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Available Opportunities

Captain

Captains at Sail Caribbean live and sail with teenagers aboard 50′ sloops or 43′ catamarans in the British Virgin and Leeward Islands. Along with the Mate onboard, Captains are responsible for leading their students through all aspects of the program including sailing, instruction of curriculum, shipboard life (meals, cleaning, etc.), land activities, time management, and group living. Life onboard is a part of the Sail Caribbean experience that can be the most meaningful for our students. This position is rigorous but very rewarding and requires a strong dedication to the students and the goals of the program. Captains are responsible for the facilitation of group dynamics onboard and planning activities that challenge students. Candidates must be very energetic and enthusiastic about working with teenagers and must have experience doing so. Instructing skills must be outstanding and should be approached with creativity. Large yacht seamanship and coastal cruising are very desirable skills. Captains are also responsible for managing all paperwork associated with the account of daily activities, boat maintenance and repairs, inventory, and student evaluations. It is based on these standards that the majority of Captains first serve as Mates so that we can ensure that only the most qualified professionals serve in this capacity.

Requirements:

  • Passport valid for travel to British Virgin Islands
  • Minimum 2 years college experience
  • Expertise and experience in large yacht or small boat sailing, seamanship, sailing instruction, coastal cruising, navigation, helmsmanship, and safety at sea
  • Substantial experience working with teenagers in an educational, athletic, or camp setting, with special consideration given to residential (sleep-away) experience
  • Current Wilderness First Aid (WFA) and CPR certifications
  • Excellent interpersonal, leadership, and mentoring skills
  • Positive and enthusiastic attitude, team oriented, and a strong work ethic

Other Considerations:

  • ASA or US Sailing Basic Keelboat Instructor
  • Wilderness First Responder (WFR) or EMT certification
  • Outdoor Education experience
  • Team-teaching experience
  • Marine Biology experience
  • Equipment/engine maintenance skills
  • Racing experience
  • Scuba certification
  • Experience teaching watersports (water-skiing, wakeboarding, windsurfing, and kayaking)
Mate

Mates at Sail Caribbean sail on their home boat with teenagers aboard 50′ sloops or 43′ catamarans in the British Virgin and Leeward Islands. Mates assist the Captain in leading students through all aspects of the program including sailing, instruction of curriculum, shipboard life (meals, cleaning, etc.), land and water activities, time management, and group living. Group living is a part of the Sail Caribbean experience and can be the most meaningful for our students. Mates assist in the facilitation of group dynamics onboard and planning of activities that challenge students. Candidates must be very energetic and enthusiastic about working with teenagers and must have experience doing so. Instructing skills must be outstanding and should be approached with creativity. This position is rigorous but very rewarding and requires a strong dedication to our students and the goals of the program. To help ensure a varied learning experience, mates regularly rotate onto different boats in the fleet while still living on their home boat. It is our goal at Sail Caribbean to train our mates to become Captains.

Requirements:

  • Passport valid for travel to British Virgin Islands
  • Minimum 2 years college experience
  • Experience in large yacht or small boat sailing, seamanship, sailing instruction, coastal cruising, navigation, helmsmanship, and safety at sea
  • Substantial experience working with teenagers in an educational, athletic, or camp setting, with special consideration given to residential (sleep-away) experience
  • Current Wilderness First Aid (WFA) and CPR certifications
  • Excellent interpersonal, leadership, and mentoring skills
  • Positive and enthusiastic attitude, team-oriented, and a strong work ethic

Other Considerations:

  • ASA or US Sailing Basic Keelboat Instructor
  • Wilderness First Responder (WFR) or EMT certification (see also Mate/Medical Officer)
  • Outdoor Education experience
  • Team-teaching experience
  • Scuba certification
  • Divemaster (see also Mate/Divemaster)
  • Marine Biology experience (see also Mate/Marine Biologist)
  • Equipment/engine maintenance skills
  • Racing experience
  • Experience teaching watersports (water-skiing, wakeboarding, windsurfing, and kayaking)
Mate/Dive Instructor

