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Boat Captain/Personal Assistant

Vessel Operations
Employment type
Full Time
Mid Career


  • Residing in Puerto Rico (near San Juan area)
  • Provide at least 5 personal/professional references
  • No criminal history
  • License that authorizes the use/handling of boats in Puerto Rico and provides evidence of required navigation skills
  • 5+ years of experience with the operation and maintenance of boats (30 feet or larger)
  • Good work ethic
  • Adaptable to a dynamic work schedule
  • Positive attitude
  • Ability to take direction
  • Well organized
  • Ability to maintain privacy
  • Detail oriented
  • Fully bilingual (Spanish and English)

Seeking an experienced and licensed Boat Captain that can operate a Boston Whaler 420 Outrage in San Juan, PR.  The candidate must also be able to serve as a personal assistant to the owner with his personal cars, vendor coordination and other errands, per request. This is a Full-Time position.  Pay starts at $60,000/ year and commensurate with experience.

Specifically, you should be able to:

  • Operate a Boston Whaler Outrage 42 and serve as crew during voyages.
  • Ensure proper use of safety practices and procedures
  • Responsible for providing all aspects of boat maintenance, including ongoing inspection of systems/equipment
  • Assist with staff boat trips
  • Ensure that boat is clean and well-maintained, including supervising the cleaning services that are provided to the boat
  • Coordinate with private chefs for cooking aboard the boat
  • Provide maintenance to cars, including ongoing cleaning, and filling up gas tanks as needed
  • Coordinate with vendors for work done at personal apartment
  • Run additional errands upon request
  • Availability to work during Weekends and be On Call

Apply Instructions

Serious inquiries only.
  Please send resume with full contact information (name, address, email, phone) to Tracy Aguilar at tla@thomasjhenrylaw.
  For questions, contact Tracy Aguilar by phone at 210-656-1000.