Top Portland Sightseeing Tours - page 3

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.

City Lights & Tiki Nights Cruise - An Hour of Tiki, Tunes, and Waterfront City Views. Step aboard for Portland’s most unique evening escape: the City Lights & Tiki Nights Cruise. This 21+ 1-hour journey along the Willamette River combines the laid-back fun of a floating tiki lounge with unbeatable views of the city skyline sparkling against the night sky. Sip your favorite drink as you glide past glowing bridges and the illuminated waterfront, all while island-inspired décor, tropical music, and tiki lounge vibes set the perfect mood. Each week brings a different theme, from masquerade parties to neon nights and other festive celebrations, so every cruise is a one-of-a-kind experience. Check our social media to see the upcoming theme schedule and plan your night out. Whether you’re looking for a fun date idea, a gathering with friends, or just a new way to enjoy Portland after dark, this cruise blends scenic views with lively, island-style energy you won’t find anywhere else.

See the Columbia River Gorge in a way that few people ever will by taking this thrilling flight over the region. Fly over the tallest waterfall in Oregon—Multnomah Falls—for a bird's-eye view of this famous landmark. Have plenty of time to take pictures of the wonder, without worrying about crowds or traffic queues, before flying back to Portland.

Travel the Mount Hood Scenic Loop on this self-guided driving tour through one of Oregon’s most iconic landscapes. This road passes through lush wilderness rife with waterfalls, forest trails, and mountain vistas. Experience the roar of Multnomah Falls, the charm of Vista House, and the alpine majesty of Timberline Lodge. Hear stories of mountain explorers, ancient geologic forces, and pioneer trails. And of course, the views of Mount Hood itself just can’t be beat. Purchase one tour per car, not per person. Everyone listens together! After booking, you can check your email before downloading the Tour Guide App by Action, entering your unique password, and accessing your tour. The preceding steps require good internet/Wi-Fi access. Simply follow the audio instructions and the route from there. New, Lifetime access, no expiry. Use it anytime, on any trip, as many times as you want. Not an entrance ticket to attractions. Please check opening hours before visiting.

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.

Visit the top spots in the Columbia River Gorge with this small-group tour. Get picked up on the east side of Portland and head out to the Gorge to visit three waterfalls: Latourell Falls, Bridal Veil Falls, and Multnomah Falls. You'll also take in the views at Vista House before returning to Portland. This tour is available in English and Spanish.

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.

See Oregon’s infamous waterfalls from above on a private airplane tour through the Columbia River Gorge. Get 360-degree views as you soar over the Vista House, Booneville Dam, the Bridge of the Gods near Cascade Locks, and more. This private experience allows you to customize your itinerary to fit your preferences.

Escape to an island paradise without leaving PDX at this tropical happy hour party on the water! Sip a delicious drink, take in the city sights, chat with old friends and make new ones on Portland's only Tiki Style river boat! Listen carefully and you may learn a few fun tidbits about Portland’s waterfront and bridges, or even compete in one of our onboard games to win a prize! Get ready to connect, relax and let loose! Come celebrate a special occasion or just life itself - because at Island Style Charters, every day is a party! Perfect for: Happy hour • Celebrations with friends • Date night • “Just because” Highlights: Tropical-themed tiki boat • Downtown river views • Fun hosts, games & music • Drinks & snacks available for purchase Cruise Duration: 1 hour At Island Style Charters, every day is a party so come cruise with us!

Visit Mt. Hood and the Columbia Gorge, with a couple of stops for wine tasting along the way, with this full-day tour. You'll visit Multnomah Falls, the Columbia Gorge's most famous attraction, hang out at Mt. Hood's historic Timberline Lodge, and pay a visit to two different wineries to taste Gorge-produced wine. There will be a hosted lunch on tour and a glass of wine at one of the wineries included. You will also be able to purchase beverages at your leisure during winery visits.

Portland has long been known for its donuts, and with this tour, you'll get to visit some of the city's best donut shops. Your tour guide will take you not only to the most famous of them all, Voodoo Donuts, but also to lesser-known, but no less delicious spots that locals love.

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.

Get an insider's view of the Columbia River Gorge on this private tour from Portland. You'll take in fantastic views, visit the historic Vista House, and see Latourell Falls and the most famous waterfall of them all: Multnomah Falls. Your driver will pick you up at your hotel so that you can avoid the hassle of renting a car or obtaining vehicle permits.

