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Adventure without crowds. Memories without limits.

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Getaway

Adventure without crowds. Memories without limits.

Book Your Next Tour

Find Your Adventure

Region
All
Northeast
Southeast
Rocky Mountains
Southwest
Pacific Northwest
Alaska & Hawaii
Canada
International & Multi-Region
Appalachia & Middle Atlantic
California
Great Lakes & Central
Activity
All
Cycling
Hiking
Multi-sport
Snowshoe
Season
All
Winter
Spring
Summer
Fall
Trip Length
All
1-3 Days
4-7 Days
8-14 Days
15+ Days
Getaway

The Timberline Difference

We're not just another tour company.
We're your active adventure partners.

✓ Small groups (average 10 people)

✓ Expert guides who know the way

✓ Fully planned, fully supported details

✓ Comfortable inn-to-inn accommodations and hearty, delicious meals.

✓ Your pace, your challenge – hike or ride at the speed that feels right for you.

Award-Winning Adventures

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For over 40 years, Timberline Adventures has been guiding active adults to hidden trails and backroads, and unforgettable moments.

We’re more than a tour company – we’re your partners in discovery, here to make your adventure seamless, challenging and deeply rewarding. Proudly woman-owned, Timberline Adventures is small enough to know your name and seasoned enough to guide you through North America’s most iconic – and most hidden – destinations.

Scheduling Now

Embark On A Life Changing Adventure — Don't Wait - These Fill Fast

Signature Journeys

Guided Portugal Hiking Tour from Summits to Sea

This is a breathtaking journey through the heart of Portugal, where timeless stone villages, soaring mountain landscapes, and dramatic Atlantic coastlines come together in a perfect blend of culture, nature, and charm.

Coast 2 Coast Annual Cycling Tour

Ride from sea to shining sea on a life-changing 53-day journey across America, experiencing the country’s beauty, culture, and spirit one pedal stroke at a time. Lowest Price is good until May 15

Meet the Heart of Every Adventure

Our Guides

Trail Knowledge

Yes, our guides know every switchback, every viewpoint, every potential weather challenge. But what sets them apart is their passion for sharing the stories that make each place special. The geological forces that carved these canyons. The indigenous history that shaped these lands. The wildlife behaviors you're witnessing.

Handpicked Experts

We don't hire guides from a pool - we cultivate relationships with seasoned adventurers who've made hiking and cycling their life's work. Park naturalists. Former rangers. Lifelong residents who grew up exploring trails. Each brings decades of regional expertise you simply can't get anywhere else.

Your Safety Net

Every tour features two experienced guides - your safety buffer and your gateway to insider knowledge. While one manages logistics, the other is free to enhance your experience. Need help with your pack? Check. Want to identify that bird? Covered. Curious about the best photography angle? They know the spot.

The Timberline Standard

Our guides undergo extensive training in wilderness first aid, group dynamics, and customer service. But more importantly, they share our philosophy: your adventure should exceed every expectation.

Our guides aren't just leading you down trails - they're sharing their passion with friends.

Testimonials

Stories from the Trail

Rated 5 out of 5
I spent the week of my fiftieth birthday hiking 50 miles with Timberline in The Adirondacks and it was the most memorable and meaningful way for me to celebrate this milestone. Spending a week in nature and challenging my body in the company of a warm and fun group of people was the best way to usher in a new chapter of my life, one that I know will be filled with many more adventures with Timberline. This was my second trip with them and both trips have featured challenging and varied hikes, delicious food, fun people and unique accommodations. I can’t wait to hike with Timberline in Ireland!
Amy N., Brooklyn, NY
Best way to celebrate my 50th birthday!
Rated 5 out of 5
Thank you for a fabulous trip that exceeded all expectations. Every hiking and canoeing experience was a thrill and I just felt happy to be here and to be experiencing the mountain, the desert and the river. Everything was well organized and I was especially touched by the Easter Egg Hunt, which just demonstrated the extra mile that you are willing to go.
Jennifer, Denver CO
Big Bend National Park
Rated 5 out of 5
Having been absent from Timberline Adventures for a number of seasons, my husband and I returned this fall for back-to-back hikes of Rocky Mountain National Park (Weekend) followed by Taos, Santa Fe, & Great Sand Dunes NP. It comes as no surprise that the content of the programs, the challenge and diversity of the hikes, the commitment of our guides, Cindy, Barb and George, to ensuring a quality experience, and the exceptional comradery among the guests was the top-notch experience to which we have been accustomed on past adventures. Kudos Timberline!
Sandy B.
Sandy and Marty B, Mine Hill, NJ