Top Portland Unique Experiences

Whether you want to relax after a long day of sightseeing or need to unwind at the end of your workweek, a sunset dinner cruise along the Willamette River is sure to do the trick. The journey offers spectacular views of the Portland skyline and city’s main landmarks. Listen to live music while you enjoy a freshly cooked Pacific Northwest meal.

Immerse yourself in the beauty of Columbia River Gorge on this full-day trip from Portland to Mount Hood! With your small group, take a guided tour of such iconic Oregon destinations as Multnomah Falls and the famous Timberline Lodge, and enjoy lunch in the charming city of Hood River.

Escape the hustle and bustle of the city for the day on this guided tour to Multnomah Falls and the Columbia River Gorge Waterfalls. Travel along the historic Columbia River Highway National Scenic Byway and stop at the magnificent falls of Multnomah, Latourell, and Bridal Veil.

Experience the unrivaled beauty of the Columbia River Gorge, Cascade Mountain Range and Mount Hood on this full-day trip from Portland. In the comfort of a luxury vehicle, enjoy a guided tour of the Gorge’s top destinations, including dramatic waterfalls, the Bridge of the Gods, Hood’s Timberline Lodge, and the charming city of Hood River.

Enjoy lunch along the Willamette River on a 2-hour cruise in Portland. Great for newcomers and locals alike, the leisurely cruise presents an expansive vista of Portland from the water. In addition to exceptional views and food, the afternoon tour also includes commentary from your captain and live entertainment. Prepared with local ingredients, your meal can be upgraded to include an appetizer and dessert.

Explore the stunning beaches and beautiful towns along Oregon’s northern coast on this full-day trip 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 several beaches to maximize your time at the Oregon Coast.

Experience the best of Willamette Valley wine country on a guided wine-tasting tour from Portland. With a small group of fellow wine lovers, spend half a day visiting three handpicked wineries such as Colene Clemens Vineyards and Montinore Estate. Meet local vintners and sample award-winning varietals while marveling at Oregon’s stunning countryside.

Species seen nowhere else in the world, dramatic basalt lava flows nearly a mile deep, and some of the world’s most beautiful waterfalls are a few of the sights that await you on this tour. Come experience the grandeur of the Columbia River Gorge, one of the United States’ most photographed Natural Scenic Reserves. We will drive along the oldest scenic highway in the US, stopping at sweeping viewpoints, flowing falls, a historic lodge, and the famed Bonneville Dam Sturgeon viewing center.

Start your evening on the Columbia River on a dinner cruise that provides views of the Columbia River Gorge National Scenic Area from a historical sternwheeler. A seasonal menu features local ingredients for the 3-course dinner with bread, salad, main course, and dessert. Along the way, listen to stories and history about the river from the captain. Drinks are available for purchase.

Escape the city for an afternoon exploring some of greater Portland's most scenic falls. Set out to see Multnomah Falls as well as other falls along the Columbia River Gorge, home to the largest concentration of waterfalls in the country. Take plenty of pics of the cascading waters or simply bask in their beauty. You'll enjoy incredible panoramic views from the Crown Point Vista House while an expert guide fills you and your group in on local flora, fauna and history.

Immerse yourself in the beauty and bounty of Willamette Valley wine country on this full-day tour from Portland. Perfect for all level of wine enthusiast – from newcomers to connoisseurs – this 7.5-hour trip offers the insight of expertly trained guides and visits to 3-5 vineyards to sample unique varietals including renowned pinots, chardonnays and rieslings. Tasting fees are not included.

Get an up-close look at the Columbia River Gorge on a sightseeing cruise that takes you under the Bridge of the Gods and past sights such as the Bonneville Dam, Native American fishing platforms, and locations where kite surfers and wind surfers show off their skills. Snacks and drinks are available for purchase on board the boat.

The 80 miles of the Columbia River Gorge’s steep rocky sides offer some of the most spectacular scenery in the world: pounding waterfalls, eagles, century-old trees, ferns, flowers, ancient rocks. This half-day of exploring and meditating on wonders with very short hikes and visits to overlooks and vistas will have you gasping in awe. We'll visit waterfalls and overlooks, selected by our guides to include both the most iconic, like the unmissable Latourell Falls, a stunning plunge-style falls that is one of the most iconic in Oregon, and the special. Depending on weather conditions, this could include a few small hidden waterfalls and another spectacular plunge-style falls with columnar basalt. We'll also tell you stories, not just of the geology and botany and the oft-repeated tales of pioneers and road-builders, but also the old stories we've learned, of gods and animal spirits and the Beaver princess tragically turned into a waterfall.

