Job Description

We’re more than just a team – we’re a community dedicated to making a difference every day. At Olympia Hospitality and the Spruce Point Inn, we create a fun, supportive environment where growth never stops, and success is celebrated together. Guided by our values of continuous improvement, accountability, concern for others, and trust, we foster a culture of collaboration and integrity. If you’re passionate, driven, and ready to thrive, we’d love to have you on our team. Apply today and build a career that inspires you! Spruce Point Inn is seeking experienced and hospitality-driven Boat Captains to operate the Inn’s guest vessel for scenic harbor cruises, island transportation, and private charter experiences. This role is a key part of delivering a memorable, high-end coastal experience for our guests. Captains will safely operate the vessel in and around Boothbay Harbor and surrounding islands, ensuring all trips meet the highest standards of safety, professionalism, and guest service. Join a Team that Puts Your Well-Being First! At Olympia Hospitality, we believe in supporting our employees both in and out of the workplace. When you join us, you’re not just getting a job – you’re joining a family-first organization that cares about your health and wellness, your future, and your overall satisfaction. Here’s how we show our commitment:

• Additional Support: From our Employee Assistance Program (EAP) to a sober support network, and our commitment to being a recovery-friendly workplace, we're here to help you thrive personally and professionally.
• Perks: Love to travel? Enjoy exclusive hotel travel discounts as a member of our team. Additional benefits may be available based on property specific locations!

We’re more than just a business—we’re a values-driven organization that believes in creating an environment where every team member can thrive. Our core values guide everything we do, from how we interact with each other to how we serve our guests and community. Join us at Olympia Hospitality and take the next step toward a fulfilling, balanced, and supported career. Apply today! Key Responsibilities

• Safely operate the Inn’s vessel in accordance with all United States Coast Guard regulations and company policies
• Navigate harbor and near coastal waters, including transport to and from local islands
• Conduct pre-departure safety briefings and ensure all safety equipment is onboard and operational
• Monitor weather and sea conditions to ensure safe operations at all times
• Deliver a polished, engaging guest experience (narration, local knowledge, hospitality touchpoints)
• Assist guests boarding and disembarking the vessel safely
• Maintain vessel cleanliness, presentation, and readiness for service
• Coordinate with resort leadership on daily schedules, private charters, and special events
• Complete daily logs, safety checklists, and incident reports as required
• Support light vessel maintenance and communicate any mechanical or safety concerns

Qualifications & Requirements Licensing & Certifications:

• Valid USCG Master Captain License – Near Coastal (required)
• Minimum 360 days of documented sea time
• Valid TWIC (Transportation Worker Identification Credential)
• Current USCG Medical Certificate
• Enrollment in a USCG-compliant random drug testing program
• Current CPR and First Aid Certification

Experience:

• Prior experience operating passenger vessels in harbor or near coastal environments
• Strong knowledge of local waters (Boothbay Harbor and surrounding areas preferred)
• Experience with inspected passenger vessels (COI vessels) preferred

Skills & Attributes

• Strong commitment to safety and regulatory compliance
• Excellent communication and guest service skills
• Professional, calm demeanor under pressure
• Ability to make sound decisions in changing weather and marine conditions
• Team-oriented with strong coordination skills across departments
• Passion for creating memorable guest experiences

Work Environment & Schedule

• Seasonal role (May through October)
• Flexible schedule including weekends, holidays, and evenings
• Outdoor role exposed to varying weather conditions
• Extended periods of standing and vessel operation
• Ability to row from mooring to slip

Compensation & Benefits

• Competitive seasonal compensation
• Potential for gratuities on private charters and guest experiences
• Complimentary employee meals

Physical Demands * This is a physically demanding job that requires extended periods of walking and standing with some bending and lifting. Reasonable accommodations may be made to enable eligible employees to perform the essential functions. The Olympia Companies is an equal opportunity employer and is committed to providing employment opportunities to qualified applicants without regard to such characteristics as race, color, religion, age, sex, sexual orientation, gender identity or expression, national origin, disability, genetic information, protected veteran status or any other factor protected by applicable law.

Job Tags

Full time, Seasonal work, Local area, Flexible hours, Afternoon shift

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