Top Portland How to Get Around in 2026

We offer premium, curated wine experiences that are perfect for travelers, wine lovers, and private groups. Explore beautiful vineyard landscapes while enjoying expertly guided tastings at 2 -4 hand selected boutique and estate wineries. Our tours can be customized to fit your desires, whether you’re interested in gourmet food pairings, private luxury experiences, or special event packages. Enjoy our transparent pricing with no hidden fees and comfortable vehicle for a relaxing day in wine country. - Explore 3-5 boutique and estate wineries with expert guides - Tailored private luxury tours for couples and groups - Enjoy exclusive reserve tastings and artisan food pairings - Flexible half-day and full-day options available

There's no better way to explore Portland than on bicycle, and with this private electric bike tour, you'll get to see the best of what this city has to offer, like a local! This tour is led by a former city spokesperson who knows the city inside and out. There will be plenty of stops along the way for photos and snacks, and special requests can be made in advance.

If you’ve flown around one mountain, you know how incredible it is. Now imagine flying around three for the most up close aerial view you can have! Experience up close details of Mt. St. Helens, Mt. Hood, and Mt. Adams on this air tour that takes you around these three iconic Pacific Northwest mountain peaks. On this flight tour, you’ll see these mountains in incredible detail, including overflying vast forests filled with lakes, creeks, rivers, valleys, and trees. This will be an experience you’ll never forget.

Jeff Davies has 30+ years of guiding Willamette Valley Wine Tours. I have top reviews on TripAdvisor, Google and Yelp for Private Tours & Group Tours. My commentary will give guests insider knowledge and our winery visits will give guests memorable encounters with winery staff. I can specialize the tour to suit your taste. I prefer wineries with amazing wine and beautiful views but, it's your choice. You can choose your wineries and can also pick them . Also, there are lunch choices to be made.

Two park rangers warm quick-witted Quinn and old-soul storyteller Boone — narrate automatically by GPS as you drive the Historic Columbia River Highway, so your eyes stay on the road and the waterfalls, not a screen. You roll past seven waterfalls and the cliff-top Vista House while they unspool the Gorge's legends and lost history. Works fully offline — the Gorge has spotty signal. Buy once, keep it forever.

Discover Portland with our self-guided tour, exploring the quirky, creative, and fiercely independent city nestled between the snow-capped peaks of Mount Hood and the rugged Oregon coast. Begin at Pioneer Courthouse Square and wander into Powell's City of Books, the largest independent bookstore in the world, filling an entire city block with over a million volumes. Stroll the warehouses of the Pearl District, then ascend into the West Hills to experience the Portland Japanese Garden and the International Rose Test Garden with 10,000 rose bushes blooming beneath Cascade Range views. Cross the Willamette River on the Hawthorne Bridge to discover the murals and vintage shops of the Alberta Arts District. Explore the Lan Su Chinese Garden, taste legendary doughnuts at Voodoo Doughnut, and marvel at the Gothic arches of St. Johns Bridge in Cathedral Park. Beyond the city, visit Multnomah Falls — Oregon's tallest waterfall plunging 189 meters down a basalt cliff in the Columbia River Gorge.

Solve a self-guided walking quest through Ladd's Addition, Portland's hidden architectural gem in the Southeast. Decode classic ciphers, hunt for landmarks, and explore a maze-like neighborhood with diagonal streets, five rose gardens, and over 100 historic homes. Use Questo app on your phone to follow 15 stops through Ladd's Addition: Seven Corners, Ladd Circle, the historic Hat Museum house, the East and West Rose Gardens, and hidden alleys. Solve riddles, decode A-to-Z ciphers, and find architectural details most visitors miss. Each chapter has its own puzzle and a real piece of Portland history, from the 1891 diagonal street plan to the bungalow and Craftsman homes that define Southeast Portland. Start anytime, pause whenever, and pick up where you left off. Bike-friendly: works on two wheels too. Perfect for architecture fans, repeat Portland visitors looking off the beaten path, families with curious kids, or anyone who wants to keep Portland weird.

Step off the beaten track and discover the real engine behind Portland's eccentric reputation. This self-guided walking tour explores haunted Victorian coffeehouses, radial garden labyrinths, inclusive zine shops, reclaimed cemetery grounds, thrift collectives, painted street intersections, and community-saved film archives. Led by sociologist Lukas and local detail expert Olivia, you will uncover how grassroots activists, independent business owners, and creative visionaries fought to keep the Rose City stubbornly unique against corporate homogenization. - A 7.8 km self-guided tour with 8 stops and 1 audio interlude over 197 min - Ideal for travelers interested in Social Fabric & Everyday Life and Art, Design & Aesthetics - Immersively told in a podcast style by experts and locals - Matching audio content, AI guide and navigation through the app

A vivid walk through Portland's rough-and-rowdy beginnings. Follow the Willamette from docks to depots, uncovering how river trade, lumber wealth, railroads, immigration, and vice built the city between 1845 and the early 1900s. Expect steamships, saloons, Shanghaiing legends, and plenty of frontier swagger. Solve puzzles, explore the city, and find hidden gems at your own pace. Try a new type of experience with your smartphone, the perfect mix between a walking tour, sightseeing, and a scavenger hunt.