Mate/Dive Instructors live aboard their home boat with teenagers on 50′ sloops or 43′ catamarans in the British Virgin and Leeward Islands. Mates assist the Captain in leading students through all aspects of the program including sailing, instruction of curriculum, shipboard life (meals, cleaning, etc.), land and water activities, time management, and group living. In addition to all other responsibilities and requirements of the Mate position, Mate/Dive Instructors assist our year-round, land-based diving operation, Sail Caribbean Divers (SCD). This includes instruction, supervision, and surface support as needed while the teenagers are diving. Mate/Dive Instructors are also responsible for assisting students with skills and ensuring that students have everything they need before meeting the dive boat. Depending on the student/instructor ratios, you may or may not be needed to certify students during every program. In the event that you are not acting as the lead instructor for a group, you will be expected to provide support as needed by SCD. Proper facilitation of group dynamics is integral to the success of Sail Caribbean and therefore will carry over into the scuba experience as well. This position is rigorous but very rewarding and requires a strong dedication to the students and the goals of the program.

Requirements:

  • Expertise and experience in diving instruction
  • Minimum 25 PADI certifications
  • MSDT and experience teaching or assisting with specialties
  • Current/renewed teaching status PADI Instructor
  • Passport valid for travel to British Virgin Islands
  • Minimum 2 years college experience
  • Substantial experience working with teenagers in an educational, athletic, or camp setting, with special consideration given to residential (sleep-away) experience
  • Current Wilderness First Aid (WFA) and CPR certifications
  • Excellent interpersonal, leadership, and mentoring skills
  • Positive and enthusiastic attitude, team oriented, and a strong work ethic

Other Considerations:

  • Experience in large or small boat sailing, seamanship, sailing instruction, coastal cruising, navigation, helmsmanship, and safety at sea
  • ASA or US Sailing Basic Keelboat Instructor
  • Wilderness First Responder (WFR) or EMT certification
  • Outdoor Education experience
  • Team-teaching experience
  • Marine Biology experience (see also Mate/Marine Biologist)
  • Equipment/engine maintenance skills
Mate/Divemaster

Mate/Divemasters live aboard their home boat with teenagers on 50′ sloops or 43′ catamarans in the British Virgin and Leeward Islands. Mates assist the Captain in leading students through all aspects of the program including sailing, instruction of curriculum, shipboard life (meals, cleaning, etc.), land and water activities, time management, and group living. In addition to all other responsibilities and requirements of the Mate position, Mate/Divemasters assist our year-round, land-based diving operation, Sail Caribbean Divers (SCD). This includes instruction, supervision, and surface support as needed while the teenagers are diving. Mate/Divemasters are also responsible for assisting students with skills and ensuring that students have everything they need before meeting the dive boat. Depending on the student/staff ratios each session, you may or may not be needed to lead or assist with every dive. Proper facilitation of group dynamics is integral to the success of Sail Caribbean and therefore will carry over into the scuba experience as well. This position is rigorous but very rewarding and requires a strong dedication to the students and the goals of the program.

Requirements:

  • Current/renewed teaching status PADI Divemaster or Assistant Instructor
  • Experience teaching scuba review courses, assisting with Discover Scuba, and assisting with specialties are a plus
  • Passport valid for travel to British Virgin Islands
  • Minimum 2 years college experience
  • Substantial experience working with teenagers in an educational, athletic, or camp setting, with special consideration given to residential (sleep-away) experience
  • Current Wilderness First Aid (WFA) and CPR certifications
  • Excellent interpersonal, leadership, and mentoring skills
  • Positive and enthusiastic attitude, team-oriented, and a strong work ethic

Other Considerations:

  • Experience in large yacht or small boat sailing, seamanship, sailing instruction, coastal cruising, navigation, helmsmanship, and safety at sea
  • Wilderness First Responder (WFR) or EMT certification (see also Mate/Medical Officer)
  • Outdoor Education experience
  • Team-teaching experience
  • Marine Biology experience (see also Mate/Marine Biologist)
  • Equipment/engine maintenance skills
Mate/Marine Biologist

