Search 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.
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.
Neighborhood Itineraries
Discover Portland like a local with these guides to the city's unique neighborhoods.
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.
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.
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.
Upcoming Tours
Explore Portland on one of these upcoming tours of the city.
Christmas Ships Trolley Excursions
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….
Multnomah Falls & Gorge Waterfalls Tour
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,…
Portland City Tour
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…
Full Day Columbia River Gorge Tour
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…
Mt. Hood Loop Tour including Multnomah Falls
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…
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…
Portland City Tour & Gorge Waterfalls Combo
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….
City of Roses Tour
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…
Waterfalls and Wonder tour
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…
City of Inspiration: A Walking Tour of Downtown Portland
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…
Private Elevated Wine Tour Experience
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…
Willamette Valley Wine Tour
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…
Oregon Wine Tasting Tour
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….
Half Day Gorge Waterfalls Tour from Portland
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…
BeerQuest Haunted Pub Tour
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…
Portland Holiday Hunt
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…
Weird Portland Pub Tour
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…
Multnomah Falls & Gorge Waterfalls & Wine Tasting Combo
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 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…
Multnomah Falls, Train Ride, & Wine Tour
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…
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