Japan
Japan
Tokyo's neon sprawl, temple mornings, and a red-eye that turns one PTO day into a full continental reset.
1 guide
Your First International Escape
The guides we hand to someone taking their first international trip on a working calendar — short-haul enough to survive jet lag, easy enough to plan in an evening, and forgiving if a flight slips.
9 entries in this collection
Editor's picks
Curated guides
Hand-picked and ordered by our editors.
Tokyo, Japan
Tokyo in 5 Days on 2 PTO Days: A $900 Long-Weekend Blueprint
I took a Thursday evening flight to Tokyo, spent two PTO days — the Friday out and the Monday home — and had two full days in Japan for about $900 before landing back Tuesday morning.
2 PTO days · 5 days · $900
Madrid, Spain
3 Spanish Cities in 72 Hours — Why Madrid is Europe’s Sharpest Long-Weekend Bet
Two PTO days, a Thursday-night flight, and three full days across Madrid, Toledo and Segovia — the cleanest transatlantic math available from the U.S. East Coast.
2 PTO days · 3 days · $1,140
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Pattaya + Bangkok, Thailand
Thailand in 6 Days: Pattaya + Bangkok With 3 PTO Days
Pattaya and Bangkok in six days on three PTO days — built on a U.S. three-day holiday weekend, with an honest note on what long-haul flights cost you.
3 PTO days · 6 days · $2,100
Medellín, Colombia
Medellín in 4 Days: A Two-PTO-Day Escape to Colombia's City of Eternal Spring
Medellín is the best two-PTO-day trip in South America: a short flight, zero jet lag, spring weather every month of the year, and four days that feel considerably longer than the calendar they cost.
2 PTO days · 4 days · $1,020
Mexico City, Mexico
Mexico City in 4 Days: A Two-PTO-Day Escape That Feels Like Another Continent
Mexico City is the highest-value long weekend in North America: two PTO days, a short flight, no jet lag, and four days that feel like crossing an ocean.
2 PTO days · 4 days · $1,080
Where to go
Destinations in this collection
Spain
Spain
Three cities, late dinners, and Europe's sharpest long-weekend maths from the East Coast.
1 guide
Mexico
Mexico City
Three flight hours from most of the United States and a full cultural hemisphere away: museums, mercados and jacaranda-lined boulevards that turn a long weekend into a real trip.
1 guide
Colombia
Medellín
Colombia's City of Eternal Spring sits three to five hours from most U.S. hubs in the same time zone as New York — a green valley city of cable cars, coffee and one of the most complete urban transformations in the Americas.
1 guide