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Oregon's Bend & the Cascades Multi-Adventure Tour - For Families with Teens & Kids

Crater Lake, Smith Rock & the Deschutes River

Best for ages 9+ (Ages 4+ ok) | Min. age to ride own bike: 9+ | Min. age to ride e-bike: 16+

Family — Teens & Kids

6 days 5 nights

Activity Level: 1-3

Premiere Hotels

From: $4,099 - $4,249 pp dbl occ

($800 for sgl occ)

Settle into the pace of river culture and let “go with the flow” become your family’s weeklong mantra. Invite the current of the ultimate summer vacation to carry you from world-class biking and hiking routes to a raft down the Deschutes. Meander from vibrant Bend to Sunriver’s high-desert landscapes, then arrive at stunning Crater Lake and dive on in. In Central Oregon, there’s fun for the young and young-at-heart at every turn. 

Oregon Bend & the Cascades Family Multi-Adventure Tour map
Oregon Bend & the Cascades Family Multi-Adventure Tour map


Start/End Bend 

Start/End locations may vary. Do not book flights until your trip details are confirmed.


  • Bike family-friendly bike routes in and around Bend, Oregon’s premiere adventure playground
  • Raft the mighty Deschutes, rock climb in Smith Rock State Park and spend a day at iconic Crater Lake
  • Experience the unique culture and pace of ranch life in the foothills of the Cascade Mountains
  • Waterslide to your heart’s content at our resort in Sunriver – there’s something for every age here! 


Accommodations may vary based on departure date.
6 Days Premiere Hotels
Accommodations may vary based on departure.
Days 1-2

Discover the unique geology and beautiful landscapes of Central Oregon | Kick off your family adventure in Bend, the state's adventure capital | In Smith Rock State Park, hike amid sagebrush and red rock spires alongside the Crooked River | Kids belay on and join an expert in a beginner’s rock-climbing class | Soak up expansive views of the Cascades as you bike past sprawling high-desert ranchland and beside the grand Deschutes River | Oregon’s legendary food trucks provide irresistible options for lunch | Stroll downtown Bend’s charming streets packed with art galleries and cafés or hop in the river | Grown-ups sip craft beer from award-winning breweries | Settle into our eco-chic hotel in the heart of this beloved city.

Exterior view of The Oxford Hotel
The Oxford Hotel
| Premiere Hotel

A luxury boutique hotel ideally located amid the shops, galleries, cafés and brewpubs of vibrant downtown Bend. 

Days 3-6

Bike a favorite route into Deschutes National Forest, home to towering peaks and lush forests of pine, fir and hemlock | Enjoy lunch with dramatic views of Mount Bachelor | Kids join Sunriver’s professional guides and take in the scene on horseback | Hike with a naturalist and learn about the area’s magnificent flora and fauna | Raft through Class II–III rapids as the Deschutes winds through beautiful woodland | Welcome to Crater Lake National Park—it’s a full day with the option to swim at this sapphire lake, sure to be a highlight of the week | Ride to the volcanic wilderness of Newberry Volcanic National Monument | At our resort, the younger set splashes down waterslides.

Exterior view of Sunriver Resort grounds
Sunriver Resort
| Premiere Hotel

Situated in the pristine natural setting of the Cascade Range foothills, this top-notch resort is a mecca for outdoor enthusiasts and culinary aficionados. (pool, spa)

Looks like you’re traveling with a smaller group

Our Private Trips are best for groups of 6 or more. We suggest joining a scheduled trip.

Please Select a Group Size

Group size is required to show per-person pricing. Your group size can be approximate and can change.

Activity Level: 1-3

Every Backroads trip is designed to appeal to a wide variety of interests and fitness levels. Several routes and a range of levels are offered each day so you can choose how much or how little activity you want to do. Learn more about how we determine activity levels.

Route notes

Biking terrain ranges from mellow valley rides to mountainous riding. Hiking terrain ranges from easygoing riverside paths to rocky trails with some steep drop-offs in Smith Rock State Park and at elevation in Crater Lake National Park.

