Bus, boat and helicopter tours
You can hop on and off the Big Pink Sightseeing Trolley Tour at any of 12 stops, which include Pioneer Courthouse Square, the Rose Garden and the Pearl District. The trolley serves each stop hourly, giving you plenty of time to explore.
Showing off the city by boat, Portland Spirit offers an array of tours, from brunch, lunch, and dinner cruises to kid-friendly voyages or just plain ol’ sightseeing sails. Prices and days vary. Short on time? A tour with Willamette Jet Boats will show all the sights, with an open-cabin, 130-person one- or two-hour tour that give passengers a distinct view of Bridgetown.
To get a birds-eye view of the city and the surrounding area, climb the skies with Konect Aviation helicopter tours, which offers one-hour fly-bys of Portland as well as tours of wine country vineyards and the Evergreen Aviation & Space Museum.
With short city blocks and lots to see, Portland is one of the world’s best walking cities, and Portland Walking Tours loves to strut the local stuff. With seven different tours (including “Best of Portland” and “Underground Portland” strolls), they’ve got the city covered from nice to vice, at an array of prices and times.
The Secrets of Portlandia Free Walking Tour covers the city’s foray into pop culture with a smart and funny stroll through the downtown, where host Erik Kennon shares everything he knows (and some things he doesn’t) about Stumptown. No reservations are necessary, just look for him in a green shirt by Pioneer Courthouse every day at 11 a.m. in the late spring, summer and early fall — rain or shine (really).
Get a real taste of Portland with Forktown Food Tours, strolling and sampling at restaurants, food carts, markets and bakeries in some of the city’s most delicious districts: Downtown and the Pearl District, Downtown and the Farmers Market, Northwest 23rd Avenue and the Alphabet District, North Mississippi Avenue and Southeast Division Street.
The first major U.S. city to be designated a Platinum-level Bicycle Friendly Community, Portland is great to explore from the saddle, and there are bike tours for all levels of riders that cover all manner of terrain. Guided tours from Cycle Portland Bike Tours take cyclists around downtown and into neighborhoods or around a circuit of the city’s breweries. Similarly, Pedal Bike Tours hits the favorite local sites, breweries and food carts, but also stretches out into wine country, the Columbia River Gorge and the coast.
For $20, the Proof Inc. pass waives tasting fees at five eastside distilleries and includes a map for your self-guided walking tour, plus discounts at more than 50 nearby hot spots, including nearby bars and restaurants.