B206/R44 CFI/CFII/Tour Pilot Massachusetts

B206/R44 CFI/CFII/Tour Pilot Massachusetts

CFI/CFII Flight Instructor & Tour Pilot R44/Bell 206

Blue Hill Helicopters is located just outside of Boston at Norwood Memorial Airport and operates a high-quality fleet of R44s and Bell 206 Jet Rangers. We provide professional flight training, scenic tours, and other commercial operations. Our team is made up of passionate aviators focused on safety, innovation, and delivering an exceptional flight experience.

We are seeking career-minded CFI/CFII instructors who are eager to grow in a supportive, professional, and dynamic work environment. At Blue Hill Helicopters, we offer a unique opportunity to become part of a team where your career can evolve beyond instructing.

If you are confident in your instructional abilities, proficient in R44 flight maneuvers, and motivated to provide top-tier training and tour experiences, we'd love to hear from you.

Blue Hill Helicopters is a leading flight school and helicopter operator based just outside of Boston at Norwood Memorial Airport. Our company is built on the values of safety, mentorship, integrity, and innovation, and we are owned and operated by active career pilots who are passionate about growing the next generation of aviators. We are a company in constant growth.

In addition to personalized, high-quality flight training, we also operate Helicopter Tour Boston the busiest and most recognized helicopter tour company in Boston. This dual focus allows us to offer a unique career path for instructors that blends teaching with high-end tour operations.

Why Blue Hill Helicopters?

• Owned and operated by active career pilots who understand the industry from the ground up
• Operate out of a busy Class D airport with daily operations in Boston Class Bravo airspace
• Gain real-world helicopter route experience and sharpen your skills navigating complex airspace
• Learn to communicate and operate effectively in one of the busiest and most structured helicopter corridors in the country
• Fly a well-maintained fleet of R44s and a Bell 206 Jet Ranger, all equipped with modern glass cockpits
• Be part of a supportive, team-oriented environment with highly skilled professionals
• Strong focus on career development, mentorship, and safety culture
• Real growth opportunities and personal development
• Work with a diverse clientele from student pilots to VIPs and corporate clients
• Located in scenic New England with excellent year-round flying conditions
• Clear pathway to NYC-based tours and Part 135 charter operations

Responsibilities

• Conduct flight training in accordance with FARs and BHH syllabus
• Lead intro flights and scenic tours around Boston and Cape Cod
• Prepare students for solo, check rides, and certification milestones
• Maintain accurate student and flight records
• Ensure compliance with safety procedures and regulatory requirements
• Participate in ongoing instructor standardization and evaluation flights
• Promote a strong safety and learning culture
• Represent Blue Hill Helicopters with professionalism and enthusiasm

Minimum Requirements

• FAA CFI Helicopter
• Instrument Rating Helicopter
• FAA Class 2 Medical Certificate
• R44 experience
• Minimum of 200 rotor hours
• Strong communication, organizational, and people skills
• Authorized to work in the U.S.

Preferred Qualifications

• FAA CFII Helicopter
• SFAR 73 CFI Endorsement for R22 (R44 endorsement strongly preferred)
• +25 hours R44 experience
• Experience operating in Class Bravo or other complex airspace
• Background in customer service or client-facing roles
• Excellent communication and interpersonal skills
• Strong organizational habits and ability to work in a team setting
• Bell 206 experience

Join a company that values quality, integrity, and progress. Blue Hill Helicopters is more than a flight school it's a launching pad for your aviation career.