Top Oregon How to Get Around in 2026

Join us as we journey along a historic highway that stands as a testament to craftsmanship and ingenuity. We'll take in magnificent views, including at Vista House on Crown Point, with its stunning architecture. Experience the awe-inspiring Multnomah Falls, where a double cascade of water invites you to feel the mist on your skin. Cross the stone bridge for an unforgettable view of Oregon's "Rhine Valley." Discover the rustic charm of a historic inn (100 years old!), a gift shop, and visitor center, nestled in the towering conifers. Then to Latourell Falls, where water plunges past a backdrop of cloud basalt in a stunning display of nature's power. Additional waterfalls and viewpoints will be chosen, each showcasing its unique character, from the vigorous lash of a horse tail to the gentle spread of a bridal veil. Throughout this journey, your knowledgeable tour guide will enrich your experience with accounts, legends, and insights into the region's history and natural wonders.

One of Portland's many nicknames is Bridgetown, not much of a surprise given that the city is split by a river crossed by 10 bridges. With this tour, you'll hop aboard a pontoon and head from the southernmost of the city's bridges, the Sellwood Bridge, making your way north. You'll pass through downtown, eventually coming to the last bridge within the inner city: the towering Freemont Bridge, before heading back south.

Whether it's the stories of human trafficking described as the Shanghai Tunnels, the origin of the vampire tales in Twilight, or the crafty madam with the floating brothel, from fiery deaths to watery graves, we explore it all. The city of Portland Oregon was built on an ancient crossroads; known as a place to step into alternate worlds. What visit to the city would be complete without lifting the veil, for at least a minute, between the living and the spirit worlds? Weaving in historical tales with what fiction authors and filmmakers (including Twilight author Stephenie Meyer) with local ties have written about this place, we tell the stories of darkness, death and the liminal space that comes beyond. Our 1.5 mile (2.5 km) walking tour along the waterfront will include luminous views of the city lights along the river, encounters with our local corporeal spirits (the crows!), and plenty of recommendations to extend your gothic experience to restaurants, cafes and bars nearby.

You don't need to set aside a whole day to experience the thrill of whitewater rafting on this half-day adventure through Oregon's Rogue River. Conveniently located near the freeway, this efficient trip lets you see the area's natural beauty up close. Build your confidence rafting as the route gradually increases from smaller whitewater to larger class IV rapids by the end.

The Oregon coast is one of the most majestic geologic formations that was formed by lava flows millions of years ago. We depart to the coast and have lunch in the charming town of Cannon Beach and do hiking and exploring on the coast. Explore the majestic Oregon coast, view the amazing Haystack Rock formation, and during low tide gaze at starfish and clams. We will also explore Oswald State Park for lite trail walking and see the stunning cliffs of Manzanita point. This is a joinable small group tour for 2 persons or more, door to door service. Please dress for the season, expect a full day beginning 10am and back to Portland by 6pm.

Enjoy superb views of the Portland riverfront on a 90-minute sailing cruise along the Willamette. Set out from Portland on a small-group tour up the river, stopping to view Portland's floating homes as well as uninhabited Ross Island. Savor the surrounding scenery―including placid Holgate Channel and the Oaks Bottom Wildlife Refuge―as you go. Bring your own snacks, refreshments and spirits to satisfy both hunger and thirst throughout.

There’s nothing better than exploring Astoria at your own pace, with a flexible itinerary tailored to your preferences. Step back in time and immerse yourself in the rich history of Astoria, Oregon's oldest American settlement. From its roots as a vital port city to its iconic landmarks, Astoria offers a perfect blend of history, natural beauty, and coastal charm. Discover its significant role in American exploration and maritime history, and enjoy breathtaking views of the Columbia River and the Pacific Ocean. This full-day tour takes you through the highlights of Astoria, offering a memorable journey through Oregon’s coastal heritage.

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.

