Top Portland Adventure Tours

This private tour takes you out on the Willamette River, where your captain guides you to scenic spots including one of the largest waterfalls in the Northwestern US. Ideal for personal or corporate events, the tour emphasizes sustainability and conservation. Enjoy narration while you relax and take in the views on this two-hour private boat tour.

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.

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.

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.

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.

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.

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.

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.

Step aboard Portland’s only tiki boat for a ~2 hour river cruise that blends laid-back island vibes with playful onboard energy and scenic city views. This experience shifts naturally with the crowd. Relax and take in downtown landmarks and iconic bridges, sip a drink, and enjoy the breeze as we cruise the Willamette. A lively onboard host keeps the atmosphere fun, offering various games such as trivia, cornhole and chances to win prizes for those who enjoy a bit of friendly competition! Whether you're here to unwind, connect with family, meet new friends, or rediscover the city from the water, this cruise is designed to flow with the moment. It's a perfect mix of chill hangout, social outing, and river adventure, all with an unforgettable Island Style.

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!

New for 2026! 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.

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.

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.

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.

Have only a single day in Portland and want to see it all? Take our Multnomah Falls & Rose City Tour and get the best of both. See Multnomah Falls, spending an hour there and then its back to Portland to see the sights you want to see on the Rose City Hop-On Hop-Off Trolley. A full day of touring at a reasonable cost.

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.

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.

Enjoy Portland from the water on this relaxed, island-style sunset cruise along the Willamette River. This ~2 hour experience blends scenic views, tropical vibes, and a welcoming atmosphere for a memorable evening on the river. Cruise past floating homes, historic riverside properties, Waverly Country Club, and glide under 10 iconic bridges as the sky shifts with sunset colors and the city reflects on the water. The route includes a unique stretch behind Ross Island, offering a quieter, more scenic perspective you won’t see from shore. Settle into flexible seating aboard our tiki-styled boat, featuring both open-air areas and a covered palapa rooftop with wind protection screening for added comfort in cooler weather. Snacks and drinks are available for purchase onboard, including cocktails, beer, wine and cider. Whether you’re sightseeing, celebrating, or simply unwinding, this sunset cruise offers a fun, social way to connect and experience Portland from a whole new angle.

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.

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.

Get a bird's eye view of Portland, Oregon with this airplane tour over the city. In the span of about 40 minutes, you'll fly over iconic sights such as the Portland Sign and the Tilikum Crossing Bridge, sailing south over the Willamette River to Oregon City, where you'll soar over gigantic Willamette Falls.

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.

Fly over Portland and the nearby Columbia River Gorge with this private flight experience. You’ll see the Portland Sign, fly over ancient rock formations, and soar past multiple waterfalls (including Multnomah Falls) all the way to the Bridge of the Gods in the Cascade Locks before heading back into Portland.