Top Portland Tours, Sightseeing & Cruises - page 3

Immerse yourself in the beauty and bounty of Willamette Valley's renowned wine country on this full-day, small-group tour from Portland. Perfect for all levels of wine enthusiasts—from newcomers to connoisseurs—this tour whisks you to three or four top-rated vineyards. Sample a range of varietals (tasting fees own expense), enjoy a picnic lunch, and benefit from door-to-door service.

Oregon’s Willamette Valley is known for its fantastic wine, and while it’s easy to get to from Portland by car, driving yourself means limiting your consumption. This small-group tours includes the services of a driver so you can taste wine without worrying about designating a driver, showcasing off-the-beaten-path wineries that you might otherwise miss.

Visit many of Portland's highlights in just half a day with this small-group tour of the city. You'll make stops along the way to see the thousands of flowers at the International Rose Test Gardens and take in the views from the elegant Pittock Mansion. You'll also pass plenty of the city's most interesting sights and neighborhoods, making this tour a great option for those who want to orient themselves.

Discover Mount Saint Helens from a unique vantage point on a private flight tour from Troutdale. Once airborne, soar over the Colombia River Gorge and Portland. Have your camera ready as the plane flies above and around Mt. Saint Helens' crater and see the destruction from its 1980 eruption. Note: The flight route is dependent on weather and may change last minute.

See the best of Portland's street art as you cruise around the city on a bicycle with this group tour, limited to 16 participants. After getting you fitted with a bike and a helmet, your guide will take you through the city's inner eastside, where you'll see gargantuan murals, check out interesting shops, learn about street art, and get the chance to take lots of photos.

Eat and drink your way through downtown Portland with this tour, which focuses on two of the city's most lauded treats: coffee and donuts. Your guide will take you to craft coffee houses to give you an insider view on different approaches to coffee and lead you to a variety of donut shops, many offering tasty treats not found anywhere else in the country.

Forest Park and Washington Park Small-Group Hike Hike from the city and up into massive Forest Park and the adjacent Washington Park with a guided hike. The morning tour will take you through Northwest Portland and up into the International Rose Test Garden, while the afternoon tour starts in the Goose Hollow neighborhood near downtown. Both will pass by some of the parks' prettiest spots, including the Japanese Garden and the Witch's Castle.

Get out of the big city and explore the stunning beaches and beautiful towns along Oregon’s northern coast on this full-day, small-group tour from Portland. Visit the charming towns of Manzanita and Cannon Beach—home of the famous Haystack Rock—browse antique shops and art galleries, and stop at several beaches to maximize your time at the Oregon Coast.

Skip the dry history tours and lean into Portland's more eccentric side on this pub tour in the Hawthorne and Division neighborhoods. Combine beer with art as you try local brews and visit the area's most famous murals. Learn about local legends, from Bigfoot sightings to exploding whales, that you wouldn't discover on your own.

Combine two of Portland's quintessential experiences—cycling and food carts—with this small-group guided tour. You'll visit Portland's first major food cart pod, Cartopia, cycle through the flower-filled neighborhoods of Ladd's Addition and Hawthorne, and make a stop at the Scout Beer Tap House, all with a local guide to show you the way.

Our small group Eastside Coffee Roaster walking tour takes you to the makers who have called the neighborhood their home for decades, each with a different approach to coffee roasting and brewing. Across from downtown Portland, the industrial neighborhood has transformed from manufacturing and warehouses to the heart of passionate creators: artists, chocolate makers, food innovators, and every kind of free spirit. Portland has the most coffee roasters of any city in the world, and we would argue some of the most earnest and unique origins and barista artistry is happening right where Around Portland Tours makes its home. The tour in total is 1.5-3 miles (2-5 km) of walking, tasting and learning. You'll also discover a lot about Portland and how these artisans are nourished. We keep groups small, so you'll have an intimate experience with your passionate guides. Ask about larger private groups.

Being short on time doesn’t mean you can’t see the best of Portland. This morning tour showcases some of the city’s most popular attractions in just half a day, including Pioneer Courthouse Square, shopping areas such as the Pearl District and NW 23rd, the Lan Su Chinese Garden, and more. Seasonal stops at the International Rose Test Garden and the World Forestry Center add to the fun.

Immerse yourself in waterfall hiking in one of the most unique geologic formations in Oregon! Over the course of the three hours we are in the canyon, we will discovering South Falls' stunning amphitheater and history as the centerpiece of a failed attempt to become Oregon's first National Park. From here we will descend into the up-and-down trails that make up the gorgeous canyon, encountering century-plus-old trees, wildflowers in season, mosses, lichens, and mushrooms and a variety of fantastic rock formations. We will experience up-close encounters with some of the state's most unusual and impressive waterfall formations. On this hiking experience we will explore 4-6 waterfalls and enjoy snacks with the option to purchase a light breakfast or lunch from the cafe. Our hike will be between three and eight miles (5 - 13 km) depending on group energy and desire.