The Columbia Gorge NSA features waterfalls, mountains, monoliths, terraces, resort towns, vineyards, orchards, and The River, harboring a plethora of fish and birds, and unique plants and invertebrates. In the early 1900s, Portlanders would drive their Model T cars along the Columbia River Highway to gaze at waterfalls. There is said to be over 4000 waterfalls; many are hidden away, but many are just a short hike off the Historic Highway. On this afternoon half-day tour you'll make new friends while exploring "waterfall alley", including views of the Vista House and a stop at Multnomah Falls, the tallest waterfall in Oregon and most visited site in the Pacific Northwest. Your expert guide will teach you about the natural history, cultural history, and wine background of the area, as you drive the Historic Columbia River Highway Scenic Byway. You'll continue on to stop at a vineyard in the Columbia Gorge American Viticultural Area (AVA). Tasting fees included.

This is Portland’s elevated sushi night out: a small-group, omakase-style progressive dinner across three top sushi spots downtown. Instead of tiny samples, you’ll sit down at each stop for chef-selected dishes—crafted to highlight different styles, cuts, and techniques—so you leave genuinely full and seriously impressed. Over 2–3 hours, you’ll enjoy a curated progression that can include nigiri, sashimi, specialty rolls, and seasonal plates (selection varies by night). Your guide keeps it fun and approachable while explaining what you’re eating, how to spot quality, and how to order with confidence the next time you’re at a sushi bar. All food is included, and group size is capped so the experience stays personal and high-touch. —and if you have dietary needs (gluten-free or vegan), message us after booking so we can plan your best possible menu. Why this is worth it: you’re getting a guided, chef-curated sushi progression at three restaurants in one night—without the guesswork.

Explore the northern stretches of the Oregon Coast with a local guide on this private, customizable tour from Portland. You'll get to ride along the Pacific Coast Scenic Byway, take a hike through old-growth forest, and stop at one or two local towns or attractions of your choosing along the way.

Explore Oregon's natural beauty on this McKenzie River tour, featuring riding in style with a Tesla. Enjoy a scenic 1.25 mile hike with stunning views of the McKenzie River. Marvel at the impressive Sahalie Falls and the tranquil Koosah Falls, each showcasing the region's breathtaking landscapes. Take a moment to appreciate a historic covered bridge before visiting the McKenzie General Store for local goods or a meal at the Obsidian Grill. - Stylish Tesla ride along the scenic McKenzie River Highway - 1.25 mile hike with stunning views and two majestic waterfalls - Visit a charming covered bridge and explore local history - Stop at the McKenzie General Store for provisions or a meal at Obsidian Grill

See the Columbia River Gorge in a way that few people ever will by taking this thrilling flight over the region. Fly over the tallest waterfall in Oregon—Multnomah Falls—for a bird's-eye view of this famous landmark. Have plenty of time to take pictures of the wonder, without worrying about crowds or traffic queues, before flying back to Portland.

Cross state lines into Washington on this full-day trip from Portland to Mount St. Helens, led by a professional naturalist guide with extensive knowledge about the local geology and ecosystem. Learn about the Pacific Northwest’s most famous active volcano through nature walks and exhibitions, and then make it back to Portland by evening.

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!

Discover the rugged beauty of the Mt Rainier National Park on this full-day trip. Travel aboard a comfortable van through historic Gold Rush towns to reach the park, where you’ll be amazed by supersized natural wonders.Take a hike among ancient sequoia trees, and enjoy several hours to explore the park’s wonders on your own as well as with the guide. This tour will have a maximum of 14 travelers per van We can also ensure that all travelers are from only one group/party if needed.

With its famous food carts in abundance of restaurants running the gamut from funky to chichi, Portland is a great place for foodies. This small walking tour takes you all around downtown Portland, with stops at a selection of great local eating spots. You can expect to taste all sorts of treats. Typical examples include local seafood, wine, and beer, delicious desserts, and seasonal farm-to-table delights!

