Mountain to Coast in Oregon [Waitlist open!]
From volcanic peaks to rugged coastline, we’ll journey from the alpine slopes of Mount Hood to the windswept shores of the Oregon Coast. Trek through towering evergreens, wander past cascading waterfalls, explore lush canyon trails, and breathe in the salty air along Cannon Beach. Evenings are for cozy fires, local flavors, and good company—where adventure meets the art of slowing down.
Difficulty Rating - Moderate to Difficult, Some Challenging Treks
Expect a mix of elevation and terrain: max gain around 2,000 ft, 25–35 total miles of hiking, light daypacks (clothing, trail snacks, water). Anticipate crisp mountain mornings, mild coastal breezes, and a blend of sunshine, mist, and that signature Oregon magic.
Treks & Trails
Hikes We'll Be Doing as a Group and Optional Excursions
Chef Stina Bretl
Nutritious, gourmet, adventure-fueled dining crafted by our private chef, with lessons in nutrition and fitness that braing balance, confidence, and joy.
Wahkeena–Multnomah Falls Loop
A powerhouse loop linking two of the Gorge’s most iconic waterfalls, with misty switchbacks, basalt cliffs, and nonstop postcard views
Rowena Crest
A sweeping cliffside viewpoint famous for its dramatic horseshoe highway and wildflower-studded panoramas of the Columbia River
Mosier Twin Tunnels Trail
A car-free, cliff-hugging trail through historic tunnels and volcanic bluffs—easy mileage, big Gorge views
Tamanawas Falls Trail
A forested river walk ending at a roaring curtain of water plunging over a lava cliff—cool, misty, and worth every step
Historic Timberline Lodge
An iconic alpine lodge draped on the slopes of Mount Hood, more famously known as the Overlook Hotel in the Stanley Kubrick film The Shining
Explore Hood River
A vibrant mountain-meets-river town packed with cideries, breweries, farm-fresh eats, and world-class wind sports energy
Rail bikes Excursion
Hop on a pedal-powered railbike and roll along abandoned tracks in the Hood River Valley with majestic Mount Hood looming ahead
Cannon Beach
An Oregon Coast classic—wide sandy shores, dramatic stacks like Haystack Rock, and moody sunset magic
Crescent Beach Trail
A tucked-away forest path that opens to a secluded, crescent-shaped beach framed by rugged cliffs and tidepools
Cape Falcon Trail
A lush coastal ridge hike leading to a jaw-dropping overlook of Smuggler’s Cove and the Pacific exploding below
Trail of Ten Falls Loop
A waterfall wonderland where you stroll behind, beside, and beneath some of Oregon’s most unforgettable cascades