BEST IN NORTH AMERICA IN MAY
Regional seasonal picks ranked by weather, cost, events, hub activity, and air quality.
DESTINATIONS
| Rank | City | Score | Season | Weather | Cost | Events | |
|---|---|---|---|---|---|---|---|
| #401 |
🇨🇺 Santiago de Cuba
Cuba
|
65.7 | Shoulder season | 26.3°C 15.5 rain |
$1,415 | 0 | City → |
| #402 |
🇯🇲 Negril
Jamaica
|
65.6 | Rainy season | 27.6°C 21.3 rain |
$1,867 | 0 | City → |
| #403 |
🇨🇷 San Isidro de El General
Costa Rica
|
65.6 | Rainy season | 22.1°C 28.1 rain |
$2,966 | 0 | City → |
| #404 |
🇰🇾 West Bay
Cayman Islands
|
65.6 | Rainy season | 28.2°C 18.0 rain |
$5,712 | 0 | City → |
| #405 |
🇨🇷 Montezuma
Costa Rica
|
65.6 | Rainy season | 21.2°C 29.0 rain |
$2,840 | 0 | City → |
| #406 |
🇰🇾 Seven Mile Beach
Cayman Islands
|
65.5 | Rainy season | 28.2°C 18.0 rain |
$7,152 | 0 | City → |
| #407 |
🇬🇹 Rio Dulce
Guatemala
|
65.4 | Rainy season | 28.1°C 16.3 rain |
$992 | 0 | City → |
| #408 |
🇨🇦 Ottawa
Canada
|
65.4 | Shoulder season | 13.7°C 11.0 rain |
$4,348 | 0 | City → |
| #409 |
🇰🇾 George Town
Cayman Islands
|
65.4 | Rainy season | 28.2°C 18.0 rain |
$5,280 | 0 | City → |
| #410 |
🇯🇲 Treasure Beach
Jamaica
|
65.4 | Hot season | 28.0°C 15.3 rain |
$1,838 | 0 | City → |
| #411 |
🇲🇸 Little Bay
Montserrat
|
65.3 | Shoulder season | 27.0°C 15.3 rain |
$1,852 | 0 | City → |
| #412 |
🇧🇸 Marsh Harbour
Bahamas
|
65.3 | Shoulder season | 25.7°C 15.9 rain |
$3,580 | 0 | City → |
| #413 |
🇵🇦 Portobelo
Panama
|
65.2 | Rainy season | 26.7°C 29.4 rain |
$2,600 | 0 | City → |
| #414 |
🇯🇲 Ocho Rios
Jamaica
|
65.1 | Rainy season | 26.9°C 18.6 rain |
$1,618 | 0 | City → |
| #415 |
🇨🇦 Winnipeg
Canada
|
65.1 | Shoulder season | 13.2°C 9.1 rain |
$3,262 | 0 | City → |
| #416 |
🇳🇮 Gigante
Nicaragua
|
65.0 | Rainy season | 28.5°C 18.0 rain |
$954 | 0 | City → |
| #417 |
🇰🇾 Bodden Town
Cayman Islands
|
64.9 | Rainy season | 28.2°C 18.0 rain |
$6,636 | 0 | City → |
| #418 |
🇯🇲 Port Antonio
Jamaica
|
64.9 | Rainy season | 27.0°C 19.7 rain |
$1,967 | 0 | City → |
| #419 |
🇲🇽 San Cristobal de las Casas
Mexico
|
64.9 | Rainy season | 16.8°C 20.7 rain |
$1,282 | 0 | City → |
| #420 |
🇳🇮 León
Nicaragua
|
64.8 | Rainy season | 28.7°C 18.4 rain |
$1,802 | 0 | City → |
| #421 |
🇳🇮 Little Corn Island
Nicaragua
|
64.8 | Rainy season | 27.6°C 18.8 rain |
$1,292 | 0 | City → |
| #422 |
🇨🇺 Baracoa
Cuba
|
64.7 | Rainy season | 25.2°C 23.8 rain |
$1,430 | 0 | City → |
| #423 |
🇳🇮 Managua
Nicaragua
|
64.7 | Rainy season | 29.0°C 18.0 rain |
$1,738 | 0 | City → |
| #424 |
🇨🇺 Santa Clara
Cuba
|
64.7 | Rainy season | 26.1°C 16.5 rain |
$1,530 | 0 | City → |
| #425 |
🇳🇮 Las Penitas
Nicaragua
|
64.5 | Rainy season | 28.7°C 19.9 rain |
$830 | 0 | City → |
| #426 |
🇨🇦 Kamloops
Canada
|
64.5 | Shoulder season | 15.2°C 9.1 rain |
$4,100 | 0 | City → |
| #427 |
🇺🇸 Buffalo
United States
|
64.4 | Shoulder season | 14.1°C 11.8 rain |
$2,910 | 0 | City → |
| #428 |
🇯🇲 Falmouth
Jamaica
|
64.4 | Rainy season | 26.6°C 20.3 rain |
$3,374 | 0 | City → |
| #429 |
🇳🇮 Corn Island
Nicaragua
|
64.3 | Rainy season | 27.7°C 18.4 rain |
$1,822 | 0 | City → |
| #430 |
🇺🇸 Boulder
United States
|
64.3 | Shoulder season | 12.2°C 12.2 rain |
$4,120 | 0 | City → |
| #431 |
🇵🇦 Contadora Island
Panama
|
64.3 | Rainy season | 27.4°C 25.7 rain |
$3,580 | 0 | City → |
| #432 |
🇳🇮 Jiquilillo
Nicaragua
|
64.3 | Rainy season | 28.1°C 22.3 rain |
$857 | 0 | City → |
| #433 |
🇧🇿 Placencia
Belize
|
64.2 | Rainy season | 28.1°C 19.2 rain |
$2,830 | 0 | City → |
| #434 |
🇺🇸 Milwaukee
United States
|
64.2 | Shoulder season | 13.7°C 10.1 rain |
$3,690 | 0 | City → |
| #435 |
🇯🇲 Runaway Bay
Jamaica
|
64.1 | Rainy season | 27.1°C 20.7 rain |
$1,699 | 0 | City → |
| #436 |
🇨🇦 Guelph
Canada
|
64.1 | Shoulder season | 13.6°C 9.9 rain |
$2,321 | 0 | City → |
| #437 |
🇨🇷 Santa Teresa
Costa Rica
|
64.1 | Rainy season | 17.1°C 28.5 rain |
$3,555 | 0 | City → |
| #438 |
🇵🇦 Santa Catalina
Panama
|
63.9 | Rainy season | 25.6°C 27.3 rain |
$2,820 | 0 | City → |
| #439 |
🇺🇸 Burlington
United States
|
63.8 | Shoulder season | 14.2°C 9.9 rain |
$5,060 | 0 | City → |
| #440 |
🇬🇹 Monterrico
Guatemala
|
63.7 | Rainy season | 28.4°C 20.1 rain |
$1,575 | 0 | City → |