Top Portland Historical Tours

See the best Stumptown has to offer on a small-group tour of the city's top sights and attractions. 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), Willamette Falls, Lake Oswego, Oregon City, and the Oregon City Municipal Elevator. Walk away with a better appreciation for and knowledge of Oregon's largest city.

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.

Want to see a bit of Portland and get some exercise while you're at it? Try a walking tour in the center of the city. You can choose from three tours based on your interests: the first covers the city's architecture and parks, the second focuses on the arts scene, and the third is dedicated to what makes Portland weird.

Learn about the haunted past of Portland, Oregon's Old Town with this guided ghost tour. Your guide will regale you with tales of the past as you walk to different allegedly haunted locations, wrapping up at Kells Irish Restaurant & Pub, believed to be haunted by a long-dead fire captain.

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.

Experience the best of Willamette Valley wine country on a guided wine-tasting tour from Portland. With a small group of fellow wine lovers, spend half a day visiting three handpicked wineries such as Colene Clemens Vineyards and Montinore Estate. Meet local vintners and sample award-winning varietals while marveling at Oregon’s stunning countryside.

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 Oregon’s rocky northern coastline on this scenic full-day trip from Portland. Travel the picturesque US Hwy 101 through quaint beach towns, stopping in Cannon Beach, Ecola State Park, and Oswald West State Park. Spend a luxurious day enjoying panoramic coastal views, geological wonders, and wind-swept beaches.

Species seen nowhere else in the world, dramatic basalt lava flows nearly a mile deep, and some of the world’s most beautiful waterfalls are a few of the sights that await you on this tour. Come experience the grandeur of the Columbia River Gorge, one of the United States’ most photographed Natural Scenic Reserves. We will drive along the oldest scenic highway in the US, stopping at sweeping viewpoints, flowing falls, a historic lodge, and the famed Bonneville Dam Sturgeon viewing center.

Escape the city for an afternoon exploring some of greater Portland's most scenic falls. Set out to see Multnomah Falls as well as other falls along the Columbia River Gorge, home to the largest concentration of waterfalls in the country. Take plenty of pics of the cascading waters or simply bask in their beauty. You'll enjoy incredible panoramic views from the Crown Point Vista House while an expert guide fills you and your group in on local flora, fauna and history.

Immerse yourself in the beauty and bounty of Willamette Valley wine country on this full-day tour from Portland. Perfect for all level of wine enthusiast – from newcomers to connoisseurs – this 7.5-hour trip offers the insight of expertly trained guides and visits to 3-5 vineyards to sample unique varietals including renowned pinots, chardonnays and rieslings. Tasting fees are not included.

Upon arriving in Portland International Airport, avoid lugging around your baggage and waiting in line for a taxi. Book this private airport transfer and get to your destination quickly and in comfort. Transfer is available to your hotel in Portland, Beaverton, Lake Oswego or Tigard.

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.

Immerse yourself in the beauty and culture of central Portland as a local would—by bike. On this bike tour, ride through Portland’s historic west side, exploring art galleries, food carts, iconic breweries and 19th-century architecture. Then head to Waterfront Park for great river views and bridge spotting.

This half-day excursion from Portland takes you through the splendor of the Columbia Gorge and the scenic Multnomah Falls area. Multiple stops allow you panoramic views of the Columbia River Valley and the Bonneville Dam, visits to stunning waterfalls, and a guided history of the Lewis and Clark trail.

See Portland in an alternative way with this Segway tour. Your local guide will start off by showing you how to safely operate Segways. After some practice, you'll head out on the town, visiting the scenic waterfront area while you learn all about Portland's past and present.

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.

Explore some of the culinary hotspots on two wheels with this 2.5-hour foodie bike tour of Portland. Get around like the locals do in this bike-friendly city. Find out what makes the food cart culture special with this classic Portland experience.

Visit the magical Ecola State Park and gaze at stunning views of the rugged and lush Oregon coast.Revel in the misty coastal rainforests which abound with wild berries, ancient Sitka Spuce trees, dozens of species of ferns and lichens and myriad other exotic species! Stroll through the quaint coastal town of Cannon Beach, known for its long stretch of sandy beach, Haystack rock, art galleries and boutique shopping. Travel along scenic Highway 101 stopping at secluded beaches along the way and enjoy the hearty Oregon surfers who brave the mighty Pacific! Look for gray whales, sea lions, seals, rare seabirds (Tufted Puffins!), bald eagles, ospreys, majestic herds of Roosevelt Elk and countless other beautiful examples of exciting fauna (& flora) throughout the day from windswept basalt cliff perches. This tour includes snacks, beverages, luxury van transportation and a naturalist guide.

Come walk around the bustling streets of Downtown Portland with your local guide and discover why Portland is the coffee and donut capital of the world! We'll visit several genuinely local craft coffee houses for an interactive look at different styles and flavors of coffee. Plus we’ll munch on a bunch of locally-made donuts from shops you can only find right here in Portland. We like to think this the perfect way to discover Downtown Portland, see where locals get their coffee and donuts fix, and have fun!

Learn the story of the Portland, Oregon while enjoying its highest and most intimate viewpoints, smelling roses, wandering through gardens, peaking into a forested park and sampling donuts. After we pick you up at Director Park downtown, we’ll drive up the city's north/south dividing line, head to the summit of King’s Heights, and walk the grounds of the mansion built by a newspaper baron to the view that was once available only to the city’s elite. We'll visit Washington Park, and walk through our favorite secret garden, and into the Rose Test Garden. In season, we'll smell the roses -- literally and figuratively! Next: the city center and cultural district. It wouldn't be Portland without a stop for doughnuts, so we'll discuss the history of the city's foundation and the design of these blocks after we duck into one of our favorite shops and grab a treat. We'll visit the South Waterfront, an inner Eastside neighborhood, and give you lots of foodie ideas before we drop you off!

Visit the top sights of the Columbia Gorge and Mount Hood on this guided tour. You'll stop to take in the views at the historic Vista House, spend time exploring Latourell Falls, Horsetail Falls, Wakheena Falls, and famous Multnomah Falls--and that's all before lunch. You'll also get to take a drive through the Fruit Loop apple-growing area and Mount Hood's Timberline Lodge before returning to Portland.

Combine a city tour of Portland with a trip out to Multnomah Falls with this package. You'll head out to the Columbia Gorge in the morning, where you'll get the chance to stop for a visit at Oregon's tallest waterfall before returning to Portland. in the afternoon, you'll join a city tour of Portland, complete with a half-hour stop at the International Rose Test Garden in Washington Park.

See Portland as few people do—from the sky and rooftops—with this experience. You'll start with a trip up and down Portland's famous aerial tram, which offers great views of the city, followed by a jaunt to the city's Old Town to check out views from the rooftops of two more buildings.