It’s so easy to choose a vacation destination just because you saw some pretty photos. Or your coworker highly recommended it. Or your favorite travel podcaster won’t stop raving about (oh hey it’s me + Scotland).

But sometimes this approach to choosing a destination results in trips that are fine… pleasant… but not truly unforgettable. Here at Wild Hair Travels, I don’t want that for you.

On this episode, I’m sharing a simple, practical test to help you figure out whether a destination is truly the right fit for you. Using this approach can help you avoid trips that feel just “okay” and guide you toward destinations that genuinely excite you and leave you with amazing memories.

→ Take the VACATION BUCKET LIST CHALLENGE←

→ SAVE YOUR SPOT ON MY CALENDAR TO GET 1-ON-1 VACATION PLANNING SUPPORT! ←

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LISTEN BACK:

Episode 8: How to Choose Where to Go on Vacation

Episode 165: An Annual Review of your Travel Bucket List

Episode 234: 6 Fall Destination Ideas

You’ve finally landed after a long flight — exhausted, running on little sleep, and feeling the weight of jet lag. And yet, there’s that familiar pressure to power through and make the most of your first day.

I’ve certainly been known to “power through” the exhaustion on a trip, and I’ve even been known to tell my clients to do just that.

But in this episode, I’m sharing a different perspective — one that gives you permission to honor your exhaustion, pay attention to your energy, and approach your trip in a way that actually makes the rest of it more enjoyable.

Connect w/ Angela on Instagram

LISTEN BACK:

Episode 104: THIS Is the Best Month to Book Next Year’s Vacation(s)

Episode 143: How to Bring Back the WONDER of Travel

Episode 258: From Must-See to Meh: My Latest Thoughts on Sightseeing

For many of us, the idea of arriving at the airport without any plans in place feels uncomfortable — and that often comes with a strong urge to plan nearly every detail of a trip ahead of time. But why do we feel this way? What drives us to spend so much time organizing and preparing for a vacation?

In this episode, we explore how your personality — including your Enneagram type — influences the way you plan. I’ll break down some of the key reasons we plan and the fears that arise when certain pieces of our travel experience are left unresolved.

By the end of this conversation, my goal is to give you greater clarity about your planning tendencies so you can embrace them fully and continue creating trips that feel effortless, enjoyable, and truly aligned with your travel style.

→ SAVE YOUR SPOT ON MY CALENDAR TO GET 1-ON-1 VACATION PLANNING SUPPORT! ←

Connect w/ Angela on Instagram

LISTEN BACK:

Episode 92: Traveling More Won’t Make You Happy

Episode 95: What It’s Like to Have Me Plan Your Vacation

Episode 159: 5 Tips to Decrease the Time it Takes to Plan Your Vacation

Episode 209: Finding Happiness: A Personal Reflection on Loving My Life

Episode 210: 4 Ways to Get Support With Your Vacation Planning

Enneagram Travel Style Series:

179: What Your Enneagram Can Tell You About Your Travel Style

180: Enneagram TWOs on Vacation

181: Enneagram THREEs on Vacation

182: Enneagram FOURs on Vacation

183: Enneagram FIVEs on Vacation

184: Enneagram SIXes on Vacation

185: Enneagram SEVENs on Vacation

186: Enneagram EIGHTs on Vacation

187: Enneagram NINEs on Vacation

188: Enneagram ONEs on Vacation

ChatGPT can be super helpful when it comes to vacation planning, but there’s one major area where it just doesn’t measure up—and if you’re not careful, it could throw your trip off track.

In this episode, I’m breaking down what you need to watch out for and how to use ChatGPT wisely, so you can plan with clarity and confidence instead of running into roadblocks later.

→ SAVE YOUR SPOT ON MY CALENDAR TO GET 1-ON-1 VACATION PLANNING SUPPORT! ←

Connect w/ Angela on Instagram

LISTEN BACK:

Episode 136: Using AI to Plan Your Vacation

Episode 159: 5 Tips to Decrease the Time It Takes to Plan Your Vacation

Episode 204: The Only Flight Booking Tip You Need

Sometimes the vacations we dream about feel way out of reach — too expensive, too complicated, or just not realistic with life right now. But here’s the thing: you don’t have to wait until you’ve nailed down dates to start planning.

