Beach to wilderness, no time zone change.
13 countries, 175+ escorted tours. Caribbean island-hopping, Canadian Rocky Mountaineer, USA national-park road-trips — three completely different ways to spend a fortnight.
Plan your North America & Caribbean tripOne side of the Atlantic, three kinds of trip.
The Caribbean is a beach archipelago — pick an island, stay still. Canada is a wilderness trip — rail, lodges, lake. The USA is whatever you want it to be — coast-to-coast road-trip, national-park loop, Florida-Orlando family week. Plan one region per visit, not all three.
Same continent, four different trips.
Pick the kind of trip you want — Canadian rail, USA road-trip or Caribbean beach. Each style is quoted and built differently.
Star destinations.
The countries our specialists book most often — beach Caribbean, wilderness Canada, road-trip USA.
Explore all of North America & the Caribbean.
Alphabetical. From the Bahamas to Saint Lucia, Guatemala to Greenland — every country we book.
Six north america & caribbean hotels our designers actually recommend.
Curated by our Travel Designers — not a feed of the latest published listings. Properties we visit, book repeatedly, and trust for clients who want the best room in the country.
★ Designer pick
Banff, Canada
Fairmont Banff Springs
The Castle in the Rockies — 1888 grandeur, the Bow Valley out the window.
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★ Designer pick
Napa Valley, USA
Auberge du Soleil
Olive-grove hideaway with Michelin-starred dining and one of California's best wine cellars.
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★ Designer pick
Riviera Maya, Mexico
Rosewood Mayakoba
Lagoon-suite resort cut from the Yucatán mangroves — every suite arrives by boat.
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★ Designer pick
Saint Lucia
Jade Mountain
Open-fourth-wall sanctuaries above the Pitons — infinity pools facing the Caribbean.
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★ Designer pick
Anguilla
Cap Juluca
Moorish-domed villas on Maundays Bay — 6km of powder-soft Caribbean sand at the door.
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★ Designer pick
Havana, Cuba
Hotel Saratoga
Rooftop pool over Old Havana — the Capitolio dome filling the view, a Beyoncé favourite.
Explore the destinationReady to plan north america & caribbean properly?
Every Travelisto trip is built by a Travel Designer who knows the country first-hand. Same-day reply during UK office hours, no hold music, no booking fees.