Friendship IRL: Real Talk About Friendship, Community, and What It Actually Takes

How to Stop Saying ‘Someday’ and Plan That Trip With Your Friends!


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I just got back from this wild, adventurous, 11-day road trip with my friend to see two Taylor Swift concerts on opposite sides of the country. 

How did we make it happen? Partly, the stars aligned; partly, we’re privileged in that we’re self-employed, childless, and could afford it; but also, we just went for it. It was so fun and actually inspired a new goal: I want to go on a one-week girls trip sometime this decade.

By this point in my life, I’ve traveled a lot. I’ve had so many fun experiences with friends. I was able to do it because I stopped waiting for the stars to align, for that perfect thing to happen. 

In this episode, I present a special call to stop saying the word someday. Someday I’ll go on that girls trip. Someday I will make it out to visit that friend. Someday we’ll take that vacation. Here, I offer four tips to help you just get that friend trip on the calendar.

In this episode you’ll hear about:

  • My trip with my friend: what we did, where we stayed, what the logistics looked like, and why it was so fun (but also, not the norm for friend trips)
  • Starting with small gatherings – Slumber party! Staycation! Weekend away! Board game night! – which can help build momentum for larger trips
  • Involving everyone in the process and giving plenty of time to plan for care and work arrangements (and how this can be part of the bonding experience with friends)
  • Making the trip attainable and enjoyable for everyone involved, with focus on connection and relaxation, as opposed to creating the “ideal” vacation


Resources & Links

Interested in trying a slumber party with your friends? Listen to Episode 28

Like what you hear? Visit my website, leave me a voicemail, and follow me on Instagram and TikTok!

Want to take this conversation a step further? Send this episode to a friend. Tell them you found it interesting and use what we just talked about as a conversation starter the next time you and your friend hang out!

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Friendship IRL: Real Talk About Friendship, Community, and What It Actually TakesBy Alex Alexander

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