Custom Itinerary Planning

Outdoor Adventures Should Be Easy and Fulfilling—But It’s Not Always Simple
- Struggling to decide where to go or what permits you need.
- Wasting hours researching trails, activities, and the best gear.
- Feeling unsure about the right time to visit or how to prepare for the experience.
Here’s How We Make Outdoor Adventures Effortless
Meet Trevor – Your Private “Wilderness Ranger”
Exploring Central Oregon shouldn’t be overwhelming—it should be inspiring. With over 8 years of experience as a Park, Education, and Wilderness Ranger, I’ve seen firsthand how confusing permits, gear, and planning can be. That’s why I created Recreation Leader: to make your outdoor adventures easy, joyful, and unforgettable.
Whether you’re a seasoned hiker or new to the outdoors, I offer expert advice, all-in-one guides, and personalized consultations to help you make the most of your time outside. Let me simplify the process so you can focus on what really matters: exploring, connecting, and creating memories in the breathtaking landscapes of Central Oregon.

What You’ll Gain with My Help

Effortless Planning
Simplified guides that take the guesswork out of exploring.

Confident Adventures
Expert insider tips to prepare you for joyful and unforgettable experiences.

Deeper Connections to Nature
Learn about the unique wonders of Central Oregon as you explore.
Start Your Adventure in 3 Simple Steps
Step 1: Choose Your Activity
From hiking, backpacking, and climbing to paddling, caving, mountain biking, snow sports, hot springs or even insider tips of Central Oregon —we’ve got you covered. Want to combine activities? No problem, we’ll help you plan the perfect multi-adventure experience.
Step 2: Get Expert Advice
Book a private consultation for personalized advice tailored to your goals and interests. You’ll receive step-by-step guidance, insider tips, and customized recommendations to simplify planning and set you up for success.
Step 3: Enjoy the Outdoors
Embark on your adventure with ease and confidence, knowing every detail has been thoughtfully planned for a meaningful and unforgettable outdoor experience.

What Our Community Is Saying
Hear from our adventurers! Discover how our services have transformed their outdoor experiences.






Questions?
We got answers.
A private consultation simplifies the process and saves you hours of planning by giving you a personalized, step-by-step plan tailored to your goals. Unlike the blog, which offers general advice, you’ll get expert insights, insider tips, and everything you need to confidently explore Central Oregon—all in one place.
That’s where our private consultation comes in. You’ll get personalized recommendations based on your goals, schedule, and interests, ensuring your trip is everything you want it to be.
Not at all! Whether you’re a seasoned adventurer or new to the outdoors, our resources are designed to simplify the process for everyone.
That’s exactly why we created these guides—to save you time and make planning easy!
We understand—it’s natural to be hesitant. But with years of experience as a Ranger in Central Oregon and countless happy adventurers, we’re confident you’ll find our resources invaluable.
Ready to Simplify Your Path?
Take the first step toward effortless adventures and unforgettable experiences in Central Oregon.

Custom Itinerary Planning
Make your outdoor adventures stress-free with our custom itinerary planning. Whether it’s a quick weekend getaway or a multi-day trek, we create a detailed plan tailored to your goals, skill level, and schedule.
•Step-by-step itineraries for your adventure.
•Expert advice on permits, seasonal highlights, and logistics.
•Recommendations for hidden gems and must-visit destinations.
Basic Itinerary
$150
- 1-hour guided nature walk
- Introduction to local flora and fauna
- Personalized nature journal
- Access to online resources
Standard Itinerary
$300
- 1-hour guided nature walk
- Introduction to local flora and fauna
- Personalized nature journal
- Access to online resources
Premium Itinerary
$500
- 1-hour guided nature walk
- Introduction to local flora and fauna
- Personalized nature journal
- Access to online resources

Lost in the Wild?
Plan your next Central Oregon adventure with confidence, guided by the expertise of our Founder, TC—an outdoor leader with over 8 years of experience spanning Wilderness, Park, and Education Ranger roles. Your personalized itinerary consultation is crafted to align with your skills, passions, and sense of adventure, creating a seamless and unforgettable experience tailored just for you.
Meet Sammy Squirrel
The Only AI-Powered Squirrel Backed by Central Oregon’s Outdoor Expert Knowledge
A Beast of Burden—Sammy is your ultimate outdoor planning expert, powered by 8+ years of ranger expertise. From finding the best sunrise spots to navigating tricky permits or exploring Central Oregon’s natural and geological wonders, Sammy has the answers. Want even more? Join the Secret Squirrel Squad for unlimited queries, personalized adventure plans, and a deeper connection to the landscapes you love.

