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Take More Vacations by Scott Keyes

Strategies for turning travel into a regular part of life with cheap flights.

Take More Vacations by flight expert Scott Keyes argues that regular vacations aren’t just enjoyable – they are essential for health, happiness, and productivity. He provides advice for finding affordable travel options, planning trips efficiently, and making time away from work a priority. By blending research with actionable strategies, he shows how travel can enrich life without breaking the bank.

The Curse Of Expensive Flights 

  • Travel is a top aspiration, yet Americans take fewer vacations than ever
  • Main stressor = logistics
    • Cheap flights ease stress
    • Italy for $130 or Japan for $169 is less stressful than $1,300
    • More affordable = more frequent + extra money for experiences
  • Common airfare mental traps
    • Loss Aversion: panic when prices rise, rush to book
    • Anchoring: think today’s price is high if you once paid less
    • Recency Bias: assume recent prices are the norm
    • Sunk Cost Fallacy: feel committed once you plan
    • Wishful Thinking / Procrastination: delay and miss deals
  • Most expensive flights can be avoided

The Flight First Method

  • How most people plan (Destination First)
    • Destination
    • Dates
    • Flights
  • Flight First Method (for cheap flights)
    • Cheapest flights
    • Choose destination based on affordable options
    • Pick dates based on cheap flight availability
  • Why Flight First works
    • Narrowing choices is like aiming for a small target – odds are low
    • Expanding options increases the chances to find affordable flights
    • Imagine all flights cost $250 – lowers the barrier to travel

Flexibility

  • Flexibility = key to cheap flights
  • Early or last-minute flights tend to be inflated
  • Goldilocks windows
    • Domestic: 1-3 months before off-peak, 3-7 months before peak
    • Abroad: 2-8 months before off-peak, 4-10 months before peak
  • Other strategies
    • Great fares disappear quickly – don’t wait too long
    • If inflexible, prioritize booking early
    • For fixed plans, book Southwest for free rebooking
    • Try shifting travel dates or airports to find better deals
    • Avoid business traveler trends!

History of Airline Prices

  • 1920s-40s → focus on mail, not passengers
  • 1950s-70s → more mainstream with pressurized cabins, toilets, etc; introduction of multiple fares
  • 1978 → deregulation, significant drop in prices
  • 1980s-Present → rise of budget carriers and diversified revenue streams (premium seats, cargo, add-on fees)
    • Corporate contracts and business travel heavily subsidize economy

Pricing

  • Airfare costs have dropped significantly
    • Since deregulation, prices have fallen 50% (inflation-adjusted)
    • Average domestic roundtrip: $638 in 1981 to $367 in 2016
    • People overpay and assume they’re expensive, while other costs like prescriptions, Disney passes, and tuition have risen more
  • Why is it so volatile?
    • Autopilot Pricing: less inventory = higher prices
    • Consumer Demand: fluctuates unexpectedly
    • Competition: affects pricing

Flight-Booking Myths Debunked

  • Myth: Clear Your Cookies 
  • Myth: The Cheapest Fares Are On Tuesday At 1
  • Myth: The Cheapest Fares Are On August 23rd
  • Myth: Flights Are Only Cheap Because Of Coronavirus 
  • Myth: The Cheapest Fares Are Last Minute
  • Myth: Dressing Nicely Will Get You An Upgrade
  • Myth: Wait For Advertised Sales
  • Myth: One Airline Is Always The Cheapest 
  • Myth: Flying Was Better Back In The Day
    • 1948 NYC to Rome → $9,000 (inflation-adjusted), 20-hour flight
    • Today → As low as $248, 8-hour flight with modern amenities

Pro Tips

  • Greek Islands Trick: Book a cheap flight to a major city then take a budget hop to your destination. Stagger your itinerary for flexibility.
  • Bookend Technique: Buy outbound and return flights from different cities to save on travel costs (e.g., fly into Hong Kong, leave from Seoul).
  • 24-Hour Rule: Secure a great fare with no cancellation fees for 24 hours, allowing you to rebook if a better deal appears.
  • Mistake Fare: Airlines accidentally sell flights at extremely low prices. Act quickly as they usually last under 6 hours.
  • Hidden City Ticketing: Book a longer connecting flight and skip the last leg to save on costs. Don’t check bags and don’t do it repeatedly.
  • Thanksgiving Travel: Flights are expensive domestically, but international trips may be cheaper (e.g., Dallas to Rome for $300).
  • Points & Frequent Flyer Miles
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