ABOUT me

The best moments in travel aren’t the ones you plan down to the second. They’re the ones that sneak up on you. Like stumbling into a tiny pub in Inverness on your Honeymoon, sharing a whisky with strangers you met on the train, and walking out with a story you’ll tell forever.

But here’s the thing, most luxury travelers are booking trips that don’t deliver that feeling. They check off the sights, stay in gorgeous hotels, and somehow still come home feeling like something was missing. The problem isn’t the destination; it’s how they’re experiencing it.

That’s where I come in. I design high-touch, deeply personal itineraries that go beyond the typical bucket-list trip. Every journey I create blends immersive experiences, cultural connection, and effortless indulgence—so you don’t just see a place, you feel it. You come home with incredible stories, not just souvenirs.

my MISSION

Your next adventure starts here.

Hi, I'm Jennifer Stilwell

Let’s be real, planning a luxury vacation takes a ridiculous amount of time. Too many choices. Too many reviews. And somehow, even after hours of research, you’re still left wondering if you’ve picked the right place. That’s where I come in.

I created Sassenach Travel Agency to help discerning travelers like you experience the world effortlessly—with all the luxury, none of the planning headaches. I specialize in thoughtfully curated, high-end travel, from custom European escapes to luxury cruises and luxury all-inclusive resorts.

Working with me means more than just booking a trip. It’s having an expert who knows which five-star hotel is actually worth it, which cruise line fits your style, and how to unlock exclusive experiences you’d never find on your own.

You deserve a flawless, unforgettable trip. I make it happen.

ABOUT

Luxury travel advisor

Not all five-star hotels are created equal. Not all luxury cruises offer the same experience. And not every itinerary is worth your time. I make sure your trip isn’t just “nice”—it’s exactly right for you.

I design seamless, premium experiences that balance effortless indulgence with immersive moments. Whether it’s a private after-hours tour in Rome, a luxury river cruise through the vineyards of France, or an all-inclusive retreat with impeccable service and next-level dining, every detail is tailored to your style.

You don’t have to sift through endless options—I already know the best ones. I handle everything from booking to concierge-level support, so you can simply show up and enjoy every moment.

High-Touch, High-End Travel: Tailored for You

Embark  on  a  Luxury Vacation

At Sassenach Travel Agency, we specialize in creating tailor-made itineraries, booking luxury accommodations, and providing personalized concierge support, ensuring each journey is as unique and memorable as our clients.

travel SERVICES

Follow Me on
My Next Adventure

Join me as we wander through Amsterdam's charming streets, visit iconic sites, and indulge in the local culinary scene.

01.

Exploring the Charms of Amsterdam

Come along to Iceland's breathtaking landscapes, where we'll explore natural wonders and dive into the island's culture.

02.

Adventures in Iceland

Experience the holiday magic at the festive Christmas markets in Germany and France, exploring traditional treats and crafts.

03.

Discovering German & French Christmas Markets

START PLANNING YOUR NEXT
luxury ADVENTURE

Contact us to schedule your complimentary consultation.