Facebook Instagram Youtube
Find a Trek
Teen Treks - Bike Trips

Speak with a Bike Tour Guide: 1-716-566-7908

Connecticut & Rhode Island

Starts: New York City, NY

Route: Providence, RI

Ends: New York City, NY

Connecticut & Rhode Island

  • 2,595
  • 10 Days
  • 15-25 Miles per Day
  • Grade 7-9
  • First Time Explorer

Tour 1: June 21 – June 30
Tour 2: July 12 – July 21
Tour 3: July 19 – July 28

 

Teen Tour: Bikepacking from New York City to Providence

Take off on a 10-day journey through the scenic shorelines of Connecticut and Rhode Island. This trek offers a perfect introduction to bike touring, featuring sandy beaches, winding back roads, and charming coastal towns. Experience the natural beauty and rich history of New England while building confidence and camaraderie with fellow trekkers.
View 3 Dates
Learn More

Teen Tour: Bikepacking from New York City to Providence

Take off on a 10-day journey through the scenic shorelines of Connecticut and Rhode Island. This trek offers a perfect introduction to bike touring, featuring sandy beaches, winding back roads, and charming coastal towns. Experience the natural beauty and rich history of New England while building confidence and camaraderie with fellow trekkers.
connecticut rhode island bike tour

Start Your Summer Bike Tour

Tour Highlights at a Glance

Coastal Cycling

Ride along picturesque back roads and shoreline paths.

Beach Days

Relax on sandy beaches and enjoy swimming in the Atlantic Ocean.

Historic Towns

Explore charming towns with rich maritime history.

Camping Experience

Enjoy overnight stays at scenic campsites along the route.

Who Is This Teen Travel Program For

Middle School Students

Ready to embark on their first extended cycling adventure.

Beginner Cyclists

Comfortable with daily rides of 15–25 miles on gentle terrain.

Nature Enthusiasts

Interested in exploring the unique blend of history and natural beauty in New England.

Team Players

Excited to build friendships and collaborate in a group setting.
bike tourists on connecticut beach
teen bicyclist holding sea life in his hands
new england trekkers having dinner

Daily Itinerary & Map

What You’ll Experience Each Day on This Teen Tour

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

young adult bicycling new york city

Greater New York

Meet in New York, NY, and begin the journey through Connecticut's coastal towns.

lighthouse in new haven connecticut

Coastal Connecticut

Cycle through scenic landscapes, stopping in historic towns for exploration and rest.

cranston pier in rhode island

Providence

Continue along the coast, visiting Newport & Block Island, enjoying beach days.

old colonial ship in mystic connecticut

The Gold Coast

Explore Connecticut's charming towns and natural beauty.

Hudson River Greenway and cyclists near One World Trade Center

New York City

Conclude the trek with a celebratory gathering and return to New York, NY.

Cultural & Regional Highlights

  • Connecticut Shoreline:

    Experience the state's scenic coastal towns and beaches.

  • Rhode Island:

    Discover the charm of New England's smallest state, rich in history and natural beauty.​

  • Ferry to Block Island:

    Explore this charming, car-free island by bike, with its dramatic bluffs, historic lighthouses, and sweeping ocean views.

clam chowder served in new england
North Lighthouse, Block Island, Rhode island

Questions?

We're Here to Help You

Contact Us

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 summer 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?

This experience combines the structure of traditional summer camps for teens with the freedom of a cross-country bikepacking journey.

  • Equipment: High quality group camping, cooking and safety gear.
  • Accomodations: Campsite fees and select hostel stays.
  • Meals: All 30 meals and daily snacks during the trek.
  • Support: Experienced trek leaders.
  • Activities: Admissions to national parks and scheduled excursions.
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.

A Coastal Bikepacking Journey for Teens

This teen tour blends ocean views, relaxed riding, and cultural discovery into a route that feels both energizing and approachable. Starting in New York City and moving through the New England shoreline, teens experience a style of bikepacking that is less about distance and more about immersion.

  • Coastal roads and bike-friendly paths create a smooth riding experience, making this one of the most enjoyable summer trips for teens who want variety without extreme difficulty.
  • Frequent beach access adds a refreshing rhythm to each day, balancing time on the bike with time in the water.
  • The journey naturally brings the group together, with shared meals, ocean sunsets, and campsite evenings that echo the feel of summer camps for teens.

New England Coast Highlights

This route highlights the character of coastal Connecticut and Rhode Island, where historic towns, harbors, and shoreline landscapes create a constantly changing backdrop. Each stretch offers something distinct, from quiet roads to lively waterfront areas.

  • Riders pass through classic New England towns, where colonial architecture, marinas, and local shops reflect the region’s maritime roots.
  • Stops in places like Newport and Block Island introduce teens to coastal culture, with opportunities to explore beaches, cliffs, and historic landmarks.
  • The mix of inland back roads and oceanfront riding keeps the experience dynamic, offering both peaceful stretches and scenic highlights.

 

City Energy to Coastal Calm

The structure of this teen travel program creates a natural progression, moving from the fast pace of New York City into the slower rhythm of coastal travel, and then returning with a new perspective.

  • The journey begins in New York City, where teens quickly transition from an urban setting into quieter roads and open shoreline routes.
  • Midway through the trip, riders settle into a steady routine, gaining confidence as they move between beach towns and campsites.
  • The final return to New York feels different, as teens arrive with a sense of accomplishment and a deeper appreciation for how far they’ve traveled.

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. 

