Wayfinding Journeys

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Wayfinding Journeys Thoughtful travel planning for busy families, couples & multi-gen trips. I handle the research, bookings & logistics so you just show up and enjoy it.

Personalized itineraries, insider perks, stress-free support. Message me to start planning!

09/20/2026

Don't sell the kids on the hike. Sell them on the waterfall. 🥾

One of my favorite things about planning family travel is figuring out what will make an experience exciting for the kids who are actually going.

Maybe it's not:

“We're going on a five-mile hike!”

Maybe it's:

💦 We're hiking to a waterfall.
🛶 We're kayaking somewhere we might see wildlife.
🚲 We're biking between towns — and stopping for gelato.
🏰 We're climbing all those stairs because there's a castle at the top.

An active family vacation doesn't have to mean everyone in the family is particularly athletic — or that every day needs to be an adventure.

It can be a beach vacation with one fantastic kayaking trip. A city vacation with a bike tour. A cruise with an incredible hike in port. Or a whole trip built around being outside and exploring together.

The trick is finding the version that fits your family — their ages, interests, energy levels and tolerance for being told there's “just a little farther to go.” 😂

That's where thoughtful planning makes all the difference.

09/17/2026

📅 Parents: this is your reminder to pull up the school calendar.

Take a look at those October breaks, winter break and spring break dates — because if you're thinking about traveling during any of them, now is the time to start planning.

I'm already working on school-break trips for several families, and I'm seeing inventory and availability start to narrow — especially when travelers need specific dates, room configurations, departure ports or nonstop flights.

Does that mean you need to have the whole trip figured out today? Absolutely not.

But the earlier we start looking, the more options we have to work with — and the better chance we have of finding the right fit at the best available price rather than choosing from whatever is left.

So pull up that school calendar, circle the dates you might want to get away, and reach out. You can give me the dates and we can figure out the “where” part together. ✈️

🐾 Your dog deserves a five-star vacation too.“Pet-friendly” hotels have come a LONG way from putting a water bowl in the...
09/15/2026

🐾 Your dog deserves a five-star vacation too.

“Pet-friendly” hotels have come a LONG way from putting a water bowl in the lobby and calling it a day. 😂

Some hotels are really leaning into their four-legged guests with things like custom dog beds, beach access, dog-walking services, special menus and treats — and apparently even tiny branded bathrobes.

Which is objectively ridiculous and also something I absolutely need to see. 😂

If leaving your dog behind is the hardest part of taking a trip, that's something we can actually consider when choosing where you stay.

I can help look for hotels that don't just allow pets, but genuinely make it easier — and more fun — to travel with them.

09/13/2026

🏈 An away game is a pretty great excuse for a getaway.

Sure, you could fly in, go to the game and fly home.

But if your team is playing somewhere you've been wanting to visit anyway? Now we're talking.

Turn the game into a long weekend. Stay somewhere that makes getting to the stadium easy. Find the neighborhood you'll actually want to explore. Make the dinner reservation. Figure out the game-day transportation ahead of time. And leave yourself enough time to experience the city beyond the stadium.

That's the kind of sports travel I love — starting with “We really want to see this” and building a trip around it.

So now I'm curious: What away game would actually get you on a plane this season? 🏈✈️

One of the reasons I believe so strongly in travel has very little to do with vacations.Travel puts us in places where w...
09/11/2026

One of the reasons I believe so strongly in travel has very little to do with vacations.

Travel puts us in places where we are the visitors.

We hear different languages. Eat at someone else's table. Learn traditions that aren't ours. See how other families live and what matters to them. And sometimes discover that people who seemed very different from us really aren't all that different at all.

I've been fortunate to live and travel in a lot of different parts of the world, and those experiences have shaped the way I see it.

**Travel builds understanding in a fractured world.**

That's a big part of what Wayfinding Journeys means to me — helping people see more of this extraordinary world and, hopefully, understand a little more of it along the way. ❤️

✈️ A little travel news that caught my attention today!TSA has announced TSA PreCheck Gate Access, which allows eligible...
09/09/2026

✈️ A little travel news that caught my attention today!

TSA has announced TSA PreCheck Gate Access, which allows eligible TSA PreCheck members to apply for access beyond airport security even when they aren't actually flying.

I am not currently a TSA PreCheck member, but I have to say…this makes me want to become one!

Living so close to Dulles, I immediately thought about how useful this could be when friends and family are traveling. If someone had a long layover at IAD, I could potentially meet them inside the airport without requiring them to leave security and then go back through again.

I also love the idea of being able to walk someone to their gate or meet an arriving family member on the other side of security.

