Oregon
History & Heritage

Enter your dates to find available activities

Our most recommended Oregon History & Heritage

Portland: Downtown Ghost Tour

1. Portland: Downtown Ghost Tour

Take a historic and memorable look at the haunted past of Portland, Oregon, with a 1-hour walking tour. Set off on an adventure through downtown Portland with a knowledgeable and experienced guide, and discover the most haunted locations in the area. Make your way to the meeting point at Lan Su Chinese Garden and look out for your guide, who will be carrying a lantern. Begin immediately with the obscure history of the City of Roses before embarking on a haunted route to 8 locations in the surrounding downtown area. Head to the waterfront, then walk the dark streets to the Old Town Pizza to hear researched stories and eyewitness accounts of personal hauntings in Portland's morbid and mysterious past. From there, the tour only gets spookier as you visit The Shanghai Tunnels to see a firsthand reminder of Portland’s shady past where men were kidnapped or “Shanghaied” and sold to ship's captains in need of sailors, and women were captured and forced into illicit work. Learn about an entire network of vice and illicit trade that began to use these tunnels for gambling, opium dens, prostitution, and kidnapping. Your guide will then choose from some of the other most haunted locations and take you to them to deliver, in gripping detail, the history and eyewitness accounts of hauntings and paranormal activity. Finally, make your way back to the final stop at Lan Su Chinese Garden, where your guide can give you a final recap of Portland's strange activity, answer any ghost questions you might have, and check out and exchange any paranormal pictures and activity caught on camera.

...
Portland: Mount Hood Wine and Waterfalls Full-Day Tour

2. Portland: Mount Hood Wine and Waterfalls Full-Day Tour

Enjoy a full-day tour to discover the beautiful landscapes of the wine-growing regions near Portland. After pickup at your accommodation, travel through the verdant landscape of Willamette Valley, known for its hazelnuts, berries, Christmas trees, and Pinot Noir wine. Continue to the foothills of the western Cascades and ascend to the treeline on Mount Hood, the highest peak in Oregon. Spend an hour at the historic Timberline Lodge, built by local artisans during the Great Depression. Explore the interpretive displays, go hiking, or play in the snow, even in summer.  Afterward, drive to Hood River Valley to arrive at the first winery on the tour. Eat a farm-to-table lunch while enjoying a wine tasting at a boutique vineyard with a view of Mount Hood. Learn about wine production in the region and visit 1 other winery in the Columbia Gorge or Columbia Valley areas.  Travel through the Columbia Gorge and admire the towering basalt cliffs, before stopping at Multnomah Falls. Explore the tallest waterfall in Oregon during the 30-minute stop, where you can walk up to the Benson Bridge, visit the interpretive center, or peruse the gift shop. Afterward, you’ll head back to Portland to be dropped off at your hotel.

...
Portland: Columbia River Gorge 3-Hour Small Group Tour

3. Portland: Columbia River Gorge 3-Hour Small Group Tour

Enjoy a half-day guided tour to discover the breathtaking landscape of the western Columbia Gorge. After pickup at your accommodation, travel down Waterfall Alley, known for having the highest density of hanging waterfalls in the world during the winter and spring. Stop at a viewpoint where you'll get a spectacular vista of the western Gorge, with the Vista House in the foreground.  You'll have 15 minutes to spend inside the Vista House, the fanciest rest stop in the world. It was built in 1918, and provides interpretive displays and sublime views. Be careful⁠⁠—sometimes the wind gusts to 160 km/h (100 mph). Stop and do a short and easy hike at a cathedral waterfall. You'll feel as if you're in a fairy tale as you walk through rainforest and discover a magnificent rock formation harboring an elegant waterfall and fluorescent-yellow lichen. As you walk through the rainforest, your guide will highlight some of the plants and animals you'll see along the way. As you drive the Historic Columbia River Highway Scenic Byway, inspired by the Axenstrasse in the Swiss Alps, admire the towering basalt cliffs as you make additional waterfall stops. Explore the tallest waterfall in Oregon during a 30-minute stop at Multnomah Falls, where you can walk up to the Benson Bridge, visit the interpretive center, or peruse the gift shop. Afterwards, you’ll head back to Portland to be dropped off at your hotel.

...
Portland: Underground Donut Tour

4. Portland: Underground Donut Tour

Accompany your passionate foodie guide to 4 donut institutions, where you'll enjoy a curated sample of Portland's best donuts. Savor classics like glazed and chocolate, and discover some more adventurous flavors, like lavender.  Your stops may include Sesame Donuts, Blue Star Donuts, NOLA Doughnuts, and Voodoo Doughnuts, all true donut institutions. You'll even be able to skip the line at Voodoo Doughnuts, where some people wait up to 30 minutes. On the way to the donut shops, visit some local sights including Pioneer Square, Chinatown, and the PSU Campus. Your tour guide will entertain you with interesting facts about these sites as you travel between treats.

...
Portland: Half-Day Tour of Multnomah Falls & Columbia River

5. Portland: Half-Day Tour of Multnomah Falls & Columbia River

Escape the hustle and bustle of central Portland for the morning on a half-day coach tour of the Columbia River Gorge. Experience the natural beauty of the Rose City’s most scenic area. Follow the route of the Lewis and Clark expedition, more than 200 years after the famous explorers. View the gorge from Vista House at Crown Point, and marvel at the world famous Multnomah Falls. Depart Portland at 08:30 AM, enjoying the downtown sights as you leave the city via one of its many bridges. Once out of the metropolitan area, drive the historic Columbia River Highway, enjoying panoramic views hundreds of feet above the river at Crown Point. Descend through the famous highway loops to pristine Latourell Falls. Continue past Wahkeena Falls to Oregon’s most famous natural attraction — Multnomah Falls and Lodge. See the Oneonta Gorge and Horsetail Falls. Return to Portland along the river level route of the Lewis and Clark expedition, taking in panoramic views of Beacon Rock, Cape Horn, and Rooster Rock along the way.

