For the second time in five years, Plymouth’s school superintendent, Gary Maestas, is planning to take a road trip from America’s capital to its hometown — the hard way.

Maestas and five others plan to ride their bicycles on back roads from Washington to Boston, and then to Plymouth, a distance of about 600 miles, in one week. Backed by corporate and private sponsors, they hope to raise $100,000 for the Plymouth Education Foundation. The nonprofit will earmark that money for local school programs and projects promoting health and wellness, spokeswoman Emily Goonan said.

And Maestas and his fellow riders — his son AJ, Carver School Superintendent Scott Knief and athletic director Mike Schultz, Plymouth School Committee member Michelle Badger, and former Plymouth selectman Sergio Harnais — will try to deliver the same message en route, stopping each day at schools and YMCAs to promote health and wellness and good decision-making.

To entice students to attend, Goonan said, the team will give away bicycles, shoes, and T-shirts provided by sponsors at each location.

“My whole goal,’’ said Maestas, the driving force behind DreamRide2, “is to gravitate kids to really think about what they do everyday. What I want them to do is be influenced by positive things in their life.’’

Maestas completed the first DreamRide in 2011 with Peter Holden, at the time president and chief executive of Jordan Hospital, now Beth Israel Deaconess Hospital-Plymouth, where he plays the same role.

“I had the idea of doing the ride,’’ Maestas said, “to encourage kids to not only dream about things, but to make them happen.’’

The riders’ emphasis on making healthy choices won’t ignore the dangerous ones facing today’s youths. “It’s an interesting way,’’ said Knief, the Carver school superintendent, “to kind of even attack the opioid issues, to promote a healthy lifestyle and making healthy decisions.’’

The riders and their crew, which includes students, school staff, and volunteers, will arrive in Washington Sunday, June 5.

When they begin their ride from the capital the next day, they’ll need to average 80 miles each day to complete the trip in time, Maestas said. The group will stop occasionally to speak at rallies and to video chat with Plymouth students, he added. They plan to finish their trek June 12 with a celebration at Plymouth North High School.

Maestas said nearly every second of the journey will be publicized by six students from the 2016 graduating class who’ve spent the past four years studying television production. The teens will be charged with live broadcasting, updating social media, and blogging daily. Another student will serve as a bicycle mechanic, he added.

And even the students who aren’t there physically have every opportunity to get involved. Indian Brook Elementary fifth-grade teacher Nancy Franks has devised a weeklong curriculum for K-6 students to engage them with the riders’ journey and mission.

This “all-encompassing curriculum,’’ she said, connects the students to wherever the riders happen to be that day — and any connection that location may have to the 400-year story of Plymouth’s endurance. The idea, she added, is to engage, unite, and encourage students to achieve their dreams.

“Riding your bike from Washington, D.C., to Plymouth is what some may think is pretty crazy,’’ she said, “but he’s showing the students that anything is possible.’’

Bret Hauff can be reached at bret.hauff@globe.com. Follow him @b_hauff.