North America · 35 cities
◆ Continent guide
Top 10s across North America
From New York and Mexico City to New Orleans and Oaxaca, 35 North American cities, each distilled to ten things worth your time, mapped and filmed.
35
Cities
17
Countries
25
Video guides
Region
Quick answer · where to go in North America
The best North American cities to visit right now are New York, Mexico City, San Francisco and Vancouver for first-timers, while New Orleans, Oaxaca, Montréal and Portland reward repeat visitors. For mild weather aim for May or September–October.
35 North American city guides
Sorted by what travelers are saving this month.
New York
USA$$$
Mexico City
Mexico$$
San Francisco
USA$$$
New Orleans
USA$$$
Vancouver
Canada$$$
Montréal
Canada$$
Oaxaca
Mexico$$
Mérida
Mexico$
Palenque
Mexico$
Chicago
USA$$$
Havana
Cuba$
Toronto
Canada$$$
Los Angeles
USA$$$
Las Vegas
USA$$$
Antigua
Guatemala$
Miami
USA$$$
Guanajuato
Mexico$
Kelowna
Canada$$$
Madison
USA$$$
St. John's
Canada$$$
Charlottetown
Canada$$
San José
Costa Rica$$
Belize City
Belize$$
Santiago de Cuba
Cuba$
Puebla
Mexico$
Roatan
Honduras$$
San Salvador
El Salvador$
Bridgetown
Barbados$$$
Montego Bay
Jamaica$$
Port of Spain
Trinidad and Tobago$$St. John's, Antigua
St. John's, Antigua
Antigua and Barbuda$$$Basseterre
Basseterre
Saint Kitts and Nevis$$$St. George's, Grenada
St. George's, Grenada
Grenada$$$Castries
Castries
Saint Lucia$$$Roseau
Roseau
Dominica$$$North America by theme
Themed Top 10s across the continent.
North America on Wimup Videos
City vlogs to watch before you book.
Planning a North America trip?
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