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Across America Bike Tour

Starts: Portland, OR

Ends: New York City, NY

Across America Bike Tour

Tour 1: June 19 – August 13
Tour 2: June 26 – August 20

Teen Tour: Bikepacking from Portland to New York City

The ultimate test of independence, resilience, and adventure. Over 56 unforgettable days, teens cycle from Portland, Oregon to New York City, covering 3,200+ miles of the country’s most diverse landscapes. From snow-capped peaks to rolling plains and historic cities, this cross-country summer bike tour is more than just distance—it’s about discovery.

Teen Tour: Bikepacking from Portland to New York City

The ultimate test of independence, resilience, and adventure. Over 56 unforgettable days, teens cycle from Portland, Oregon to New York City, covering 3,200+ miles of the country’s most diverse landscapes. From snow-capped peaks to rolling plains and historic cities, this cross-country summer bike tour is more than just distance—it’s about discovery.

biking across america teen bike tour

Start Your Summer Bike Tour

Tour Highlights at a Glance

Coast to Coast Challenge

Pedal from the Pacific Northwest to the Atlantic Seaboard.

America's Heartland

Ride through national parks, farmland, and rural backroads.

Historic Cities

Explore Chicago, Niagara Falls, and other cultural landmarks along the way.

Outdoor Living

Camp under star-filled skies, swim in lakes, and connect with nature every day.

Who Is This Summer Travel Program For

High School Students

Seeking the ultimate summer adventure and personal growth.

Experienced Cyclists

Comfortable with daily rides of 60–85 miles and multi-day endurance.

Resilient Teens

Ready to unplug, push through challenges, and bond with a tight-knit crew.

Big Dreamers

Teens who want to see the country, meet new people, and do something they’ll never forget.

Daily Itinerary & Map

What You’ll Experience Each Day

Please Note: Full detailed itineraries are only available to cyclists and their parents/guardians.

Cultural & Regional Highlights

pizza in new york city
swimming and canoeing in new york

Questions?

We're Here to Help You

The Inclusive Value of Every Teen Treks Journey

At TeenTreks, we believe in transparent pricing with no hidden fees. Your payment covers all aspects of the journey, ensuring a hassle-free adventure. Additionally, as a not-for-profit organization, 100% of trip profits are reinvested into supporting youth outdoor programs.

– Cliff Madell, Founder

What’s Included In the Trek?

collage of a bicycle, teenagers eating lunch, and a camp site
teen bicyclist taking a selfie

Safety, Supervision & Peace of Mind

  • 20+ Years

    Zero Major Safety Incidents

  • Experienced, Trained Trek Leaders

    Every leader is CPR/First Aid certified, highly trained in road safety, and selected for their maturity, energy, and care for teens.

  • Daily Safety Checks

    Bikes are inspected daily, safety briefings are held each morning and bike-safety managers are assigned daily.

  • Small Group Sizes

    We keep our groups intentionally small for personalized attention and stronger supervision.

  • Detailed Itinerary Shared Privately

    The full, day-by-day itinerary is shared only with trekkers and their parents or guardians for safety and privacy.

  • Daily Check-Ins

    Trekkers report a daily blog of the day's highlights to be shared with families, leaders report to office daily, office staff are available for updates anytime.

Teen-Focused Cross-Country Adventure

A cross-country teen bike trip transforms the entire United States into a classroom, a proving ground, and a shared story. As riders move from the Pacific Northwest toward the Atlantic, they learn to rely on each other, adapt to new environments, and build confidence with every mile.

  • Riders experience the changing rhythm of the country firsthand, from mountain air in the West to open plains in the Midwest and the energy of the East Coast, gaining a deeper understanding of how landscapes and communities connect across America.
  • Daily routes are designed to challenge experienced cyclists while remaining structured and supportive, combining long stretches, varied terrain, and well-timed rest days that help riders sustain momentum over a multi-week journey.
  • Life on the road creates a strong sense of community, where shared meals, campsite routines, and long conversations after full days of riding turn a group of teens into a tight-knit team with a common goal.
four-female-bike-campers

Pacific to Mountains Highlights

The journey begins in the Pacific Northwest, where riders leave Portland and head into the Cascade Range. The early days set the tone, introducing teens to sustained climbs, changing elevations, and the mindset required for a cross-country ride.

  • Riders move from forested mountain roads into wide-open landscapes, experiencing the transition from the lush Northwest to the rugged beauty of the Mountain West.
  • Long descents and gradual climbs help cyclists find their rhythm, building both physical endurance and confidence as they settle into life on the road.
  • Campsites in quiet natural settings create space for recovery, reflection, and the first strong bonds between riders as the group begins to take shape.

Crossing America's Heartland

As the terrain opens up, the trek enters the vast stretches of the Great Plains and Midwest. Here, the scale of the journey becomes real, with long horizons, changing weather, and a steady forward push that defines the heart of the experience.

