Expedition Program Leader

SailFuture
Saint Petersburg, FL

Job Description
SailFuture is seeking an experienced Program Leader to lead rite of passage sailing expeditions with high school age students.

The Program Leader will oversee education, mental health, vocational training and service learning programming in addition to overall program logistics and administration.

Responsibilities:
- Manage program budget, including fuel, food, supplies, flights & travel
- Orchestrate all logistics including flights, rental cars, service learning projects
- Develop educational, vocational, and mental health curriculum specific to the expedition experience
- Assist with the overall management and upkeep of the vessel
- Assist the Captain with daily, weekly, monthly, and annual maintenance on all systems
- Lead and design the pre-expedition and post-expedition experiences
- Manage the student recruitment and onboarding process
- Train and lead the team of rotating staff who join for each Expedition
- Ensure that program Standard Operating Procedures are followed at all times
- Build strong bonds with each youth through 1:1 and group time
- Build a strong sense of teamwork amongst youth and staff on the boat
- Participate in service learning projects and all youth programming throughout the expedition
- Other duties as assigned

Minimum Qualifications:

- 5+ years leadership experience
- 2+ years maritime experience
- 5+ years education or training experience
- Valid driver’s license
- Empathy to relate to the life experiences of the youth SailFuture serves
- A passion for mentoring and coaching
- First Aid / CPR
- Lifeguard certification

Compensation:
- $60,000 annual salary
- 25 days PTO (accrual, eligible to use after 90 days)
- $1,500 flight budget for PTO travel (return to home port or vacation destination)
- Additional compensation available for Private Charters
- $250 monthly health insurance contribution (Company international health insurance through GeoBlue)
- Up to 6% employer match on 401k
- Work cell phone with international plan

About the Vessel
The vessel is a 100’ Giorgetti & Magrini ketch-rigged sailing yacht with accommodations for 10 students, 2 apprentices, and 6 staff.

Staff quarters are separate from students and are in shared cabins with a shared bathroom.

About the Schedule
This is a year round position with up to 25-days of PTO from the vessel.

Students will be onboard 30-35 weeks per year. During expeditions, expect a 7-day work week with days off in port when available.

The Program Manager and Captain share responsibility for manning the vessel (typically at anchor) in between student expeditions. While students are not onboard, there is a standard 5-day work week.

The vessel does not operate during the Christmas holiday.

Posted 2025-09-29

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