Top Portland Underground Tours

Discover the history and legends behind Portland’s Shanghai Tunnels on a small-group walking tour. Follow your guide beneath a restaurant to the tunnels, which once connected local businesses and hotels to the Willamette River. Learn about subterranean historic events and perhaps catch a glimpse of Nina, the resident ghost. Afterwards, resurface and enjoy three tastings and a full pint of locally produced beer.

Combine a fun night out with ghostly tales of the city during this Portland Haunted History Pub Crawl Experience. This pub crawl takes you to multiple pubs, including Kells Irish Restaurant and Pub and Shanghai Tunnel Bar as you pass by city highlights such as the Benson Hotel. Hear spooky stories of ghosts and paranormal activity from your guide during the evening.

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.

Whether you want to relax after a long day of sightseeing or need to unwind at the end of your workweek, a sunset dinner cruise along the Willamette River is sure to do the trick. The journey offers spectacular views of the Portland skyline and city’s main landmarks. Listen to live music while you enjoy a freshly cooked Pacific Northwest meal.

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.

Portland has long been known for its donuts, and with this tour, you'll get to visit some of the city's best donut shops. Your tour guide will take you not only to the most famous of them all, Voodoo Donuts, but also to lesser-known, but no less delicious spots that locals love.

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.

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 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.

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.

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.

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.

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.

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.

Visit some of Portland's most popular attractions with this guided small-group tour. You'll stop at Voodoo Doughnut for a sweet snack and drive through the tree-filled Hoyt Arboretum. You'll also get to take in great views of the city from the historic Pittock Mansion and the fragrant International Rose Test Garden before making your way back to your hotel.

Get out of the big city and explore the stunning beaches and beautiful towns along Oregon’s northern coast on this full-day, small-group tour from Portland. Visit the charming towns of Manzanita and Cannon Beach—home of the famous Haystack Rock—browse antique shops and art galleries, and stop at several beaches to maximize your time at the Oregon Coast.

Discover lava tube caves, old-growth forests, waterfalls, and more on a guided tour of Mt. St. Helens. The park’s vastness and variety of attractions can be overwhelming on your own, but by visiting with a guide you don’t miss any of the highlights. Plus, you can learn about the area’s geology, ecology, and history—much of which you might miss if visiting the park on your own.