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Sail with us on an authentic sailing vessel steeped in history — and have the experience of a lifetime. Our fleet of historic, Maine-built wooden schooners – Bagheera, Wendameen, Timberwind, Heart’s Desire and Vela – provide the perfect vantage point to enjoy some of Maine’s most beautiful sights and sounds.

Position Overview Portland Schooner Co. (portlandschooner.com) invites applications for a seasonal (possible part-time year round) admin position to help support our public sail, special event and charter business. Applicants must be able to engage with guests in a friendly, helpful manner and confidently explain and educate potential customers and charter guests about...

Designed To Help You Experience The Restorative Power Of The Outdoors. Expertly Crafted, Field Tested Gear – Designed to Last, Since 1912.

Position Overview The Assistant Manager of Retail (Stores) Communications leads, manages and develops/maintains all communications, task/workload and delivery portals for the Retail division. Accountable to deliver an efficient, consistent and accurate communication platform that includes policy, procedures, education, task management and workload planning resources for the entire division. Ensures that all communications for all initiatives impacting the stores are scalable and able to be effectively...

Sail with us on an authentic sailing vessel steeped in history — and have the experience of a lifetime. Our fleet of historic, Maine-built wooden schooners – Bagheera, Wendameen, Timberwind, Heart’s Desire and Vela – provide the perfect vantage point to enjoy some of Maine’s most beautiful sights and sounds.

Position Overview Portland Schooner Co. (www.portlandschooner.com) based in Portland, Maine, operates BAGHEERA, WENDAMEEN, TIMBERWIND, HEART’S DESIRE, and VELA and invites applications for full-time (seasonal) Captains to operate and serve aboard its fleet of historic, Maine-built wooden vessels. Come sail in beautiful Casco Bay and live in one of the best places in...

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....

Full service and repair for bikes and skis. A great selection of hand picked bikes and skis. We are your outdoor specialists.

Position Overview Allspeed is seeking an experienced bike tech (ideally with ski experience as well).  Join our close knit team that has a laid back but professional approach to bike and ski service. Responsibilities include: Completing bike and ski service and repairs as instructed Assembling new bikes Maintaining a clean and professional...

19.00 per hour

Bike tour operator

Position Overview Earn on your schedule — lead rides when it works for you   Summer Feet Cycling (Portland EnCYCLEpedia) is building a pool of Day Trip Guides for the 2026 May–October season — and we’re looking for people who want to earn on their own terms. This is not a fixed-schedule...