  • Teens learn to manage their own gear, clothing, and daily routines, from packing in the morning to setting up tents and helping prepare meals at night.
  • Riding in varied terrain teaches pacing, perseverance, and thoughtful decision-making. They learn when to push, when to fuel up, and when to ask for coaching or support from leaders.
  • Shared challenges - headwinds, hills, or early wake-ups - become inside jokes and stories that riders bring back to school, future applications, or gap-year planning.

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-San Francisco 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.

  • Leaders receive training in road safety, first aid, group dynamics, and youth mentorship, combining the professionalism of established travel companies with a mission-driven focus on teens.
  • Group sizes are intentionally kept small so leaders can ride with participants, coach bike-handling skills, and respond quickly to changing conditions on the road or at camp.
  • Families benefit from transparent pricing and detailed pre-trip guidance, making it easier to plan, pack appropriately, and understand what each day on the road is likely to feel like for their teen.

Is this a good option for teens new to bike tours?

Yes, this teen tour is designed with beginner riders in mind. The moderate distances and varied pacing make it an ideal introduction to multi-day cycling.

How much time do teens spend at the beach?

Beach time is a regular part of the experience, with multiple opportunities to swim, relax, and explore coastal areas throughout the trip.

What makes this different from other teen travel programs?

This program combines movement and destination in a unique way. Instead of staying in one place, teens travel along the coastline, creating a more immersive and rewarding experience.

A New Perspective on the Northeast Coast

Traveling this route by bike allows teens to experience the New England shoreline in a way that feels continuous and connected. The journey reveals how each town, beach, and stretch of coastline fits into a larger story.

Riders experience the transition between regions gradually, noticing subtle changes in landscape, architecture, and pace.

The combination of cycling, beach time, and exploration creates a balanced experience that appeals to a wide range of interests.

By the end of the trip, teens leave with a stronger sense of independence and the confidence that comes from completing a meaningful journey.

Book a Teen Treks Bike Trip in New England

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

Book Your Teen's Trip Today

Pricing, Dates & Availability

Cost: $2,495 / person

For 10 Days

Other bike tours charge the same price for just 6 days. Teen Treks gives you 10 days of adventure, learning, and lifelong memories – over 3x the value!

  • Early booking is recommended to secure your place.
  • 10 Days
  • 200+ miles
  • 30 Meals
  • 6 hostel/hotel overnights
  • 1:5 leader to trekker ratio
  • 10+ swimming opportunities
  • Countless ice cream stops
  • Tour Dates:
  • June 20 - June 29
  • July 11 - July 20
  • July 18 - July 27
Jordan
Trekker

"The Connecticut–Rhode Island Trek was my first bike tour, and it was amazing! I loved the mix of nature, history, and fun activities."

★ ★ ★ ★ ★

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.

Learn More
teen bike tour photo on a giant chair
Connecticut – Rhode Island Trek

Dates & Pricing for Connecticut – Rhode Island Trek

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

$630.00 deposit $2,595.00 / person
Open
Filling Fast
Sold Out
$630.00 deposit $2,595.00 / person
Open
Filling Fast
Sold Out
$630.00 deposit $2,595.00 / person
Open
Filling Fast
Sold Out

Save Your Spot

We'll hold your spot for 3 days. No payment due now.

Tour Specific FAQs

Frequently Asked Questions About This Tour

What Makes the Connecticut & Rhode Island Bike Tour So Unique for Teens?

This teen tour blends coastal exploration with a relaxed, immersive bikepacking experience along the New England shoreline. Teens ride from New York City into a completely different rhythm of beach towns, historic harbors, and island life. The combination of cycling, ferry rides to Block Island, and daily beach access makes it one of the most refreshing summer trips for teens.

How Physically Demanding Is This Bike Trip?

This trip is designed for beginner riders, with daily distances of 15–25 miles on mostly gentle terrain. The mix of flat coastal roads and manageable back routes keeps the riding approachable. It’s a great introduction to teen travel programs that involve multi-day cycling without extreme physical strain.

What Types of Landscapes Do Teens Ride Through?

Riders experience a mix of shoreline paths, quiet back roads, sandy beaches, and historic seaside towns. The route includes highlights like the Connecticut coast, Newport, and Block Island, where ocean views are constant. Each day offers a different perspective of New England’s coastal character.

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

The 10-day structure makes this a comfortable first step into independent travel for teens. Strong group dynamics, shared routines, and supportive leaders help teens settle in quickly. The combination of riding, beach time, and camp life creates a balance that feels both structured and fun.

What Happens on Rest Days or in Major Cities?

Breaks from riding are built into the experience through beach days and time in towns like Newport and Block Island. Teens swim, explore local shops, and enjoy coastal attractions with their group. These moments give riders time to recharge while still feeling part of the journey.

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

Safety is carefully managed through experienced leaders, daily bike checks, and structured group riding. Routes are chosen for their bike-friendly conditions, especially along coastal roads and paths. Small group sizes allow leaders to stay closely engaged with each rider throughout the trip.

Who Is the Ideal Fit for this Bike Tour in CT & RI?

This teen tour is ideal for middle school students or beginners looking for their first multi-day cycling experience. It’s a strong fit for teens who enjoy the outdoors, beaches, and exploring new places at a relaxed pace. No prior bikepacking experience is required—just curiosity and a willingness to try something new.

How Should Teens Prepare Physically for a Longer Trip?

Teens should feel comfortable riding short distances before arriving, but no intense training is required. Casual rides, light cardio, and time on a bike in the weeks leading up to the trip are enough. The structure of the program helps teens build strength and confidence naturally as the journey progresses.

General Tour FAQs

More About Our Teen Travel Program

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 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.

Connecticut & Rhode Island Bike Tour is now open for booking.
View Dates