Top Oregon Private Sightseeing Tours

There is no better way to discover the Columbia River Gorge, a must-visit destination when you're in Portland, than on a private tour just for you or with a companion. From stunning waterfalls to iconic viewpoints, this is your chance to experience the Pacific Northwest at its finest. Book your tour today and let the magic of Multnomah Falls and the Gorge’s natural wonders captivate you!

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.

Download the GuideAlong self-guided audio tour and you'll discover more on your Oregon Coast road trip. Hear fascinating behind-the-scenes stories, local tips and directions play automatically, all based on your location. You'll be guided to all of the area's famous highlights as well as lessor known gems including miles of wide sand beaches, a working cheese factory, a decommissioned fort with a famous shipwreck, notable historic bridges and world-class aquariums. Enjoy the freedom to travel offline at your own pace, spending more time at places that interest you, and bypass 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 needed - Suggested itineraries for half, full or multi day use - Buy once, use forever! No expiry, includes free updates - Like having a tour guide along for the drive Purchase one tour per vehicle.

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.

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.

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.

Escape the hustle and bustle of the city for the day on this guided tour to Multnomah Falls and the Columbia River Gorge Waterfalls. Travel along the historic Columbia River Highway National Scenic Byway and stop at the magnificent falls of Multnomah, Latourell, and Bridal Veil.

Discover Portland with our self-guided tour, exploring the quirky, creative, and fiercely independent city nestled between the snow-capped peaks of Mount Hood and the rugged Oregon coast. Begin at Pioneer Courthouse Square and wander into Powell's City of Books, the largest independent bookstore in the world, filling an entire city block with over a million volumes. Stroll the warehouses of the Pearl District, then ascend into the West Hills to experience the Portland Japanese Garden and the International Rose Test Garden with 10,000 rose bushes blooming beneath Cascade Range views. Cross the Willamette River on the Hawthorne Bridge to discover the murals and vintage shops of the Alberta Arts District. Explore the Lan Su Chinese Garden, taste legendary doughnuts at Voodoo Doughnut, and marvel at the Gothic arches of St. Johns Bridge in Cathedral Park. Beyond the city, visit Multnomah Falls — Oregon's tallest waterfall plunging 189 meters down a basalt cliff in the Columbia River Gorge.

Explore the rugged beauty of the Oregon Coast with this self-guided driving tour. Witness waves crashing over volcanic outcrops and discover serene sandy shores. Marvel at the fragrant coastal forests and breathtaking vistas at every turn. Visit iconic spots like Sea Lion Caves, Cape Perpetua, and Cannon Beach. Experience the charm of seaside towns, each offering unique creature comforts. This journey combines natural wonders and local culture, creating an unforgettable adventure. 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.

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.

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.

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.

Explore Portland from a unique vantage point on the water, cruising beneath its iconic bridges while spotting bald eagles, ospreys, sea lions, and other Pacific Northwest wildlife. Led by a US Coast Guard–licensed captain and a Oregon-certified professional guide, each tour blends natural beauty with Portland’s rich 200-year maritime history. Guests may reserve a premium private charter for up to six people for an intimate luxury experience, or join a shared cruise with up to 18 passengers—available daily—for a lively and accessible way to discover the city’s scenic waterways.

Welcome to the Newport Bayfront, where the sea air smells like a mix of fresh Dungeness crab and boiling sugar. This self-guided audio tour isn't just a scenic stroll; it’s an invitation to see the real Newport. We’ll start your loop at Port Dock 7, the beating heart of the commercial fleet. From there, we’ll dive into the stories that most visitors walk right past. You’ll hear about the Graveyard of the Pacific and the brave Coast Guard crews who watch over it, but you’ll also see a massive 165-ton block of concrete that floated all the way from Japan and a mural with a secret hidden in the details. Between the bickering sea lions and the legendary piles of saltwater taffy for sale in the local candy shops, we’ll also share personal recommendations for the best restaurants along the way. The tour ends back at Port Dock 7, where Local Ocean Seafoods lists the specific boat and captain behind every dish on the menu.

Head out to the Columbia River Gorge for half a day of visiting cascading waterfalls and scenic overlooks with this tour from Portland. You'll visit Multnomah Falls, the highest waterfall in the state, as well as lesser-known falls throughout the region. You'll also have the chance to take mini-hikes in the area to get better views of waterfalls and the surrounding scenery.

Explore the eerie side of Old Town with this haunted pub tour in Portland. Learn about some of the city's scary history as you walk through 19th-century buildings. Sample local beers as you hear about Portland's era of kidnapping, gangs, prostitution and opium dens.

Escape the city for an afternoon exploring some of greater Portland's most scenic falls. Travel along the Columbia River Gorge, home to the largest concentration of waterfalls in the country, stopping at the epic Latourell Falls and Multnomah Falls. Enjoy panoramic views from the Crown Point Vista House and hear about the local legends and natural history of the area from your guide.

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.

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.

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.

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.

The Columbia River Gorge is known for its dramatic waterfalls and impressive vistas—but if you don't have car, planning a trip from Portland can be tricky. Instead, enjoy a hassle-free way to check off many top attractions in just half a day, all thanks to this small-group sightseeing tour. Visit the historic Vista House, admire Latourell Falls, stop at Multnomah Falls, and more, all while your guide shares insider stories.

A vivid walk through Portland's rough-and-rowdy beginnings. Follow the Willamette from docks to depots, uncovering how river trade, lumber wealth, railroads, immigration, and vice built the city between 1845 and the early 1900s. Expect steamships, saloons, Shanghaiing legends, and plenty of frontier swagger. Solve puzzles, explore the city, and find hidden gems at your own pace. Try a new type of experience with your smartphone, the perfect mix between a walking tour, sightseeing, and a scavenger hunt.