Top Oregon Sightseeing Tours in 2026

Do you want to taste the best wines in Willamette Valley? Our custom private tours are designed to take couples and groups of friends deep into the heart of Willamette Valley to explore the cult wines, highest-rated 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. 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. This private tour isn't simply about providing a driver, but ushering you into the best experience of Willamette Valley wines and wineries possible. McMinnville, Salem, Newberg, Dundee, and other pickup locations are all serviceable.

Create Your Perfect Oregon Adventure! Your tour, your way! Choose from the destinations and experiences listed in the itinerary, or let us create something entirely unique for your group. Whether you're interested in breathtaking scenery, local food and wine, fascinating history, or off-the-beaten-path discoveries, we'll help design a private tour around your interests. Choose from one of the options, or contact us for a private tour you don't see! We offer food tours as well!

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.

Our service offers six hours of entertainment with door-to-door service, and the ability to cover up to 90 miles of travel. Enjoy games, trivia, karaoke, fun lights, and the option to wear inflatable costumes. We provide pick-ups from homes and hotels in Knappa, Astoria, Gearhart, Warrenton, or Seaside. The best part is you won’t have to worry about driving under the influence, as we'll drop you back at your home or hotel.

Jeff Davies has 30+ years of guiding the Multnomah Falls / Mt. Hood "Loop" Tour with Columbia River Gorge Waterfalls. I have top reviews on TripAdvisor, Google and Yelp for Private Tours & Group Tours. My commentary will give guests insider knowledge. I can specialize the tour to suit your taste.

Discover the highlights of Portland by solving challenges and unlocking stories on your phone. Play the engaging exploration game, taking the role of an Irish treasure hunter notorious for tracking down leprechaun gold on the Emerald Isle. As you solve challenges, the story unfolds and exact directions on your phone will guide you to the next location. Up for a fun challenge? Highlights include: • Explore Benson Bubbler, Portlandia, Gates of Old Portland Hotel, and more lesser-known places. • Enjoy a uniquely crafted story brought to you by our top-notch writers. • Learn about the fascinating Portlandia, the Statue of Liberty's trident-wielding sister. • Try a new type of experience, the perfect mix between a tour, outdoor escape game, and treasure hunt. After your booking, you will receive an email with instructions on how to download and play the game on your phone. We recommend that each user purchases a ticket for an optimal experience, although several people can share a phone.

Embark on an epic journey through the US West with this self-guided driving and walking audio tour bundle! Explore the wonders of Arches, Bryce Canyon, and Zion, hike the Hidden Valley Trail in Joshua Tree, and marvel at the Grand Canyon and Yellowstone. Each stop offers a unique experience. With bonus highlights like Old Faithful and Delicate Arch, this bundle guides you through the best of America’s western parks. Purchase one tour per car, not per person. Everyone listens together! After booking, you can check your email, then download the Action Tour Guide App, enter your unique password, and access 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. This is not an entrance ticket to attractions along the route. Check opening hours before your visit.

Columbia Gorge and Mount Hood Private Day Tour Experience the Columbia River Gorge and Mount Hood in just one day with this private tour from Portland. You'll meet your driver downtown and head out to the Gorge, stopping to take in the views at Vista House and Multnomah Falls before continuing toward Mount Hood National. Here you'll get to visit the historic Timberline Lodge, right on the mountain, before heading back to Portland.

Escape the city for half a day—and explore the scenic highlights of the popular Columbia River Gorge—on this private tour. Pick between morning and afternoon start times, set off in a luxury Mercedes, and head into nature. You’ll discover stretches of the 74-mile (119-kilometer) highway, and immerse yourself in the Pacific Northwest scenery. Discover waterfalls like Latourell Falls and Multnomah Falls, admire Beacon Rock, stop at scenic viewpoints, and more.

See the highlights of Portland in just half a day on this private tour of Portland. You'll explore downtown Portland and the nearby NW 23rd shopping district, take in city views from the International Rose Test Garden and stroll through Lan Su Chinese Garden. If you come on a Saturday, you’ll visit the PSU Farmer’s Market.

