La Via Cara

Casa
Mexico
Tulum
La Via Cara

You dream it. I'll handle it. I plan milestone trips, family travel, and the kind of getaways you've been putting off because life's too busy.

Whether it's a 50th anniversary in Italy, a multi-gen reunion in Mexico,a long weekend you need — I got you.

21/09/2026

There’s a stretch most people never think to book: late October into the week before Thanksgiving.

Europe has emptied out. The summer crowds are gone, school holidays haven’t started, and the places that were unbearable in July are just themselves again. Rates soften. Restaurants have tables. The light goes gold in the afternoon in a way it doesn’t in June.

Where I’d send you:
Portugal. That sunset is mine, from last fall. Lisbon and the Algarve hold their warmth into November, and it’s the best value in Europe in this window.

Southern Spain. Seville and Granada are punishing in August and lovely in the shoulder seasons either side. The Alhambra without a crowd is a different building.

Sedona. If a passport isn’t in the cards. Arizona finally starts to cool off in late October, and November is genuinely my favorite month here- clear, dry, and warm enough to be outside all day.

And one I’m not sending you to (kidding), because I want it:
Puglia and Sicily. Warm into November, harvest just finished, and the towns belong to the people who live there again. I haven’t been yet but I’m going on research and on people I trust who have. I’m hoping to spend my 25th anniversary there next October.

No, I haven’t been everywhere on this list. I’d still book all four tomorrow.

Knowing what makes a place right for a particular person is a different skill from having stood there yourself - and when I haven’t, I have a network of advisors and partners who were there during these months.
Which is also the answer to a question I get a lot: yes, I book well beyond Italy.

So if late fall has been sitting in the back of your mind, tell me where. I’ll tell you honestly whether it works.

17/09/2026

Next month I’m going to two college football games in ten days. Clemson, then Texas.

My husband gets two Saturdays in stadiums. I get six nights in Cartagena on the back end. Seventeen days, one marriage, two very different ideas of a good time.

Though I should admit both games also mean seeing our kids, so I can’t pretend I’m suffering.

Here’s what I didn’t expect: game weekends are one of the harder things I book. College towns are small, the good places go early, rental cars disappear, and kickoff times often aren’t announced until a week or two out, so you’re booking around a Saturday that could start at noon or at eight at night.

Cartagena was my half, and I knew what I wanted before I knew where. Somewhere we’d never been. A city and a beach in the same trip. Food and drinks worth planning a day around.

That’s how it usually starts,actually-not with a destination, but with a list of what you want the trip to feel like.

Tell me the game. Then tell me whether you want to stay a while. I love figuring out clever additions to “weekend” trips!

10/09/2026

Bon voyage to two of my travelers whose ship sails today.

Over the next ten days they will visit: Florence, Cinque Terre, Nice, Marseille, Barcelona, Valencia, Alicante, Mallorca, and Malta to finish. Four countries.

They’ll unpack once.

That’s the part people underestimate. Not the ship but the arithmetic behind the trip! Nine stops usually means multiple hotels, check-ins, trains or rental cars all with luggage in tow. Here it means waking up somewhere new and walking off.

And nobody has to decide where to eat every night for ten nights. If you’ve ever been the person in your family who gets handed that job on vacation, you know what that’s worth.

For some people that’s not a small convenience, instead it’s the difference between a trip that restores them and one they need a vacation from.

It isn’t right for everyone. Some travelers want to stay somewhere long enough to have a regular café they visit every am and this is not the trip for them.

But if seeing a lot without doing a lot sounds like your idea of a good trip then let’s talk. There’s a real difference between cruise lines and itineraries, and the right pairing matters more than most people realize. Let me help you find what is right for you.

08/09/2026

Most people think you call a travel advisor when you know where you’re going.

You don’t.

Tell me the trip you keep almost taking; the one that comes up every year and never quite happens. No dates, no destination, no plan required. Just the idea of it.

I’ll keep an eye out. When the right window opens, or the right price, or the right moment for that particular trip, I’ll send it your way.

No pitch, no pressure, no weekly email you’ll delete.

Link in bio whenever you’re ready.