It's one of those relatively small travel changes that could make certain travel days a whole lot nicer.

What do you think? Would you use this? And if you don't already have TSA PreCheck, does Gate Access make you more likely to consider it?

I'll put the official TSA information in the comments!

When we lived overseas, one of the things I unexpectedly missed was American fall.Not just the changing leaves—I missed ...
08/26/2026

When we lived overseas, one of the things I unexpectedly missed was American fall.

Not just the changing leaves—I missed apple picking, corn mazes, fall festivals, ridiculous amounts of pumpkin spice, and Halloween decorations that somehow appear in the middle of August.

In Moscow, it often felt like we went almost directly from summer to snow. Kosovo gave us some beautiful foliage, especially in the mountains, but in the part of Israel where we lived, fall as I knew it was practically nonexistent.

Now that we’re back, I feel even more determined to make the most of it.

That doesn’t necessarily mean planning a major vacation. Sometimes it means finding a town within a few hours of home, booking a cozy place to stay, and spending a weekend hiking, eating apple c***r doughnuts, wandering through a festival, or admiring an unreasonable number of pumpkins.

This week’s Guidepost is all about "The Great Fall Weekend"—including four very different places to experience it and how to plan a short getaway that doesn’t leave you needing another vacation afterward.

Subscribe using the link in the comments, and tell me: what is the fall tradition you would miss most if you lived somewhere without it?

I’ve been a little quiet over here lately — but not because I haven’t been talking about travel. 😂Quite the opposite.I’v...
08/20/2026

I’ve been a little quiet over here lately — but not because I haven’t been talking about travel. 😂

Quite the opposite.

I’ve been spending a lot of time over in my Facebook group - ⭐ Family Vacation Travel by Elyssa: Cruises, Resorts & Europe - and it’s become exactly what I hoped it would be: a place where people swap recommendations, debate travel opinions, ask questions, share what worked (and what absolutely did NOT), and generally enable each other to plan more trips.

And it’s made me realize I want this space to be something a little different.

So consider this a bit of a Wayfinding Journeys reset.

Over here, I’m going to share more of what’s going on inside my travel-advisor brain:

✈️ Where I’d go — and where I wouldn’t
🏨 Hotels, cruises and destinations actually worth knowing about
🧭 The little logistics I obsess over when I’m planning a trip
🌎 Places I’ve loved from years of living and traveling overseas
💰 Why “best value” and “cheapest” are VERY different things
👨‍👩‍👧‍👦 Ideas for families, groups, multigenerational trips and those big we should really do this vacations
📍And probably some strong travel opinions, because apparently I have a few.

Basically: less generic travel inspiration, more “here’s what I would actually tell a friend who asked me about this trip.”

Because that’s really how I approach travel advising, too. I’m not interested in finding a vacation for you. I want to help figure out the right vacation for you — and take a whole lot of the research, logistics and mental load off your plate in the process.

So if you’re already here, hi again. 👋

And if you love talking about travel even when you don’t currently have a trip on the calendar… you are definitely my kind of person.

More Wayfinding coming your way. 🧭

07/23/2026

Something exciting has been brewing behind the scenes... ✈️💙

Over the past few months, I've realized that what I love most isn't just sharing beautiful destinations—it's talking about travel with all of you.

The recommendations. The hidden gems. The "don't make the same mistake I did!" stories. The questions that spark a hundred great answers. That's the fun part.

So I started a Facebook community: Family Vacation Travel by Elyssa.

I'll absolutely still be posting here on the Wayfinding Journeys page, but you'll probably see me a little less often because I'm putting my energy into building a place where we can have real conversations—not just me talking to you, but all of us learning from each other.

If you love swapping travel stories, discovering new destinations, asking questions, or helping someone plan their next adventure, I'd love to have you join us.

➡️ Join at the link in the comments.

I can't wait to see where our conversations take us. 🌍

A little behind-the-scenes update from Wayfinding Journeys! ✈️I've been a bit quieter than usual because I've been trave...
07/14/2026

A little behind-the-scenes update from Wayfinding Journeys! ✈️

I've been a bit quieter than usual because I've been traveling, gathering fresh firsthand experience, and working on something new that I can't wait to share with all of you very soon. 👀

Until then, I'm excited to share that Fora recently published my review of our family's week aboard **Royal Caribbean's Icon of the Seas**. Whether you're wondering if it's worth the hype, planning a family cruise, or just love reading about new destinations, I hope you'll find it helpful.

One of my favorite parts of being a travel advisor is experiencing these trips myself so I can offer honest, practical advice—not just repeat what's in a brochure.

🚢 I'll drop the article in the comments. I'd love to hear what you think!

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