Visit Mount Hood and many of the highlights of the Columbia Gorge in just one day with this private tour from Portland. You’ll visit Timberline Lodge on Mount Hood, four Columbia Gorge Waterfalls (including famous Multnomah Falls), and get the chance to stop by two wineries in the region, with lunch included along the way.

Creativity and natural splendor converge in Ashland, Oregon. On this 60-minute self-guided audio tour, discover the cultural heartbeat of this renowned community. Starting at the historic Plaza, you'll be immersed in the enchanting Lithia Park—designed by the creator of Golden Gate Park. You’ll follow the bubbling Ashland Creek deeper into the landscape, strolling past serene ponds and winding trails under a lush canopy of trees to find a quiet spot by the water. Emerging from the green, the route winds past Main Street’s historic landmarks to the Oregon Shakespeare Festival. You’ll taste the notorious Lithia mineral water, admire the Italian Butler-Perozzi Fountain, and marvel at the 110-foot tower of the Ashland Springs Hotel. Explore how the 1890s Chautauqua movement evolved into today’s world-class theater scene, highlighted by the Allen Elizabethan Theatre. Whether you’re a theater enthusiast or nature lover, this tour offers an insider’s perspective on Ashland’s magic.

Take a tour of the Deschutes River as it winds through and around the city of Bend, while riding your premium electric bikes. You will find yourself cruising along the river with your guide, enjoying the sights and sounds without breaking a sweat. Enjoy awesome scenery and wildlife, while your guide shares historic stories of Bend and the local area with plenty of opportunities to take pictures and ask questions.

Our very unique, immersive adventures are the only ones of their kind. We, unlike other companies, provide your very own remote, interactive, live host to assist and encourage you along through your phone. We are an Austin, TX-based global custom event design company offering scavenger hunts and other events in 300+ cities in North America and beyond. Our specially hand-crafted adventures are equal parts tour, creative challenge, detective hunt, and social experiment! Guests get to discover in an alternate reality our favorite hidden gems off the beaten trail and creatively interpret fun art, history, and culture clues - for points! They get to enjoy fame and glory while appearing on our website’s international leaderboard, no matter what their score. They get to essentially race other teams in other cities, even if they don’t have competitors who have signed up in their city that day. Get ready to discover unusual oddities, laugh out loud, and make the experience your own!

This 140-mile driving loop explores the geologically violent and breathtaking Columbia River Gorge. Traveling from mossy rainforests to high-desert plateaus, you’ll trace pioneer history and dramatic landscapes carved by Ice Age floods. Highlights include: * Iconic Waterfalls: View the 620-foot Multnomah Falls and the elegant Latourell Falls. * Historical Marvels: Visit the "Crown Jewel" Vista House and a full-scale concrete Stonehenge. * Unique Legends: Discover the "Bigfoot Capital," where harming a Sasquatch is a felony. * Nature & Wildlife: Meet Herman, an 80-year-old sturgeon, and see "Silver Skeleton" forests recovering from fire. * Geological Giants: Marvel at the 848-foot Beacon Rock monolith.

Explore the stunning Crater Lake National Park at your own pace with this self-guided driving tour. Experience the majesty of the deepest lake in the U.S. as you navigate the iconic Rim Drive, where GPS-triggered narration brings to life the park's geological wonders and rich history. Marvel at breathtaking views from scenic overlooks, hike to hidden trails, and uncover the legends of the Klamath people as you drive through this extraordinary landscape. With no groups and no schedules, enjoy the freedom to stop and explore at your leisure. - Self-guided tour featuring GPS-triggered narration for a personalized experience. - Discover key sights like Wizard Island, Phantom Ship, and stunning waterfalls. - Drive the 33-mile Rim Drive with breathtaking views around the caldera. - Duration of 3–5 hours, allowing ample time for exploration and hiking.

Experience dramatic vistas, clear blue water, and incredible volcanic history with this self-guided driving tour of Crater Lake National Park. Explore Rim Village, hike a trail down to the lakeshore, and take in the views from Watchman Peak. Each stop is packed with natural beauty and geological wonders, plus plenty of fascinating history! Purchase one tour per car, not per person. Everyone listens together! After booking, check your email/text to download the separate Audio Tour Guide App by Action while connected to WiFi or mobile data. Enter the password, download the tour, and enjoy it offline. Follow the audio instructions and route from the designated starting point. New, Lifetime access, no expiry. Use it anytime, on any trip, as many times as you want. This isn't an entrance ticket. Check opening hours before your visit.

