Chasing Waterfalls and the 7 Wonders of Oregon

♦ Start: Portland
♦ Finish: Portland

Oregon’s landscape is diverse with a windswept Pacific coastline, a volcano-studded Cascade Range, and abundant bodies of water in and west of the Cascades, combined with dense evergreen forests at lower elevations and a high desert sprawling across much of its east all the way to the Great Basin. North America’s deepest lake and the purest large body of water in the world, Crater Lake, can also be found here. On this 8-day multisport adventure, we’ll hike, bike, and kayak as we explore its unparalleled diversity in landscapes and beauty. Get set for big-time fun in the Pacific Northwest and discover why Oregon is a destination worthy of exploration!


7 nights/ 8 days

Physical Rating


Hiking, Biking, Kayaking, Cave Exploring

Places Visited

Portland, Willamette Valley, Eugene, McKenzie River National Recreation Area, Crater lake National Park, Bend, Cascades Lakes, Columbia River Gorge


  • Discover why Portland is known as Bike City USA
  • Explore the largest urban forest in the United States
  • Relax in the soothing warm waters of the Terwilliger (Cougar) Hot Springs
  • Explore Oregon’s magnificent waterfalls
  • Discover the blue waters of Crater Lake National Park, the deepest lake in America and one of the 7 Wonders of Oregon
  • Kayak on the glassy water of Cascade Lakes surrounded by the Three Sister, Broken Top and Paulina Peaks
  • Explore the inside of a lava tube cave
  • Stay in a converted 1930’s school house complete with a pub, brewery, a move theater, live music venue, and a fantastic soaking pool
  • See why US Congress recognizes the Columbia River Gorge as a National Scenic Area and why it’s one of the 7 Wonders of Oregon

Is this trip right for you?

  • Due to the area we cover on this trip, there are a few long drives. This is a great opportunity to enjoy the scenery and spend some time getting to know the other members of your group.
  • Accommodations on this trip are either twin or multi share in 3-4 star hotels and guesthouses that are locally owned and centrally located. Single travelers will share a room with other travelers of the same sex, unless you’d like to pay extra to have your own room. Hotels in Europe often don’t have double beds, but rather two single beds that can be pushed together/apart. Rooms in Iceland can be small, and at times you may be accommodated a short walk away from the main building.
  • This trip is intended for those who feel comfortable being active approximately 3-5 hours a day. Includes walking and/or trekking on various types of terrain for 4-8 miles, including rough trails with elevation gain/loss of up to 1,200 feet. This trip also includes biking, kayaking, and other activities that require an average level of fitness to enjoy.


Today is arrival day and there are no planned activities, so you are free to arrive in Portland at any time. Upon arrival, you will be picked up by your trip leader and taken to your hotel for the night. You’ll have the rest of the day free to explore the city on your own and possibly check out some of the city’s incredible breweries, restaurants, and the local music scene. Portland has 145 square miles of exciting things to do, eat, drink, see, hike and explore.

–Airport Transfer

Overnight at Mark Spencer Hotel



Portland is known as Bike City USA, probably for its 315 miles of bikeways, or possibly for the nation’s highest percentage of bike commuters. Today, we’ll spend the day exploring these bikeways. The Waterfront Loop leads you along Portland’s meandering Willamette River, through Oaks Bottom Wildlife Refuge, and then back along the westside of the waterfront. This loop offers one view after another of the Willamette River and the surrounding greenspaces. Mostly on paths, with just a few short sections on streets, this is a delightful and relaxing ride. Take the side trip over to Tideman-Johnson Park if you’d like a little more distance.

The Forest Park Conservancy covers 5,157 acres and is one of the largest urban forests in the United States. There are 30 miles of bikeable paths in Forest Park, with the most popular route being the 11.2-mile Leif Erikson Drive, with views of the Columbia River, Mount Hood and Mount St. Helens. With more than 80-miles of soft-surface trails, fire lanes and forest roads, Forest Park offers ample opportunities for hiking, running, biking, walking, and simply escaping the urban atmosphere. An abundance of wildlife can be found in Forest Park and the 30-mile Wildwood Trail is part of the region’s 40-mile Loop trail system that links Forest Park to pedestrian and trail routes along the Columbia River to Gresham, through southeast Portland, along the Willamette Greenway, and back to the Marquam Trail in southwest Portland.

Portland is an incredible city and worthy of a full day of exploration.


