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.
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.
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.
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 laid-back river community is a perfect 10 for water recreation, low-key urban green spaces and lots of spots to eat, drink & shop.
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.
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.
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.
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.
Come see lighted Christmas Ships on the Willamette River from the comfort of a trolley. This is a unique experience with a front-row view of the ships, as well as seeing homes decorated for the holidays along the route. All trips depart from Lake Oswego and will last about 60~90 minutes depending on the boats….
Prepare to journey back in time to the birth of the Cascade Mountain Range, where lava and pyroclastic matter oozed and flowed, creating a solid layer of basalt rock that coated Western Oregon. Fast forward to the Pleistocene Ice Age, and witness the epic Lake Missoula Flood, which carved out the majestic Columbia River Gorge,…
Get ready to explore the heart and soul of Portland with a half-day City Tour. This isn’t your average tour; you'll be takn on a journey through the city’s charming streets and reveal its laid-back atmosphere. Brace yourself for an amazing tour of Portland’s must-see spots like the International Rose Garden (seasonally), the World Forestry…
Jump into a day-long adventure and discover what makes the Columbia River Gorge National Scenic Area a true gem. Be awed by the majesty of the USA's second tallest waterfall, witness the incredible salmon journey at the Bonneville Dam Complex, catch some windsurfing thrills in the windsurfing capital of the USA, and explore the official…
Buckle up for an epic journey as you are whisked away from Portland to the spellbinding Mt. Hood. With passionate and well-informed guides leading the way, you’ll have plenty of chances to snap up some breathtaking shots of the majestic landscape and soak up the mesmerizing history of this iconic mountain. Enjoy a full day…
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…
Ready for an adventure? Join the ultimate tour of Portland and the Columbia River Gorge. You'll see the must-see sights in Portland and then be whisked away to the stunning Columbia Gorge National Scenic Area. Discover the magic of the waterfalls, soak in breathtaking views, and dive into the history of the area’s top attractions….
In this 3-hour sightseeing tour, we will explore some of Portland's most iconic sites, including the picturesque International Rose Test Garden, the Pearl District, the historic Pittock Mansion, the cultural district, the government district, Mt. Tabor, and more. Cross the oldest truss bridge in operation in America. Your tour guide will share stories and insights…
In this 3-hour sightseeing tour, travel a historic highway — an engineering marvel — and view spectacular sights along the astounding Columbia River Gorge; visit the famous Vista House and fascinating Women's Forum Park; feel the spray of majestic Northwest waterfalls, Latourell and Multnomah. Your tour guide will share stories and insights on this beautiful…
Explore downtown Portland, and learn about the history and culture of one of this country's most talked about cities. During the ~1.5-mile (2.4 km) walk, you will experience famous historical sites, vibrant public squares, hilarious trivia, hidden artwork, innovative parks, magical city-planning concepts, the tiniest park in America, and more. Pick up in front of…
Oregon is home to some of the most beautiful vineyards in the world, not only known for its distinctive pinot noir but many other varietals such as pinot gris, chardonnay, riesling and more. Your experience will take place in the heart of the Willamette Valley, home to renowned, award-winning wineries. Oregon's Willamette Valley has elevated…
In this 7-hour sightseeing tour, travel in cozy comfort through idyllic Willamette Valley with its quaint villages and rolling landscape. Your tour guide will share history and insights on Oregon and the wine industry. Stop at some unique boutique wineries, plus local specialty shops. Lunch is included. Wine tastings can be purchased at each winery…
Sip your way through Oregon’s finest wines on an extraordinary tasting tour, only a day trip away from Portland. Discover the stunning Willamette Valley, and be guided through the best wine experiences it has to offer. Soak up the breathtaking views, visit three amazing vineyards, and unveil the secrets behind the perfect Oregon Pinot Noir….
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. We will…
Uncover Portland’s dark side on this spine-tingling walking pub tour. In the early 1900s, unsuspecting sailors were often ruthlessly abducted and whisked away through the notorious Shanghai Tunnels. Tour guides will tell you how notorious criminals kidnapped thousands of people and why their ghosts still haunt Portland today. This is Portland’s longest-running ghost tour with…
Running for the very first time from December 1st to December 31st, the Portland Holiday Hunt is a brand-new experience that captures the spirit of the holidays in the heart of Portland, Oregon. The mission is simple: to bring joy, wonder, and a dash of mystery to the holiday. Armed with a smartphone as their…
Experience the eccentricity of Portland, Oregon and visit one of its quirkiest neighborhoods on this walking pub tour. This tour is a must-do for anyone who wants to immerse themselves in the fascinating history of the city, including stories of UFO sightings, Bigfoot sightings, exploding whales, wacky bike rides, strange locals, hijackings, hipsters, artists, and…
Beginning in the Cascades and moving upriver through the eastern stretch of the Columbia River Gorge is the relatively young but rapidly growing wine-making region known as the Columbia River American Viticulture Area (AVA). Often referred to as “A World of Wine in 40 Miles,” the Columbia River AVA consists of a combination of climates,…
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…
Get ready to be swept off your feet by your guides as they take you on a journey of a lifetime through the stunning Columbia River Gorge and the Hood River Valley. Brace yourself for a riveting tale of this breathtaking terrain and its awe-inspiring past. And just when you thought it couldn’t get any…
Was this page helpful?