WHERE TRAILS
BECOME
CAREER PATHS

53000-56000 per year

Hearty Roots is an esteem-building outdoor adventure program led by professional counselors & educators who also happen to be backcountry gurus.

Position Overview Organization: Hearty Roots Location: Midcoast Maine (Mobile “Green Space” School Sites & Bremen Campus) Status: Full-Time Salary / Year-Round / 100% Outdoors Salary: $53,000-$56,000 Benefits:Generous PTO and modest healthcare stipend with the goal to have healthcare coverage by 2027 Start Date: August 15th; can be negotiated to start earlier The...

Maine Boats, Homes & Harbors Magazine is for people who love Maine, boats, and spending time on the water. We bring a boater’s sense of elegance and practicality to the coverage of boats and their builders, art, history, architecture, food, science, and life along the coast.

Position Overview Full-Time Office Manager/Special Projects Assistant Small Rockland-based publishing company currently hiring for a full-time Office Manager/Special Projects Assistant. Candidates must have excellent computer skills including familiarity with Microsoft Office and Google Suite. Mac-based office. Requires the ability to work on-site as part of a team and independently in a small...

The Hostel of Maine is a cozy lodge with private and shared accommodations for solo travelers, couples, families, and groups. H.O.ME is situated amongst 77+ miles of year-round world class mountain biking trails, too many miles of hiking trails to try and quantify, 56+ miles of groomed cross country and snowshoe trails, and at the base of one of New ...

Position Overview Seasonal & Year-Round Hospitality Staff We are currently hiring part-time and full-time team members for the 2026 season (and beyond) at our mountain lodge and hostel. This role is ideal for individuals who enjoy meaningful interactions, a fast-moving environment, and the unique experience of living and working in the mountains....

Mount Abram is a small family ski and mountain bike area located a few miles outside of Bethel, Maine. It has 1,150 feet (350 m) of vertical drop, with five lifts servicing 10 easy, 21 Intermediate, and 13 expert trails.

Position Overview Mt. Abram is seeking a dynamic and experienced Director of Mountain Sports to oversee the strategic leadership and daily operations of both our Snowsports and Bike School programs. This full-time, year-round position plays a vital role in ensuring seamless seasonal transitions, delivering exceptional guest experiences, and fostering a positive and professional instructional...

19.00 per hour

Bike tour operator

Position Overview Summer Feet Cycling (Portland EnCYCLEpedia) is hiring Rental Staff for the 2026 May–October season. Our shop on Commercial Street in the heart of downtown Portland is the city’s go-to resource for bike rentals and cycling information. Do you love Portland? Love bikes and being outside? Join our team and spend...

$15-$18 HR

Outdoor Expeditionary Learning programs in Maine: Promoting youth development and leadership through adventure, healthy communities and living sustainably.

Position Overview Rippleffect is seeking individuals who have experience working with summer camps or outdoor education programs to support our expedition gear logistics. Rippleffect is a non profit youth and community development organization operating outdoor leadership adventure programming out of Portland, Maine. We own Cow Island, and run many of our youth...

$55,000 - $62,000

The Maine Island Trail is a 375-mile water trail for boaters that extends the length of the Maine coast. A recreational water trail, it connects over 250 wild islands and mainland sites that are open for day use or overnight camping.

Position Overview The Membership and Donor Database Manager (MDDM) maintains, and ensures the integrity of MITA’s CRM system (Salesforce) and supports MITA’s fundraising and advancement efforts through database management and customer service. The MDDM serves as a first point of contact for MITA members, donors and the general public and responds to...

The Ecology School is a non-profit environmental education program started in 1998 in Saco, Maine. The Ecology School, located in Saco, Maine, is an innovative school for students of all ages to learn by their natural inclinations—engaging all five senses to discover the inner workings of the world around them.

Position Overview We are seeking two individuals with a passion for agriculture, education, and the environment to join us as farm assistants for the 2026 growing season. The assistants will work closely with our farm manager to grow a wide array of vegetables in our one-acre no-till field, install and maintain permaculture...

$120-150/day

Outdoor Expeditionary Learning programs in Maine: Promoting youth development and leadership through adventure, healthy communities and living sustainably.

Position Overview Rippleffect is seeking individuals who have experience working with youth in varied settings for our Rippleffect Outdoor Community Center Guide position. Rippleffect is excited to expand our guide team to support our growing seasonal program offerings. These include: Environmental Education Leadership Development Challenge Course Elements Outdoor Skills Fostering Connection to...

Hourly rate - starting at $17 an hour, pay commensurate with experience. Day rate for days in field.

Our Mission is to be the leading center for climbing, adventure, and good living in southern Maine. We strive to serve our community by always reflecting the core values of the outdoors world.

Position Overview Position Description: Instructors work together with the Camp Director/Coordinator to plan and implement adventures for their campers.  Inside-Out: Our hybrid camps feature indoor and outdoor activities during day camp. Campers will range in age from 11-14.  Summit Leadership: Our Leadership Camps are week-long camps that focus on indoor climbing skills,...

$30/hour

The Bicycle Coalition of Maine works to make Maine a better and safer place to bike and walk. Founded in 1992, the Bicycle Coalition of Maine has grown into the leading bicycle and pedestrian advocacy group in the state.

Position Overview The Education Specialist plays a central role in advancing the Bicycle Coalition of Maine’s mission to make Maine a safer, more accessible place to bike and walk. This position leads and delivers high-quality bicycle and pedestrian safety education programming for youth and adults, with a primary geographic focus on southern...

Sea Bags are born as sails and transformed into nautically inspired totes and accessories that bring our customers great happiness. You see, we believe that sails soak up sun, salt, smiles and adventure.

Position Overview The ideal Assistant Manager for Sea Bags’ Flagship Store is a visible, hands-on leader who helps set the standard for team engagement, sales performance, customer experience, and brand presentation within a high-traffic, high-profile retail environment. Partnering closely with the Store Manager, this role drives results while developing team talent, maintaining...

$15-18/hour

WE CONNECT PEOPLE TO COMMUNITIES IN WESTERN MAINE THROUGH THE SUSTAINABLE MANAGEMENT OF HIGH QUALITY, DURABLE TRAILS AND WOODS FOR ALL SEASONS.

Position Overview Under the direction and supervision of the Trails Director, Lands Coordinator and Trail Crew Leader the Trail Crew performs trail maintenance and trail building tasks at a high quality, sustainable, and fun manner, sometimes in remote locations. The Trail Crew would typically work in concert with a 4–5-person team in...

$19-$22/hr

Our mission is to preserve and protect Harpswell’s natural resources, cultural heritage and access to the outdoors now and forever through conservation, stewardship and education. Essentially, we want to keep Harpswell a special place full of wonder and wildness, while also ensuring that people can access the outdoors for years to come!

Position Overview Are you someone that loves the outdoors, enjoys working with kids, and wants a meaningful summer job? Join our Nature Day Camp team and spend your days exploring forests, tide pools, and coastal trails while helping campers (ages 6–12) discover a lifelong connection to nature. This isn’t just a summer...

$11,500 living stipend

The Maine Island Trail is a 375-mile water trail for boaters that extends the length of the Maine coast. A recreational water trail, it connects over 250 wild islands and mainland sites that are open for day use or overnight camping.

Position Overview Island Caretaker (Two seasonal positions available) The Maine Island Trail Association (MITA) is a nonprofit organization working to promote environmental stewardship and responsible recreation on Maine’s coastal islands. MITA seeks two qualified island caretakers to help with the management and stewardship of two distinct State-owned islands in Casco Bay. One caretaker will...