All Oregon Tours & Excursions in 2026

Are you looking for the romantic, quaint or cozy tastings rooms in Willamette Valley, but also want to experience some of the best boutique wineries Willamette Valley has to offer? Our *Winter Special* wine tour is designed to get you to the handful of tasting rooms who offer world-class wines, amazing hospitality and also have the cozy fireplace ambiance to make your getaway memorable, restful or simply magical. On this tour, we will go to three wineries at a relaxed pace; or, if desired, four wineries at a fast clip. We will stop for lunch at one of the celebrated sandwich spots in the valley and your guide will join you for lunch. If wine by the fire is what you are after, then look no further!

Portland takes pizza seriously—and this tour is the easiest, most fun way to taste the scene in one walk. You’ll hit four pizzerias on a relaxed route with short walks in between (about ~1 mile total), tasting a curated progression of styles and signatures. This is a full-meal experience: each guest gets a full slice at each stop (four slices total). Your guide keeps it laid-back and social while sharing quick, useful pizza insight—what makes a great slice, what to order, and where to go next depending on what you loved most. Pizza and drinks are included. Rain or shine, come hungry and ready to eat like a local.

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.

Explore the eerie side of Old Town with this haunted pub tour in Portland. Learn about some of the city's scary history as you walk through 19th-century buildings. Sample local beers as you hear about Portland's era of kidnapping, gangs, prostitution and opium dens.

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.

Go wine tasting in Oregon's largest wine region, the Willamette Valley, with this tour. Your guide will take you and your group to three or four tasting rooms where you'll get to try some stand-out wines that really represent the region. You'll also learn about wine-making in the Willamette Valley, with a stop for an included lunch along the way.

Portland is home to a buzzing array of neighborhoods, historical highlights, and natural attractions—and this private, half-day tour makes for a seamless introduction. Pick between morning and afternoon tour times and hop aboard your luxury, air-conditioned vehicle. You’ll visit the International Rose Test Garden and Pittock Mansion, and will drive past landmarks like the Oregon Zoo, Portland Art Museum, and more as you explore the city’s neighborhoods.

If you're looking for an outdoor adventure, but worried about one that works for most ages, this Rogue River Hellgate Canyon Morning Half-Day Rafting Trip is perfect. It's great for all skill levels as the rapids you'll ride through are class II. Plus, it has a half-day duration so younger family members can still be included. Enjoy views down Rogue River as you travel at a leisurely pace.

Willamette Valley is world-class wine country — but the best way to taste it is with someone who can tell you why it matters. On this private, fully customizable tour, your guide brings 10+ years of wine-industry experience, pairing standout Oregon Pinot with the stories of how wine has shaped Western culture. It's for people who love a great glass and a great story in equal measure. We keep it small and unhurried — no big buses, no rigid script. Just your group, a comfortable luxury vehicle, and a hand-picked route through the boutique, family-owned wineries at the heart of the valley: three at a relaxed pace, or four if you want to cover more ground. We'll even stop where the locals go for the kind of sandwich people plan road trips around. Round-trip pickup from your hotel or Airbnb is included. Lunch and winery tasting fees aren't, so you're free to choose what you eat and pour. Come tour the valley in style — relaxing, delicious, and quietly fascinating.

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.

Join us for an epic subterranean adventure deep below the Earth’s surface. Bend is home to a vast amount of lava tube cave networks, that were formed thousands of years ago by volcanic activity. During the two hours underground in the darkest, quietest spot the Earth can provide, naturalist guides will impart their vast knowledge of the region's geology while we adventure through this incredible cave system. Wanderlust Tours is the only guide company permitted in these lava caves. These caves are wild caves, meaning there is no paved path or lighting. Wanderlust Tours will outfit your group with helmets and headlamps. We also recommend wearing hiking boots or sturdy shoes to help navigate the uneven, rocky terrain as well as a fleece jacket and jeans as the caves stay at 45 degrees Fahrenheit year round. These volcanically formed geologic wonders are a truly breathtaking place to explore.

Learn about Portland's history as you explore the city with a guide on this small-group tour. You'll meet your guide downtown and head up to the historic Pittock Mansion to take in the views. You'll then continue to the International Rose Test Gardens in Washington Park before heading back downtown to check out the cityscape and sample donuts.

Discover the sweet side of Portland when you embark on this doughnuts and coffee bike tour. Join this cycling adventure, complete with bikes, helmets, and tasty treats. Start by fueling up with a coffee at a local bean-roasting haven specializing in single-origin coffee. Then, make your way through the curated itinerary of local doughnut shops. Plus, stop at a beloved apple fritters spot.

