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Travel on Your Terms: The Modern Woman's Guide to Going Wherever, However, With Whoever You Want

  • Writer: Leslie Loyd
    Leslie Loyd
  • Mar 19
  • 6 min read


The Quick Take

Traveling on your terms means making the trip yours — whether you're going solo, with your best friends, with your mother, or with a partner. It means choosing comfort without apology, adventure without hesitation, and slow mornings without guilt. This guide is your foundation for doing exactly that.


I want to tell you about a breakfast in Tel Aviv.

It was March. I was sitting on a veranda at the Ritz Carlton, overlooking the Mediterranean. There was a chef taking omelet orders. There was honey served on the comb. It was slightly chilly, the way early spring mornings at the sea always are, and someone had draped a blanket over my lap without being asked.


I remember looking out at the water and feeling something I hadn't felt in years: absolutely, completely present.


I'd spent a long time before that traveling for work — the kind of work that takes you to places where the stakes are high and the conditions are hard, where you are needed and useful and exhausted in equal measure. I'm grateful for every mile of it. But somewhere between all those trips, I'd forgotten that travel could feel like this. Like a deep breath. Like honey on the comb and a warm blanket and nowhere you have to be.

When I finally started traveling for myself, I made a decision: I was going to do it exactly the way I wanted. Not the way I thought I should. Not the way the budget said I had to. Not the way anyone else expected.


That decision changed everything.



Eight girlfriends. 100 miles. The Camino de Santiago — one of the most profound trips of my life.
Eight girlfriends. 100 miles. The Camino de Santiago — one of the most profound trips of my life.

What "Traveling on Your Terms" Actually Means


Let me clear something up right away, because I think a lot of travel content gets this wrong.

Traveling on your terms doesn't mean traveling alone. It doesn't mean traveling in a group. It doesn't mean luxury, or budget, or any particular style. It means you are the one deciding.


I've hiked the Camino de Santiago with eight of my girlfriends — 100 miles of blisters, laughter, wine, and the kind of conversations you only have when you've been walking for six hours. I've taken my mother to South Africa for her 60th birthday and watched her see lions in the wild for the first time. I've sailed the Greek islands and the Azores alone, gone to Iceland with a partner, explored the Galápagos with one good friend.


Every single one of those trips was mine. Not because I was solo, but because I chose it.


That's what this blog is about. Women who travel with intention. Women who know what they want from a trip — and go get it. Women who've stopped waiting for the right person, the right time, the right budget to magically appear.


The right time is now. The right person might be you, or your mom, or your girlfriends, or your partner. The budget is a planning problem, not a veto.


The Real Talk: Why Women Still Hesitate


Here's what I hear most often from women who want to travel more intentionally but haven't quite made the leap:

  • "I don't want to travel alone." You don't have to. But also — you might love it more than you expect. There's a difference between lonely and alone, and solo travel taught me that difference in the best possible way.


  • "It feels indulgent." This one runs deep, especially for women who've spent careers in service, or years putting everyone else first. Here's what I know: choosing comfort, beauty, and restoration is not indulgence. It's maintenance. You cannot pour from an empty cup, and a veranda overlooking the Mediterranean fills it back up faster than almost anything else I've found.


  • "I wouldn't know where to start." That's what this guide is for.


  • "Luxury travel isn't for me." Luxury isn't a number. It's not a star rating. It's the version of a trip where you're not spending energy managing discomfort — where the details are handled so you can be fully present. Sometimes that's a Ritz Carlton. Sometimes it's a perfectly chosen boutique hotel in a neighborhood no one else has found yet. The point is intentionality, not price.


How to Start Traveling on Your Terms: The Framework


1. Decide What You're Traveling For

Every great trip starts with an honest answer to this question. Are you traveling to decompress? To be challenged? To celebrate something? To reconnect with someone you love? To finally see a place you've been dreaming about for years?


Your answer shapes everything else — destination, pace, travel companions (or lack thereof), accommodation style. Don't skip this step. Most disappointing trips can be traced back to fuzzy intentions.


