Top Portland Hiking Tours

Forest Park and Washington Park Small-Group Hike Hike from the city and up into massive Forest Park and the adjacent Washington Park with a guided hike. The morning tour will take you through Northwest Portland and up into the International Rose Test Garden, while the afternoon tour starts in the Goose Hollow neighborhood near downtown. Both will pass by some of the parks' prettiest spots, including the Japanese Garden and the Witch's Castle.

Combine hiking and bicycling on this small-group tour of the Columbia River Gorge, ideal for active travelers. After a minivan ride from Portland to the Gorge, you'll hop on your bike and start exploring, stopping at the Vista House, Bridal Veil Falls, and Multnomah Falls along the way. You'll also visit Latourell Falls, where you'll take a hike al long a 2.1-mile loop trail up to the lower falls.

Immerse yourself in waterfall hiking in one of the most unique geologic formations in Oregon! Over the course of the three hours we are in the canyon, we will discovering South Falls' stunning amphitheater and history as the centerpiece of a failed attempt to become Oregon's first National Park. From here we will descend into the up-and-down trails that make up the gorgeous canyon, encountering century-plus-old trees, wildflowers in season, mosses, lichens, and mushrooms and a variety of fantastic rock formations. We will experience up-close encounters with some of the state's most unusual and impressive waterfall formations. On this hiking experience we will explore 4-6 waterfalls and enjoy snacks with the option to purchase a light breakfast or lunch from the cafe. Our hike will be between three and eight miles (5 - 13 km) depending on group energy and desire.

This is the only tour of its kind in Oregon. Discover the legend of Bigfoot at the North American Bigfoot Center, a museum full of authenticated Bigfoot artifacts. Some the artifacts were found in the very area we will visit when we travel deep into the Mt Hood National Forest. Bigfoot sightings in this area are plentiful and the scenery is amazing. The drive is along a scenic byway with cliffs, waterfalls, wildlife and more. There are plenty of opportunities to find our own Bigfoot evidence as there are multiple hikes available on the tour. We will make a casting for you to you to keep as well. Hear all the stories and learn techniques to go on a search of your own, or just enjoy a hike through nature with a friend. Join us on the next adventure!

Visit the northwestern Oregon Coast without renting a car by booking this small-group tour from Portland. Your local guide will be on hand to provide commentary as you make your way along the Pacific Coast, and can help you and the other members of the group decide on what stops you want to make along the way.

Discover lava tube caves, old-growth forests, waterfalls, and more on a guided tour of Mt. St. Helens. The park’s vastness and variety of attractions can be overwhelming on your own, but by visiting with a guide you don’t miss any of the highlights. Plus, you can learn about the area’s geology, ecology, and history—much of which you might miss if visiting the park on your own.

Explore the northern stretches of the Oregon Coast with a local guide on this private, customizable tour from Portland. You'll get to ride along the Pacific Coast Scenic Byway, take a hike through old-growth forest, and stop at one or two local towns or attractions of your choosing along the way.

Mere minutes from the hustle of downtown Portland, a wooded wonderland awaits you. Forest Park boasts over 5,200 acres of lush greenery and 70 miles of pristine trails, making it one of the largest urban parks in the U.S. - and, in my humble opinion, our best! In this guided tour with a local expert, you'll hike beneath a grand canopy of majestic Douglas Fir, stunning Bigleaf Maple, whispering Western Hemlock, mighty Oregon White Oak and more. Hikers will enjoy jaw-dropping views of the Cascade mountain range, featuring Mount Hood - Oregon's highest peak at 12,500 feet. Other attractions on our tour include Portland's storied Witch’s Castle and the historic Pittock Mansion. We’ll stop outside the mansion for a small picnic of local goodies, restroom breaks, and Insta-worthy photo ops before trekking back down to the starting point.

