Best Laid Plans

Travel Planning: Strategic Planning + Anticipatory Fun at Every Time Horizon EP 255

12 snips
Jun 16, 2025
Discover innovative strategies for travel planning across multiple time horizons, from decades to daily activities. Learn how to tailor trips to fit family dynamics, budgets, and schedules. Gain insights into optimizing travel experiences through group trips and using travel points effectively. Hear personal anecdotes about the logistics of seasonal travel and the importance of flexibility in plans. Lastly, explore ways to build anticipation and document memories creatively while embracing the journey!
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ADVICE

Use a Living Long-Range Travel Plan

  • Create a living document to track travel plans and kids' ages for the next 5-10 years.
  • Use it to dream and adjust plans flexibly as family needs and opportunities evolve.
ADVICE

Plan Annual Travel Strategically

  • Plan annual trips by considering kids’ school schedules, activities, and family budget.
  • Balance trip types and coordinate with others well in advance for smoother planning.
ADVICE

Seasonal Travel Planning Tips

  • Begin detailed seasonal travel planning one season ahead to handle big logistics and invite key contacts.
  • Research, gather recommendations, and book must-do activities early with flexible refund policies.
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