Special Youth Savings: Kids 4 to 17 save up to 20%. See details.

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

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 16-23 (min. age 14)

Families with Kids & Teens Best for ages 7-17 (min. age 4)

One or more kids 16+ required (siblings 14+ ok)

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 - Experience the world’s best, from lavish luxury to chic retreats with prestigious alliances.

Deluxe Hotels - Find modern comforts in extraordinary settings, with great ambience and ample amenities.

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.

Special Youth Savings: Kids 4 to 17 save up to 20%. See details.

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

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 16-23 (min. age 14)

Families with Kids & Teens Best for ages 7-17 (min. age 4)

One or more kids 16+ required (siblings 14+ ok)

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 - Experience the world’s best, from lavish luxury to chic retreats with prestigious alliances.

Deluxe Hotels - Find modern comforts in extraordinary settings, with great ambience and ample amenities.

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.

2025: Jul-Aug

Crater Lake, Smith Rock & the Deschutes River

Let “go with the flow” be your family’s weeklong mantra in Oregon’s premiere adventure playground. Ride the current of the ultimate summer vacation and find fun around every bend!

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Biking
Walk/Hike
Raft

Highlights

  • Bike in and around Bend, a vibrant city with cosmopolitan appeal and a small-town vibe

  • Explore Smith Rock State Park, a high-desert wonderland of sheer cliffs, deep canyons, dramatic volcanic crags and vertical faces

  • Spend the day hiking, swimming and picnicking at Crater Lake National Park, whose namesake's impossibly blue waters must be seen to be believed

  • Recreate to your heart’s content at our resort in Sunriver—there’s something for every age here!

  • Raft the mighty Deschutes, an exciting ride full of thrills, spectacular scenery and the occasional river otter sighting

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 adventure in Bend, the state's adventure capital • In Smith Rock State Park, hike amid sagebrush and red-rock spires alongside the Crooked River • 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 • 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 • 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 • It's a full day at Crater Lake National Park—consider this your invitation to go jump in the lake! • Ride to the wilderness of Newberry Volcanic National Monument • Enjoy the amenities at our resort—thank goodness there's no age limit for 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.

Want to learn more about this trip?

Request a Detailed Itinerary! Complete with descriptions of each day, tips on travel arrangements, regional highlights and more, it’s the perfect tool to help you choose. You can easily share it with friends too!

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What's Included

See more

From $3,999 /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 $3,999 /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 Road Bike
Performance Road Bike

Included in your trip price

  • Ideal for avid cyclists
  • 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
  • Limited availability on Unplugged Bike Tours;  learn more

Min. age to ride e-bike: 16+

From $3,999 /person

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From $3,999 /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.

Unplugged dates are perfect for guests who want to ride an acoustic bike.
E-bikes are available to travel companions by request only.

Your guest & room selections

1 adult

1 room, 1 bed

Edit

Kids 4 to 17 save up to 20% (savings applied after booking). See details.

Please Select a Group Size

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

Want to learn more about this trip?

Request a Detailed Itinerary! Complete with descriptions of each day, tips on travel arrangements, regional highlights and more, it’s the perfect tool to help you choose. You can easily share it with friends too!

Download & Share

Book with Confidence

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

Learn more

From $3,999 /person

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