2. Choose Your Headcount Intentionally

Solo, duo, small group, big group — each has a completely different texture. Here's the honest breakdown:

  • Solo travel gives you radical freedom and unexpected depth. You make every decision. You eat when you want, linger where you want, change plans without negotiating. You also talk to strangers more, notice more, and often discover things about yourself that group travel can obscure. It can feel vulnerable at first. Then it feels like a superpower.


  • Travel with one close friend is my personal sweet spot for adventure travel. The Galápagos with a friend who matches your pace and shares your sense of wonder is close to perfect. You have someone to say did you just see that? to. Choose your travel partner as carefully as you'd choose a business partner.



Three women smiling together with a lush green mountain river valley in the background on a travel adventure
The look on your face when the view is even better than the map promised.

  • Group travel with women you love is its own extraordinary thing. The Camino with eight girlfriends was one of the most profound experiences of my life — not despite the complexity of eight people, but because of it. The conversations, the support, the collective experience of something hard and beautiful. But it requires the right group and the right trip type. Not every destination suits a group of eight.


  • Travel with family — particularly mother-daughter or multi-generational travel — deserves far more celebration than it gets. Showing your mother elephants for the first time, at 70, in South Africa... there is no price tag for that.


3. Match Your Comfort Level to the Trip — Not to What You Think You Should Want

Some trips call for a tent. Some call for a butler. Know which one you actually want, not which one sounds more admirable.


I've done both. I have zero patience for the idea that roughing it is more authentic. The most authentic thing you can do is be honest about what restores you. For me, after years of genuinely rough conditions in my work, what restores me is a beautiful room, a good bed, excellent coffee, and a view worth waking up for.


That's not a character flaw. That's self-knowledge.


4. Book the Thing That Scares You Slightly


The Camino seemed too ambitious. South Africa seemed too expensive. Exploring the Azores seemed too solitary. Every single one of those trips turned out to be exactly what I needed, precisely because it pushed me past what I thought I was capable of.


The best trips tend to live just outside your comfort zone — not so far that you're miserable, but far enough that you come back different.


Three women on horseback riding through a lush green forest on a travel adventure
Sometimes 'the thing that scares you slightly' involves a horse. Worth it every time.

5. Stop Waiting for Permission

No one is going to hand you the trip. No one is going to tell you you've earned it, or that it's okay to spend that money, or that solo is safe enough, or that your friends will understand if you go without them.


You have to decide. And then you have to book it.


What to Expect From Wander Woman


This blog exists to help you travel better — whatever "better" means for you at this particular moment in your life.


You'll find here:

  • Destination guides built around the real questions women ask — not just "what to see" but what it actually feels like, who it's right for, and the honest downsides no one mentions in the glossy version.


  • Hotel recommendations with personality assessments, not just star ratings. Is it good for solo travelers? Does it treat single guests like they're waiting for someone? What's the breakfast situation? (The breakfast situation matters enormously.)


  • Adventure travel for women — the kind where you don't have to choose between extraordinary experiences and sleeping in an actual bed.


  • Wellness and retreat travel that cuts through the marketing and tells you what's genuinely transformative vs. what's just expensive.


  • Practical resources — the eSIM that actually works, the travel insurance worth buying, the luggage that survives everything — so the logistics don't steal your energy.


And woven through all of it: the belief that women who travel with intention come home more themselves. That the slow morning on the veranda, the honey on the comb, the blanket across your lap — these aren't luxuries. They're the whole point.


Ready to Start Planning?

Whether you're dreaming of your first solo trip, planning a mother-daughter adventure, or organizing a group trip with your closest friends, here's where to start:


And if you're ready to book right now, I trust Expedia and Hotels.com for accommodation, and V

iator for experiences worth having.


Have a trip you're dreaming about? A question I haven't answered here? I want to hear it. Drop it in the comments — this is a conversation, not a lecture.

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