Top Oregon Tours by Duration in 2026

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.

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.

Spend a day exploring the Columbia River Gorge and Mount Hood with this group tour from Portland, led by a knowledgeable and enthusiastic local guide. You'll see waterfalls, visit farm stands, see beautiful swathes of forest, and have time left over to visit Mount Hood, while leaving the driving to someone else.

See the highlights of Portland in just one afternoon, without having to sort out transportation on this tour. Learn about local history, culture, and everyday life while exploring downtown and its surrounds. Peruse the revamped Pearl District and visit Pioneer Square. Experience what makes Portland and the surrounding area unique with stops at the International Rose Test Garden (seasonally), Pioneer Courthouse Square, NW 23rd Avenue, and more.

The Columbia River Gorge is incredibly popular, and travelers who come during the summer season must apply for entry permits well in advance. Even in the off-season, finding parking can be a challenge, but you won’t need to worry about any of that if you opt for a tour instead. This tour includes stops at Multnomah and Latourell Falls and at the Vista House viewpoint.

Take in the sights of the Oregon Coast without worrying about driving with this private tour from Portland, Your driver will pick you up at your accommodations and take you west to the coast, known for its unusual mix of forest and sandy beaches. You'll get plenty of chances to stop along the way at some of the region's prettiest viewpoints and cutest towns.

Discover Oregon's world famous wine region known as Willamette Valley and experience the best pinot noir, chardonnay, rose and other varietals guided by local wine lovers on this 8 hour tour. An excellent trip for new and seasoned wine lovers, a romantic weekend, or last minute vacation with your friends. Gain an inside perspective about the growing region, the winemaking process and the history of this valley. Expect to be pampered, entertained, and truly have a memorable trip in Oregon's Wine Country. This is a joinable small group tour for 2 persons or more. We will explore 3 of the finest vineyards in the valley and do a sit down lunch at our favorite establishment or vineyard lunch pairing. Proceed to check availability to see your exact price for the group size, we will handle all route planning and reservations on your behalf and offer door to door pickup and dropoff.

Immerse yourself in waterfall hiking in one of the most unique geologic formations in Oregon! Over the course of the three hours we are in the canyon, we will discovering South Falls' stunning amphitheater and history as the centerpiece of a failed attempt to become Oregon's first National Park. From here we will descend into the up-and-down trails that make up the gorgeous canyon, encountering century-plus-old trees, wildflowers in season, mosses, lichens, and mushrooms and a variety of fantastic rock formations. We will experience up-close encounters with some of the state's most unusual and impressive waterfall formations. On this hiking experience we will explore 4-6 waterfalls and enjoy snacks with the option to purchase a light breakfast or lunch from the cafe. Our hike will be between three and eight miles (5 - 13 km) depending on group energy and desire.

Experience the sights of the Columbia River Gorge from a unique vantage point on the water during this adventurous river cruise. From your seat onboard a Explorer Jetboat, snap photos of the Willamette River and Columbia River, including Cape Horn, Multnomah Falls, Crown Point, Rooster Rock, Beacon Rock, and Mount Hood. Listen as your guide provides insightful live commentary as you enjoy the exhilarating ride along the water.

Start your day off right with a 2-hour brunch cruise along the Willamette River. Board the boat in the late morning and soak in the scenery of northern Oregon as your boat glides away from Portland. When you’re ready, help yourself to a buffet brunch accompanied by sparkling wine or apple cider. You can walk around the deck or sit near the cabin windows to view the stunning landscape.

Portland is known for its food carts, but with numerous pods across the city, it can be difficult to know where to start. This walking tour visits one of the city's oldest food cart pods and several others, where you'll try treats from five to seven different food carts plus a local brewery and a well-known bakery's award-winning dish.

Located east of Portland, the Columbia River Gorge is home to rugged cliffs, and majestic waterfalls. On this convenient half-day tour, travel outside the city to the gorge to see several waterfalls, including Multnomah Falls, one of the tallest waterfalls in the country, and Latourell Falls, as well as sweeping views from Vista House.

Get out in nature with this small-group forest adventure in Portland, Oregon. Your guide will point out highlights along the route, adding context to what you see. Enjoy a scenic car-free gravel path in Forest Park with your choice of Carbon Gravel or Gravel E-bike. The experience suits fit beginner cyclists and experienced gravel riders alike.

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.

Experience the beauty and nature of the Columbia River Gorge in comfort, with this chauffeur-driven tour of one of the prettiest parts of Oregon. You'll stop at key sights, including Bonneville Dam, Vista House, and Crown Point, as well as the most famous attraction in the area: the 620-foot Multnomah Falls.

Oregon's Willamette Valley is known for its Pinots and it's a fantastic place to go wine tasting, provided you leave the driving to someone else. This private tour will take you to three wineries, where you'll sample wine and learn about the ins and outs of Pinot production. You'll be able to sample safely, knowing that someone else will be doing the driving.

Take in the sights of the Northern Oregon Coast without having to keep your eyes on the road with this small-group tour from Portland. You'll pay a visit to the iconic Haystack Rock, stop for lunch in Cannon Beach, known for its cute art galleries and restaurants, and take a short hike in seaside Ecola State Park, all with a local driver/guide to lead the way.

Explore Seaside and Cannon Beach on an approximately three-hour small-group tour with a local guide and driver. Enjoy coastal scenery, local history, movie locations, and photo opportunities while we handle the driving and parking. Highlights may include the Lewis & Clark Salt Works, Seaside’s Promenade, views of Tillamook Head, Haystack Rock, and Ecola State Park’s scenic viewpoints. Discover marine life around Haystack Rock when tides and conditions allow. Paint a rock for Seaside’s Painted Rock Beach, with supplies included. Along the way, hear local stories and get recommendations for dining, shopping, and places to explore after your tour. Tours run Monday–Friday at 10:00 AM. Please provide your pickup location when booking so we can confirm arrangements. Routes, stops, and activities may vary with weather, tides, park access, and group interests.

See Portland like a local—by bicycle—with this guided tour. Your guide will take you on an eight- to 11-mile ride through town, past beautiful neighborhoods filled with flowers and across the river via the pedestrian- and bicycle-only Tilikum Bridge towards downtown, with a stop at a local donut shop for some sugary fuel along the way.

Oregon’s Willamette Valley is known for its fantastic wine, and while it’s easy to get to from Portland by car, driving yourself means limiting your consumption. This small-group tours includes the services of a driver so you can taste wine without worrying about designating a driver, showcasing off-the-beaten-path wineries that you might otherwise miss.

Take a spin around the City of Roses with this bike tour of essential Portland. Pedal through the city's historic Old Town, along the river on the Waterfront Esplanade, through the Park Blocks with their many green spaces and the hip Pearl District. Learn about the spirit of Portland from knowledgeable guides as you see the city as many of the locals do—by bike.

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.

Want to see a bit of Portland, Oregon, and get some exercise while you're at it? Try a walking tour in the center of the city. Uncover Portland's weird and wonderful tales on every corner as you explore its buildings, parks, and streets. Your guide highlights the cultural evolution of the city and offers insights into its past, present, and future.

Visit many of Portland's prettiest parks and neighborhoods with this small-group tour of the city. Your local guide will tell you all about local history and culture while you visit downtown attractions such as Waterfront Park, Pioneer Square, and the South Park Blocks. You’ll also head up to Washington Park, site of the International Rose Garden, and to the historic Pittock Mansion for fantastic city views.