04/09/2026

For a lot of years, Labor Day weekend meant a staycation in Arizona. A resort with a pool and a waterslide, friends, kids everywhere, all of us having a blast. Those were good weekends.

If that’s your weekend this year (house is loud, squeezing out one last one before school ramps up) I hope you’re enjoying the chaos and fun.

Mine looks different. The kids are grown and gone. I’m in California, ocean breeze, jasmine in the yard, noticing the quiet in a way I didn’t used to.

Here’s what nobody tells you about this part: the trips you kept putting off are suddenly possible.

So I’m sitting out here thinking about where next. Europe in October, especially that stretch when the crowds thin, golden hour makes whole cities glow, and everything feels a little lighter.

However you’re spending this one, loud house or quiet yard, I hope it’s exactly what you need.

And if you’re like me and already dreaming about the next thing — let’s chat.

31/08/2026

Four types of traveler. Four completely different falls.

One couple is renewing their vows somewhere between Rome and Malta.

Another is spending their 50th anniversary in Grenada.

Four college roommates are meeting in Québec City for a thermal spa and a long weekend.

And one traveler is spending two months moving through Italy and France, studying for her sommelier exam.

Not one of these trips looks like another, and not one of them came out of a package.

That’s the difference between booking a trip and having one built for you.

I’ll be sharing each of these over the next few weeks. Follow along.

Planning your own fall? Or already dreaming about next year? DM me FALL and let’s start.

Travel, tailored to you. — Cara

27/08/2026

Some people think a travel advisor just books your hotel. It can be so much more. 🤍

The Hansers are a family of five, parents and three adult kids and they wanted to see it all in just eight nights. They told me they love to go-go-go, pack it in. So that’s the trip they got.

In eight nights: hotels and a private apartment.
A private water taxi down the Grand Canal.
A private day to Burano and Murano.
A Colosseum tour in Rome.
An e-bike ride through Florence with the Duomo right there.
A Tuscany day through the vineyards.
And dining all along the way.
All they had to do was show up and enjoy it.

That pace isn’t for everyone, and that’s exactly the point. I don’t do one-size-fits-all. Theirs was full-throttle Italy, and they loved every minute.

Yours might be slower, quieter, all about the food. Either way, I’ll build the one that fits you.

Dreaming of Italy or maybe somewhere else magical? Let’s talk. → link in bio

22/08/2026

Two days in Dallas for Fora’s Momentum conference and I almost talked myself out of going.

I spent years home with my kids. Now, in my 50s, I’ve built something of my own, and most of that building has happened quietly, alone, at my desk, researching and planning trips I love. That solitude has been my comfort zone. Walking into a room full of hundreds of other advisors was very much not.

But I went. And I’m so glad I did.

Yes, there were two days of incredible sessions — business growth, partner relationships, a first look at Via, Fora’s own AI tool, and so many ideas for serving my clients even better. We stayed at (and toured) the stunning Joule downtown. All of it sharpened how I work.

But the best part wasn’t on the agenda. It was the women. From everywhere, every age, every background and each with a story, each with something to teach me. I came home realizing how much I’d been missing connection and collaboration, quietly working on my own all this time.

If you’ve been telling yourself it’s too late, or you’re too out of practice, or the room is too intimidating- go anyway. On the other side of that nervousness is exactly what you didn’t know you needed.

17/08/2026

In Austin this week to move my daughter into grad school 🎓. And where we’re staying? It’s a good reminder of something a lot of people don’t realize I can do.

This isn’t a hotel. It’s a condo I booked for the trip — full kitchen, living room, laundry, space to actually settle in. And here’s what a lot of people don’t realize: I can book these too.

Hotels are wonderful, and often exactly right. But for a longer stay, a family trip, or when you just want room to breathe and a kitchen for your morning coffee, a condo or apartment can be the better call. Same access, same support, same someone-handling-the-details — just a different kind of home base.

So if your next trip calls for more than a hotel room, ask me. 🤍

Dirección

Restaurante En Medio De La Jungla
Tulum

Página web

http://www.laviacara.com/, https://www.foratravel.com/advisor/cara-stewart, https://secure.foratravel.com/intake/la-via-

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