Luxury North America Holidays

Tailor-Made Luxury North America Holidays

“I only went out for a walk, and finally concluded to stay out – for going out, I found, was really going in”

A Scotsman – John Muir – helped define the image of the North American outdoors. Each journey across its wilderness became, for him, one of profound introspection. But for every Muir, there’s a Kerouac, a James Baldwin – those who live and breathe the cultures and cities that throng this immense and shimmering land. A luxury holiday to North America is about going out and going in. It’s the snowy peak of Mount Robson and the dancing streets of New Orleans. Tell us which version calls to you, and we’ll build the trip from there.

Why Choose Black Tomato for Your Luxury North America Holiday

Since 2005 we have taken travellers to North America’s most extraordinary corners: Yellowstone at dawn before the crowds arrive, the old-growth forests of British Columbia with a bear tracking guide, a private float plane to a wilderness outfitter camp deep in the Alaskan interior. We didn’t buy this access; we earned it through two decades of relationships with guides, outfitters, and local operators across the continent. We build every luxury North America holiday around you: your pace, your group, and how you want to experience this immense land.

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Countries

Find your experience

Explore our North America experiences based on when you want to travel and how you want to feel.

What to see and do in North America

North America by Road

No continent does the road trip like this one. The Pacific Coast Highway runs from San Francisco to Los Angeles with Big Sur’s cliffs as an intermission that makes the rest feel small. In Canada, the Icefields Parkway between Banff and Jasper delivers two hours of mountain scenery so relentless that people stop just to stand in it. The American Southwest routes — Las Vegas through Zion and Bryce to Monument Valley — cover ground that changes character every thirty miles. We build road trips into itineraries as a matter of course: choosing the hotels along the route, the moments worth stopping for, and the detours that most maps leave off.

The Natural World

Yellowstone at dawn, before any other vehicle is on the road. Zion’s sandstone canyons with a Navajo guide who knows the trails by memory. Alaska’s remote wilderness accessed by float plane, with no road in or out. British Columbia’s grizzly bears seen from a zodiac in the early morning quiet of a coastal river. The Grand Canyon from the south rim at first light, with the Colorado a silver thread a mile below. North America’s wilderness is extraordinary in scope, and the gap between a standard visit and an exceptional one comes entirely down to who takes you there.

Cities Worth Knowing

New York remains unmatched for cultural density — gallery openings in Chelsea, chef’s table dinners in the West Village, private museum tours before the doors open. New Orleans does things its own way: the French Quarter at night, jazz out of every doorway, a food culture that owes nothing to anywhere else. Los Angeles has private coastline, emerging art scenes, and a hotel-pool-to-canyon-hike range no other city can match. Vancouver combines a harbour skyline with wilderness within forty minutes. Our specialists know which neighbourhood, which restaurant, which early-morning view is worth the alarm — and build the whole trip around those specific moments.

The best of North America

FAQs

Everything you need to know about visiting North America with Black Tomato

How long should a luxury North America vacation be?

For a single-destination luxury North America holiday — a road trip through the American Southwest, a wildlife expedition in Alaska, or a Canadian Rockies journey — ten days to two weeks gives you the time to do justice to the scale. Combining multiple destinations, such as the Pacific Coast and Yellowstone, or California and British Columbia, works well over three weeks. We also design shorter luxury North America breaks — five days in Hawaii, a long weekend in Charleston — for those with limited time. Your specialist will build the itinerary around your available dates, not a fixed template.

Can you combine multiple destinations across North America in one luxury trip?

Yes, and for a continent of this scale, combining destinations is often the most rewarding approach to a luxury North America holiday. The American Southwest flows naturally west to east — Las Vegas, Zion, Bryce, Monument Valley, the Grand Canyon — over ten days by road. Canada’s west coast suits a Vancouver and British Columbia circuit combining city and wilderness. The Pacific Coast Highway links San Francisco to Los Angeles at a comfortable pace. We handle all the routing and logistics so the distances feel manageable rather than daunting.

What is the best time for a luxury North America vacation?

The best time for a luxury North America holiday depends on where you are going. The American Southwest is most pleasant October to April — cooler, clearer, and less crowded. Alaska is best June to September for wildlife and long days. Canada’s Rockies peak July to September for hiking, though winter offers exceptional snowshoeing and skiing. The American South is ideal October to April. Hawaii is welcoming year-round, with the North Shore’s winter swells adding drama December to February. We factor all of this into every itinerary and will always tell you honestly if your dates are not ideal for a chosen destination.

How much does a luxury North America vacation cost?

Luxury North America holidays typically start from around £5,250 per person, rising for multi-destination road trips, fly-in wilderness lodges in Alaska and British Columbia, or extended itineraries across multiple states. The USA and Mexico tend to come in at the lower end for equivalent quality; Canada’s remote wilderness lodges and Alaska’s fly-in camps can be higher. We price every luxury North America holiday individually based on your dates, group size, accommodation preferences, and the experiences you want — and there are no planning fees.

Which part of North America is right for a first luxury trip?

For a first luxury North America holiday, the American Southwest is the most compelling entry point — Amangiri in Utah, a helicopter over the Grand Canyon, Monument Valley with a Navajo guide. For those drawn to wilderness over landscape, British Columbia offers the most concentrated wildlife experience on the continent: bears, whales, eagles, and old-growth forests accessible within a short drive from Vancouver. Hawaii suits those who want warmth, beauty, and adventure in equal measure. Wherever you start, we will design the itinerary around what matters to you — and tell you honestly where to go next time.

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