The Oregon Coast is an experience like no other and our guides have selected a quieter, slower approach to the day: a visit to Haystack Rock in Cannon Beach; hikes through old-growth forests to views beyond what the common tourist sees; up-close encounters with the iconic monoliths that make the Oregon Coast so unusual; a lunch stop in a sweet beach town; recommendations for our favorite cinnamon rolls, pie or ice cream; sand (if you want it) between your toes. Day tours can feel long but ours feels more like a just-right exploration with plenty of time to sit however you like with the majesty of the ocean -- or spend most of your time wandering in the forest as you listen to waves crash beneath you. If you choose to walk with us in the forest, your day will include some short but steep low-elevation incline hiking.

Discover the nature, history, and tastes of the Columbia Gorge in a single day on a small-group tour from Portland. Highlights include a hike through Columbia River Gorge National Scenic Area, a visit to the Columbia Gorge Discovery Center & Museum (admission included), and a stop at Multnomah Falls. The excursion concludes with a tour of the historic Sunshine Mill Winery (tasting at own expense).

FIRST: View some of Portland's significant sites in Old Town, the Pearl District, the cultural district, and the government district. Roam the beautiful grounds of historic Pittock Mansion, and be stunned by the view of Mt. Hood. Smell the roses at picturesque International Rose Test Garden. Cross an iconic truss bridge to a lush east side park. SECOND: Lunch break (paid separately) at a deli. THEN: Travel an historic highway along the spectacular sights Columbia River Gorge, including the Vista House on Crown Point, with unique architecture and breathtaking view. Feel the spray of majestic Multnomah Falls, cross a stone bridge across the waterfall, and take in the view of Oregon's "Rhine Valley." A short trail through forest leads you to Latourell falls, spilling past the dramatic collision of cloud and columnar basalt. We will visit at 1-2 additional waterfalls, each with its own unique character, whether whipping the air like a horse tail or fanning out like a bridal veil.

The 85-mile (137-km) long Columbia Gorge NSA would be a national park if it weren't a critical transportation corridor. It features waterfalls, mountains, monoliths, terraces, resort towns, vineyards, orchards, and The River, harboring a plethora of fish and birds, and unique plants and invertebrates. There is said to be over 4000 waterfalls; many of which you have to hike to see. On this tour you'll hike the western, rainforested, southern side of the Gorge, dubbed "waterfall alley" where we'll have you getting misted by waterfalls, peering over cliffs, and learning stories of the area only the locals know.

Our guides team is made up of Master Naturalists, experts with Master's Degrees in Outdoor and Sustainability Education, and more! Join your guide for a full day in the Columbia River Gorge. Your day may include stops at iconic destinations such as Multnomah Falls and the Fruit Loop (depending on the fruit season), while also leaving time to hike on the trails and away from crowds. Your guide will work with you to choose walks that are perfectly suited for your group. Along the way, they’ll share stories of the gorge’s history, explain its natural features, and share information about its flora and fauna.

This day trip is a tour along a section of rugged coastline along Oregon's northern coast. There will be one or two town stops, and multiple stops at headlands and beaches. The trip will include a short hike through oldgrowth Sitka spruce forest, beach time, tide pools (if tides allow), sea stacks, viewpoint stops, and a lunch stop in a charming coastal town. If group interest allows, stops with a more technological history focus may be made, such as the Tillamook Air Museum and/or Tillamook Cheese Factory.

Our guides team is made up of Master Naturalists, experts with Master's Degrees in Outdoor and Sustainability Education, and more! Join your guide for a full day in the Columbia River Gorge. Your day may include stops at iconic destinations such as Multnomah Falls and the Fruit Loop (depending on the fruit season), while also leaving time to hike on the trails and away from crowds. Your guide will work with you to choose walks that are perfectly suited for your group. Along the way, they’ll share stories of the gorge’s history, explain its natural features, and share information about its flora and fauna.

Making a big loop through the western half of Oregon, this tour explores Oregon’s beautiful coastline and its rugged interior, including Crater Lake and other Cascade Mountain points of interest. You’ll experience a thrilling jetboat ride up the Rouge River, see an assortment of both coastal and mountain wildlife, pass through volcanic landscapes, and sample some great fresh food.