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.

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.

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.

See the snowy peaks of Mount Hood and the surrounding dense forests and waterfalls from unparalleled views on this small-group flight. After boarding your flight, your pilot soars over the Columbia River, past Multnomah Falls and Latourell Falls, and right up to Mount Hood, the highest point in the state. These are views you can't find anywhere else.

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 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.

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.

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.

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.

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.

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.

This tour provides you with cost effective transportation from downtown Portland to Multnomah Falls and return where you can view the falls, enjoy a hike or just hang out in this unique setting. This tour gives you a full day at Multnomah for you to enjoy your own pre-planned activities. Enjoy time at the Falls, take in a hike or chose to add the Waterfall Trolley, either pre-booking it or online

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.

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.

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!

There’s no better way to experience the magic of Silver Falls State Park, a true gem of Oregon, than on a private tour. From its enchanting waterfalls to its scenic trails, this is your chance to immerse yourself in the awe-inspiring cascades and lush beauty of the park. Choose the tour that best suits your desire: - Short: 2.5 miles / 403 feet elevation gain / 1:30 hrs - Long: 4.8 miles / 915 feet elevation gain / 2:30 hrs Book your tour today and let the mesmerizing waterfalls and breathtaking landscapes leave you in awe!

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.

Download GuideAlong’s self-guided driving audio tour of the Mount Hood Scenic Loop and explore waterfalls, alpine lakes, mountain viewpoints, and orchard country. Visit Bonneville Dam and Hatchery, Mirror Lake, Mt. Hood Meadows, Multnomah Falls, Ramona Falls, Starvation Creek Falls, The Fruit Loop, and Timberline Lodge. Along the way, enjoy stories of Oregon’s natural history, local culture, and the landscapes around Mount Hood, all while driving at your own pace. 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.

City Lights & Tiki Nights Cruise - An Hour of Tiki, Tunes, and Waterfront City Views. Step aboard for Portland’s most unique evening escape: the City Lights & Tiki Nights Cruise. This 21+ 1-hour journey along the Willamette River combines the laid-back fun of a floating tiki lounge with unbeatable views of the city skyline sparkling against the night sky. Sip your favorite drink as you glide past glowing bridges and the illuminated waterfront, all while island-inspired décor, tropical music, and tiki lounge vibes set the perfect mood. Each week brings a different theme, from masquerade parties to neon nights and other festive celebrations, so every cruise is a one-of-a-kind experience. Check our social media to see the upcoming theme schedule and plan your night out. Whether you’re looking for a fun date idea, a gathering with friends, or just a new way to enjoy Portland after dark, this cruise blends scenic views with lively, island-style energy you won’t find anywhere else.

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.

Paddle through the calm, winding waterways of Scappoose Bay, one of the most serene and wildlife-rich kayaking areas in the region. This guided experience takes you into quiet tidal channels surrounded by wetlands and forest, where it’s common to spot birds, river otters, fish, and other native wildlife. The tour follows a relaxed pace, with time to float, observe nature, and take photos rather than rushing. With stable kayaks and attentive guidance, it’s well suited for both first-time paddlers and those seeking an easy, enjoyable outing on the water. What truly sets this experience apart is its private and unrushed format. The route and rhythm are adapted to the group and conditions, creating a more personal connection with the landscape. To keep things seamless, private transportation from a location chosen by the traveler is included, along with fresh snacks and water—so you can focus entirely on the experience.