There are actually quite a few things you can be doing early on, before you even know when you can make this trip happen. On this episode, I’m sharing what those are and why it’s worth sketching out those big trip ideas early, even if they’re still a few years away.

→ Learn about the VACATION BLUEPRINT DESIGN service ←

Connect w/ Angela on Instagram

LISTEN BACK:

Episode 107: How to JUMPSTART Your Vacation Planning

Episode 158: A Fall Challenge For You

Episode 165: An Annual Review of Your Travel Bucket List

→ PLAN YOUR TRIP ONE CHUNK AT A TIME ←

If the idea of planning your next vacation feels like way too much—and your brain just wants to avoid it altogether—my first recommendation is always to hire me. That’s the fastest way to take the stress off your plate and still end up with an amazing trip.

But if that’s not in the budget right now, the next best thing I can give you is my free vacation planning challenge. And in this episode, I’m walking you through exactly how it works, so you can see how it takes that big, messy “plan a whole trip” task and breaks it into simple, bite-sized steps. This way, you’ll keep making progress every week—without the overwhelm.

Because I don’t want you waiting so long to start that the best flights and hotels are gone. I don’t want you rushing through the details and ending up with a “meh” trip. And I definitely don’t want you deciding, yet again, that you’re just too busy for a vacation this year.

This challenge is built for busy, working women—it’s flexible, it’s doable, and honestly, it’s kind of fun. And by the end, you’ll have rock-solid vacation plans you can actually feel excited about.

So if you’re ready to finally get that trip out of your head and onto the calendar, this is where you start → SIGN UP FOR THE FREE VACATION PLANNING CHALLENGE

→ SAVE YOUR SPOT ON MY CALENDAR TO GET 1-ON-1 VACATION PLANNING SUPPORT! ←

Connect w/ Angela on Instagram

LISTEN BACK:

Episode 93: The MAIN Reason Vacation Planning Feels Like a Chore (+ How to Bring Back the Fun!)

Episode 95: What It’s Like to Have Me Plan Your Vacation

Episode 107: How to JUMPSTART Your Vacation Planning

The moment you let yourself imagine that perfect getaway, the “what ifs” start barging in. What if something urgent comes up at work? What if the kids get sick? What if it’s bad timing for the family? What if something goes wrong while I’m away? Suddenly, all that excitement you felt gets replaced with doubt—and before you know it, you’ve talked yourself out of going anywhere.

In this episode, we’re digging into those loud, persistent “what ifs” that can stop a vacation before it even starts—and how to turn down their volume. Because sure, those thoughts might always pop up, but they don’t have to be the ones calling the shots or stealing your travel dreams.

→ SAVE YOUR SPOT ON MY CALENDAR TO GET 1-ON-1 VACATION PLANNING SUPPORT! ←

Connect w/ Angela on Instagram

LISTEN BACK:

Episode 141: Encouragement + Advice | Destinations That Make You a Tad Uncomfortable

Episode 145: How I Accidentally Cured My Airport Anxiety

Episode 171: How To Start Taking Vacations Again

If you’ve ever wondered what it’s actually like to take a solo retreat, here’s your chance to follow along with me in real time, from cozy and relaxing moments in my cozy AirBnB, to reflective moments that unfolded between bursts of inspiration and productivity.

This episode is part travel diary, part behind-the-scenes peek at how I intentionally designed my days to strike a balance between deep rest, productive work, and simply enjoying my surroundings. Think of it as an unfiltered look at what it feels like to step away from everyday life — just you, your thoughts, and the space to breathe.

Start planning your solo retreat! → FREE DOWNLOAD: SOLO RETREAT PLANNING GUIDE

Connect w/ Angela on Instagram

LISTEN BACK:

Episode 139: The ONE Question to Ask Yourself Today

Episode 218: How to Have a Successful Solo Staycation Retreat

Episode 219: My Top 10 Solo Retreat Tips