  • Riders cycle through farmland, small towns, and rural backroads, gaining insight into the everyday pace of life across central America.
  • Consistent mileage days build resilience and mental toughness, as teens learn how to manage energy, stay focused, and support one another through longer stretches of open road.
  • Stops in major cities like Chicago provide a shift in pace, giving riders time to rest, explore, and experience the cultural side of the journey before continuing east.

Confidence and Life Skills

For many teens, this is the first time they have been away from home for several weeks and faced such a clear personal challenge. The combination of distance, responsibility, and support creates powerful opportunities for personal growth that go far beyond cycling. 

Reassuring Parents and Guardians

While riders focus on the next hill or the next viewpoint, parents and guardians prioritize structure, supervision, and safety. Our Portland-to-New York City route is designed for high school students, with experienced leaders, clear communication systems, and thoughtful pacing that acknowledges both teen enthusiasm and real-world limits.

Can Teens Join if They Live Outside the USA?

Yes, our cross country teen bike tour programs welcome riders from Canada, Europe, and other countries. The family needs to arrange passports, flights, and any required travel insurance, while we handle the on-the-ground biking logistics.

What Do Teens Do When They're Not Biking?

Off the bike, teens relax at camp, explore coastal towns, play games, and spend time with new friends. Our Across America teen biking trips also include short hikes, beach time, ice-cream stops, and visits to local attractions along the route.

How Fit Does My Teen Need to Be?

Teens should be comfortable riding for several hours a day and handling some hills. With gradual mileage increases, rest stops, and support from our experienced leaders, most active teens who already bike or play sports can complete our teen biking trip. 

A Once-in-a-Lifetime Way to Experience America

Crossing the United States by bike reveals the country in a way few people ever experience. At bike speed, teens don’t just pass through landscapes—they feel the gradual shifts in geography, culture, and pace that define each region from coast to coast.

Riders watch the country transform mile by mile, from mountain ranges and open plains to farmland, small towns, and major cities, gaining a deeper appreciation for how diverse and connected the United States truly is.

The final approach into New York City delivers an unforgettable sense of accomplishment. After weeks on the road, riders enter one of the world’s most iconic cities knowing they have crossed an entire continent under their own power.

Long after the trek ends, teens carry forward more than memories—they leave with resilience, independence, and the confidence that comes from completing a journey that few people ever attempt.

Book a Teen Treks Bike Trip in the USA

Contact our friendly team today to learn more and reserve a place for your teen.

Pricing, Dates & Availability

Cost: $8,995 / person

For 56 Days

Other bike tours charge the same price for just 6 days. Teen Treks gives you 56 days of adventure, learning, and lifelong memories – over 3x the value!

  • Early booking is recommended to secure your place.

limited spots available

Your Leader

Get To Know Our Leaders

At Teen Treks, our bike trip leaders are passionate, experienced individuals who are committed to providing a safe and enriching experience for every teen. With backgrounds in outdoor education, cycling, and youth mentorship, they’re more than just guides—they’re mentors who foster teamwork, resilience, and personal growth. Through careful training in safety, first aid, and group dynamics, our leaders ensure every trip is both fun and supportive. They inspire teens to challenge themselves, build new friendships, and develop a lifelong love for adventure, making each bike tour a unique and unforgettable journey.

teen bike tour photo on a giant chair
Across America Trek

Dates & Pricing for Across America Trek

Book now before we sell out. Start by clicking on your preferred date for more info and to reserve your trip.

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FAQs

Know Before You Go

Where Do We Sleep?

Teen Treks groups stay in hostels, hotels, and campgrounds. Wherever you go, you’ll get to know the place. In a major city, you’ll likely get to stay in a hostel right in the downtown area, steps from major tourist attractions and plenty of great restaurants. In the North American or European countryside, you’ll often camp out in beautiful settings, or stay in a hostel that’s part of a historic landmark. Our Lake Ontario Trek, for example, stays at the 1800s-era Tibbets Point Lighthouse hostel.

What are the trip leaders like?

Each group gets two leaders, who will be fun, resourceful adults who love hanging out with kids and who know bikes. Many took cross-country bike trips as teenagers like the ones they’re now leading, and they all complete a comprehensive leader training program and get CPR and First Aid certification. They’re teachers, human service professionals, travel and hospitality professionals, graduate students and college seniors. Some are avid cyclists and travel enthusiasts, while others have served in organizations like Americorps. Their average age is 25 years old.

What makes Teen Treks different?

Teen Treks gives teenagers the chance to discover the excitement and fun of bike touring with a bunch of like-minded people, seeing beautiful natural landscapes and world-class cities while gaining independence and travel skills. You’ll have great experiences out on the road and make memories that will last a lifetime.

Teens who take our trips get a lot of say in what the group does each day, from planning the details of the route to picking out what’s for dinner. If everyone wants to bike hard and get to the beach faster, you can do that. If you want to spend a little more time taking pictures at a breathtaking waterfall or a picturesque waterfront, you can do that. We give our trip leaders lists of activities and interesting sites along the route, but the group has the freedom to follow their preferences – every summer, our trekkers find things to do we didn’t know about, and we add them to our lists for next year.

