15 Best Guided Tours In Portland

“It was an unexpected “feels like” 16 degrees (nation wide cold burst !) in early November. when we started our trip and even had a short bought of snow flurries, so this was the greatest alternative to a walking tour. Very enjoyable, at your own pace, Audio and GPS very informative, efficient and easy trouble…”

56 reviews1 to 2 hours (approx.)From $16.99by Guide With Action

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2-Hour Experiences, Bike & E-Bike Tours, Cycling Tours, Guided, Portland Oregon, Tour Reviews, Tours

Essential Portland: 2-Hour Guided Bike Tour

/ June 4, 2026

4.Essential Portland: 2-Hour Guided Bike Tour

Cycle Portland’s Essential Portland 2-hour e-bike tour for $55, covering riverfront, Park Blocks, and the Pearl District with an expert guide.

★ 4.8

43 reviewsFrom $55by Cycle Portland

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Cruises & Boat Tours, Guided, Portland, Tour Reviews

Guided RIB Boat Adventure of Portland

/ June 4, 2026

5.Guided RIB Boat Adventure of Portland

Fast RIB ride through Casco Bay for lighthouses, forts, wildlife, and Bug Light Park in 1.5 hours with a small 14-person cap.

★ 5.0

“It is a thrilling ride around the bay. We had 13 people in our group that loved the ride. Definitely a highlight of Portland.”

35 reviews1 hour 30 minutes (approx.)by Maine Coast Cruising

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Guided, Portland, Tour Reviews, Tours, Walking Tours

A Guided Walking Tour of Fabulous Downtown Portland, Oregon

/ June 4, 2026

6.A Guided Walking Tour of Fabulous Downtown Portland, Oregon

A 2-hour guided walk through downtown Portland’s top landmarks, public art, and waterfront, ending at Salmon Street Springs for $39.

★ 5.0

“Our guide, Damon, was excellent! We saw so much of the city and enjoyed some incredible sipping chocolate. A wonderful introduction to Portland.”

32 reviewsFrom $39.00by Peak Tours and Transit

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Guided, Portland City & Sightseeing Tours, Portland Oregon, Tour Reviews, Tours

Discover Portland: Guided Sightseeing Tour (Most popular!)

/ June 4, 2026

7.Discover Portland: Guided Sightseeing Tour (Most popular!)

See Portland’s highlights in 3 hours: Pittock Mansion, Washington Park, Rose Test Garden, Pearl District, and the historic truss bridge.

★ 4.9

“The Tour Guide Eric was fantastic!! He was congenial, knowledgeable and entertaining as we explored Portland and he shared his love of the city with us!!”

28 reviewsFrom $52by Peak Tours and Transit LLC

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Guided, Portland, Private, Tour Reviews, Tours

Guided Jetboat Tour for Six -Private

/ June 8, 2026

8.Guided Jetboat Tour for Six -Private

Private jetboat tour for up to six on the Willamette River from Newberg, with Captain Scott, snacks, and history stop.

★ 5.0

“I highly recommend this tour. Captain Scott is fantastic and his boat is to die for. This boat is awesome and is like riding in a plane. Scott is very personable and very informative. We would cruise for a while and then drift while learning about the river. He stops about half way on "his…”

13 reviews3 to 4 hours (approx.)From $225.00by NW Jet Boat Charter

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Food, Food & Drink, Guided, Portland Food Tours, Portland Oregon, Tour Reviews, Tours

Portland: Secret Food Tour with Local Guide

/ June 9, 2026

9.Portland: Secret Food Tour with Local Guide

A 3-hour small-group Portland walking food tour through Pioneer Square and the Pearl District, with history, tasty tastings, and local guides.

★ 5.0

12 reviewsFrom $101by Secret Food Tours

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Guided, Portland, Self-Guided Tours, Tour Reviews, Tours

Portland (Downtown) Scavenger Hunt & Self-Guided Tour

/ June 10, 2026

10.Portland (Downtown) Scavenger Hunt & Self-Guided Tour

Solve Portland puzzles and photo tasks on a self-guided downtown scavenger hunt using the Explorial app. $15.90, about 2 hours.

★ 5.0

“We wanted to know more about Portland and enjoy the various sites - it was great fun! It was a good hike around the city, we were able to sidetrack to shops and meet people. Absolutely worth it.”

11 reviews2 hours (approx.)From $15.90by Explorial

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Audio Tours, Guided, Portland, Self-Guided Tours, Tour Reviews, Tours, Walking Tours

Portland Maine Self-Guided Walking Audio Tour

/ June 10, 2026

11.Portland Maine Self-Guided Walking Audio Tour

Walk Portland’s Old Port and landmarks with location-based audio in the Action app. Offline maps, lifetime access, and flexible pacing.

★ 4.5

“Great walking tour of local highlights and history. Enjoyed the variety of spots and topics. Focused on history, architecture, local culture and attractions.”

10 reviews1 to 2 hours (approx.)From $12.99by Guide With Action

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Audio Tours, Guided, Portland, Self-Guided Tours, Tour Reviews, Tours, Walking Tours

Portland Maine Self-Guided Driving & Walking Audio Tour Bundle

/ June 11, 2026

12.Portland Maine Self-Guided Driving & Walking Audio Tour Bundle

Portland Maine self-guided driving and walking audio tour with 30+ stories, offline maps, and harbor-to-Old Port sights.

★ 4.0

“Loved this tour! The mix of walking and driving gave us the best of Portland — from city spots like Victoria Mansion to coastal views at Fort Williams Park. Super easy to follow and really fun!”

8 reviews3 to 5 hours (approx.)From $24.99by Guide With Action

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