Welcome to the Columbia River Gorge National Scenic Area. Join the eagles, osprey, salmon and sturgeon on an epic journey on the Columbia River. Starting out in beautiful Herman Creek Cove we'll get comfortable with the kayaks and explore the crystal clear waters as we paddle a gentle inlet of Herman Creek toward an old fish hatchery From there we head out onto the Columbia, staying near the shore and letting the wind of the gorge push us to our next cove while soaking up the majesty or this amazing river. The wind will blow us down to Government Cove where a secluded cove full of wildlife awaits. We'll pause for a water break on the shore and get a chance to watch the birds soar over the water. After some more exploring of beautiful Government Cove we'll paddle to shore and hop on a 5 minute shuttle back to where we started. The shuttle allows us to paddle downwind, making this tour suitable for those who can walk about 100 yards through the woods and are comfortable in a kayak.

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!

The half-day rafting trip on the Deschutes River is a great 3.5 hour float through class III and IV rapids. We offer either the 9 am trip or 1:30 pm trip. Our guides are expert trained to offer a safe, fun and thrilling whitewater experience on the river. We are passionate about rivers, river safety the entire guest experience.

The Upper Clackamas River awaits with a thrilling half-day rafting excursion that promises unforgettable fun. Nestled just a short drive from Portland, this trip offers a mix of roaring rapids and tranquil stretches, all framed by lush old-growth forests. As you navigate the river's exciting twists and turns, there are plenty of chances to splash around and cool off in the crystal-clear waters. With experienced guides leading the way, safety is paramount, ensuring you can focus on enjoying the ride. Prepare for an adventure packed with adrenaline and stunning scenery.

There’s nothing better than exploring Astoria at your own pace, with a flexible itinerary tailored to your preferences. Step back in time and immerse yourself in the rich history of Astoria, Oregon's oldest American settlement. From its roots as a vital port city to its iconic landmarks, Astoria offers a perfect blend of history, natural beauty, and coastal charm. Discover its significant role in American exploration and maritime history, and enjoy breathtaking views of the Columbia River and the Pacific Ocean. This full-day tour takes you through the highlights of Astoria, offering a memorable journey through Oregon’s coastal heritage.

Forget the stress of booking a (sometimes unreliable) taxi or shuttle to Portland International Airport. Reserve this private transfer for a quick and comfortable ride to the airport from your hotel in downtown Portland, Beaverton, Lake Oswago, or Tigard. Arrive at the airport relaxed with time to spare!

Bend is home to some 35 craft breweries, each with their own varieties of beer. Our food truck scene is also pretty spectacular with some tasty food. We will visit two of our favorite breweries as well as the liveliest food truck pod in town. You will enjoy complimentary flight tastings from the different breweries and Bend's famous Tots from the food truck pod. Enjoy a relaxing afternoon of craft beer and some tasty snacks.

Fly over Portland and the nearby Columbia River Gorge with this private flight experience. You’ll see the Portland Sign, fly over ancient rock formations, and soar past multiple waterfalls (including Multnomah Falls) all the way to the Bridge of the Gods in the Cascade Locks before heading back into Portland.

See the highlights of Portland in just half a day on this private tour of Portland. You'll explore downtown Portland and the nearby NW 23rd shopping district, take in city views from the International Rose Test Garden, and enjoy strolling in the World Forestry Center - Discovery Museum.

Taking this 1.5 mile (2.4 km) walk through the heart of downtown Portland offers an immersive exploration into the city's rich tapestry of history, culture, and innovation. Portland unfolds its stories through a series of iconic landmarks, bustling public squares, and artistic expressions that color its streets. You'll encounter not just the narrative of its past, but the living, breathing essence of what makes Portland beloved. Admire vibrant murals and sculptures that punctuate the cityscape. Witness the symbiosis between architecture and environment. Even the smallest park in America claims its fame among the city's green spaces. We'll share how Portland changed from a forest, to the wild-west "stumptown," to the vibrant little city it has become. This walk reveals how Portland's innovative spirit has shaped its identity from historic times to the present day. Each tour may vary, depending on your guide. But trust the reviews! We'll show you a great time!

Go bar hopping with a local resident with this casual, friendly walking tour of Portland's local bars. Your enthusiastic local guide will take you and your group to some of his favorite local haunts, with a heavy focus on interacting with locals and checking out the city's neighborhood vibes.