Daily Route Options

* Includes shuttle.
Day 1
Walking & Hiking
Level 1 | 4 miles | 300 ft. gain
Level 2 | 5 miles | 600 ft. gain
Level 3 | 4 miles | 1000 ft. gain
Day 2
Level 2 | 26 miles* | 800 ft. gain
Level 3 | 36 miles | 1800 ft. gain
Just For Kids
Rock-Climbing Class (2 hours) | min. age 4+
Day 3
Level 1 | 11 miles* | 800 ft. gain
Level 2 | 32 miles | 1000 ft. gain
Level 3 | 38 miles | 1200 ft. gain
Level 4 | 47 miles | 3500 ft. gain
Just For Kids
Horseback Riding (2 hours) | min. age 7+
Day 4
Walking & Hiking
Level 1 | 4 miles | 100 ft. gain
Level 2 | 6 miles | 200 ft. gain
on the Upper Deschutes River (1 hour) | min. age 6+
Day 5
Walking & Hiking
Level 1 | 3 miles | 300 ft. gain
Level 2 | 5 miles | 800 ft. gain
Day 6
Level 1 | 11 miles* | 400 ft. gain

What's Included

Available Bike Options

The key to a stellar day's ride is a bike that's perfectly in tune with your cycling style… Backroads has you covered with the best bike fleet in the world! Please note that bike requests are subject to availability and prioritized based on the date they're submitted.

Click the arrow to see all bike options.

Backroads Performance Road Bike
Backroads Performance Road Bike
Performance Road Bike

Included in your trip price

This custom-designed titanium bike is lightweight and responsive, featuring Shimano Ultegra Di2 electronic shifting, 11-speed compact gearing, a premium Mavic Ksyrium Pro wheelset and a full carbon fork. 

Backroads Touring Bike
Backroads Touring Bike
Touring Bike

Included in your trip price

A proven classic, this custom-designed titanium bike is suited for a wide range of cyclists. It features a comfortable ergonomic seat and a long wheel base that add to the bike’s control and stability.

Backroads Electric-Assist Bike
Backroads Electric-Assist Bike
Electric-Assist Bike

Included in your trip price

Keep pace or zip ahead, pedaling with an electric boost. This bike provides plenty of power to flatten the hills and more than enough battery range to cover the distance.
Min. age to ride e-bike: 16+

Child's Bike
Child's Bike
Kids' Bikes

Included in your trip price

Backroads is the only travel company to manufacture its own line of kid's bikes. While the wheels might be small, the performance is big—it's the perfect choice for kids. On our Family Trips, you'll find 20" and 24" bikes.

Burley Kazoo Trailer Bike
Burley Kazoo Trailer Bike
Trailer Bike

Included in your trip price

The Burley Kazoo trailer bike, for children up to 85 pounds, attaches to an adult bike with your child providing some of the pedal power for a real team effort! It's ideal for kids who aren't yet ready for bike touring. 

Also Included

  • All breakfasts, 5 lunches, 4 dinners
  • Expertise and services of our experienced Trip Leaders
  • Snacks and beverages between meals
  • Additional guides and experts from the region on many trips
  • Van shuttles to support a variety of route options
  • Comprehensive Travel Planner with detailed pre-trip information
  • Private guided tours at museums, historic sites, wineries and other select attractions as noted in the Travel Planner
  • All gratuities at hotels and restaurants
  • Special events, including wine tastings and other select attractions as mentioned in the Travel Planner
  • On biking and multi-adventure trips, use of fully equipped Backroads titanium bike plus helmet and accessories
  • Trailercycles, carriers, and kid-sized helmets for Family Trips
  • Equipment and experienced guides for kayaking, rafting, snorkeling, sailing and canoeing as described
  • Park and other entry fees
  • Fares for trains, ferries and other modes of travel as listed in the Travel Planner
  • Select coach transfers
  • Baggage transfers and porterage

Ask a trip expert

Have a question and need expert advice? Our team of Trip Consultants is here to help! You can also visit our Help Center.

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