Top Portland Adventure Tours

Get stellar views of downtown Portland from inside an airplane with this aerial experience for up to three passengers. You'll fly over iconic sights such as the Portland, Oregon sign, the Moda Center, the Rose Quarter, and Providence Park, with the chance to take aerial photos of downtown Portland, the Willamette River, and the city's many bridges. This small-group airplane tour is available in English and Spanish to accommodate more travelers.

Discover the waterfalls and natural attractions along the Historic Columbia River Highway at your own pace with a Hop-On Hop-Off trolly pass. The trolly's comprehensive route includes stops at Benson Bridge, Horsetail Falls, and Ainsworth State Park. Spend as much time as you like at each location, then catch the next available bus when you're ready to head to the stop. Along the way, learn about local geography and history.

Visit the prettiest spots along the Waterfall Corridor in the Colombia Gorge, without having to worry about parking, with a self-guided electric-bike tour. You and your private group will be outfitted with everything you need for a successful trip, including locks, helmets, and bikes adjusted to your heights, as well as a digital self-guided tour route to help you maximize your time.

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.

Experience Oregon from the sky with this aerial tour above some of the state’s most dramatic scenery. This small-group flight takes you above the Columbia River Gorge, over the Mt. Hood National Forest, past Multnomah Falls, and back to the city. Note: depending on the weather, the pilot may have to alternate the route.

Experience Multnomah Falls the easy, comfortable, and budget-friendly way — without being packed into a crowded van. This full-day round-trip tour from Portland includes narrated motorcoach transportation and extended time to explore Oregon’s most famous waterfall at your own pace. Skip the stress of Gorge traffic, parking, and timed-entry permits. Instead of squeezing into a small van with limited views and little room, enjoy a spacious motorcoach with large windows, comfortable seating, easier boarding, and room to relax. The narrated ride adds local insight along the way, making the journey part of the experience. At Multnomah Falls, take photos, walk to the iconic Benson Bridge, visit the historic lodge, enjoy a snack or meal, browse the gift shop, or simply take in the scenery. Enjoy more space, better views, more comfort, and more time at the falls — all with trusted local and worldwide sightseeing operator Gray Line of Portland.

Immerse yourself in the beauty of Columbia River Gorge on this full-day trip from Portland to Mount Hood! With your small group, take a guided tour of such iconic Oregon destinations as Multnomah Falls and the famous Timberline Lodge, and enjoy lunch in the charming city of Hood River. Your tour also includes pickup from over 60 hotels in Portland and a private or small-group option.

See Oregon’s infamous waterfalls from above on a private airplane tour through the Columbia River Gorge. Get 360-degree views as you soar over the Vista House, Booneville Dam, the Bridge of the Gods near Cascade Locks, and more. This private experience allows you to customize your itinerary to fit your preferences.

Travel the Mount Hood Scenic Loop on this self-guided driving tour through one of Oregon’s most iconic landscapes. This road passes through lush wilderness rife with waterfalls, forest trails, and mountain vistas. Experience the roar of Multnomah Falls, the charm of Vista House, and the alpine majesty of Timberline Lodge. Hear stories of mountain explorers, ancient geologic forces, and pioneer trails. And of course, the views of Mount Hood itself just can’t be beat. Purchase one tour per car, not per person. Everyone listens together! After booking, you can check your email before downloading the Tour Guide App by Action, entering your unique password, and accessing your tour. The preceding steps require good internet/Wi-Fi access. Simply follow the audio instructions and the route from there. New, Lifetime access, no expiry. Use it anytime, on any trip, as many times as you want. Not an entrance ticket to attractions. Please check opening hours before visiting.

Download GuideAlong’s self-guided driving audio tour of the best of Oregon’s Mount Hood Loop. Discover the dramatic Multnomah Falls, scenic roads through the Columbia River Gorge, lush hiking trails, alpine lakes, and the historic Timberline Lodge. Along the way, you’ll follow the Mount Hood Scenic Byway, cruise the Hood River “Fruit Loop” farm trail, and enjoy breathtaking mountain views. The expert narration along the way is an ideal companion for an unforgettable Oregon road trip. Enjoy the freedom to explore offline at your own pace, spending more time at places that interest you and bypassing any that don’t. Stories, tips, and directions play automatically based on your location Travel at your own pace Tour offline using GPS. No cell service or WiFi is needed Suggested itineraries for half, full, or multi-day use No time limits or expiry, and free updates Like having a tour guide along for the drive Purchase one tour per vehicle.

