Best of Both Worlds Podcast

Trips with Friends: How + Why to Make it Happen EP 419

Aug 12, 2025
Discover the magic of adult friendships as the hosts discuss organizing memorable trips with friends. Dive into the importance of friend retreats and how they enhance connections, along with practical strategies for trip planning amidst busy schedules. Share in the joy of personal anecdotes from a recent getaway, emphasizing meaningful shared experiences. Learn tips for balancing work while traveling, making those cherished moments with friends even more enjoyable.
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ANECDOTE

Longstanding College Friend Group

  • Sarah describes a long-running six-person college friend group that meets repeatedly over decades.
  • They met freshman year at Williams and have stayed close through moves, kids, and careers.
INSIGHT

How Long-Distance Friendships Stay Intact

  • Long-distance friendships survive with a mix of group texts, occasional deep one-on-ones, and occasional in-person visits.
  • In-person meetups quickly revert to old comfortable dynamics, letting friends pick up like they're '20 again.'
ADVICE

Schedule First With A Shared Sheet

  • Use a shared Google sheet to mark months red/yellow/green so everyone can indicate availability.
  • Lock dates many months in advance to accommodate busy schedules and travel commitments.
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