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March 31: San Gimignano and Chianti

San Gimignano + Chianti

Tuesday, March 31

Departure TIME: 9:30 am

Excursions:

San Gimignano + Chianti

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It’s hard to put this into words in a way that feels honest.

Riding horseback through the Red Valley felt like stepping into something untouched… like the world slowed down just enough for you to actually feel it.

A full kind of quiet.

Some things never change

Like Jordan’s travel wardrobe, for example 🙃

You deserve better than "Good Enough" travel

You work hard
Your time off is limited
Your trips should be seamless and leave you feeling recharged

That's where I come in

There’s nothing like experiencing a city through the people who actually live it.

Huge thanks to Seyhan for letting us see Sultanahmet the way he does.

Shoes quietly slipped off at the Blue Mosque
The call to prayer carrying through the stree

We came
We saw
We snacked

Day one in Istanbul sure was delicious 🤤

You *can* plan your trip yourself.

Just like you *can* cut your own hair.

But should you? 😅

Hours of research.
Second-guessing every decision.
Hoping nothing goes wrong.

Or…

You hand it off to someone who does this every day and just enj

Travel in 2026 isn't what it used to be...

* Price fluctuations
* Limited availability
* Hidden fees
* Overcrowding in popular spots
* Changing policies

This is the number 1 reason having a professional matters

Friday the 13th seems like the perfect day to pull this one from the scrapbook… my very first international trip, and my favorite stop: Dracula’s Castle in Transylvania (Romania).

I’d spent months imagining it as this dark, forbid

Traveling just feels easier when your gear actually works.

I love that Rheanna and I ended up with the same Cotopaxi bag… and even the same color!

This lightweight, roomy, easy-to-carry fanny pack has been my go-to for years now. And no, the

During our trip to the elephant sanctuary in Cambodia, we met these magnificent creatures who had been rescued from a life of photo ops and tourism. Today, they roam freely in a serene sanctuary where visitors don’t take, but give. We fed them,

Stacey traveled to Kenya alongside her husband, Trent, and what followed was an experience that left a lasting imprint on her heart.

One of my most meaningful travel memories was visiting a Maasai Village in Kenya. What struck me most was the pride

Meet Melodi. This fall, she took her first-ever international trip with us—traveling to Ireland with her daughter, Symphony.

And it’s a trip she still thinks about almost every day.

“I still think about our Ireland trip all the ti

Travel isn't just about where you went--it's about what it meant.

Yesterday, I shared some of my favorite moments with you in our blog.

I'd love to see your most meaningful travel photos and hear the stories behind them.

Drop them in the comment

We have a small, heartfelt goal this year.
To welcome 15 new people into our travel family.

Not just travelers, but those who have been quietly watching, saving posts, and imagining themselves here, even if they have not taken the leap yet.

If you

Does your life feel a little like this?

Your job is exhausting.
You’re doing the work of three people.
You know you need a break—but even thinking about planning a vacation feels overwhelming.

Between work, family, and everything else p

I wanted to take a moment to share a little more about my SIMPLE Method—starting with the very first step: Sharing the Dream.

Before we ever talk logistics or destinations, I take intentional time to truly get to know the people I work with. T