Tours & Itineraries
Let local experts — and our targeted itineraries — offer inspiration for your time in and around Portland.
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.
Guided Portland Tours
Let a trusted local expert show you around the city.
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 sights on the Willamette and Columbia rivers.
Guided Regional Tours
These guided tours explore the beautiful areas that surround Portland.
Columbia River Gorge Tours
Columbia River Gorge tours are an ideal way for visitors to experience the famous Columbia River Gorge National without worrying about traffic or parking. Explore the waterfalls just east of Portland with a guide and driver.
Wine Tours Near Portland
Let someone else do the driving while you enjoy wine tasting and vineyard views.
Mount Hood Tours from Portland
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.
Buying Latinx-Owned in Portland
Spend 24 hours in Portland buying local via Portland’s Latinx Community, where Latine locals thrive in and outside the dining and restaurant scene. From morning till night, this casual itinerary takes you through meals, shopping and attractions.
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.
Discover Portland like a local with these guides to the city's unique neighborhoods.
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.
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.
Just across the river from downtown, the Lloyd neighborhood in Northeast Portland caters to convention attendees, sports fans and shoppers.
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.
South Portland is a slim strip of land on the west side of the Willamette River. This laidback river community is a perfect 10 if water recreation, low-key urban green spaces and hubs to grub and shop are your things.
Criss-crossed with train tracks and lined with old industrial factories, some of Portland's favorite restaurants, microbreweries, boutiques and events call the Central Eastside home.
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.
Discover the Region
Waterfalls, a snow-capped mountain, lush vineyards and more await just outside Portland.
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 River 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.
Explore Portland on one of these upcoming tours of the city.
Morning or Afternoon Half Day Portland City Tour
More than just a basic Portland city tour, the half-day Portland City Tour will reveal the laid-back small city feel of this fun and thriving downtown. You will experience the best Portland sites, including the International Rose Garden, Pioneer Courthouse Square, NW 23rd (the best shopping area in Portland), the Pearl District, the South Park…
Morning or Afternoon Multnomah Falls & Gorge Waterfalls Tour
Explore the beauty of the canyon walls and rock formations, breathtaking waterfalls and awe-inspiring visas that make the Columbia River National Scenic Area one of the Seven Wonders of Oregon. Our enthusiastic guides will introduce you to the most amazing places in the Gorge while providing a comprehensive narrative of this spectacular landscape and its…
Mt. Hood Loop Tour including Multnomah Falls
Join in on a full-day guided tour from Portland to Mt. Hood. By visiting Mount Hood with enthusiastic and knowledgeable guides, you will have multiple opportunities to get the best photographs of the awe-inspiring scenery and to learn about the history and heritage of Portland’s iconic mountain. The tour will depart the hustle and bustle…
Oregon Coastal Tour
Maximize your beach time while at the Oregon Coast Oregon’s coastline is graced with unforgettable vistas: dramatic cliffs, offshore rocks and sea lions, wide sandy beaches, majestic capes, historic lighthouses, enchanted forests and lovely small beach towns which artists and artisans make their home. Locations we may visit include: Cannon Beach, Haystack Rock, Short Sand…
City of Roses Tour
In this sightseeing tour of Portland, you will explore some of the city’s most iconic sites, including the picturesque International Rose Test Garden, the Pearl District, the historic Pittock Mansion, and more. Your tour guide will share stories and insights on this gem of a city along the way, including history, industry, architecture, and landscape….
Spring On The Farm
Come for a guided educational tour. Snuggle some lambs, chicks, and baby bunnies, then stay for extra activities like pictures with the easter bunny, bounce house, hot drinks, and crafts. Adults and children need a ticket. Carried babies are free. Tony’s Fresh Fruit and Mexican Food will be on-site from 11 a.m.-3 p.m. You can…
Willamette Valley Wine Tour
Travel comfortably through the beautiful Willamette Valley with its quaint villages and rolling landscape. Your tour guide will share insights into the Oregon wine industry and show you interesting sites along the way. Stop at some of the most unique boutique wineries the area has to offer. Lunch is included. Wine tastings can be purchased…
Waterfalls and Wonder tour
In this epic sightseeing tour, travel a historic highway and view spectacular sights along the astounding Columbia River Gorge; visit the famous Vista House at Crown Point; feel the spray of majestic Northwest waterfalls, Latourell and Multnomah. Your tour guide will share stories and insights on this beautiful region. Peak Tours and Transit are a…
Oregon Wine Tasting Tour
The best wineries in Oregon lie just under an hour’s drive from Portland in the Willamette Valley, a thriving wine region known for its outstanding Pinot Noir. The Willamette Valley is one of the world’s leading Pinot producers, and with over 550 wineries and 22,000 vineyard acres planted, it is the largest and most important…
Weaving Data Exhibition Tour
Visit the JSMA at PSU for a tour of the exhibition, Weaving Data. Led by JSMA staff, the tour will cover highlights of the exhibition. This program is free and open to the public. ASL interpreting will be provided.* Exhibition, education, and outreach programs have been made possible by a grant from The Ford Family…
Wine, Waterfall, and Timberline Tour
Travel a historic highway, view spectacular sights along the astounding Columbia River Gorge, and visit 1-2 boutique wineries, depending on timing. Feel the spray of Northwest waterfalls, and marvel at the unparalleled craftsmanship of the historic Timberline Lodge on Mount Hood. Lunch is included. Wine tastings can be purchased for an additional fee during your…
St. Johns History Tours by Slabtown Tours
St. Johns is a neighborhood with small-town charm in Portland, Oregon, located in North Portland on the tip of the peninsula formed by the confluence of the Willamette River and the Columbia River. Many structures from the days when the neighborhood was an incorporated city are still standing. The community is known for its amazing…
Peak Touring Club
Find out what makes Portland the remarkable and beautiful, progressive and controversial city it is. The seasoned guide will take Peak Touring Club members on 6 (six) exclusive, specially-themed van tours, the first Tuesday of each month, May through October (adjusting to the second Tuesday in July due to Independence Day). Visit iconic sites, enjoy…
Was this page helpful?