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.

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.

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.

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.

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 waterfalls and natural attractions along the Historic Columbia River Highway at your own pace with a hop-on hop-off trolley pass. The route includes stops at Benson Bridge, Horsetail Falls, Ainsworth State Park, and Multnomah Falls, which now requires a reservation included with your ticket. Spend as much time as you like at each location, then catch the next trolley when you're ready. Learn about local geography and history along the way.

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.

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.

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.

If you’ve flown around one mountain, you know how incredible it is. Now imagine flying around three for the most up close aerial view you can have! Experience up close details of Mt. St. Helens, Mt. Hood, and Mt. Adams on this air tour that takes you around these three iconic Pacific Northwest mountain peaks. On this flight tour, you’ll see these mountains in incredible detail, including overflying vast forests filled with lakes, creeks, rivers, valleys, and trees. This will be an experience you’ll never forget.

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.

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.

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.

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.

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.

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. **August:** Check-in 6:30 PM, cruise 7–9 PM PT. **September & October:** Check-in 5:00 PM, cruise 5:30–7:30 PM PT. Cruise past floating homes, historic riverside properties, Waverly Country Club, and under 10 iconic bridges as the sky glows with sunset colors and the city reflects on the water. The route includes a unique stretch behind Ross Island for a quieter perspective rarely seen from shore. Enjoy open-air seating plus a covered palapa rooftop with wind screens for comfort in colder weather. Snacks and drinks, including cocktails, mocktails, beer, wine, and cider, are available for purchase. Whether sightseeing, celebrating, or simply unwinding, this sunset cruise is a fun, social way to experience Portland from a whole new view.

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.

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 on this tropical happy hour cruise! Sip a delicious drink, take in the city sights, and catch up with old friends or meet new ones aboard Portland's only tiki-style river boat. Depending on the day, crew and crowd, we sometimes share fun facts about Portland's waterfront and bridges or play an onboard game for a chance to win a prize. Relax, connect, and celebrate a special occasion—or just life itself! At Island Style Charters, every day is a party. **Perfect for:** Happy hour • Celebrations • Work Groups • Travelers • Afternoon Dates • "Just because" **Highlights:** Tropical tiki boat • Downtown river views • Games & music • Drinks & snacks available for purchase **Cruise Duration:** 1 hour **August:** 4:30 PM check-in, 5:00–6:00 PM cruise. **September & October:** 3:00 PM check-in, 3:30–4:30 PM cruise. Please confirm your departure time when booking.

**City Lights & Tiki Nights Cruise – Tiki, Tunes & Waterfront Views** Step aboard for Portland's most unique evening escape: the City Lights & Tiki Nights Cruise. This 21+ one-hour cruise along the Willamette River combines the fun of a floating tiki lounge with views of the city skyline sparkling against the night sky. Sip your favorite drink as you glide past glowing bridges and the illuminated waterfront while tropical music and tiki vibes set the mood. Every cruise is unique as the vibe tends to align with the energy of the group onboard, often ending in one big dance party. Whether you're planning a date, celebrating a special occasion, simply gathering with friends, or looking for a new way to enjoy Portland after dark, this cruise blends scenic views with lively island-style energy. **August:** 9:30 PM check-in, 10–11 PM cruise. **September & October:** Usually 8:00 PM check-in, 8:30–9:30 PM cruise.

Step aboard Portland's only tiki boat for a 1.5-hour river cruise blending laid-back island vibes, scenic city views, and playful onboard fun. Relax and take in downtown landmarks and iconic bridges, sip a drink, and enjoy the breeze as we cruise the Willamette. A lively host keeps the atmosphere fun with games like trivia and cornhole, plus chances to win prizes. 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—a perfect mix of relaxation, socializing, and river adventure, all with unforgettable island style. Most cruises check in at 2:00 PM and cruise from 2:30–4:00 PM PT. Some departures check in at 12:00 PM for a 12:30 PM departure. The first 30 minutes of the 2-hour event window is for boarding. Please feel free to email directly with questions or to confirm your scheduled departure time.

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.