Explore Our Education Services
Lesson Plan Development
Create engaging, NGSS-aligned lesson plans that bring the wonders of nature into the classroom.
Content Creation
Craft compelling stories and strategies to connect with your audience through outdoor narratives.
Podcast & Video
Engage with our experts through podcasts and videos that delve into outdoor education topics.
RESPECT Ethos Integration
Incorporate the RESPECT Your Recreation ethos into your outdoor activities and programs.
Trusted by Adventurers Throughout Central Oregon






Join the Secret Squirrel Squad – Unlock Your Adventure Potential
Become a member and enjoy unlimited Sammy queries powered by 8+ years of ranger knowledge, exclusive member-only Q&As with the founder, seasonal digital zines, gear discounts, and did we mention we’re always adding more perks?
Monthly Plan
$15/month
Annual Plan
$99/year
Program Pricing
Basic Naturalist Program
$99
- 1-hour guided nature walk
- Introduction to local flora and fauna
- Personalized nature journal
- Access to online resources
Advanced Naturalist Program
$199
- 3-hour guided nature exploration
- In-depth workshops on ecology and conservation
- Customized nature journal
- Follow-up consultation via email
- Access to exclusive online webinars
Family Naturalist Package
$299
- Half-day family adventure (up to 4 members)
- Interactive activities for all ages
- Family nature journal for each participant
- Snacks and refreshments included
- Access to family-friendly online resources
Explore Outdoor Activities
Free Activity
$0
Premium Activities
$3 each
Unlimited Membership
$15/month
Visit Our Store
Prefer a One-on-One Approach?
Meet Trevor – Recreation Leader Founder & Outdoor Specialist
Exploring Central Oregon shouldn’t feel overwhelming—it should inspire you to connect with nature in meaningful ways. With over 8 years as a ranger, I’ve helped adventurers navigate the challenges of permits, gear choices, and understanding the region’s natural and geological wonders. That experience led me to create Recreation Leader, a space where I can share my passion and help make your outdoor adventures easy, joyful, and unforgettable.
One-on-one Session
Includes a 1-hour session + personalized follow-up resource guide.
$350

Unlock Unlimited Expert Guidance
What Our Community Is Saying
Hear from our adventurers! Discover how our services have transformed their outdoor experiences.






Explore Our Education Services
Lesson Plan Development
Create engaging, NGSS-aligned lesson plans that bring the wonders of nature into the classroom.
Content Creation
Craft compelling stories and strategies to connect with your audience through outdoor narratives.
Podcast & Video
Engage with our experts through podcasts and videos that delve into outdoor education topics.
RESPECT Ethos Integration
Incorporate the RESPECT Your Recreation ethos into your outdoor activities and programs.
Your Recreation
Join us on a journey that enriches your spirit, strengthens communities, and deepens our collective connection to the great outdoors. Discover how embracing outdoor adventures can lead to personal growth, sustainable practices, and meaningful fulfillment for individuals, organizations, and agencies alike.
Let’s Get Started. Which Are You?
Our RESPECT Your Recreation Ethos
Ground yourself in the joy and benefits of recreational activities, fostering a deeper connection with your surroundings.
Immerse yourself fully in the natural world by engaging all your senses, enhancing your outdoor experience.
Build connections by sharing your outdoor adventures with friends, family, and fellow enthusiasts.
Develop a sense of belonging and stewardship by understanding and respecting the places you explore.
Cultivate a mindset of thankfulness for the natural world and its offerings.
Foster a supportive community and show compassion for all living things in your outdoor pursuits.
Commit to actions that protect and preserve the environment for future generations.
Explore Your Next Adventure by Category
Find your passion—whether it’s scaling peaks, gliding across snow, or getting lost in the stars.
Hike & Backpack
Discover trails and backpacking routes for all skill levels.
Cave
Explore the mysterious caves of Central Oregon.
Mountain Bike
Ride through scenic mountain trails.
Paddle
Enjoy paddling adventures on serene waters.
Snow Sports
Experience thrilling snow sports activities.
Climb
Challenge yourself with rock climbing adventures.
Soak & Swim
Relax in natural hot springs and swimming spots.
Stargaze
Find the best spots for stargazing.
Refine Your Adventure
Find the perfect activity by filtering your preferences.
Ready to Simplify Your Path to Meaningful Outdoor Recreation?
Take the first step.

What Our Community Is Saying
Hear from our adventurers! Discover how our services have transformed their outdoor experiences.






Why Choose Recreation Leader?
Navigating permits, researching trails, and finding trusted local advice can be overwhelming. We’re here to change that. With 8+ years of ranger experience, we bring you insider knowledge, community respect, and effortless planning tools. Explore confidently, connect deeply, and grow as an outdoor adventurer.