Tours!
Learning Brave tours are fun, cultural, personal and all about connection. We offer US Teen Retreats as well as International Tours to a variety of destinations around the world!
We love to travel and experience new places as authentically as possible, and we want to share these incredible experiences with you!
We want to help others learn their own brave as they challenge their comfort zones, experience the beauty of different cultures, and connect with new friends around the world.
Our tours are led by Ross and Skyler Gilbert, they have been running youth tours since 2019 and have extensive experience working with youth.
Ross Gilbert is the Headmaster and Leadership Mentor for Williamsburg Academy. He was awarded numerous mentoring awards through Williamsburg Learning 2018 - 2024. He has never regretted leaving corporate life 8 years ago to fulfill his dream of living intentionally and working in a meaningful capacity with youth.
Skyler Gilbert is the founder of Learning Brave LLC, the mother of 5 children; a writer, artist, and adventure planner.


Who can attend?
US Teen Retreat
- Teens 14-18 years old
International Youth Tours
- Teens 14-18 years old
- Parents accompanying Teens
- Young adults wanting to join this tour will need to apply first via email before registering. This is because the tour is focused for teens, however, exceptions are made on a case by case basis.
**ARIZONA and UTAH students can use ESA & UFA to fund a portion of our tours.
Email learningbrave@gmail.com for more information.
Registration is FREE!!
Isaac McLaws.
Teen, USA Teen Retreat 2023
"I cannot think of time when I was not having fun! The way it was set up was perfect! I felt included, and everyone got along. It was so worth it and I would definitely do it again and again!
Amanda Amakasu.
Parent, Jordan Tour 2022
"Incredible! Traveling with Learning Brave was like having a backstage pass to the culture, people and country."
Testimonials
Janalyn Blanchard.
Parent, Japan Tour 2023
"I thoroughly enjoyed both of you. The amount of love and energy you poured into every moment of the trip was astounding. You both have the biggest hearts!
Alaina Pruitt.
Teen, USA Teen Retreat 2022
"I'll never forget this week but more importantly I will never forget you guys and the impact you've had on my life!"
Lucy Hansen.
Teen, Jordan Tour 2022
"Absolutely incredible! There wasn’t a second I didn’t love. It is truly a highlight of my year, heck, a highlight of my life! The past few months I have been really struggling but this trip was the perfect thing I needed to escape, refocus, and gain some perspective."
Toni Windor
Parent, Spain Tour 2022
Thank you, thank you! I know I said this on the tour, but I want to say it in writing too. This trip was monumental for bringing my son, husband and myself together. Thank you for creating this environment where we could have so much fun, learn so much, and grow together. We love you guys! I can’t wait to travel with you again.
Upcoming Tours
JAPAN YOUTH TOUR
MARCH 14-22, 2025

USA TEEN RETREAT
JUNE 2-6, 2025

HISTORICAL ENGLAND
YOUTH TOUR
JUNE 25-JULY 3, 2025

SCOTLAND
YOUTH TOUR
OCT 10-18, 2025

MELBOURNE AUSTRALIA YOUTH TOUR
DEC 29 - JAN 6, 2025/26

Past Tours
ITALY YOUTH TOUR
OCT 11-19, 2024
USA TEEN RETREAT
JUNE 3-7, 2024
AUSTRIA + GERMANY
YOUTH TOUR
JULY 22-30, 2024



JAPAN YOUTH TOUR
MARCH 15-23, 2024

ENGLAND LITERARY YOUTH TOUR
JULY 12-20, 2023

TOKYO
JAPAN YOUTH TOUR
JUNE 9-17, 2023

USA TEEN RETREAT
MAY 2023

OSAKA
JAPAN YOUTH TOUR
MARCH 10-18, 2023

USA TEEN RETREAT
SUMMER 2022

SPAIN YOUTH TOUR!!
MARCH 11-19, 2022
EGYPT YOUTH TOUR!!
JANUARY 14-23, 2022
JORDAN YOUTH TOUR!!
OCT 9-18, 2021

US HISTORY TOUR
JULY 9-15, 2021

TEXAS
TEEN ADVENTURE MARCH 2021

ROCKY MOUNTAIN TEEN ADVENTURE 2020!

PRINCE EDWARD ISLAND 2019
