“Iceland will serve everything you could ever imagine” – Ashley Longshore
We’ve been friends with Ashley Longshore – dubbed “fashion’s latest art darling” by The New York Times – for many years. So, when the renowned, New York-based pop artist came to us in search of something passionate, peculiar, and freeing, our thoughts immediately turned to Iceland. Ashley agreed.
On the eve of returning home, Ashley was rhapsodic: “I don’t want to leave you; I love you!” So, given this elated review, it was only natural that we’d turn Ashley’s trip into a journey that you can enjoy too. It’s a lot of Iceland – and a lot of Ashley. The perfect combination, if you ask us.
For more of Ashley’s Iceland, have a listen to her episode of The Pursuit of Feeling.

The home of Vikings, polar explorers like Børge Ousland, and natural phenomena like the Northern Lights and Midnight Sun, Norway is the land of legends. Taking you through fjords, forests, and fishing villages, we’ll show you its heart.
On this wild adventure, you’ll traverse land and sea – from the hillsides of Ålesund to the chic city streets of Oslo; exploring the glacier-carved fjords of Bergen and the remote islands of Lofoten and Steigen. Along the way, you’ll be led by some of Norway’s most adventurous guides. Let’s dive in.
A region of western movie sets, wave-like canyons, and glittering skylines, the American Southwest is an adventurer’s paradise. Taking you to the neighboring states of Nevada and Utah, we’ll show you the best of both worlds.
On this dazzling adventure, you’ll weave your way east from the shimmering casinos of Las Vegas to the lunar landscapes of Utah’s Mojave Desert. Throughout, you’ll be led by some of the Southwest’s warmest guides. Let’s begin.
In a realm of sacred mountains, sweeping desert and sprawling pastures, 40% of Mongolians live as nomadic herders. Getting a slice of this traditional nomadic lifestyle, you’ll travel across steppe and summits in the remote Western reaches of the country.
On this captivating journey, you’ll shake off the insistent noise and pressures of daily life; dining beneath the stars in the wild Orkhon Valley, sand-sledding down the dunes of Bayangobi, and riding with Kazakh eagle hunters in the mountainous aimag (province) of Bayan-Ölgii. Along the way, you’ll be welcomed into the homes of some of Mongolia’s warmest guides.
What matters is here, right before your feet. You’ll take your mind off the “old” world – of emails to answer, events to plan, messes to tidy. In their place, we give you distraction.
In Greenland’s remote wilderness, you’ll push your limits – and break through them.
On this exhilarating Arctic adventure, you’ll feel the adrenaline of the new and unknown: swimming between icebergs in Disko Bay, kayaking between the towering peaks of Amitsuarsuk Fjord, and foraging for your own food in the Greenlandic wilderness. Throughout, you’ll be led by a team of local guides who know this land like the backs of their hands.
Returning home, you’ll feel a sense of satisfaction and renewed self-belief; having challenged yourself to dig deep and break the mould. You did it.
Have you ever wondered what it might feel like to find yourself on some strange other planet? If so, Chile’s Atacama Desert – the driest place on Earth – is about the closest we can get you (at least for the time being). Where red skies hang above and jagged rocks lie underfoot, there’s a deep otherworldliness to it; so far from the everyday that you may as well be on Mars. And to us? This is what freedom feels like.
On this trip, you’ll spend six days exploring the barren and breathtakingly beautiful landscapes of the Atacama – by way of lunar valleys, searing blue lagoons, and hot-air balloons. And with some of the clearest skies in the world, there’s nowhere better to gaze up at the spiralled stars of the Milky Way (don’t worry, we’ll sort the telescope). It’s pretty out of this world.
“Black Tomato devises distinct, upscale adventures” – WSJ
At Black Tomato, we’ve earned an award-winning reputation for curating immersive, tailor-made travel experiences. Our mission isn’t just about where you travel –but how you want to feel when you get there. That’s why we avoid box-ticking itineraries, tourist traps, and FOMO-fueled agendas; instead crafting journeys that go far deeper. With Black Tomato x The Journal Collection, we’re bringing this philosophy to life through exclusive, bespoke adventures created especially for subscribers.
This journey, designed for The Journal Collection, has been carefully crafted to capture Italy’s timeless allure. From sipping a cool limoncello spritz in a cliffside lemon grove and cruising in an Alfa Romeo across the shores of Lake Como to strolling between the temples of Rome’s Villa Borghese gardens – there’s a lot of life (and magic) to be found here. We can’t wait to show you, one passo at a time.
And as part of your exclusive offer, you’ll enjoy a complimentary wine tasting experience in the Tuscan countryside (you’ll find the details below).
Okinawa – Japan’s southernmost prefecture – is the ultimate tropical paradise. With 160 islands (and its historic status as the independent Ryukyu Kingdom), Okinawa offers an unexpectedly care-free take on the land of the rising sun.
On this vibey and vibrant journey, we’ll take you to not one, but two Okinawan islands. Weaving your way southwest from Okinawa Main Island to the diving mecca of Miyako, you’ll explore these subtropical “worlds”. Along the way, you’ll be led by some of Okinawa’s warmest and most knowledgeable guides. Let’s dive in.
Some things go hand in hand – like Laos and Cambodia. Both are home to ancient, soulful cities where mornings are treasured in sacred silence – through the ritual of collecting alms in Luang Prabang and the anticipation of catching the sunrise at Angkor Wat.
On this captivating journey, we’ll take you through the jungles of Laos and Cambodia to the bioluminescent beaches of the Koh Rong Archipelago. Weaving your way south across Southeast Asia, you’ll trek alongside elephants, explore 12th-century temples, and swim between coral reefs. Along the way, you’ll be led by some of Laos and Cambodia’s most knowledgeable local guides.
Some things are better together – like Cambodia, Thailand and the Maldives.
On this mesmerising journey, we’ll take you to not one, but three different “worlds”; experiencing some of their most spectacular sights with the knowledge and guidance of our hand-picked local guides. You’ll start in Cambodia, exploring ancient wonders in the jungles of Angkor. Then, to Thailand, where you’ll walk side-by-side with elephants in the Golden Triangle. Finally, you’ll rest up in the Maldives on your own private island encircled by coral reefs.