Almost Fearless

10 Great Family Bike Adventures

When our family travels, we love to go biking at our destination. We have been doing this since my youngest was five years old.  Back then, he and my husband would use a tandem bike with my husband doing most of the pedaling.  Now he is a confident, independent biker and can take his own bike.   


Biking is a great way to see a new place.  It’s good exercise, fun for sightseeing, environmentally friendly and seems to promote less whining than walking.

We have biked in the city and in the countryside, with a guide and without. Here are 10 of our favorite family bike trips (rated 1 wheel to 5 based on ease of ride.)

1. Swanton, Vermont

LevelOne wheel

Type: Scenic – no guide

The Ride: Our family’s first biking experience was at the Tyler Place Resort where guests leave their cars at the entrance and get a bike to get around the complex. No cars means no traffic so it easy to get around and an ideal place for me to re-learn how to ride a bike.

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2. Paris, France

Level: Three wheels

Type: Sightseeing – with a private guide

The RideSuch a beautiful way to learn about this beautiful city. My husband rode on a tandem bike with my 5-year old son since he was not an independent rider yet and we did drive through car traffic. Our tour guide was very knowledgeable about the city and kept us off busy roads.

More info:

3. Chicago, Illinois

LevelThree wheels

Type: Sightseeing – with a private guide

The RideAnother fantastic city with lots to see. This was my son’s first trip on his own bike. It was good that we had a private guide so that we could go at our own pace and take breaks when needed. We got great exercise in addition to learning lots of interesting facts about Chi-town.

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4. Montreal, Canada

Level: Two wheels

Type: Scenic – no guide

The Ride: The Lachine Canal bike path in a scenic route along the waterfront and ranked third in Time magazine’s Top 10 Urban Biking Trips in 2009.  The path is dedicated to bikers so no issue with traffic.

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5. Scottsdale, Arizona

Level: Three to five wheels

Type: Scenic – with a guided group

The Ride: This was our first mountain bike tour and we wound up splitting into two groups. My teen daughters took the more adventurous ride while my son and I chose a less bumpy equally fun route.

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6. Jackson Hole, Wyoming

Level: One wheel

Type: Semi scenic – no guide

The RideThis ski town is a great place for biking, canoeing and hiking in the summer. It is an easy 20 -mile ride from downtown Jackson to Jenny Lake. If you get tired, you can take a slight detour and buy a snack at Dornan’s (you can also rent bikes here


7. Nantucket, Massachusetts

Level: One wheel

Type: Scenic – no guide

The Ride: Extensive bike trails including ones that view the beach. Biking is also an easy way to get around the island during your stay.

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8. Lucca, Italy

Level: One to three wheels

Type: Scenic – no guide

The RideOne of the best things to do in Italy with kids is to bike the walls of the Tuscan town of Lucca. The bike path is a wide 3-mile loop path that overlooks the city.  

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9. Acadia Park, Maine

Level: Two wheels

Type: Scenic – no guide

The Ride: Our most recent bike trip was this summer was on the carriage roads of majestic Acadia Park surrounding Jordan Pond.

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10. New York City, New York

Level:  One to three wheels

Type: Scenic and sight seeing

The Ride: Although we live just across the bridge, we have yet to bike in the city but have put it on summer list. There are many family friendly biking options including Central Park, Governors’ Island or Randalls Island.

More info


Randi Mazella

Randi Mazzella is a freelance journalist/blogger and mother of three. She has written extensively about parenting, family life and teen issues. Her work has appeared in many online and print publications including Teen Life, Scary Mommy, and Grown and Flown.


  • What a fantastic list. I need to share this w. my brother, he rides constantly. Not that he’ll hit all of these places (he lives in NY, though!) – but still – I think he’ll love the piece!

    • Thank you! I had forgotten how great it was to bike ride until our trip to Vermont. Your brother should definitely take a few of these trips – or he can suggest some new ones to me!

  • What a great list! Even though I wont be able to o to all those places, I can’t think of a more fun-filled ( AND affordable) way to spend summer than planning a family biking adventure right here where I live. The kids will love it ( I hope). Just need to make sure all the bikes are operational. 🙂

    • Thanks Darlene! You are right, there are many great places to ride local to wherever you live. And you have reminded me, I probably need to put some air in tires before heading out this weekend. Happy Trails!

  • Whaou, I’m really surprised to find Paris #2. I lived in Paris for 10 years and hated to cycle there. It was difficult, nobody care for the bikes. When I arrived in Alsace, I discovered some kind of paradise. We don’t have a car and never find the need to take a bus card. We do everything by bike and the long distance by train.
    And some of the cycling roads go through beautiful scenery.

    • We had a great guide in Paris when we biked and he really kept us out of traffic while seeing the sites. Plus he provides terrific insights throughout our 3 hour ride. Not sure we would have had as amazing an experience without his expertise.

  • I have to add Kiawah Island in Soyth Carolina to this list. It’s a great place to bike with tons of paths. Good for beginners

    • I’d also add Hilton Head Island, SC. It’s ideal for biking and the sand is so compacted you can even bike on the beach.

      • Thanks for the tip Julie! Will add this to our list. We just got back from Martha’s Vineyard and the biking was awesome there too

  • These are awesome ideas! We’d really love to do a bike trip in the Netherlands, as we’ve heard they have an great network of “bicycle highways” going through scenic areas. My kids are only 3 and 6, so the little one goes in a trailer and the big one on a tandem – hilly routes need not apply!

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