Soar over the Columbia River Gorge on a sightseeing flight that takes you from Portland to the scenic gorge. Ideal for visitors who are short on time but don’t want to miss any of the highlights, these 20 minutes of flying time show you more than you could see on a full-day ground excursion. Plus, the aerial view provides great photo opportunities.

Spend more time in the Gorge visiting waterfalls, viewing the scenery, and experiencing the Gorge with the direct service to the Waterfall Trolley. Join the tour coach for your ride out to Multnomah Falls where you will board the Waterfall Trolley as early as 10:00 am to begin your tour of the waterfall corridor and the opportunity to spend the rest of the morning and early afternoon in the gorge enjoying the numerous viewing and hiking options. The Hop-on hop-off Waterfall Trolley provides an all-day experience on the full 13-mile waterfall corridor. Enjoy a coach ride back to Portland at 3:15 pm from Multnomah Falls to arrive in Portland before rush hour traffic. Price includes the coach transfer to and from the Waterfall Trolley, an all-day pass on the Waterfall Trolley and an all-day U.S. Forest Service reservation to visit and view Multnomah Falls.

Multnomah Falls is one of the country’s most spectacular waterfalls, but it usually involves massive crowds, permits, and parking issues. With this e-bike tour, you’ll deal with none of that, instead exploring Oregon’s four tallest waterfalls from the joy of two wheels. Following your guide, you’ll get fabulous views at every turn, seeing what all the fuss is about—without the fuss.

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.

Gravel riding has taken the cycling world by storm. Prepare yourself for an urban forest adventure within the city. Ride from our shop in Old Town through the bustling Pearl District & Nob Hill as your guide highlights historical and cultural hotspots. Leave the city behind as you pedal into America’s largest urban forest – Forest Park. Carved into the slopes of the West Hills, cruise the stunning car-free gravel path which traverses the entire park and offers a scenic half-day trip all within city limits. The 11 mile bike and pedestrian path through the 5000 acre park is enshrouded with towering trees. Catch glimpses of the city below as you zip through the temperate forest. Return the way you came or head over the St Johns Bridge into North Portland for amazing views of the West Hills and the Willamette River from Overlook. 28 miles - This tour appeals to fit beginner and experienced gravel riders on our Carbon Gravel Bikes as well as new adventurers on our Gravel E-bikes.

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.

Discover Mount Saint Helens from a unique vantage point on a private flight tour from Troutdale. Once airborne, soar over the Colombia River Gorge and Portland. Have your camera ready as the plane flies above and around Mt. Saint Helens' crater and see the destruction from its 1980 eruption. Note: The flight route is dependent on weather and may change last minute.

Explore some of the culinary hotspots of Portland with ease on this half-day foodie bike tour of Portland. Opt for a hybrid bike or the extra assist of an e-bike and get around like the locals do in this bike-friendly city. Sample a variety of food and drinks and find out what makes the food cart culture special with this classic Portland experience.

Experience the sights of the Columbia River Gorge from a unique vantage point on the water during this adventurous river cruise. From your seat onboard a Explorer Jetboat, snap photos of the Willamette River and Columbia River, including Cape Horn, Multnomah Falls, Crown Point, Rooster Rock, Beacon Rock, and Mount Hood. Listen as your guide provides insightful live commentary as you enjoy the exhilarating ride along the water.

There’s nothing better than exploring the Oregon Coast at your own pace, with a flexible itinerary on this private full-day tour. Discover the stunning Northern Oregon Coast from Portland! Explore iconic beaches, dramatic cliffs, and scenic viewpoints, stroll through Cannon Beach and tide pools, snap photos at Neahkahnie Mountain and Cape Meares, and enjoy a delicious lunch and cheese tasting at Tillamook Creamery. Perfect for families, photographers, and nature lovers — book now for an unforgettable coastal adventure!

Escape to an island paradise without leaving PDX at this tropical happy hour party on the water! Sip a delicious drink, take in the city sights, chat with old friends and make new ones on Portland's only Tiki Style river boat! Listen carefully and you may learn a few fun tidbits about Portland’s waterfront and bridges, or even compete in one of our onboard games to win a prize! Get ready to connect, relax and let loose! Come celebrate a special occasion or just life itself - because at Island Style Charters, every day is a party! Perfect for: Happy hour • Celebrations with friends • Date night • “Just because” Highlights: Tropical-themed tiki boat • Downtown river views • Fun hosts, games & music • Drinks & snacks available for purchase Cruise Duration: 1 hour At Island Style Charters, every day is a party so come cruise with us!