Teen Treks offers by far the best value in truly extraordinary bike trips for teenagers. Over our history, we’ve run outstanding trips up and down the New England Shore from New York to Montreal, in the Pacific Northwest, and along the California Coast all the way Across America, and through the best sites in Europe. Check out our testimonials and compare our prices to other organizations’. Our trips, our experience, and our rates can’t be beat.

What do we eat?

Your leaders will make sure there’s plenty of food for everyone, and that it’s tasty as well as good for you. Breakfast will be quick but satisfying – hot oatmeal or cereal, for example – and lunch will keep you going with a variety of fruits, vegetables, and sandwiches. For dinner, you may go to a local restaurant or make something hot together, like pasta, flatbread pizzas, or fajitas.

Our trips readily accommodate those with special dietary requirements, and we’re very conscious of food allergies – just let us know what you need.

What Makes the Across America Bike Trek So Unique for Teens?

The Across America Trek is one of the most ambitious teen bike trips available, covering over 3,000 miles from the Pacific Northwest to the East Coast. Teens experience multiple regions, climates, and cultures in a single journey, turning the entire country into a hands-on learning experience that builds independence, resilience, and perspective.

How Physically Demanding Is a Cross-Country Bike Trip?

This trek is designed for experienced and committed riders who are comfortable cycling for several hours a day over many consecutive weeks. Daily distances typically range from 60 to 85 miles, with varied terrain that includes mountain climbs, open plains, and rolling hills. With structured pacing, rest days, and leader support, riders build endurance as they go.

What Types of Landscapes Do Teens Ride Through?

Riders experience an incredible range of landscapes, from the Cascade Mountains and the Rocky Mountain region to the wide-open Great Plains, the Midwest, and the Northeast. Each section of the country offers something different, helping teens understand how geography, climate, and communities change across the United States.

How Do Teens Handle Being Away From Home for So Long?

The extended length of the trek is part of what makes it so impactful. Teens quickly form strong connections with their group, and the structure of daily riding, shared responsibilities, and leader support helps them adjust to life on the road. Many riders finish the trip with greater confidence, independence, and lifelong friendships.

How Should Teens Prepare Physically for a Longer Trip?

A simple way to prepare for a biking tour in California is to start with short neighborhood rides and build up to longer weekend outings that include some hills. Teens who can comfortably ride multiple days in a row before departure usually find it easier to enjoy the scenery and the social side of the trip.

What kind of bike should I bring?

We recommend using a touring bike, a road bike, or a hybrid with at least 15 speeds; 15-27 is ideal. If you need to buy a bike, you should be able to get one that will work great for touring for $400-$1000. Teen Treks does not allow participants to use high-performance racing bikes, dirt bikes, fixed-gear bikes, or Dutch-style roadsters.

Your bike should have a set of new tires at the time your trip starts.

Please call or email us if you’d like to talk bike choices.

Who goes on a typical Teen Trek?

Our groups include up to 10 teens, led by 2 outstanding leaders. We try to keep the gender balance even, half boys and half girls, and we group teens by age to create a positive, cohesive social environment.

Some of our trips, like the European Phantom and Pacific Northwest Treks, are designed for older teens, where others, like the Niagara-Toronto trek, cater to a younger age group. When a route will work well for kids across a range of ages, we run several trips, one for each age group. Check out our Trips Table to see what trips we have for your age.

Teens who travel with us have come from all 50 states, Canada, Europe and Asia.

How will I keep in touch with home?

You’ll be able to call home for short chats using the leader’s cell phones every 6-7 days. We provide parents with a trip itinerary and we post regular updates on our blog to show off the adventures our trekkers are having. In addition, leaders touch base with the Teen Treks office daily, so parents can contact us for information as the trip progresses.

What happens on rainy days?

If it’s only raining lightly, the trip will carry on as planned. Heavy rains or thunderstorms are usually short-lived, so your group will sit out the storm in a coffee shop, at a store, or in some other sheltered location, and continue on your way once it passes.

What Happens on Rest Days or in Major Cities?

Throughout the journey, the group stops in key cities like Chicago and near landmarks such as Niagara Falls. These breaks allow riders to recover physically, explore new environments, enjoy cultural experiences, and reset before continuing the ride east.

How Do Guided Trek Bike Trips Differ From Planning a Route Alone?

On our guided bike trek trips, we handle all route planning and arrange overnight stops, allowing teens to focus on exploring and building friendships. Our support vehicles, experienced leaders, and small groups provide structure and safety that would be hard to replicate on a DIY ride.

Is This Trip Safe for Teens Over Such a Long Distance?

Safety is a top priority across the entire route. Experienced leaders guide the group, conduct daily safety checks, and manage pacing based on conditions and rider needs. Small group sizes, structured communication, and well-planned routes ensure that teens are supported every step of the way.

Who Is the Ideal Fit for the Across America Trek?

This trek is best suited for high school students who are motivated, physically active, and excited about taking on a long-term challenge. Riders should be comfortable with endurance cycling, adaptable to changing environments, and eager to be part of a team working toward a shared goal.