Experience the Willamette Valley, Oregon's largest wine region, on this wine-tasting tour from Portland. In a small group, head south of Portland to the Willamette Valley wine region, famed for its Pinot Noir. Spend the day tasting different wines (at your own expense) at three select wineries and learn about the region, and Oregon’s wine industry, from your guide.

Step aboard Portland’s only tiki boat for a ~2 hour river cruise that blends laid-back island vibes with playful onboard energy and scenic city views. This experience shifts naturally with the crowd. Relax and take in downtown landmarks and iconic bridges, sip a drink, and enjoy the breeze as we cruise the Willamette. A lively onboard host keeps the atmosphere fun, offering various games such as trivia, cornhole and chances to win prizes for those who enjoy a bit of friendly competition! Whether you're here to unwind, connect with family, meet new friends, or rediscover the city from the water, this cruise is designed to flow with the moment. It's a perfect mix of chill hangout, social outing, and river adventure, all with an unforgettable Island Style.

Experience highlights of the Portland area on this full-day sightseeing tour, including the blossoming food cart culture, diverse neighborhoods, Pioneer Courthouse Square, and the unspoiled beauty of the Columbia River Gorge. Immerse yourself in a guided tour of Portland’s fascinating history and quirky contemporary culture. Explore with a small group or upgrade for a private tour.

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 lava tube caves, old-growth forests, waterfalls, and more on a guided tour of Mt. St. Helens. The park’s vastness and variety of attractions can be overwhelming on your own, but by visiting with a guide you don’t miss any of the highlights. Plus, you can learn about the area’s geology, ecology, and history—much of which you might miss if visiting the park on your own.

Head out to the Columbia River Gorge, known for its lush scenery and numerous waterfalls, with this half-day tour from Portland. You'll take in the views from the historic Vista House, visit Multnomah Falls (the tallest waterfall in the state), and have time left over to check out Horsetail Falls, Wahkeena Falls, and Latourell Falls.

Explore the stunning Columbia River Gorge and Multnomah Falls on this 3-hour scenic tour. Travel along the historic Columbia River Highway with stops at Vista House, offering panoramic views, and Multnomah Falls, where you can hike to the Benson Bridge. Learn about the area's history from your expert driver guide, traveling in comfort aboard a deluxe motorcoach. Enjoy breathtaking views and the beauty of the Columbia River Gorge National Scenic Area.

Whether it's the stories of human trafficking described as the Shanghai Tunnels, the origin of the vampire tales in Twilight, or the crafty madam with the floating brothel, from fiery deaths to watery graves, we explore it all. The city of Portland Oregon was built on an ancient crossroads; known as a place to step into alternate worlds. What visit to the city would be complete without lifting the veil, for at least a minute, between the living and the spirit worlds? Weaving in historical tales with what fiction authors and filmmakers (including Twilight author Stephenie Meyer) with local ties have written about this place, we tell the stories of darkness, death and the liminal space that comes beyond. Our 1.5 mile (2.5 km) walking tour along the waterfront will include luminous views of the city lights along the river, encounters with our local corporeal spirits (the crows!), and plenty of recommendations to extend your gothic experience to restaurants, cafes and bars nearby.

Paddle through the calm, winding waterways of Scappoose Bay, one of the most serene and wildlife-rich kayaking areas in the region. This guided experience takes you into quiet tidal channels surrounded by wetlands and forest, where it’s common to spot birds, river otters, fish, and other native wildlife. The tour follows a relaxed pace, with time to float, observe nature, and take photos rather than rushing. With stable kayaks and attentive guidance, it’s well suited for both first-time paddlers and those seeking an easy, enjoyable outing on the water. What truly sets this experience apart is its private and unrushed format. The route and rhythm are adapted to the group and conditions, creating a more personal connection with the landscape. To keep things seamless, private transportation from a location chosen by the traveler is included, along with fresh snacks and water—so you can focus entirely on the experience.

Get a bird's eye view of Portland, Oregon with this airplane tour over the city. In the span of about 40 minutes, you'll fly over iconic sights such as the Portland Sign and the Tilikum Crossing Bridge, sailing south over the Willamette River to Oregon City, where you'll soar over gigantic Willamette Falls.

Explore the Willamette Valley, the largest wine-producing region, on this private tour designed with large groups in mind. You'll get the chance to visit three or four wineries. During your full day wine tour experience there will be an opportunity to partake in food pairings at a vineyard or a separate lunch stopall with a guide/driver to help make your experience safe, fun, and informative.