...
Portland: Heart of Portland Sightseeing Cruise

6. Portland: Heart of Portland Sightseeing Cruise

Board the Portland Spirit and embark on a tour of Portland from an entirely new perspective. Learn about the area from the captain's narration. Peruse all three levels, sit indoors in the climate-controlled area or outside in the open air. Take in the views of the Portland waterfront with an available full-service bar and bistro menu available for purchase. The cruise will head south on the Willamette river to Milwaukie and north to the Steel Bridge before bringing you back to the dock.

...
From Portland: Northern Oregon Coast Day Trip

7. From Portland: Northern Oregon Coast Day Trip

Walk the beaches and an old growth forest along the Oregon Coast, and discover technological relics as you drive the Pacific Coast Scenic Byway with a small group led by an interpretive guide. This day trip is a customized tour along a rugged section of Oregon's northern coast. You’ll travel northwest of Portland, as your guide takes you through the farmland of Tualatin Valley, a sub-valley of Willamette, one of the richest valleys in the world, known for its hazelnuts, berries, Christmas trees, and Pinot Noir.  You'll have the option of making history-related stops near the town of Tillamook or spending time in Cannon Beach to check out Haystack Rock, boutique shops, restaurants, cafes, and art galleries. If Cannon beach is chosen, you'll have up to 3 hours to divide your time amongst restaurants, shops, galleries, and the beach.

...
Discover Portland: Half-Day Small Group City Tour

8. Discover Portland: Half-Day Small Group City Tour

Take a 3-hour guided tour of Portland in a small group of no more than 11. Throughout the tour, you'll enjoy beautiful vistas as you drive the hills and bridges in a comfortable, climate-controlled vehicle. Your interpretive guide will give you background on the landmarks you pass and teach you the city's history as you wander the neighborhoods of central Portland. Make a stop at the International Rose Test Garden, where you'll have 20 minutes to walk among the 550 rose varieties. Then, you'll ascend even higher into the hills to Pittock Mansion, which provides the best view of Portland and 5 stratovolcanoes, if the weather is clear. As you navigate the city, you'll be able to take in views of the parks, gardens, bridges, and trees of this lush city.

...
Portland: The Mt. St. Helens Adventure Tour

9. Portland: The Mt. St. Helens Adventure Tour

Spend a full day crawling, climbing, and hiking with your professional guide as you experience Oregon's natural surroundings up close. Travel north of Portland along the lower Columbia River, known for 18th-century Spanish, American, and British explorers, and the Chinookan people. Crawl through a lava tree mold during a 20-minute hike in a landscape reminiscent of a fairy-tale amusement park, before beginning your descent into Ape Cave, one of the longest continuous lava tubes in North America. Spend 1-2.5 hours exploring this cave, named for a purported Sasquatch attack. Weather permitting, you will spend an hour at the closest viewpoint into the crater of the volcano, where you will eat a picnic lunch, overlooking Spirit Lake. Here, if there are no clouds, walk up the 437-step staircase to get a photo of Mt. Hood, Mt. Adams, Mt. Rainier, and of course, Mt. St. Helens. Before returning to Portland, you'll make additional 5-to-30-minute stops to enjoy vistas, hike through oldgrowth forest, and admire a waterfall. Throughout the day you'll learn about the geological history that shaped Mt. St. Helens and the Cascadia region.

...
Bend: Half-Day Cascade Lakes Kayak Tour

10. Bend: Half-Day Cascade Lakes Kayak Tour

Experience a tandem kayak lake tour and enjoy the best mountainous views in Central Oregon. Meet your local guide in the heart of Bend, Oregon. Along with the rest of your group, make your way out of town and up into the Cascade mountain lakes where your kayaking adventure begins. Receive a lesson on kayaking safety measures before climbing into your tandem sit-on-top kayak.  Navigate your way through little-known caves, bays, and wetlands with the help of your naturalist guide. Keep a look out for the otters, mink, osprey and eagles that inhabit this area, and bring a camera for the best mountain views in Central Oregon. After around 2 hours of paddling and admiring your surroundings, you'll have time for a quick dip in the lakes to cool off. Prior to leaving, take in the views of mountains Three Sisters, Broken Top, and Paulina Peak. You’ll then head back to your kayaking starting point and be driven back to Bend.

...

Other Sightseeing Options in Oregon

Want to discover all there is to do in Oregon? Click here for a full list.

What people are saying about Oregon

Overall rating

4.8 / 5

based on 201 reviews

Wonderful trip - and Marcus was one of the best guides we have had on any tour. He set the tone well in introducing our other fellow day trippers, was Incredibly knowledgeable without talking non stop, had a great sense of humor, and he clearly knows the right spots to visit. As for the 2 wineries? Small, boutique and great tastings along with a lovely charcuterie lunch, and as Marcus has worked at a winery in another ‘past life’(!) he added to that experience too. Perfect day, as was the weather although that was outside of Marcus’ skill set!! Thankyou!

I’ve lived in Portland for a while, but have never seen it from the water! Scenically breathtaking, made me fall in love with PDX all over again! Highly recommend, especially if for out of towners. (Took my sister and she loved it as well.)

Tour started on time. Meeting point was centrally located. Tour took us all over Portland and pointed out all the various sites as well as historical info. about the city.

Our guide was very well connected to the tales of the underworld and historic spooky facts of old Portland.

Fun! Delicious! And a really entertaining guide Ian!