Explore Portland’s dark side on this thrilling outdoor walking ghost tour through the city’s most haunted historic sites. Led by expert local guides, you’ll uncover chilling tales of restless spirits, eerie legends, and true crime events that still haunt the streets today. Visit infamous locations like the Shanghai Tunnels, Old Town Pizza, and the Roseland Theater while hearing spine-tingling stories of Portland’s shadowy past. This tour is fully outdoors and runs nightly year-round—perfect for history buffs, ghost hunters, and anyone who loves a good scare. Walk the haunted streets of Portland—if you dare.

Combine hiking and bicycling on this small-group tour of the Columbia River Gorge, ideal for active travelers. After a minivan ride from Portland to the Gorge, you'll hop on your bike and start exploring, stopping at the Vista House, Bridal Veil Falls, and Multnomah Falls along the way. You'll also visit Latourell Falls, where you'll take a hike al long a 2.1-mile loop trail up to the lower falls.

Visit many of Portland's prettiest parks and neighborhoods with this small-group tour of the city. Your local guide will tell you all about local history and culture while you visit downtown attractions such as Waterfront Park, Pioneer Square, and the South Park Blocks. You’ll also head up to Washington Park, site of the International Rose Garden, and to the historic Pittock Mansion for fantastic city views.

Multnomah Falls is one of the country’s most spectacular waterfalls, but it usually involves massive crowds, permits, and parking issues. With this e-bike tour, you’ll deal with none of that, instead exploring Oregon’s four tallest waterfalls from the joy of two wheels. Following your guide, you’ll get fabulous views at every turn, seeing what all the fuss is about—without the fuss.

Soar over the Columbia River Gorge on a sightseeing flight that takes you from Portland to the scenic gorge. Ideal for visitors who are short on time but don’t want to miss any of the highlights, these 20 minutes of flying time show you more than you could see on a full-day ground excursion. Plus, the aerial view provides great photo opportunities.

Experiences both Portland’s rugged outdoors and renowned wine scene on this small-group tour. Visit the Columbia Gorge National Scenic Area where you see waterfalls, admire the Cascade Mountain Range, and look out for bald eagles and osprey. Then explore Hood River and stop at a variety of boutique wineries to sample locally produced wines including the much talked about Oregon Pinot Noirs.

Explore some of the culinary hotspots of Portland with ease on this half-day foodie bike tour of Portland. Opt for a hybrid bike or the extra assist of an e-bike and get around like the locals do in this bike-friendly city. Sample a variety of food and drinks and find out what makes the food cart culture special with this classic Portland experience.

Experience the best of Portland's chocolate and coffee scenes with this small-group walking tour, departing from downtown Portland. On this roughly 2-mile (3.2-kilometer) walk, you’ll visit popular coffee shops and lesser-known spots, learning about coffee and chocolate along the way. You'll also visit Azar Indulgences, where chocolate is paired with international wines.

This is not a tiny-spoon tasting tour. At every stop, guests sample every available flavor and receive a full scoop per person — all included in the ticket price. There’s no choosing just one flavor, no standing in lines, and no additional purchases. The entire experience is fully hosted by entertaining local guides who handle ordering, keep things moving, and make it fun. You’ll enjoy laughs, insider food recommendations, and a relaxed walk through the heart of Portland. With multiple flavors plus full scoops at each stop, many guests say this feels closer to an almost all-you-can-eat ice cream crawl than a traditional food tour — just without the chaos or rushing. Created by Portland locals with a genuine love for ice cream and their city, this tour is designed to be generous, easy, and unforgettable — perfect for families, visitors, and serious ice-cream lovers.

See Portland like a local—by bicycle—with this guided tour. Your guide will take you on an eight- to 11-mile ride through town, past beautiful neighborhoods filled with flowers and across the river via the pedestrian- and bicycle-only Tilikum Bridge towards downtown, with a stop at a local donut shop for some sugary fuel along the way.

Discover Oregon's world famous wine region known as Willamette Valley and experience the best pinot noir, chardonnay, rose and other varietals guided by local wine lovers on this 8 hour tour. An excellent trip for new and seasoned wine lovers, a romantic weekend, or last minute vacation with your friends. Gain an inside perspective about the growing region, the winemaking process and the history of this valley. Expect to be pampered, entertained, and truly have a memorable trip in Oregon's Wine Country. This is a joinable small group tour for 2 persons or more. We will explore 3 of the finest vineyards in the valley and do a sit down lunch at our favorite establishment or vineyard lunch pairing. Proceed to check availability to see your exact price for the group size, we will handle all route planning and reservations on your behalf and offer door to door pickup and dropoff.