Step into the polished streets of Portland's Pearl District, a globally celebrated triumph of urban renewal. But beneath the LEED-certified high-rises and artisanal cafes lies a buried history of gritty railyards, displaced artists, and blue-collar sweat. Join urban planner Tom and cultural historian Iris on a provocative journey that asks: when a city 'saves' a neighborhood, who is it really saving it for? A 1.8 km self-guided tour with 6 stops over 80 min Ideal for travelers interested in Urbanism, Infrastructure & Innovation and Social Fabric & Everyday Life Immersively told in a podcast style by experts and locals Matching audio content, AI guide and navigation through the app

The cast of this ghost hunt is ten people who died with something unfinished: a bride three days from her wedding, a doctor on his third night without sleep, a librarian who stayed late to shelve one last delivery. They're fictional, and they're loose in downtown Portland. You'll track them down with the Questo app, starting in Pioneer Courthouse Square and working through the blocks around the Arlene Schnitzer Concert Hall, City Hall and Portlandia. Each ghost hands over a clue once you've solved its puzzle, and the clues add up to the final question: which of the ten has been lying? It's a self-guided walk of about 1.2 miles that takes roughly 90 minutes, compact enough for families. Start at any time that suits you. Hints are built in, and someone from our team is around 24/7 if you need help.

"Dive into adventure with Let’s Roam, your go-to for the ultimate app-led adventure hunts! Step into a world where every landmark and hidden gem is waiting to be discovered. Challenge yourself with trivia, tackle brain-teasing puzzles, and embark on an epic journey of exploration! Whether you’re collaborating with your crew or turning up the competition, Let’s Roam Adventure Hunts guarantee a blast for all. Perfect for any occasion—whether it’s a spontaneous outing, a wild bachelorette bash, a festive birthday celebration, or a team-building extravaganza. Each player gets to dive into an interactive role, ensuring every challenge is as thrilling and unique as the next. So, gather your squad, choose your adventure, and let the good times roll! With Let’s Roam, every outing becomes a treasure trove of memories and excitement. Are you ready to conquer the city and create unforgettable experiences? Let’s Roam and make every day an adventure! "

Prepare for an immersive experience in Washington Park, Portland's beautiful green oasis! This exploration invites you to uncover its many wonders by answering engaging questions about the sights around you. Be captivated by attractions like the zoo, forestry museum, arboretum, and vibrant rose garden. You'll have opportunities to photograph unique landmarks, learn fascinating facts about the Lewis and Clark Expedition, and even earn extra credit for a team photo with the picturesque Portland skyline. Be sure to seek out the world's largest independent bookstore and the minuscule park. An unforgettable journey awaits!

Dive into downtown’s vibrant culture by uncovering hidden art, playful bronze ducks, and clever riddles scattered throughout the city. Wander from Kvinneakt to The Quest, encounter mischievous coyotes and puzzling Roman numerals, and soak up quirky local lore—including how Portland almost ended up with a different name. Engage your curiosity and embrace what makes this city uniquely eccentric, from its famed naked bike rides to ancient volcanoes and a fate settled by the flip of a coin.

Dive into adventure with us, your go-to for the ultimate app-led adventure hunts! Step into a world where every landmark and hidden gem is waiting to be discovered. Challenge yourself with trivia, tackle brain-teasing puzzles, and embark on an epic journey of exploration! Whether you’re collaborating with your crew or turning up the competition, our adventure Hunts guarantee a blast for all. Perfect for any occasion—whether it’s a spontaneous outing, a wild bachelorette bash, a festive birthday celebration, or a team-building extravaganza. Each player gets to dive into an interactive role, ensuring every challenge is as thrilling and unique as the next. So, gather your squad, choose your adventure, and let the good times roll! With us, every outing becomes a treasure trove of memories and excitement. Are you ready to conquer the city and create unforgettable experiences? Let’s make every day an adventure!

Argo is a mobile platform that transforms cities into interactive quest spaces. Imagine walking through your own neighborhood, or visiting a new city, and uncovering hidden stories, puzzles, and art, all woven together into playful narratives.

- Wildlife in abundance. Osprey, eagles, salmon, mergansers, otters, heron, and more - Clear water, allowing for breathtaking views down to the bottom of the creek bed. - Located in Cascade Locks OR we're 15 minutes from Hood River and 50 minutes from Portland

Dive into adventure with us, your go-to for the ultimate app-led adventure hunts! Step into a world where every landmark and hidden gem is waiting to be discovered. Challenge yourself with trivia, tackle brain-teasing puzzles, and embark on an epic journey of exploration! Whether you’re collaborating with your crew or turning up the competition, Adventure Hunts guarantee a blast for all. Perfect for any occasion—whether it’s a spontaneous outing, a wild bachelorette bash, a festive birthday celebration, or a team-building extravaganza. Each player gets to dive into an interactive role, ensuring every challenge is as thrilling and unique as the next. So, gather your squad, choose your adventure, and let the good times roll! With us, every outing becomes a treasure trove of memories and excitement. Are you ready to conquer the city and create unforgettable experiences? Let’s Roam and make every day an adventure!

