Top Portland Tours, Sightseeing & Cruises - page 6

Immerse yourself in immaculate Pacific Northwest scenery—and indulge in some special beverages along the way—on this private tour by e-bike. Meet your guide in Hood River, get acquainted with your bike, and then zip off. You’ll go for a 7-mile (11 -kilometer) ride along the Historic Columbia River Highway State Trail, will visit a local winery and brewery for tastings, and can opt to finish with a short hike.

Explore Portland's vibrant nightlife on a two-hour guided bike tour, where laughter and good vibes flow alongside refreshing drinks. The Classic Crawl takes you through the city's coolest neighborhoods and stops at three local bars, showcasing everything from neon-lit dives to quirky favorites. Perfect for groups looking to celebrate special occasions or simply enjoy a fun night out, this tour features onboard music and group photos to capture the memories. Come ready to pedal and dress up for the occasion—costumes are encouraged. - A public tour means making new friends, allowing others to join you on your crawl. - Two-hour guided bike tour through Portland's neighborhoods. - Visit three unique bars and enjoy a lively atmosphere. - Group photos and music provided for a memorable experience. - Minimum group size of 6 and maximum of 15 riders.

Combine a fun night out with ghostly tales of the city during this Portland Haunted History Pub Crawl Experience. This pub crawl takes you to multiple pubs, including Kells Irish Restaurant and Pub and Shanghai Tunnel Bar as you pass by city highlights such as the Benson Hotel. Hear spooky stories of ghosts and paranormal activity from your guide during the evening.

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.

The 85-mile (137-km) long Columbia Gorge NSA would be a national park if it weren't a critical transportation corridor. It features waterfalls, mountains, monoliths, terraces, resort towns, vineyards, orchards, and The River, harboring a plethora of fish and birds, and unique plants and invertebrates. There is said to be over 4000 waterfalls; many of which you have to hike to see. On this tour you'll hike the western, rainforested, southern side of the Gorge, dubbed "waterfall alley" where we'll have you getting misted by waterfalls, peering over cliffs, and learning stories of the area only the locals know.

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.

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.

Are you staying at THE ALLISON INN & SPA? This high-end tour offering was custom designed to take guests from the Allison to small family owned boutique wineries, which reflect the best of Willamette Valley. This private tour takes you deep into the heart of Willamette Valley to explore the cult wines, best quality for value wines, and legendary vineyards of Willamette Valley! We love building unique tours according to your preferences and ensuring you leave Oregon wine country with lasting memories and plenty of good wine to remember us by. Our tours will take you to 3 or 4 wineries (depending on your desire for a slower pace or more experiences) and will include elevated tours if you choose. Your guide will also take you to and join you for lunch at one of the valley's celebrated lunch spots. Our ALLISON private tour isn't simply about providing a driver, but creating a unique educational and immersive experience specifically with ALLISON INN & SPA clients in mind.

Enjoy an immersive way to explore the beauty of the Oregon Coast—and check off many scenic highlights in just one day—on this small-group hiking tour. Departing in the morning from Portland, travel to Cannon Beach, and learn insider facts about its history from your guide. Have time to hike and explore at multiple coastal highlights, including Haystack Rock, Tillamook State Forest, and more, before returning to the city.

Portland is jam-packed with good food, so it can be difficult to find the best places. This small-group foodie adventure takes the guesswork out with a walking tour through downtown, making several stops at local hotspots. Along the way, you can learn about the Portland food scene, visit a few hidden foodie gems, and enjoy several dishes before indulging your sweet tooth with a tasty dessert.

An immersive clue-solving adventure around downtown Portland. Search for real-world clues, solve puzzles, and discover the neighborhood with an experience you'll never forget! Reschedule anytime with no fees. It's a scavenger hunt, escape room, and urban crawl all-in-one. Follow the storyline around town as you find clues and use them to crack codes. Then enter solutions on the app to find out where to go next. Clues can be anywhere - murals, statues, landmarks, and more! Plan on about two hours of playtime, depending on your experience level and how much time you spend exploring along the way. Difficulty level is adjustable - take as many or as few hints as you’d like! Bookings made a week or more in advance receive their kit in the mail. Bookings made less than a week in advance will pick up their kit at the start point on the day of the adventure - exact pickup location is sent after booking.

From fiery deaths to watery graves: In this 1.5 mile cemetery walking tour, we weave what we know of the peoples who lived here for millennia with verifiable stories of recent centuries. We can only guess, based on our psychics’ readings and eerie coincidences we have observed, where people here before us feared to walk and canoe at night. As a wise person wrote, every story ends as a ghost story. Our ghosts are legion. We now call it Oregon; “ourigan” was ancestral home to hundreds of thousands. They have left a darkness here, expressed with stories from the earliest days of our written history to modern times. Starting with early disasters, we will tell ghost stories we have collected, from fiery deaths to those in the waters of nearby river; from self-inflicted to deaths brought by the state or a rich man’s guilt. Our route takes us through the inner eastside, where more of Portland’s disasters have happened than any other part of the city & where many early settlers are buried.

Discover Portland from a different perspective on a self-guided walking tour and scavenger hunt of the city. Solve riddles and clues that lead to the next location, showing all the city highlights. Solve interesting puzzles, have fun and learn new things about the city. 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. Enjoy the tour in English, Spanish

This tour goes above and beyond your average city tour. Accompanied by an expert local guide who has deep insight into the history and culture of each district, this tour of Portland allows guests to stop at iconic Portland destinations and venture off the beaten path to discover exciting hidden gems of the city.

