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 | |
|---|---|---|---|---|---|---|---|
| #281 |
🇻🇮 Red Hook
US Virgin Islands
|
66.2 | Rainy season | 27.0°C 19.0 rain |
$5,160 | 0 | City → |
| #282 |
🇨🇷 San Isidro de El General
Costa Rica
|
66.1 | Rainy season | 22.1°C 28.1 rain |
$2,966 | 0 | City → |
| #283 |
🇵🇦 El Valle de Antón
Panama
|
66.1 | Rainy season | 23.1°C 27.9 rain |
$1,720 | 0 | City → |
| #284 |
🇰🇳 Frigate Bay
Saint Kitts and Nevis
|
66.1 | Rainy season | 27.1°C 18.4 rain |
$3,944 | 0 | City → |
| #285 |
🇩🇴 Bavaro
Dominican Republic
|
66.0 | Rainy season | 26.4°C 19.7 rain |
$1,565 | 0 | City → |
| #286 |
🇨🇺 Holguín
Cuba
|
66.0 | Rainy season | 26.4°C 18.4 rain |
$1,745 | 0 | City → |
| #287 |
🇨🇺 Camaguey
Cuba
|
66.0 | Rainy season | 26.4°C 17.0 rain |
$1,760 | 0 | City → |
| #288 |
🇬🇹 Rio Dulce
Guatemala
|
65.9 | Rainy season | 28.1°C 16.3 rain |
$992 | 0 | City → |
| #289 |
🇨🇦 Ottawa
Canada
|
65.9 | Shoulder season | 13.7°C 11.0 rain |
$4,348 | 0 | City → |
| #290 |
🇺🇸 Bend
United States
|
65.9 | Shoulder season | 11.0°C 7.5 rain |
$3,680 | 0 | City → |
| #291 |
🇩🇲 Calibishie
Dominica
|
65.9 | Rainy season | 27.1°C 16.5 rain |
$1,907 | 0 | City → |
| #292 |
🇩🇴 Santo Domingo
Dominican Republic
|
65.8 | Rainy season | 25.9°C 19.9 rain |
$1,965 | 0 | City → |
| #293 |
🇲🇽 San Cristobal de las Casas
Mexico
|
65.8 | Rainy season | 16.8°C 20.7 rain |
$1,282 | 0 | City → |
| #294 |
🇵🇷 Aguadilla
Puerto Rico
|
65.8 | Rainy season | 25.3°C 25.4 rain |
$2,720 | 0 | City → |
| #295 |
🇵🇷 Luquillo
Puerto Rico
|
65.7 | Rainy season | 25.6°C 23.4 rain |
$3,260 | 0 | City → |
| #296 |
🇵🇷 Isabela
Puerto Rico
|
65.6 | Rainy season | 25.6°C 25.2 rain |
$2,670 | 0 | City → |
| #297 |
🇰🇾 Seven Mile Beach
Cayman Islands
|
65.5 | Rainy season | 28.2°C 18.0 rain |
$7,152 | 0 | City → |
| #298 |
🇲🇸 Salem
Montserrat
|
65.4 | Shoulder season | 27.0°C 15.3 rain |
$1,789 | 0 | City → |
| #299 |
🇳🇮 Las Penitas
Nicaragua
|
65.4 | Rainy season | 28.7°C 19.9 rain |
$830 | 0 | City → |
| #300 |
🇨🇺 Camagüey
Cuba
|
65.4 | Rainy season | 26.4°C 17.0 rain |
$1,525 | 0 | City → |
| #301 |
🇺🇸 Cleveland
United States
|
65.3 | Shoulder season | 14.8°C 10.8 rain |
$4,155 | 0 | City → |
| #302 |
🇵🇦 Portobelo
Panama
|
65.2 | Rainy season | 26.7°C 29.4 rain |
$2,600 | 0 | City → |
| #303 |
🇵🇦 Contadora Island
Panama
|
65.2 | Rainy season | 27.4°C 25.7 rain |
$3,580 | 0 | City → |
| #304 |
🇵🇷 Mayagüez
Puerto Rico
|
65.2 | Rainy season | 25.5°C 24.8 rain |
$2,520 | 0 | City → |
| #305 |
🇳🇮 Managua
Nicaragua
|
65.2 | Rainy season | 29.0°C 18.0 rain |
$1,738 | 0 | City → |
| #306 |
🇵🇷 Fajardo
Puerto Rico
|
65.1 | Rainy season | 25.8°C 26.5 rain |
$3,140 | 0 | City → |
| #307 |
🇧🇿 Placencia
Belize
|
65.1 | Rainy season | 28.1°C 19.2 rain |
$2,830 | 0 | City → |
| #308 |
🇨🇦 Winnipeg
Canada
|
65.1 | Shoulder season | 13.2°C 9.1 rain |
$3,262 | 0 | City → |
| #309 |
🇺🇸 Milwaukee
United States
|
65.1 | Shoulder season | 13.7°C 10.1 rain |
$3,690 | 0 | City → |
| #310 |
🇧🇸 Harbour Island
Bahamas
|
65.0 | Rainy season | 25.9°C 16.1 rain |
$9,485 | 0 | City → |
| #311 |
🇨🇦 Guelph
Canada
|
65.0 | Shoulder season | 13.6°C 9.9 rain |
$2,321 | 0 | City → |
| #312 |
🇯🇲 Port Antonio
Jamaica
|
64.9 | Rainy season | 27.0°C 19.7 rain |
$1,967 | 0 | City → |
| #313 |
🇳🇮 Jiquilillo
Nicaragua
|
64.8 | Rainy season | 28.1°C 22.3 rain |
$857 | 0 | City → |
| #314 |
🇬🇹 Livingston
Guatemala
|
64.7 | Rainy season | 28.2°C 17.6 rain |
$1,800 | 0 | City → |
| #315 |
🇰🇾 West Bay
Cayman Islands
|
64.7 | Rainy season | 28.2°C 18.0 rain |
$5,712 | 0 | City → |
| #316 |
🇺🇸 Burlington
United States
|
64.7 | Shoulder season | 14.2°C 9.9 rain |
$5,060 | 0 | City → |
| #317 |
🇰🇳 Sandy Point
Saint Kitts and Nevis
|
64.7 | Rainy season | 26.5°C 19.9 rain |
$3,167 | 0 | City → |
| #318 |
🇨🇺 Santa Clara
Cuba
|
64.7 | Rainy season | 26.1°C 16.5 rain |
$1,530 | 0 | City → |
| #319 |
🇨🇷 Santa Teresa
Costa Rica
|
64.6 | Rainy season | 17.1°C 28.5 rain |
$3,555 | 0 | City → |
| #320 |
🇰🇾 George Town
Cayman Islands
|
64.6 | Rainy season | 28.2°C 18.0 rain |
$5,280 | 0 | City → |