Top Oregon How to Get Around in 2026

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.

Forget the stress of booking a (sometimes unreliable) taxi or shuttle to Portland International Airport. Reserve this private transfer for a quick and comfortable ride to the airport from your hotel in downtown Portland, Beaverton, Lake Oswago, or Tigard. Arrive at the airport relaxed with time to spare!

Visit the gorgeous waterfalls of the Columbia Gorge without renting a car or sorting permits with this package, which includes round-trip transportation to the Waterfall Trolley from Portland and all-day access to the trolley shuttle. Enjoy the freedom to visit different waterfalls and scenic areas with hop-on, hop-off access for added flexibility.

With more breweries than any other city in the US, Portland is a beer drinker’s dream. It can be hard to decide where to start, so this craft brewery tour takes you to a handful of the best on the city’s East Side, a neighborhood known for its innovation but off the radar of many tourists. Challenge your taste buds and find your new favorite brew, from West Coast IPAs to seasonal lagers and barrel-aged beers.

Crash through the rapids on a whitewater rafting trip with your friends or family. This Deschutes River tour is an exhilarating full day adventure. Enjoy exciting rapids, deep canyons, and placid pools. No prior experience is necessary; professional guides support you every step of the way.

Spending a full day on the river independently can be a lot to handle on your own, no matter where you are. A guide leads this full-day Rouge River and Hellgate Canyon rafting tour in Oregon, so you can feel safe as you raft. Choose from a total of three different raft and kayak options, and get a thorough orientation before you go. A riverside lunch is included.

Explore the Willamette Valley, the largest wine-producing region, on this private tour designed with large groups in mind. You'll get the chance to visit three or four wineries. During your full day wine tour experience there will be an opportunity to partake in food pairings at a vineyard or a separate lunch stopall with a guide/driver to help make your experience safe, fun, and informative.

A cruise down the scenic Williamette River lets you take in top Portland sights such as the Steel Bridge or the white stag neon sign—but standard boat rides are often crowded and include tired audio guide commentary. Treat yourself to a more elevated experience on this sunset river cruise, which includes narration from a live guide and space to spread out, plus plenty of photo opportunities.

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!

Portland is renowned for its vibrant dining scene—and on this small-group tasting tour, you’ll follow your guide straight to the city’s best bites. Meet in the center of town, and be sure to come hungry: You’ll enjoy enough decadent tastings to add up to a generous lunch. Sample everything from Thai food and tacos to hand-pulled noodles and dessert—and stop to visit Portland icons like Powell’s Books in between.

Visit Mount Hood and Oregon's most celebrated waterfall on this private experience from Portland. Let an expert plan all the logistics and start with a drive out to Multnomah Falls in the Columbia River Gorge, before heading to Hood River for lunch, shopping, and a drive through the “Fruit Loop” agricultural region. Before heading back to Portland, get the chance to stop at Timberline Lodge at Mount Hood.

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.

Visit Mt. Hood and the Columbia Gorge, with a couple of stops for wine tasting along the way, with this full-day tour. You'll visit Multnomah Falls, the Columbia Gorge's most famous attraction, hang out at Mt. Hood's historic Timberline Lodge, and pay a visit to two different wineries to taste Gorge-produced wine. There will be a hosted lunch on tour and a glass of wine at one of the wineries included. You will also be able to purchase beverages at your leisure during winery visits.

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.

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.

Get an insider's view of the Columbia River Gorge on this private tour from Portland. You'll take in fantastic views, visit the historic Vista House, and see Latourell Falls and the most famous waterfall of them all: Multnomah Falls. Your driver will pick you up at your hotel so that you can avoid the hassle of renting a car or obtaining vehicle permits.

The Northern Willamette Valley's close proximity to Portland creates a perfect opportunity to join others on a small group public tour of Oregon’s wine country with Sea to Summit Tours, Portland Oregon's original tour and adventure company. Experienced, knowledgeable guides, providing fun and informative tours with unparalleled customer service, while operating the nicest and most comfortable, custom equipped 4x4 Mercedes-Benz vehicles in Portland’s tour industry. We set an itinerary with outstanding wine, great hospitality, and beautiful scenery with wine tasting fees included – all the keys to creating a unforgettable Willamette Valley Wine Tour for our clients... Created, owned and operated by native Portland Oregonian's, since 2001

Take a scenic cruise along the Willamette River while you learn about Oregon's history. Your captain will take you on a 44-mile journey, showing you historic attractions such as the Wheatland Ferry Crossing, which first began operations back in 1845. This tour is totally private and up to six passengers can be accommodated.

See a side of Portland many people miss with this haunted evening walking tour. In addition to visiting many of the city's most haunted historic sites, including the Shanghai Tunnels and Roseland Theater, hear creepy tales from your guide that bring each attraction to life. A walking tour also lets you see each spot up close.

Download GuideAlong’s self-guided audio tour of Crater Lake National Park and explore the deep blue waters, towering cliffs, and volcanic landscapes of the United States’ deepest lake. Cruise the scenic Rim Drive and all of the best sights including Merriam Point’s stunning vistas, Phantom Ship’s uniquely shaped island, the 100-foot Vidae Falls, and Watchman Peak’s panoramic views Along the way, hear stories on the unique geology, volcanic past and rich Indigenous history play automatically as you explore this breathtaking Pacific Northwest destination. 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 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.

Sample three of The Rose City's craft breweries, and learn Portland architecture and history, as you walk through the Pearl, Old Town, and West End districts. Taste the entire range of beer types, in the city that consistently ranks in the top three for number of breweries.

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.

Travel through four of Portland’s quadrants, and explore 8 to 10 of the city’s unique districts by foot and our European-style streetcar. Stroll, taste, see and learn about what makes Portland so special, with accompaniment of a passionate local, and 2.5–4 miles of slow-paced walking (4–7 km). Starting at Director Park at the edge of the Cultural District in Portland, we will begin our exploration with short streetcar segments interspersed by leisurely walks through several districts. Learn about the Art Museum, visit the Pearl District, explore the historically industrial Slabtown. See the mural district and the space-age buildings in the South Waterfront and into the University District. Walk park blocks and fountains that made the name for Portland’s urban planning, and also brought us into conflict over racial and cultural ideals. Explore how Portland’s activist spirit has challenged its government and structures, before returning you to the center of the city, Pioneer Square.

Go wine tasting in Oregon's largest wine region, the Willamette Valley, with this tour. Your guide will take you and your group to three or four tasting rooms where you'll get to try some stand-out wines that really represent the region. You'll also learn about wine-making in the Willamette Valley, with a stop for an included lunch along the way.