The Columbia Gorge NSA features waterfalls, mountains, monoliths, terraces, resort towns, vineyards, orchards, and The River, harboring a plethora of fish and birds, and unique plants and invertebrates. In the early 1900s, Portlanders would drive their Model T cars along the Columbia River Highway to gaze at waterfalls. There is said to be over 4000 waterfalls; many are hidden away, but many are just a short hike off the Historic Highway. On this afternoon half-day tour you'll make new friends while exploring "waterfall alley", including views of the Vista House and a stop at Multnomah Falls, the tallest waterfall in Oregon and most visited site in the Pacific Northwest. Your expert guide will teach you about the natural history, cultural history, and wine background of the area, as you drive the Historic Columbia River Highway Scenic Byway. You'll continue on to stop at a vineyard in the Columbia Gorge American Viticultural Area (AVA). Tasting fees included.

Experience the beauty and nature of the Columbia River Gorge in comfort, with this chauffeur-driven tour of one of the prettiest parts of Oregon. You'll stop at key sights, including Bonneville Dam, Vista House, and Crown Point, as well as the most famous attraction in the area: the 620-foot Multnomah Falls.

Join us as we journey along a historic highway that stands as a testament to craftsmanship and ingenuity. We'll take in magnificent views, including at Vista House on Crown Point, with its stunning architecture. Experience the awe-inspiring Multnomah Falls, where a double cascade of water invites you to feel the mist on your skin. Cross the stone bridge for an unforgettable view of Oregon's "Rhine Valley." Discover the rustic charm of a historic inn (100 years old!), a gift shop, and visitor center, nestled in the towering conifers. Then to Latourell Falls, where water plunges past a backdrop of cloud basalt in a stunning display of nature's power. Additional waterfalls and viewpoints will be chosen, each showcasing its unique character, from the vigorous lash of a horse tail to the gentle spread of a bridal veil. Throughout this journey, your knowledgeable tour guide will enrich your experience with accounts, legends, and insights into the region's history and natural wonders.

Ever wonder what animals and plants you're seeing when you hike and what makes each one special? Wish you could have a naturalist along to help you learn more about the places you're exploring? Then this tour is for you! Not only is your guide, Rebecca Lexa, a certified Master Naturalist, but she literally wrote the book on nature identification--The Everyday Naturalist: How to Identify Animals, Plants, and Fungi Wherever You Go (Ten Speed Press, 2025). Questions are welcome and encouraged, so bring your curiosity no matter your age!

Enjoy Portland from the water on this relaxed, island-style sunset cruise along the Willamette River. This ~2 hour experience blends scenic views, tropical vibes, and a welcoming atmosphere for a memorable evening on the river. Cruise past floating homes, historic riverside properties, Waverly Country Club, and glide under 10 iconic bridges as the sky shifts with sunset colors and the city reflects on the water. The route includes a unique stretch behind Ross Island, offering a quieter, more scenic perspective you won’t see from shore. Settle into flexible seating aboard our tiki-styled boat, featuring both open-air areas and a covered palapa rooftop with wind protection screening for added comfort in cooler weather. Snacks and drinks are available for purchase onboard, including cocktails, beer, wine and cider. Whether you’re sightseeing, celebrating, or simply unwinding, this sunset cruise offers a fun, social way to connect and experience Portland from a whole new angle.

This is Portland’s elevated sushi night out: a small-group, omakase-style progressive dinner across three top sushi spots downtown. Instead of tiny samples, you’ll sit down at each stop for chef-selected dishes—crafted to highlight different styles, cuts, and techniques—so you leave genuinely full and seriously impressed. Over 2–3 hours, you’ll enjoy a curated progression that can include nigiri, sashimi, specialty rolls, and seasonal plates (selection varies by night). Your guide keeps it fun and approachable while explaining what you’re eating, how to spot quality, and how to order with confidence the next time you’re at a sushi bar. All food is included, and group size is capped so the experience stays personal and high-touch. —and if you have dietary needs (gluten-free or vegan), message us after booking so we can plan your best possible menu. Why this is worth it: you’re getting a guided, chef-curated sushi progression at three restaurants in one night—without the guesswork.

Enjoy superb views of the Portland riverfront on a 90-minute sailing cruise along the Willamette. Set out from Portland on a small-group tour up the river, stopping to view Portland's floating homes as well as uninhabited Ross Island. Savor the surrounding scenery―including placid Holgate Channel and the Oaks Bottom Wildlife Refuge―as you go. Bring your own snacks, refreshments and spirits to satisfy both hunger and thirst throughout.

One of Portland's many nicknames is Bridgetown, not much of a surprise given that the city is split by a river crossed by 10 bridges. With this tour, you'll hop aboard a pontoon and head from the southernmost of the city's bridges, the Sellwood Bridge, making your way north. You'll pass through downtown, eventually coming to the last bridge within the inner city: the towering Freemont Bridge, before heading back south.

This day trip is a tour along a section of rugged coastline along Oregon's northern coast. There will be one or two town stops, and multiple stops at headlands and beaches. The trip will include a short hike through oldgrowth Sitka spruce forest, beach time, tide pools (if tides allow), sea stacks, viewpoint stops, and a lunch stop in a charming coastal town. If group interest allows, stops with a more technological history focus may be made, such as the Tillamook Air Museum and/or Tillamook Cheese Factory.

There’s no better way to experience the magic of Silver Falls State Park, a true gem of Oregon, than on a private tour. From its enchanting waterfalls to its scenic trails, this is your chance to immerse yourself in the awe-inspiring cascades and lush beauty of the park. Choose the tour that best suits your desire: - Short: 2.5 miles / 403 feet elevation gain / 1:30 hrs - Long: 4.8 miles / 915 feet elevation gain / 2:30 hrs Book your tour today and let the mesmerizing waterfalls and breathtaking landscapes leave you in awe!