Biking on the roads and highways around the mountain we call Wy'East -- after the Indigenous name -- has been described as one of the most beautiful rides in the world. From stunning vistas to a profusion of summer wildflowers to ... More

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 gar... More

Taste your way through Oregon’s renowned wine scene right in the heart of Portland! Try a variety of wine varietals and savor delicious bites, all while exploring the vibrant Pearl and Slabtown neighborhoods. What makes this w... More

Explore the past and the present of Portland's craft culture. Portland was a leader in the DIY culture and is home to every kind of food and beverage, from tea and kombucha to coffee and handmade soda; candies to hot sauces; impor... More

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... More

HEY. Do you want to see Portland through the eyes of its BIGGEST FAN? Are you curious about communities that prioritize PEOPLE, IMAGINATION, and CRAFT BEERS? Are you ready to embark on an ALL YOU CAN PORTLAND BUFFET through a... More

Along the Northern Oregon Coast, you will find old-growth forests, pristine beaches, majestic capes and stunning views. Wander in the footsteps of Lewis and Clark as you explore the beach and majestic Haystack Rock. Have lunch in ... More

This is our favorite tour! One of the most unique experiences in the world, riding down the historic highway built for Model Ts with the spectacular Columbia Gorge unfolding beneath us. We transport our guests and bikes in comfort... More

Jeff Davies has 30+ years of guiding the Multnomah Falls / Mt. Hood "Loop" Tour with Columbia River Gorge Waterfalls. I have top reviews on TripAdvisor, Google and Yelp for Private Tours & Group Tours. My commentary will give gues... More

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 ... More

The best wineries in Oregon lie just under an hour’s drive from Portland in the Willamette Valley, a thriving wine region known for its outstanding Pinot Noir. The Willamette Valley is one of the world’s leading Pinot producer... More

Visit the top attractions in the Columbia River Gorge National Scenic Area in this full day of exploration just outside of Portland. In the morning enjoy unparalleled scenic views from Portland Women’s Forum and Vista House, the... More

Join an intimate, Oregonian-led small group tour of the Columbia River Gorge and waterfalls with Portland Oregon's original tour and adventure company. Your experienced guide will take you on a adventure exploring the Pacific Nort... More

Explore Oregon's world famous wine country known as the Willamette Valley and experience the best Pinot Noir, Pinot Gris, Rose, Chardonnay and other varietals guided by local wine lovers with an opportunity to do food pairings a... More

Our Sips and Sights cruises partner with local wineries for special tastings onboard! Enjoy a flight of three 1-ounce wine tastings while a winery representative shares a little about the featured wines. A small snack is also incl... More

Learn the story of the Portland, Oregon while enjoying its highest and most intimate viewpoints, smelling roses, wandering through gardens, peaking into a forested park and sampling donuts. After we pick you up at Director Park d... More

This day trip is a tour along a section of rugged coastline along Oregon's northern coast. The trip will include a history stop, a short hike through oldgrowth Sitka spruce forest, beach time, tide pools (if tides allow), sea stac... More

Experience Oregon’s crown jewel of state parks on this guided hiking tour of Silver Falls. Known as the ""crown jewel of the Oregon State Parks system,"" Silver Falls features the famed Trail of Ten Falls, and this route takes y... More

Guests on this tour will be treated to a scenic drive along the Historic Columbia River Highway and see 4 or 5 unique and breathtaking waterfalls, including world-famous Multnomah Falls. They will enjoy several short walks through... More

World-famous Pinot Noirs, crisp Chardonnays, and sweet Rieslings are just a taste of the dozens of wines that Oregon has to offer. On this adventure through the rolling hills of the Willamette Valley, we’ll visit three carefully... More