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.
Know Before You Go
To slow the spread of the highly transmissible Delta variant, effective Aug. 27, a statewide mask mandate is in place. Oregonians and visitors ages 5 and up are required to wear face coverings in all public indoor settings, as well as crowded outdoor public spaces where physical distancing is not possible, regardless of vaccination status. This rule does not apply to individuals actively eating or drinking.
Additionally, some event organizers and venues may require proof of vaccination, or a negative COVID test, for admission. Other events may be canceled, postponed or held virtually. Please check individual event websites for the most up-to-date information.
Portland City Tours
Great for first-time visitors, city tours offer a comprehensive experience highlighting the best that Portland has to offer.
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.
Food Tours In and Around Portland
Get a taste of Portland on a variety of food tours focused on specific ingredients, venues or neighborhoods.
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.
Explore the waterfalls of the national scenic area just east of Portland with a guide and driver.
Let someone else do the driving while you enjoy wine tasting and vineyard views.
Explore Oregon’s highest peak, located 90 minutes from Portland, with these tour operators.
Two Days in Portland
Two days and too much to see — that’s the battle cry of many a traveler. Luckily, Portland is easy to traverse and has plenty of attractions convenient to its city center. Make the most of your spin through Stumptown with this 48-hour plan.
Portland’s Six Quadrants
In our classic quirky fashion, Portland’s six main geographical sections (North, Northeast, Northwest, South, Southeast and Southwest) are referred to by residents as the city’s “quadrants.” Each quadrant holds neighborhoods with distinct boundaries and distinctive characteristics just waiting to be explored.
Alberta Arts District
Lined with street art, galleries, restaurants and bars, this Northeast Portland neighborhood is best known for its colorful monthly street fair.
Enjoy live music, local shops and popular restaurants and bars on this historic North Portland street.
The chic Pearl District features galleries and cultural institutions, as well as stylish shops and acclaimed eateries on loading docks with cobblestone streets, which hint at this former warehouse district’s past.
Northwest / Nob Hill
Old Portland charm lives through the repurposed Victorian homes, now boutiques and restaurants which line the streets of Portland's Northwest district with sophisticated shopping, dining, an urban forest and breathtaking views of the city.
Old Town Chinatown
Today, Portland’s original downtown is a bustling entertainment district, home to Portland's famous Saturday Market, Chinatown Museum and Lan Su Chinese Garden.
Northwest Portland's trendy Slabtown neighborhood boasts walkable streets, plentiful shopping, coffee, restaurants and art galleries -everything you need can be found in this lively, friendly neighborhood.
Portland’s compact, walkable downtown offers easy access to great food, green spaces, cultural offerings and tax-free shopping. Browse the city’s most diverse mix of retail brands, see a show and grab a bite at a food cart or fine restaurant.
Explore the Region Around Portland
Portland is the perfect launchpad for adventure, with the vast Oregon Coast, snow-capped Mount Hood, verdant wine country and epic waterfalls all within easy driving distance of the city. Whether your interests are skiing, sipping or just trying something new, the regions outside Portland are all ripe for exploration.
24 Hours on Mount Hood
Plan a perfect getaway to Mount Hood, including skiing and snowboarding, with this itinerary.
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.
Exploring Gresham by Bike
Gresham, an east Portland suburb, offers a bevy of bike-friendly businesses and stellar views of Mount Hood.
Waterfalls Near Portland
Some of the most picturesque waterfalls line the Columbia River Gorge, just a short drive from Portland. But these cascading natural wonders are even closer to Portland from the Willamette River to the Cascade Mountain Range.
Wineries Near Portland
Sample excellent wine at Willamette Valley wineries near Portland, where you can enjoy spectacular views, budget-friendly flights and more.
48 Hours in the Gorge
Offering breathtaking vistas, vineyards and abundant waterfalls the Columbia Gorge offers endless options for exploration and adventure. For visitors finding themselves with more options than time, this two-day itinerary can help you pack the most into your stay.
For two weekends every October, Portland Open Studios invites visitors to explore the houses and offices of artists across the city.
The Mt. Tabor Art Walk is a Portland tradition. This juried show and sale is a great opportunity to see quality visual art and meet artists in their studios and homes. Diverse media are represented including photography, painting, ceramics, sculpture, prints, metal arts, photography, glass, jewelry, book arts and mosaics. The Mt. Tabor Art Walk…
Shanghaied In Portland is one of the only re-enactor-led walking tours in Portland. This two-hour, small-group walking tour takes you through time to 1890’s Portland when it was named the most dangerous seaport in the world by the governments of Britain, France, and Germany – and Shanghaied sailors. From Portland’s oldest buildings, streets with original…
Follow the path of an ancient riverbed, carved by the last ice age, past the Bridge of the Gods, and explore the Windsurfing Capital of the World. In the afternoon, traverse Oregon’s fertile fruit valley on the way to the alpine top of a volcano, which boasts a title as the world’s 2nd most summited…
Species seen nowhere else in the world, dramatic basalt lava flows nearly a mile deep, and some of the world’s most beautiful waterfalls are a few of the sights that await you on this tour. Experience the grandeur of the Columbia River Gorge, one of the United States’ most photographed National Scenic Areas. Drive along…
With over 300 miles of public coastline, Oregon’s beaches are sure to amaze with their dramatic offshore rock formations and reborn beach towns. This tour will travel along one of the most picturesque driving routes in the country, US HWY 101. We will spend the day exploring breathtaking beaches, trekking along sandy shores, and viewing…
Uncover Portland’s dark side on this spine-tingling walking tour and hear firsthand accounts of paranormal encounters – all while sampling six local beers. The Old Town District in downtown Portland, Oregon is lined with beautiful historic buildings and cobblestone streets. Lively with restaurants and nightlife today, 100 years ago Old Town was home to many…
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