the tripsThese tried-and-tested family-friendly holidays are guaranteed crowd-pleasers, regardless of how large – or small – your family happens to be, there’s something for everyone.
Read moreWith these immersive family experiences, we’re celebrating the transformative power of the books we loved when we were young, and the stories our children have come to adore themselves.
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