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.
Explore the destination
★ Designer pick
Napa Valley, USA
Auberge du Soleil
Olive-grove hideaway with Michelin-starred dining and one of California's best wine cellars.
Explore the destination
★ Designer pick
Riviera Maya, Mexico
Rosewood Mayakoba
Lagoon-suite resort cut from the Yucatán mangroves — every suite arrives by boat.
Explore the destination
★ Designer pick
Saint Lucia
Jade Mountain
Open-fourth-wall sanctuaries above the Pitons — infinity pools facing the Caribbean.
Explore the destination
★ Designer pick
Anguilla
Cap Juluca
Moorish-domed villas on Maundays Bay — 6km of powder-soft Caribbean sand at the door.
Explore the destination
★ Designer pick
Havana, Cuba
Hotel Saratoga
Rooftop pool over Old Havana — the Capitolio dome filling the view, a Beyoncé favourite.
Explore the destinationEscorted tours in North America & Caribbean
- Belize 7
- Bermuda 1
- Costa Rica 16
- Cuba 7
- El Salvador 11
- Guatemala 19
- Honduras 8
- Jamaica 2
- Mexico 16
- Nicaragua 8
- Panama 3
- Saint Lucia 2
- Canada 12
- United States 16
Greenland to Newfoundland Expedition: Arctic & Vikings – 14 Days
From £10,020
Best of Cuba: Havana, Baracoa, Santiago & Trinidad – 15 Days
From £1,670
Mexico to Costa Rica Overland: Six Countries for 18–35s – 32 Days
From £2,262
Central American Highlights: Guatemala to Costa Rica – 16 Days
From £2,920
Guatemala, Honduras & El Salvador: Antigua to the Pacific – 15 Days
From £1,840
Jamaica Tour: Blue Mountains, Negril & Treasure Beach – 10 Days
From £2,430
Ready 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.