Dive into adventure with Let’s Roam, your go-to for the ultimate app-led adventure hunts! Step into a world where every landmark and hidden gem is waiting to be discovered. Challenge yourself with trivia, tackle brain-teasing puzzles, and embark on an epic journey of exploration! Whether you’re collaborating with your crew or turning up the competition, Let’s Roam Adventure Hunts guarantee a blast for all. Perfect for any occasion—whether it’s a spontaneous outing, a wild bachelorette bash, a festive birthday celebration, or a team-building extravaganza. Each player gets to dive into an interactive role, ensuring every challenge is as thrilling and unique as the next. So, gather your squad, choose your adventure, and let the good times roll! With Let’s Roam, every outing becomes a treasure trove of memories and excitement. Are you ready to conquer the city and create unforgettable experiences? Let’s Roam and make every day an adventure!

Celebrate the magic of the season this year with Holly Jolly Hunt. Holly Jolly Hunt is an app based scavenger hunt that you can play anywhere of your choosing. Explore the city and look for holiday related items, both traditional and not so traditional. Take a photo through the app to score points for your scavenger hunt team. Perform fun, holiday challenges that will bring laughter to your team. See your score on the leaderboard compared to other teams from all over. Holly Jolly Hunt is guaranteed to provide lasting holiday memories. Whether you play with friends, family, or even co-workers, Holly Jolly will put a smile on your face for the rest of the year!

We're definitely Keeping It Weird on the Underground Donut Tour, Portland Holiday Edition. Come join us as we stroll through downtown Portland and try some of the best donuts you'll ever have in your life. Seriously, these donuts are amazing. The tour starts near the South Park Blocks at Sesame Donuts with their signature sesame donut. Next we head through downtown, past the Portland Art Museum, to Coco Donuts near Pioneer Courthouse Square, where we'll admire the holiday lights and decorations. Then it's into Old Town for the legendary Voodoo Doughnut and its festive holiday flavors, and we finish at Lil' Funky Donuts near Skidmore Fountain with mini donuts like pistachio and dulce de leche. Along the way, you'll learn about Portland history, both for donuts and the larger restaurant scene, with plenty of humor and fun for the whole family. What's not to love? We hope you can make it!

Explore the stunning Columbia River Gorge with an unforgettable sunset waterfall tour. Witness the beauty of iconic waterfalls like Multnomah Falls, Latourell Falls, and Shepherd's Dell Falls while enjoying short nature walks and breathtaking views. Your knowledgeable guide will share insights into the area's rich history and natural wonders as you traverse this remarkable landscape. Conclude your day at Crown Point, where you can marvel at the panoramic views over the gorge as the sun sets over the river. This small group tour ensures an intimate experience, with convenient hotel pickups from downtown Portland. - Tour duration: 1:00 PM - 5:00 PM, available Thursday-Tuesday - Small group size of ten or fewer, perfect for personalized exploration - Complimentary snacks and non-alcoholic beverages provided throughout the tour - Suitable for ages 8 and up for small group tours

Discover the ultimate family-friendly adventure in Oregon, blending aviation history, breathtaking landscapes, and hands-on farm experiences. Begin at the Evergreen Aviation & Space Museum, home to the impressive Spruce Goose and a remarkable collection of aircraft. Enjoy a scenic drive through the picturesque Willamette Valley before reaching Abbey Road Farm, where adults can indulge in wine tastings while children interact with friendly farm animals like alpacas and goats. This is the perfect balance of culture, nature, and family time near Portland. - Visit the Evergreen Aviation & Space Museum and see the Spruce Goose - Enjoy a scenic drive through the stunning Willamette Valley - Experience interactive farm fun at Abbey Road Farm with friendly animals - Perfect for families looking for a mix of culture, nature, and leisure *This private tour requires a minimum of 3 participants to operate.

We offer premium, curated wine experiences that are perfect for travelers, wine lovers, and private groups. Explore beautiful vineyard landscapes while enjoying expertly guided tastings at 2 -4 hand selected boutique and estate wineries. Our tours can be customized to fit your desires, whether you’re interested in gourmet food pairings, private luxury experiences, or special event packages. Enjoy our transparent pricing with no hidden fees and comfortable vehicle for a relaxing day in wine country. - Explore 3-5 boutique and estate wineries with expert guides - Tailored private luxury tours for couples and groups - Enjoy exclusive reserve tastings and artisan food pairings - Flexible half-day and full-day options available