Portland, Oregon
Bike Tours

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Our most recommended Portland, Oregon Bike Tours

Portland: Food Carts of the Eastside Bike Tour

1. Portland: Food Carts of the Eastside Bike Tour

Meet your tour guide in the thriving industrial district, where you'll be fitted for a bike and helmet before heading out on a culinary experience through some of the more than 60 food cart pods in Portland. Sample favorites spanning a range from Oregon farm-to-table delights, to snacks appropriate for late-night cravings. As you set out, your guide will learn about your food preferences and you will visit the first permanent food cart pod, anywhere. Take a neighborhood ride of between 8-12 miles (13-19 km) to three more favorite food cart pods. Learn about the fascinating tale of how Portland came to be the epicenter of the food cart craze. Bike up a gentle hill to the Hawthorne neighborhood, part of Portland's hometown story and the heart of all that's delicious, funky, and hippie. Delve into the city's foodie history, dating back to the early 1900s, and stop at a special coffee food cart made in a unique vehicle to savor a caffeinated beverage. Your guide will select food for the group to sample at each pod, including samples from carts that were favorites as the scene was being established, and others that have come more recently to be major characters in the Portland food scene. Each dish will tell a little bit more of the food cart story. You'll have the option to purchase beer or dessert before the group starts the ride back to the meeting point; a downhill coast to allow full stomachs to settle. Once back, you will be offered a map of the carts visited during the ride, and others to try beyond.

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Bike Portland: Bridges, Neighborhoods, Poetry, and Roses

2. Bike Portland: Bridges, Neighborhoods, Poetry, and Roses

Enjoy more time riding, with occasional stops for gardens, one-of-a-kind markets, art collectives, sculptures, bridge viewpoints, and river beaches. This tour begins in the inner Eastside neighborhoods, where you will be fitted for an easy-to-ride bike and helmet, ready for a low-key 7-10 mile ride (12-16 kilometers). Your guide will lead your group into the southeast Portland neighborhood of Ladd's Addition where you’ll visit several of the city's quadrants, ride over two bridges, and along the Willamette River. You will visit semi-secret beaches, examine unique modes of transportation, see public art of every shape, color, and texture. This ride is both like a poem and filled with poetry: you will read poetry written on murals, on sidewalks, and carved into rocks. Along the tour, you will have the opportunity to photograph and explore public art, poetry, parks and beaches; and learn about all of the modes of Portland's transportation up close.

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Portland: Cannabis Culture Guided Bike Tour

3. Portland: Cannabis Culture Guided Bike Tour

Meet your guide at the local operator’s bike store in one of Portland’s uniquely funky neighborhoods then head out onto the city streets where your cannabis adventure awaits. On the tour, learn about how Oregon has been a forerunner in cannabis legalization since the 1970s as you take part in a 14.5 km bike ride through the city, visiting dispensaries, head shops, and local hot spots along the way. The experience introduces you to the history of Portland as it influences, and has been impacted by, the story of hemp and cannabis, from the 1800s to the present. Visit two hand-picked dispensaries where you’ll learn what the differences are between strains like sativa, indica, and hybrids, as well as why the aroma of marijuana buds can be a clue to what might be best for you. Enjoy the opportunity to shop for cannabis and edibles, or just learn more about Oregon’s finest farms and strains. Next, wander through the world of art glass and see the spectrum of glass art from purely functional to true works of artistic genius (but still smokable). You can also shop for stunningly crafted wooden pipes, then if you’ve got the munchies, explore the best choices for late-night (or late-afternoon) cravings. In just three hours, experience Portland’s culture and history, and shop for cannabis more confidently, along with a beautiful ride through the city’s neighborhoods that locals call “hippie central.”

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Other Sightseeing Options in Portland, Oregon

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What people are saying about Portland, Oregon

Overall rating

5.0 / 5

based on 4 reviews

This was the MOST fun and fascinating tour! we only had a few days and this was the best view and experience. So glad we did it early so we could revisit cool restaurants and places to go. Not being regular riders we were a bit concerned, but totally unfounded - the ride was easy, Portland drivers were very safe and courteous, and the stops were excellent, all so amazing!

This is a fun informative & informal overview of Portland. We are cyclists & found it very low effort. The French pastry shop was a delightful exclamation point! We were provided helmets & useable bikes& lots of Portland history. I loved riding through various neighborhoods. Be sure to tip!

Excellent guide and knowledgeable of the history that was all around us. Bikes are well maintained and the bike tour provided water as well as French pastries while touring. Take advantage of this tour, we’ll worth it.

Jeri was the perfect guide! Very enjoyable ride and learned a lot about Portland and its history.

The guide was very friendly and informative. I had a great experience