Top Oregon Private Sightseeing Tours

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.

Visit many of Portland's highlights in just half a day with this small-group tour of the city. You'll make stops along the way to see the thousands of flowers at the International Rose Test Gardens and take in the views from the elegant Pittock Mansion. You'll also pass plenty of the city's most interesting sights and neighborhoods, making this tour a great option for those who want to orient themselves.

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.

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.

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.

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.

Portland is home to a buzzing array of neighborhoods, historical highlights, and natural attractions—and this private, half-day tour makes for a seamless introduction. Pick between morning and afternoon tour times and hop aboard your luxury, air-conditioned vehicle. You’ll visit the International Rose Test Garden and Pittock Mansion, and will drive past landmarks like the Oregon Zoo, Portland Art Museum, and more as you explore the city’s neighborhoods.

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.

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.

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.

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.

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.

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.

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.

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.

A full-day private tour of Oregon wine country offers a personalized travel and tasting experience. Visit four small-production wineries and learn about the wine-making process—sometimes from the winemakers themselves. Your guide gives you palette notes during each tasting and drives you and your group of up to four people safely between vineyards.

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.

Experience the breathtaking beauty of southern Oregon on a scenic boat ride along the Rogue River. Glide through lush forests, dramatic canyons, and sparkling rapids while spotting wildlife like eagles, otters, and deer. Learn about the river’s rich history and enjoy peaceful stretches mixed with gentle thrills. Perfect for all ages, this unforgettable adventure offers a unique way to connect with nature and explore one of Oregon’s most iconic waterways.

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.

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.

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.

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.