Jessy Vanpo
Jessy Vanpo is The Worried Wanderer, a Colorado travel and hiking creator sharing detailed itineraries, outdoor adventures, and honest stories about facing her fears.
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Latest
Jessy’s happenings, collected from public sources, plus her backstory and Starbook, where fans write.
Known for
- 9 Day Olympic Peninsula Road Trip2025 · Writer and traveler
The Worried Wanderer - 5 day Sedona, AZ Itinerary2025 · Writer and traveler
The Worried Wanderer - 4 days in Pensacola, Florida2025 · Writer and traveler
The Worried Wanderer - The Worried Wanderer: Exposed2025 · Personal storytelling series
The Worried Wanderer
Overview
- Known as
- The Worried Wanderer
- Based in
- Boulder, Colorado
- Grew up in
- Miami, Florida
- First hike
- At 29, after moving to Colorado
- Work
- Travel guides, hiking content, personal writing, and outdoor community events
Mini bio
How it started.
Jessy grew up in Miami and spent seven years in Chicago before moving to Boulder in 2021. She says she took her first hike at 29. In her account of those early days, friends helped her build confidence on small hikes before encouraging her to attempt a mountain summit in Rocky Mountain National Park.
Finding her voice.
That summit became a turning point: she wanted to keep exploring even when she felt afraid. As The Worried Wanderer, she shares hiking trails, travel itineraries, outdoor gear, and personal experiences of anxiety and ADHD. Her writing makes room for the nervous beginner as well as the view from the top.
Beyond the trail.
Her work also includes community events and conversations about protecting public lands. Come Together Colorado brings outdoor creators and fans together in Estes Park. In November 2024, she joined Destinations Beyond Expectations to talk through her travels in La Fortuna, Monteverde, and Manuel Antonio, Costa Rica.
Creditschronological, newest first
Events
- 2026Come Together ColoradoIcebreaker games host
- 2025Pups, Peaks, & PintsEvent organizer
- 2025Come Together ColoradoHost and Bingo for a Better Wild session leader
Travel collaborations
- 20254 days in Pensacola, FloridaCreator; flights and hotel sponsored by Visit Pensacola
Podcasts
- 2024Three Magical Areas of Costa Rica (Manuel Antonio, Monteverde, and La Fortuna)Guest, Destinations Beyond Expectations
Quotes
You’re never too old to start.Jessy Vanpo, The Worried Wanderer
In a May 2025 reflection on becoming outdoorsy, she encouraged people who feel the outdoors is not for them.
Trivia
- Her cats are named Nugget and Archie.
- She says she glued on false lashes before the summit hike that changed her relationship with the outdoors.
- Her personal interests include coloring.
Find Jessy
Follow Jessy for trails, travel plans, and encouragement to get outside.
Are you Jessy Vanpo?
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