The iconic sign and namesake courthouse at Pioneer Courthouse Square.

Tours & Itineraries

Let local experts — and our targeted itineraries — offer inspiration for your time in and around Portland.

The iconic sign and namesake courthouse at Pioneer Courthouse Square.

For first-time visitors to Portland — or those who want to discover new parts of the city — these handy tours and itineraries will get you started on planning your next trip to The Rose City. Whether you’re looking to discover the surrounding region, explore the city on two wheels or sample all 75+ of the city’s breweries, there’s no shortage of tour offerings in Portland. To find even more things to do and ways to experience Portland, check out our events calendar.

Plan

$The South Park Blocks are at the heart of downtown\'s Cultural District.$

Portland City Tours

Great for first-time visitors, city tours offer a comprehensive experience highlighting the best that Portland has to offer.

The iconic sign and namesake courthouse at Pioneer Courthouse Square.

Portland Walking Tours

These tours let you experience a street-level view of supremely walkable Portland.

Portland Bike Tours

Bike tours let you see Portland like a local, rolling through neighborhoods along this cycling-friendly city’s many bike paths, trails and lanes.

Portland Food Tours

Removed Portland Walking Tours due to closure. [IW 12/29/20] Get a taste of Portland on a variety of food tours focused on specific ingredients, venues or neighborhoods.

$Sip beers of all styles at Deschutes Brewery\'s Portland pub.$

Portland Beer Tours

Explore “Beervana” with the help of local expert tour guides on these Portland beer tours.

Portland Boat Tours

See Portland and the region from the water on boat tours that traverse the Willamette and Columbia rivers.

A hot air balloon offers picture-perfect views of the Willamette Valley.

Portland Aerial Tours

Aerial tours give you a bird’s-eye view of Portland and the region.

Gander at different cannabis strains on display at Serra in downtown Portland.

Portland Cannabis Tours

Take a cannabis tour to help orient you, take you to top spots and provide a safe way to consume.

Expedition Old Growth leads tree-climbing tours in Mt. Hood National Forest.

Portland Outdoor Adventure Tours

Explore the great outdoors in and around Portland with these tour operators.

Willamette Valley wine country is a popular destination for private tours.

Private Tours in and Around Portland

Operators offering private tours will create custom outings for you and your group.

The Columbia River Gorge, just east of Portland, is a designated National Scenic Area.

Columbia River Gorge Tours

Explore the waterfalls of the national scenic area just east of Portland with a guide and driver.

The tasting room at Sokol Blosser Winery in the Willamette Valley.

Wine Tours Near Portland

Removed Portland Walking Tours due to closure. [IW 12/29/20] Let someone else do the driving while you enjoy wine tasting and vineyard views.

Mount Hood is reflected in scenic Trillium Lake.

Mount Hood Tours from Portland

Explore Oregon’s highest peak, located 90 minutes from Portland, with these tour operators.

48 Hours in Portland

A two-day walking tour of Portland includes an indie book mecca, local art, peaceful gardens, craft beer and lots of great food.

Find terrific reads for the whole family at whimsical Green Bean Books.

Street Spotlight: Alberta

Northeast Portland’s Alberta Street is best known for its colorful monthly street fair, Last Thursday, but this vibrant avenue is worth exploring any day of the month.

The band Point Juncture, WA performs at Mississippi Studios.

Street Spotlight: Mississippi

Spend a day discovering the secrets of one of Portland’s most popular streets with our guide to chic North Mississippi Avenue.

$Catch a live theatrical performance in the Pearl District\'s Gerding Theater.$

Neighborhood Spotlight: Pearl District

Spend a day enjoying the Pearl District's best eats, drinks and boutiques with this handy guide to the central-city neighborhood.

Catch a classic film or hip arthouse release at historic Cinema 21.

Neighborhood Spotlight: Northwest Portland

Northwest Portland offers an abundance of terrific shopping and choice eats. Tour the area's brightest gems with this curated guide.

Neighborhood Spotlight: Old Town Chinatown

The city’s oldest neighborhood is filled with surprises. Find them all with the help of our handy itinerary.

Breakside Brewery welcomes four-legged friends on its sunny patio.

Neighborhood Spotlight: Slabtown

Northwest Portland's trendy Slabtown neighborhood boasts walkable streets, plentiful shopping, coffee, restaurants and art galleries.

Examine rotating exhibits by luminaries like Andy Warhol at the Portland Art Museum.

Neighborhood Spotlight: Downtown

Follow our guide to find the best coffee, restaurants, tax-free shopping, food carts, bars and things to do in downtown Portland.

Share wood-fired seasonal pizzas at cozy Tastebud.

Multnomah Village

Known as “the village in the heart of Portland,” historic Multnomah Village delivers small town charm mere minutes from the city center.

Two Days in the Columbia River Gorge

Savor the views and flavor of Hood River and the scenic gorge with this 48-hour itinerary.

Ski the day away on snow-capped Mount Hood.

24 Hours on Mount Hood

Plan a perfect getaway to Mount Hood, including skiing and snowboarding, with this itinerary.

Valenzuela greets one of the farm’s resident goats. Photo by Ashley Anderson.

Farm Loops Near Portland

Only 15–45 minutes from Portland, three self-guided tours let you choose your own farm-to-table adventure amid bucolic gardens, ranches and vineyards.

$Bike paths lead from downtown Portland all the way to Gresham\'s Main City Park.$

Exploring Gresham by Bike

Gresham, an east Portland suburb, offers a bevy of bike-friendly businesses and stellar views of Mount Hood.

Double-tiered Latourell Falls is the waterfall closest to Portland.

Waterfalls Near Portland

Get your fill of natural wonders by visiting these waterfalls close to Portland.

Colorful grapes growing along a vine at Villa Catalana Cellars.

Wineries Near Portland

Sample wine at Willamette Valley vineyards in Portland’s backyard, where you can catch spectacular views and budget-friendly flights.

Wildflower Viewing in Greater Portland

Feast your eyes on the many wildflower patches around the region for natural beauties you won't find anyplace else.

Ongoing

Submarine Tech Tour

OMSI (Oregon Museum of Science and Industry) $15

OMSI offers a Guided Tech Tour on the second and fourth Sunday of every month. This special tour guided by an actual submarine veteran is for those who would like to learn more about the technical workings of the Blueback. The maximum tour size is eight people, so plan ahead and reserve your spot. Tech…

Guided Tour

Science & Tech

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