In addition to all other responsibilities and requirements of the Mate position, Mate/Marine Biologists will be responsible for teaching the Sail Caribbean tropical marine science curriculum to large and small groups of students. The Mate/Marine Biologist will oversee all Marine Biology-related lessons, activities, projects, data management and equipment maintenance. Mate/Marine Biologists must have prior knowledge of tropical ecosystems (coral, mangrove, and seagrass) and the general natural history/biology of local marine life. The ability to identify Caribbean sea turtles, fish, and invertebrates is a major consideration. Candidates for Mate/Marine Biologist positions must be very energetic and enthusiastic about working with teenagers and have substantial experience doing so. Instructing skills must be outstanding and should be approached with creativity. This position is rigorous but very rewarding and requires a strong dedication to our students and the goals of the program.

Requirements:

  • Marine Biology training in tropical ecosystems (ex: a degree, college-level courses, abroad program, etc.)
  • Experience teaching marine biology topics to teenagers in an interactive setting
  • Passport valid for travel to British Virgin Islands
  • Minimum 2 years college experience
  • Experience in large yacht or small boat sailing, seamanship, sailing instruction, coastal cruising, navigation, helmsmanship, and safety at sea
  • Substantial experience working with teenagers in an educational, athletic, or camp setting, with special consideration given to residential (sleep-away) experience
  • Current Wilderness First Aid (WFA) and CPR certifications
  • Excellent interpersonal, leadership, and mentoring skills
  • Positive and enthusiastic attitude, team-oriented, and a strong work ethic

Other Considerations:

  • Wilderness First Responder (WFR) or EMT certification (see also Mate/Medical Officer)
  • Outdoor Education experience
  • Team-teaching experience
  • Scuba certification
  • Divemaster (see also Mate/Divemaster)
  • Equipment/engine maintenance skills
  • Experience teaching watersports (water-skiing, wakeboarding, windsurfing, and kayaking
Provisions Manager

Employment-ProvisionerThis position is vitally important to the overall success of our programs. The Provisions Manager (PM) is responsible for all food-related aspects of the program including menu planning, food provisioning, accommodation of food allergies or dietary needs, and management of food stock aboard all boats in the fleet. This does not include meal preparation, which is done by the students as part of their overall group experience. The PM is expected to plan nutritious and well-balanced meals of fresh fruits, vegetables, meats, etc. The PM is also responsible for organizing the meals for their respective program’s staff members in between programs. This position requires a self-driven, detail-oriented, highly organized individual who is dedicated to working with your staff and with young people. Although the responsibilities associated with this position are your first priority, the PM also fills the sailing responsibilities just like other Mates.

Requirements:

  • Passport valid for travel to British Virgin Islands
  • Minimum 2 years college experience
  • Understanding of sailing concepts and some sailing experience
  • Substantial experience working with teenagers in an educational, athletic, or camp setting, with special consideration given to residential (sleep-away) experience
  • Current Wilderness First Aid (WFA) and CPR certifications
  • Excellent interpersonal, leadership, and mentoring skills
  • Positive and enthusiastic attitude, team-oriented, and a strong work ethic
  • Excellent organizational and communication skills
  • Ability to plan ahead and delegate effectively
  • Ability to take initiative and work independently

Other Considerations:

  • Background in Nutrition, Cooking, or Food Management
  • Experience in seamanship or sailing instruction
  • Current Wilderness First Responder (WFR) or EMT certification
  • Outdoor Education experience
Operations Staff

The land-based Operations team (OPS) is an integral part of our Sail Caribbean land-based staff. They assist the teen programs with equipment maintenance and repair, program gear delivery, student arrival/departure days, and watersports. OPS will also assist our year-round diving operation, Sail Caribbean Divers. Members of the OPS team must be self-driven, self-motivated, detail-oriented, highly organized individuals who are committed to getting the various jobs done in an effective and efficient manner. This position is rigorous but very rewarding and requires dedication to the students, their safety, and the goals of the program.