— Multi-Speed Bicycle Rental (24 hours)

Overnight at Mark Spencer Hotel


Sahalie Falls/ Koosah Falls/ Proxy Falls/ Cougar Hot Springs/ Eugene (B)

Today, we’ll head south to Eugene for some hiking and waterfall exploring! Our first stop will be the McKenzie River Waterfall Loop Trail to see Sahalie Falls and Koosah Falls. This is a 3-mile trail at 2800ft elevation and is part of the McKenzie River National Recreation Area. It follows the McKenzie River as it flows over two spectacular waterfalls and cascades into whitewater.

From here, we’ll continue to Proxy Falls, one of the streams cascades into two separate shimmering veils dropping 226 feet. It’s two of the most unique waterfalls in Oregon and among the most frequently photographed. It’s an easy to moderate 1.5-mile loop to see both falls.

Afterwards, we’ll soak in the natural mineral waters at Terwilliger (Cougar) Hot Springs. As you walk the ¼ mile trail to this clothing optional hot springs, you are enveloped in the dark hues of primeval woodland, touched by mottled light filtering down from treetops high above and the invigorating scene of the lagoon and the gorgeous Rider Creek waterfall spilling into it. Six tranquil pools are spaced apart by rock walls laid out in steps down a ravine. Temperatures range from 85 degrees in the lower pool to 112 degrees in the upper pool. The pools are 3-12 feet across and an average of 2-3 feet deep. The pool floors are mostly bedrock but some gravel, sand and debris remain at the bottom of the pool.

This evening, we’ll spend the night in Eugene, a diverse and friendly city in the south end of the Willamette Valley between two small buttes, and beside the scenic Willamette River.


— McKenzie River Waterfall Loop Trail (2.6 mile loop, 400ft elevation gain)
— Hike to Proxy Falls (1.5 miles, easy)
— Visit Terwilliger (Cougar) Hot Springs

Estimated travel time: 4.5 hours
Overnight at Valley River Inn or similar


Crater Lake National Park (B)

There’s a legend in Oregon that when the first Crater Lake visitors with color cameras took their photos to be developed, they were reimbursed for what Kodak assumed was an error in the printing process. Little did Kodak know, the impossibly bright blue hue of Oregon’s Crater Lake was, in fact, real. From high atop the rim of Crater Lake, you can see what a wonder the world really is. A hike down to the water reveals new wonders. The water is so blue, so deep, it’s no surprise it’s the deepest lake in America, and one of the deepest on earth. That’s why it’s one of the 7 Wonders of Oregon.

Surrounded by cliffs almost 2,000 feet high and boasting a picturesque island, Crater Lake was established as a national park in 1902 and it’s the fifth oldest in the United States. It encompasses 183,225 acres and there is lots to do here from boat tours, hiking, or just relaxing.

The rest of the day will be a free day, at your leisure. There is more than 90 miles of hiking trails, ranging from easy to strenuous. Additionally, thirty-three miles of the Pacific Crest Trail pass through the park, offering hikers magnificent views of the lake.  Due to the elevation of the park (6,500ft to 7,100ft), weather conditions may change quickly and a warm jacket and wool sweater are always recommended items to carry, even in the summer.

Estimated travel time: 2.5 hours
Overnight in a Vacation Rental


Cascade Lakes/ Newberry National Volcanic Monument/ Bend

This morning, we’ll journey into the mighty Cascade Range to paddle the glassy waters of a spectacular mountain lake. Be sure to watch for otter, mink, osprey and eagles, and bring a camera for the best mountain views in Central Oregon! We’ll spend over 2 hours on the water to soak in the surrounding natural beauty. Wear your swimsuit for a refreshing dip! You’ll see parts of these large lakes that are only accessible by paddling into the fingers, coves, bays, and wetlands created by ancient eruptions and erosion. Surrounded by the Three Sisters, Broken Top, or Paulina Peak, kayaking provides the ultimate experience in this area.

On our way to Bend, we’ll stop at Newberry National Volcanic Monument and explore the inside of a lava tube on this subterranean trail. A full mile long, this self-guided tour runs through an incredible environment and geology. Average temperature in the cave is 42 degrees, so dress accordingly.

This evening, we’ll explore some of the local breweries in Bend. In this little mountain town of more than 87,000 people, Bend has more breweries per-capita than any other city in Oregon and has been dubbed Beer Town USA! If beer isn’t your thing, that’s okay. Bend’s growing selection of distilleries and wineries are a great way to quench your thirst for adult beverages.


