Two-PTO Escapes
Two days off, a full change of scenery.
6 articles
Rome, Italy
Rome Express: 4 Days in the Eternal City on Minimal PTO
A four-day itinerary through Rome and Vatican City designed for working professionals maximizing a weekend plus two PTO days.
2 PTO days · 4 days
Field Notes
Toronto in 5 Days: Two PTO Days Around Labor Day Weekend
Book off Friday, September 4 and Tuesday, September 8 and Labor Day weekend stretches into five full days across the border. Here is how two PTO days buy a proper Toronto trip.
2 PTO days · 5 days
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
Madrid, Spain
3 Spanish Cities in 4 Days — 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
Tokyo, Japan
Tokyo 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 · 2 days · $900