Oregon's Bend & the Cascades Family Multi-Adventure Tour

Families with Teens & Kids

Small Group Adventures for:

Couples, Friends & Solos Adults 18+

Women's Adventures Women 18+

Families with Young Adults 20s & Beyond Best for ages 20+ (min. age 18)

Families with Older Teens & 20s Best for ages 17-23 (min. age 14)

Families with Teens & Kids Best for ages 9-17 (min. age 4)

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

From $4,199 - $4,399 /person

6 days

5 nights

Activity Levels 1-3

We categorize our trips based on a range of activity levels from leisurely (1) to avid (5) with plenty of options in between.

Premiere Hotels

Premiere Hotels - From lavish luxury to on-trend boutique, offering experiences as unique as the regions we explore.

Casual Plus Hotels - A step above Casual but not quite Premiere.

Casual Hotels - Known for their character, charm and proximity to outdoor adventures and Backroads activities.

Small Luxury Ships - Unpack once and cover more distance on an intimate ship with spacious staterooms and superb amenities.

Oregon's Bend & the Cascades Family Multi-Adventure Tour

Families with Teens & Kids

Small Group Adventures for:

Couples, Friends & Solos Adults 18+

Women's Adventures Women 18+

Families with Young Adults 20s & Beyond Best for ages 20+ (min. age 18)

Families with Older Teens & 20s Best for ages 17-23 (min. age 14)

Families with Teens & Kids Best for ages 9-17 (min. age 4)

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

6 days

5 nights

Activity Levels 1-3

We categorize our trips based on a range of activity levels from leisurely (1) to avid (5) with plenty of options in between.

Premiere Hotels

Premiere Hotels - From lavish luxury to on-trend boutique, offering experiences as unique as the regions we explore.

Casual Plus Hotels - A step above Casual but not quite Premiere.

Casual Hotels - Known for their character, charm and proximity to outdoor adventures and Backroads activities.

Small Luxury Ships - Unpack once and cover more distance on an intimate ship with spacious staterooms and superb amenities.

2024: Jun-Aug 2025: Jun-Aug

From $4,199 - $4,399 /person

Crater Lake, Smith Rock & the Deschutes River

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. 

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Bike
Walk/Hike
Raft

Highlights

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

Oregon

Start/End Bend

Airports & Travel details*

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

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Itinerary

Days 1-2

Description

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.

Accommodations

Nights 1-2

The Oxford Hotel
Bend
Premiere Hotel

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

Hotels may vary based on departure. Any variations will be displayed when selecting a departure under Dates & Prices.

Days 3-6

Description

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.

Accommodations

Nights 3-5

Sunriver Resort
Sunriver
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)

Hotels may vary based on departure. Any variations will be displayed when selecting a departure under Dates & Prices.

What's Included

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Want more information? Download a detailed itinerary.

Itineraries include detailed descriptions of each day, tips on travel arrangements, regional highlights and more. It's the perfect tool to help you choose!

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From $4,199 - $4,399 /person

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Hotels

World-Class Hotels

Our hand-selected Premiere hotels offer exceptional hospitality and experiences as special as the regions we explore.

Hotels may vary based on departure. Any variations will be displayed when selecting a departure under Dates & Prices.

Nights 1-2

The Oxford Hotel
Bend

Premiere Hotel

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

Nights 3-5

Sunriver Resort
Sunriver

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)

From $4,199 - $4,399 /person

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Bikes

Choose Your Perfect Bike

Our bikes are designed and built with specific cyclists and riding styles in mind, so we can always offer you a perfect ride. Please note that bike requests are subject to availability and prioritized based on the date they're submitted.

Backroads Performance Racer 2.0
Backroads Next Generation Performance Road Bike

Included in your trip price

  • Ideal for avid cyclists
  • Redesigned for 2024
  • Next gen titanium frame with carbon wheels
  • Responsive, efficient and comfortable
  • Drop handlebars only
Backroads Touring Bike
Backroads Touring Bike

Included in your trip price

  • Suited for a wide range of cyclists
  • Comfortable ergonomic seat
  • Long wheel base adds to the bike's control and stability
  • Upright handlebars only
Backroads Electric-Assist Bike
Backroads Electric-Assist Bike

Included in your trip price

  • One of the lightest e-bikes available
  • Provides plenty of power and more than enough battery
  • Lower top tubes for easier mounting and dismounting
  • Upright handlebars only

Min. age to ride e-bike: 16+

Child's Bike
Kids' Bikes

Included in your trip price

  • Backroads is the only travel company to manufacture it's own line of kid's bikes.
  • Features smaller wheels -- the perfect choice for kids.
  • On our Family Trips, you'll find 20"" and 24"" bikes.
Burley Kazoo Trailer Bike
Backroads Trailer Bike

Included in your trip price

  • 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!
  • Ideal for kids who aren't yet ready for bike touring.
  • Cannot be pulled by an e-bike.

From $4,199 - $4,399 /person

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From $4,199 - $4,399 /person

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Dates & Prices

Click on dates for pricing, itinerary variations (if any) and to book your trip. Price is per person, double occupancy in USD.

Your guest & room selections

1 adult

1 room, 1 bed

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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.

Want more information? Download a detailed itinerary.

Itineraries include detailed descriptions of each day, tips on travel arrangements, regional highlights and more. It's the perfect tool to help you choose!

Request itinerary

Book with Confidence

Backroads provides flexible booking policies so that you can plan your vacation with complete peace of mind.

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From $4,199 - $4,399 /person

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