— Kayaking Tour at Cascade Lakes
— Visit to Lava River Cave

Estimated travel time: 1.5 hours
Overnight at McMenamins Old St. Francis School


Bend/ Tumalo Falls

Central Oregon has some of the most spectacular and beautiful hikes in the country, if not the planet. In continuing with our chasing of waterfalls, today we’ll see the most popular waterfall located within the Bend city limits, the nearly 100-foot Tumalo Falls. A short jaunt will bring you past views of the waterfall, located along Tumalo Creek, but continue to the top of the falls and follow a wonderful trail system to Double Falls and Upper Falls and then North Fork Falls, and Spring Creek Falls to complete the 7-mile loop.

This evening, we’ll enjoy more of this vibrant, hip, cosmopolitan mountain town and possibly head to the Old Mill District for dinner and a walk along the Deschutes River.


— Hike Tumalo Falls Loop (7.1 mile loop, 1312ft elevation gain)

Overnight at Overnight at McMenamins Old St. Francis School


Columbia River Gorge/ Portland (B)

As we make our way back to Portland, we’ll discover Multnomah Falls and dozens of other falls like Horsetail, Ponytail and Bridal Veil along the Historic Columbia River Highway. Carved by the great Missoula Floods, the Columbia River Gorge is a stunning landscape full of breathtaking vistas and abundant waterfalls. Touring the Gorge is easily one of the most scenic routes you can take in all of Oregon. With its charming orchards and vineyards and Hood River’s laid-back, surf-town vibe, the area seems like another world, though it’s only an hour from downtown Portland. Thanks to its unique geography, US Congress recognized the unique splendor of the Gorge and designated it a National Scenic Area, the largest in America. And when you see if for yourself, you’ll understand why it’s one of the 7 Wonders of Oregon.


—Visit Multnomah Falls, Horsetail, Ponytail and Bridal Veil Waterfalls

Estimated travel time: 4 hours driving
Overnight at Mark Spencer Hotel


Portland/ Departure

Today is departure day and there are no planned activities. If you have time, you can tick-off any last minute shopping you might like to do before your departure.


—Airport transfer

2018 Dates & Pricing

If your dates are flexible, why not join other like-minded Adventure People on an exciting small-group adventure? Below are our set departures for this itinerary. Group trips are perfect for the solo traveler; ideal for friends. All are welcome!

Our custom small-group tours offer the opportunity to feel like you’re exploring a destination with a group of friends — because that’s what they’ll be after your trip! Our groups range in size depending on the destination and the activities, but are generally no more than 16 people.

USD $1995
per person in a double occupancy room
Due in Full by April 15, 2018
+ Single Supplement $610 (Optional)
Starts in Portland:  July 14, 2018
Ends in Portland: July 21, 2018
Status: AB (Available to Book)
Trip Leader(s): Stacey & Jody

Sorry, there are no other scheduled group departures at this time. Please contact us if you’d like to see another one added.

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Ready to book?
Use the booking form to the right and submit your information along with a deposit to secure your spot. Need assistance? Call us at (800) 953-5538 or email and one of our tour consultants will be happy to help.

Gather your favorite people to share this adventure on the dates of your choice.  Pricing available for individuals and 10% discount for groups of 8+!

***Pricing Available Upon Request***

All prices are per person in U.S. dollars based on double occupancy.

NOTE: All quotations are based on the current rates of park fees, VAT, other government taxes, and current exchange rates. Should any of these be increased or a new tax introduced, these increases will be added on even if your trip has already been paid for.

Not finding what you’re looking for? We can tailor your adventure to fit your travel style, time frame, budget, and interests. From different styles of lodging to your favorite adventure activities, we’ll create the best custom itinerary for you. Feel free to call one of our travel specialists for information on custom trips. Let us plan your next adventure of a lifetime!

Request a Custom Itinerary

6 nights hotel/ 1 night vacation rental All meals indicated in the itinerary (B=Breakfast, L= Lunch, D=Dinner)
Van transportation for all included activities & airport transfers Portland Bicycle Rental
Proxy Falls Permit Kayak Tour at Cascades Lake
Hiking – McKenzie River Waterfall Loop Trail Hiking – Proxy Falls
Hiking – Tumalo Falls Loop Visit Terwilliger (Cougar) Hot Springs
Visit Multnomah Falls, Horsetail, Ponytail and Bridal Veil Waterfalls Visit to Lava River Cave
Airfare to/from Portland Airport (PDX) Beverages & Meals not specified
Optional Activities Gratuities
Personal Expenses Travel Insurance
Airport taxes and excess baggage fees
Chasing Waterfalls and the 7 Wonders of Oregon
Bend Oregon
Cascade Lakes
Columbia River Gorge
Cougar Hot Springs
Forest Park
Koosah Falls
Lava River Cave
Multnomah Falls
Proxy Falls
Sahalie Falls
Tumalo Falls

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