Are you staying at THE ALLISON INN & SPA? This high-end tour offering was custom designed to take guests from the Allison to small family owned boutique wineries, which reflect the best of Willamette Valley. This private tour takes you deep into the heart of Willamette Valley to explore the cult wines, best quality for value wines, and legendary vineyards of Willamette Valley! We love building unique tours according to your preferences and ensuring you leave Oregon wine country with lasting memories and plenty of good wine to remember us by. Our tours will take you to 3 or 4 wineries (depending on your desire for a slower pace or more experiences) and will include elevated tours if you choose. Your guide will also take you to and join you for lunch at one of the valley's celebrated lunch spots. Our ALLISON private tour isn't simply about providing a driver, but creating a unique educational and immersive experience specifically with ALLISON INN & SPA clients in mind.

If there is any adventure that we love more than biking in the Columbia River Gorge, we would be hard-pressed to identify it. The cycling here is world-renowned and it's no accident it's one of less than a dozen places in the world to have a Peloton-guided scenic ride created around it. We get to do that in real life! We will ride between 35 and 60 miles (60 - 100 km) depending on your interests and the group, with lots of up and down hills, although all at gentle slopes and lower elevations (nothing over 900 feet / 300 meters). The adventure here is a challenge but not an unsurmountable one; from one end of the Columbia River Gorge Scenic Highway to another, or an out-and-back ride from a stunning viewpoint, along a scenic highway, then onto a protected bike/pedestrian pathway. Either way, we will ride some of the country's most beautiful roads and visit beautiful waterfalls like Multnomah and Horsetail Falls. Lunch will be on your own with our recommendations

This tour goes above and beyond your average city tour. Accompanied by an expert local guide who has deep insight into the history and culture of each district, this tour of Portland allows guests to stop at iconic Portland destinations and venture off the beaten path to discover exciting hidden gems of the city.

Willamette Valley is world-class wine country — but the best way to taste it is with someone who can tell you why it matters. On this private, fully customizable tour, your guide brings 10+ years of wine-industry experience, pairing standout Oregon Pinot with the stories of how wine has shaped Western culture. It's for people who love a great glass and a great story in equal measure. We keep it small and unhurried — no big buses, no rigid script. Just your group, a comfortable luxury vehicle, and a hand-picked route through the boutique, family-owned wineries at the heart of the valley: three at a relaxed pace, or four if you want to cover more ground. We'll even stop where the locals go for the kind of sandwich people plan road trips around. Round-trip pickup from your hotel or Airbnb is included. Lunch and winery tasting fees aren't, so you're free to choose what you eat and pour. Come tour the valley in style — relaxing, delicious, and quietly fascinating.

Get taken to three (3) wineries in the Willamette Valley, with some fun local guides who are there to make this day all about you, who will also be your drivers. They will take you to the best wineries in the area, some they know well, in a casual, laid back and fun atmosphere. Their safety and your enjoyment are their biggest priorities. We will be visiting 3 wineries from the list depending on availability. Parrett Mountain Cellars, Potter's Vineyard, Blakeslee Estate, Meraviglioso, Laurel Ridge and Hawks View Cellars. You’ll also get tours of the vineyards, and a boxed lunch included.

Experience the best of Oregon's nature in a small-group tour. The adventure begins with hotel pickup from your Portland accommodation to Silver Falls State Park. Here, you’ll follow your guide on a moderate 5.7-mile (9.2-kilometer) hike along the Trail of Ten Falls. Then, enjoy tastings and a freshly prepared picnic lunch.

Explore Astoria, Warrenton, Seaside, and Cannon Beach on an approximately 7-hour small-group tour with a local guide. Enjoy coastal scenery, movie locations, local legends, and history while we handle the driving. Highlights may include Haystack Rock, Ecola State Park, Fort Stevens, Battery Russell, the Peter Iredale Shipwreck, and Astoria’s historic neighborhoods. Paint a rock for Seaside’s Painted Rock Beach, explore magnetic black sand and collect a magnetite keepsake, and visit the Astoria Column with the option to climb its 164 steps and launch a wooden glider plane. Enjoy an included seasonal charcuterie lunch at Ecola State Park, plus snacks and water. Transportation, guiding, and activity supplies are included. Please tell us about dietary needs when booking. Saturday: Astoria pickup at 9:30 AM. Sunday: Seaside pickup at 10:30 AM. Pickup and drop-off are within each town’s city limits on its designated day. Stops and activities vary with weather, tides, and park access.