Bike and trek through the magnificent Columbia River Gorge on this half-day trip from Portland. Experience the iconic beauty of the Pacific Northwest as your guide leads an all-ability bike ride through the Gorge, stopping to hike and explore majestic waterfalls.

Explore Portland on a 3.5-hour city sightseeing tour that travels from downtown Portland to the Pearl District to Nob Hill. Take a tour of the Pittock Mansion and see Lan Su Chinese Garden, a collaboration between Portland and sister-city Suzhou, China. Stroll through the International Rose Test Garden, located in Washington Park and boasting more than 7,000 rose plants with 550 varieties represented. Learn about the history and culture of Portland, which has been growing rapidly in recent years. Your tour includes pickup and drop-off from downtown Portland hotels.

Explore Oregon’s rocky northern coastline on this scenic full-day trip from Portland. Travel the picturesque US Hwy 101 through quaint beach towns, stopping in Cannon Beach, Ecola State Park, and Oswald West State Park. Spend a luxurious day enjoying panoramic coastal views, geological wonders, and wind-swept beaches.

Mt. Hood is the highest summit in Oregon, and the fourth highest in the Cascades. It features waterfalls, glaciers, and historic Timberline Lodge, built by local artisans during the Great Depression, and featuring the longest ski season in the US. To the north of Mt. Hood is the Hood River Valley and Columbia Gorge American Viticultural Area (AVA), the lovechild of the Columbia Valley and Willamette Valley AVAs. You will get intimate with this area through a visit to Timberline Lodge on Mt. Hood, wine tasting, and a stop at Multnomah Falls, the tallest waterfall in Oregon. Your expert guide, with formal background in ecology, natural resources, and wine, will teach you about the natural history, cultural history, and wine background of the area, as you drive the Mt. Hood and Historic Columbia River Highway Scenic Byways. You'll visit 2 wineries. We cover lunch, you cover tasting fees.

Start your day off right with a 2-hour brunch cruise along the Willamette River. Board the boat in the late morning and soak in the scenery of northern Oregon as your boat glides away from Portland. When you’re ready, help yourself to a buffet brunch accompanied by sparkling wine or apple cider. You can walk around the deck or sit near the cabin windows to view the stunning landscape.

See the best Stumptown has to offer on a small-group tour of the city's top sights and attractions. Learn about local history, culture and everyday life while exploring downtown and its surrounds. Peruse the revamped Pearl District and visit Pioneer Square. Experience what makes Portland unique with stops at the International Portland Rose Garden, Pittock Mansion and Lan Su Chinese Garden. Walk away with a better appreciation for and knowledge of Oregon's largest city.

Oregon's lush Willamette Valley is known for its beautiful rolling hills and excellent terroir that's particularly ideal for growing pinot varietals. With this small group tour, you’ll get to experience the sights and tastes of this beautiful wine-producing area without having to worry about driving, all in the comfort of a guide-driven Mercedes 4x4.    

Sailors will enjoy a two hour sunset sail aboard a beautiful yacht in the heart of the Columbia River Gorge. Sailors can interact with the captain, learn to sail, steer the boat, winch in the jib sheets, or just relax on the deck as we navigate up and down the mighty Columbia in the wake of Lewis and Clark.

Discover four of Willamette Valley’s top wineries on a private 8-hour tour.  Your chauffeur takes your group from your Portland hotel into Oregon's wine country. Private transportation saves you the trouble of navigating on your own and relieves your group of needing a designated driver. Available for two people or more, the tour is great for a romantic weekend, family vacation, or special outing for your wedding party.

We've always had a passion for donuts, but only recently did we realize just how many others do too. And when looking around, we didn't see anything that truly celebrated donuts in all their glory, hence the Underground Donut Tour was born. This tour is for anyone who truly enjoys donuts. At each location, you'll be able to try a curated sample of one of that location's best donuts. Many locations offer vegan, gluten or nut free options, however, please make sure to let us know ahead of the tour, so we can make sure to highlight those specifically for you. Our tours include such favorites as Coco Donuts, Blue Star Donuts, Nola Doughnuts, Voodoo Doughnuts and more. We hope you can join us!

Explore beautiful central Portland and sample some of the city’s iconic brews on this afternoon bike tour. Accompany your expert guide on a leisurely bike ride to several classic Portland microbreweries, including Lucky Lab and Rogue, for some fun and informative beer tasting.