Travel Services
I plan incredible vacations to Europe that have the right hotels, the right route, and the right amount of downtime built in, so your trip truly feels like it was made just for you.
I handle the details people usually miss, like you won't have to worry about missing your train or wondering how you'll get from the airport to your hotel. No getting hangry and snapping at your spouse because it's noon and you're wandering around the piazzas in Rome with no idea where to get lunch. I make sure your days fit together so you can enjoy your vacation and each other.
I take care of booking all of your accommodations and even the special touches like dinner reservations, tours that are worth your time and not just a tourist money-grab, activities, event tickets, and private transportation.
Your only job is to show up and enjoy Europe.
Europe trips for couples, designed around your wishlist.
7 Mistakes Couples Make Planning Their
First Trip to Scotland
These are the mistakes I see most, how to fix each one before you book, plus a sample 10-day itinerary for Edinburgh and the Highlands or Skye.
Free Scotland Trip Planning Guide
Get my Free
Scotland guide
Hi, I'm Jennifer Stilwell
Luxury travel should feel easy. Planning it usually does not.
When you are juggling 17 million options, questionable reviews, and way too many decisions, it is easy to lose sight about how much fun this life-changing vacation to Europe was supposed to be. I fix that.
I plan custom Europe vacations for couples who want a trip that feels like it was created specifically for them (because it is). I start with what matters to you and what you don't like, then I map the route, select the right hotels, and take care of all the bookings and reservations so you can actually enjoy the lead-up to your trip.
No research rabbit holes. No second-guessing you choices. I create an incredible plan that makes sense for you and you have someone handling all the details from start to finish.
Let’s design the ultimate Europe vacation that you'll be talking about for years.
ABOUT
Founder of Sassenach Travel Agency
Built around your wishlist
Europe has endless options. The right trip is not about doing more, it’s about doing what fits you.
I create custom vacations around your wishlist and handle the nitty-gritty details that make or break the experience, like where to stay, how to move between cities, and what needs to be booked in advance.
Want to travel with me? I host one escorted small group Europe trip each year.
Let’s Plan Europe
Kind Words from Happy Clients
Y'all! Jennifer is flipping phenomenal! There were crazy delays with my flights yesterday, and she guided me through the process of switching flights and reaching out to flight attendants. If it wasn't for her staying on the line with me throughout the day, I wouldn't have made it to Iceland on time. Thank you thank you thank you so much, Jennifer!!! And if you're wanting to make your dream European vacation come true, check her out at Sassenach Travel Agency LLC She works magic!
- R.J. A.,
Lake Butler, FL
"Jennifer at Sassenach was amazing! From start to finish she went above and beyond! Jennifer was there every step of the way to ensure I made it home when cancellations and flight changes seemed to be never ending. I can’t say enough positive things about Sassenach’s travel team, and I highly recommend booking with her to ensure you have the best trip possible!"
- Zoe R.,
Atlanta, GA
Ready to Plan Europe?
Schedule your complimentary consultation and
let’s build a trip that fits you.
Small Group Trips to Europe, Hosted by Jennifer
Once a year, I host a small group trip to Europe, and I’m with you the whole way. The destination changes every year. Scotland one year, Italy the next, sometimes a region that deserves its own trip.
I handle the route, hotels, and logistics, and the pace is built for enjoying where we are: fewer hotel changes, one or two highlights a day, and downtime that’s non-negotiable. Come every year, and in twenty years that’s twenty places and a lot of “remember when” stories.
These trips are for you if you love castles, history, good food, and meeting locals, you’re happy walking a few miles over hills and cobblestones, and you like making new friends along the way. Couples, solo travelers, and friends are all welcome, and spots are limited.
One hosted trip a year, to a new place in Europe each time
get on my vip waitlist
