Founder and Trip Facilitator: Regina Winkle-Bryan

Regina Winkle-Bryan is the founder of Bold Spirit Travel, a company connecting women through adventure. She leads many Bold Spirit Travel trips along with a team of talented guides.

Regina has visited over 35 countries. Sometimes she stays longer in a place than expected, like those two-plus years in Central America. Or those ten years in Barcelona, Spain. Currently, she calls Seattle home.

Regina grew up in the Pacific Northwest and does a lot of yoga, hiking, and reading. She understands that sometimes a woman wants luxury and sometimes she wants to get her boots dirty. She prepares for a trek on the Camino de Santiago with the same joyful enthusiasm—and meticulous attention to detail—as she does for a posh trip to metropolitan Rome. She approaches each new expedition with a sense of humor and deep curiosity. Any adventure is a good adventure.

Regina’s intrepid spirit and extensive experience in the travel industry made launching Bold Spirit Travel a logical decision as well as a passion project. Some of her most memorable and perspective-shifting journeys have been with fellow women adventurers. Regina aims to create a space for travelers to unite over shared wanderlust on women-only trips around the globe…and have some fun, too.

Sustainability and education are important to Regina, which is why Bold Spirit Travel donates to Girls Inc. She loves maps, fado, and fideuà (which is sort of like Spanish paella), sometimes all at the same time.

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operations manager:
Kelly Winkle-Bryan

Kelley Winkle-Bryan is our Operations Manager. She keeps us organized! She has decades of experience working as a client advocate and a communication liaison, positions where she developed schedules and organized data. She brings all of these skills and her passion for building community to Bold Spirit Travel.

Kelley is responsible for tracking and organizing the minutiae of and for guests so that they can enjoy their adventures and not stress about the details. Relax, everyone, she is on it. Kelley also assists our team in prep work to ensure each tour provides guests with wanderlust opportunities, general boldness, and community building.

As a lover of nature, yoga instructor, community health advocate, and mom, Kelley is dedicated to promoting our company mission. The world is a beautiful place with beautiful people, and through her Bold Spirit efforts she seeks to protect and build upon this. Kelley believes continual education and the pursuit of your dreams are life blessings that allow us to grow, connect, and thrive. Coming on a trip? You will be hearing from Kelley very soon.

Caroline Hinchliff

Caroline Hinchliff is an avid hiker, holistic nutritionist, and author of a guidebook about the Pacific Crest Trail. She led culinary tours through downtown Seattle’s Pike Place Market before discovering her love for the outdoors and moving into the mountains.

Passionate about connecting women through food, nature, and friendship, she loves nothing more than adventures in beautiful places with delicious shared meals. Join Caroline on a Bold Spirit trip in the Pacific Northwest or along Spain’s Camino de Santiago. She can’t wait to explore with you!

Alexa Stickel

Alexa was born in Switzerland, raised in Miami (USA), and has been living in the cloud forest of Monteverde, Costa Rica for the past thirteen years. She discovered the magic of tropics as a student on a 3-week Ecology field course in 2008, and has been sharing her passion for the natural world through her work ever since!

She is an avid birdwatcher, loves to travel, and also loves to dance and connect with people who have different perspectives than hers. She is a true student of life: insatiably curious about the world around her and always up for an adventure.

Rachel Watts

Rachel had two incredible, eye opening years leading tours in Greece, Egypt, China and East Africa in her 20s. Working alongside local people in these countries drew her to international development. Upon return to the UK, where she's from, she supported groups on Kilimanjaro and Everest Base Camp expeditions for INGOs and later managed the arrangements for programme visits around the world. 

For the last six years, she has been guiding in Spain, her adopted home, while learning Spanish and becoming familiar with the vastly different regions. Her ambition is to combine introducing fellow travellers to Spanish culture and landscapes with documentary film making.