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. This event is 2 hours in full with 1.5-hours guaranteed time underway, cruising along the Willamette. The first 30 minutes of the 2-hour event window is for check-in and boarding. Once all passengers are checked in, the boat departs. Please feel free to email directly with questions or to confirm your scheduled departure time.

Mere minutes from the hustle of downtown Portland, a wooded wonderland awaits you. Forest Park boasts over 5,200 acres of lush greenery and 70 miles of pristine trails, making it one of the largest urban parks in the U.S. - and, in my humble opinion, our best! In this guided tour with a local expert, you'll hike beneath a grand canopy of majestic Douglas Fir, stunning Bigleaf Maple, whispering Western Hemlock, mighty Oregon White Oak and more. Hikers will enjoy jaw-dropping views of the Cascade mountain range, featuring Mount Hood - Oregon's highest peak at 11,250 feet. Other attractions on our tour include Portland's storied Witch’s Castle and the historic Pittock Mansion. We’ll stop outside the mansion for a small picnic of local goodies, restroom breaks, and Insta-worthy photo ops before trekking back down to the starting point.

Cruise beneath 12 iconic spans along the Willamette River for exclusive, water-level views of Portland’s stunning skyline and historic architecture. Discover the fascinating engineering and local heritage of "Bridgetown" on a relaxing, scenic journey through the heart of the city.

Embark on an unforgettable journey with our exclusive vineyard, stable and historic Governor's farm house. Your tour begins with seamless pickup from the airport, your hotel, or anywhere along the Portland to Eugene, OR corridor. Dive into the charm of West Hills Vineyards, where your adventure begins at the stunning West Hills Stables—home to a state-of-the-art dressage facility and a remarkable collection of Classic Cars. Explore the scenic beauty of Holmes Gap Vineyard, and conclude your day with a delightful wine tasting and gourmet meal in the historic Oregon Governor's farmhouse, built in 1857. Don’t miss this chance to indulge in luxury, history, and world-class wines!

Gone are the days of choosing between a drowsy shuttle bus driver or the self-proclaimed expert viticulturalist to guide your journey through Oregon wine country. Welcome to The Good Vibes Tour, we specialize in transporting you directly to the experts: the passionate artisans behind these exceptional Willamette Valley vintages. It all begins with The Vibe. Our drivers are adept at gauging the group and seamlessly adapting their interaction to enhance the collective; interacting as much or as little as adds to your experience. Then there’s our meticulously crafted luxury coaches. Far from your typical passenger van or conventional limousine, our transport evokes the ambiance of the Pacific NW; complete with an open and inviting floorplan, rustic wood accents, a simulated fireplace, and modern amenities like a coffee nook, Bluetooth music and optional karaoke. Take a photo/video tour of our fleet online and book your adventure!

Spend an entire day traveling through Hells Canyon and experience wildlife, swim in the fresh water, visit our historical sites and museums and more! This adventure through the Wild River Section features the biggest rapids on the river, the deepest depths of the canyon, and the most jaw-dropping scenery transitions throughout — you can expect to see rock walls, desert grasslands, and alpine forests on the same trip. Listen to our captains as they regale you with stories about the early Native Americans who inhabited this area and the ranching families that called Hells Canyon home. Keep your eyes open for wildlife such as bald eagles, black bears, and bighorn sheep. Lunch included.

Our 2 hour guided snowmobile tours will take you throughout the Newberry National Volcanic Monument located in the heart of Central Oregon. The massive caldera of the Newberry Volcano, is the largest shield volcano in the Cascade Mountain Range. Our experienced guides will lead you to some of the areas natural wonders such as Paulina Lake, Paulina Falls, East Lake, The Big Obsidian Lava Flow, and weather permitting up to the summit of this 7,989-ft active shield volcano! On our two hour tours, you’ll enjoy world-class views and an endless variety of trails for all skill levels and rider abilities.