Requirements:

  • Passport valid for travel to British Virgin Islands
  • Minimum 2 years college experience
  • Experience in equipment/engine maintenance, fiberglass repair, and general mechanic skills
  • Experience working with teenagers in an educational, athletic, or camp setting
  • Powerboat operation and handling skills
  • Must be comfortable driving a standard pickup truck on island roads
  • Excellent organization skills and ability to multi-task
  • Positive and enthusiastic attitude, team-oriented, and a strong work ethic
  • Current Wilderness First Aid (WFA) and CPR certifications
Office Manager

Employment-OfficeThe Office Manager (OM) has one of the most important jobs of the Sail Caribbean teen program. This job opportunity is for someone who can enjoy working in an office environment. As Office Manager, you will be responsible for the day-in, day-out running of our Tortola Office. You will be working behind the scenes to provide essential support to run a successful summer camp. The OM will work closely with Sail Caribbean’s Director, Sailing Director, and Program Directors. As a member of our land-based staff, the Office Manager is the main link between the New York Office, Tortola office, fleets, and parents. The OM performs all administrative duties including answering phones, accounting, mailings, filing, ordering supplies, compiling reports, and scheduling. Other responsibilities include coordinating student arrival and departure days and social events for each adventure. The Office Manager must be a self-driven, self-motivated, detail-oriented, highly organized individual who is dedicated to working with young people. This position is rigorous but very rewarding and requires a strong dedication to the goals of the program.

Requirements:

  • Passport valid for travel to British Virgin Islands
  • Minimum 2 years college experience
  • Experience working in a leadership position in a fast-paced environment
  • Excellent problem-solving skills
  • Exceptional communication skills both written and oral
  • Outstanding organizational and multi-tasking skills
  • Proficient in Microsoft Office including Microsoft Excel and Word
  • References from reputable sources
  • Positive and enthusiastic attitude, team oriented, and a strong work ethic

Other Considerations:

  • Knowledge of Information System Technology and WordPress
  • Familiarity of Social Media Platforms including Facebook and Twitter
  • Experience publishing to websites
  • Photo and Video editing skills
  • Experience of working in a residential summer camp
Mate/Social Media Coordinator

Employment-SocialMediaIn addition to all other responsibilities and requirements of the Mate position, Mate/Social Media Coordinator. Although there may be thousands of miles between parents and students, at Sail Caribbean we pride ourselves on keeping everyone connected. With the simple click of a mouse, parents, relatives and friends are kept informed, receiving daily updates and photos, detailing news from their son/daughter’s program and in turn learning about their experience with us. The ideal candidate will be excited about the opportunity to be our “correspondent in the field” that can contribute unique and relevant content to our social media efforts, and our off-season sales and marketing efforts. The position will be primarily water-based, with overnight visits to our home base office on Tortola for a quiet and calm work environment away from fleet from time to time.

Requirements: Interested candidates must submit work samples in addition to resume, cover letter and references

  • At least 2 years of college
  • Experience with various social media platforms including Facebook, Instagram, and Twitter
  • Strong writing skills
  • Familiarity with basic photo and video editing as it pertains to social media
  • Strong communication skills
  • Innovative and excited to collaborate, generate ideas, problem-solve, and seek professional and personal growth
  • General knowledge of Microsoft Office including Excel and Word
  • WordPress experience is a plus
  • The ideal candidate also has an interest in outdoor and adventure education, sailing, marine science, ocean conservation, or teen leadership development
Mate-in-Training

For college-age adventurers who are interested in working in the field of outdoor and experiential education, especially with our teen summer sailing and diving camp. You will have the opportunity to work with students aged 11-18 in a unique nautical environment. Learn more here.

Requirements:

  • College-age adventurer
  • Current WFA and CPR certifications
  • Sail Caribbean Alumni encouraged to apply
  • Strong interest in working at Sail Caribbean and in the field of outdoor and adventure education
  • Some experience working with 11-17 year olds
  • Sailing interest with some experience
  • Interest in marine science and environmental conservation
Charlie Pro Internship

Please see details for Charlie Pro 36-day here.