Sisterhood of the Traveling 20s

Travel planning can seem daunting. There is so much research to be done, so many bookings to be made, and don’t even mention keeping track of it all. That’s why you leave it to an expert! We handle all planning and booking so all you have to do is sign up and show up, for the trip of a lifetime. Not only do we handle the backend tasks, but one of our Ambassadors will be leading your trip, giving you the best experience from the front lines.

Solo travel without actually having to travel solo

Girl to girl… making friends in your 20s can be really hard. We all pretend it isn’t as we scroll past Jane Doe’s New Year’s Eve post with her huge friend group, but it is! And we let the fear of doing things alone hold us back from experiencing our dreams. Here at SOTT20s, we encourage you to sign up solo and join a group of incredible women, strangers who will depart some of your closest friends.

Why us?

Beyond just providing a safe experience for our girls, we pride ourselves on our 3 pillars:

Educate Beginner Travelers

You will leave one of our trips equipped with the knowledge and tools to venture out on your own.

Facilitate Adventure

Check destinations off your bucket-list and get to know a culture through exciting activities.

Cultivate New Friendships

Spend intentional time getting to know some incredible girls and find your new travel buddy.

What Our Girls Say

Reviews from some of the girls who have attended our trips!

I decided to book with Sisterhood of the Traveling 20s because I have never been abroad and wanted the experience of going to Europe with a group of girls my age, but also having plenty of guidance along the way. Kelsie more than delivered! I had a fun, stress-free trip and felt like I had been friends with the girls for years after only a few hours. Kelsie made sure we did all the must-see activities in each city while also throwing in some unique experiences like a chocolate making class in Bruges and visiting a jazz club in Paris. Traveling abroad for the first time can be daunting, but I didn’t have to worry about a thing! I would definitely recommend this company to first time travelers!”

– Caroline Christmas ’23

I booked a trip with Kelsie for spring break in Italy! The first thing I want to mention is that I have so much anxiety about traveling, especially abroad, when it comes to food due to the fact that I have celiac and therefore I need to be gluten free. Expressing this concern with Kelsie, she immediately told me it was no problem and asked for more information about my dietary needs before saying she will be able to manage it no problem. Indeed, she delivered. I was able to eat delicious meals on this trip, yes even pasta and pizza, without any anxiety about food at all. Secondly I wanted to say this was my first trip to Europe! I had only been out of the country twice before with family. Kelsie gave us all the highlights of each place and let us have room to explore. She gave us a safe and fun experience. I would say to anyone who is on the fence about booking a trip, do it! You absolutely will not regret it!”

– Alex Italy ’24

“Sisterhood of the traveling 20s was the absolute best company to travel with! Kelsie was so helpful, caring, and organized throughout the entire process. She never seemed to get overwhelmed, and her calm demeanor really helped us all connect so quickly. She always made sure we had time to explore each city without ever feeling rushed. I truly enjoyed getting to travel with a small group of girls, while gaining new lifelong friendships at the same time. I highly recommended traveling with SOTT20’s for any girls looking for an opportunity to see the world but you don’t want to do it alone!!”

– Sydney Christmas ’23

“It was an absolutely amazing experience and you will not regret it! I would say trust yourself and trust that you will have a good time with the girls.”

– Hania Italy ’24

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Sign Up For Your Ultimate Girls’ Trip Today!

After you fill out an Interest Form, an Ambassador will contact you about the next steps via the email you provided.

We can’t wait to travel with you!