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Summer World Expeditions Jobs (NOW HIRING)

SailFuture

Senior Educator

Saint Petersburg, FL · On-site

$60K - $70K/yr

Every student participates in a 7-week international rite-of-passage sailing expedition onboard a ... Time off during break weeks and summer allows for genuine flexibility in how and where you work ...

SailFuture

Senior Educator

Saint Petersburg, FL

$60K - $70K/yr

Every student participates in a 7-week international rite-of-passage sailing expedition onboard a ... Time off during break weeks and summer allows for genuine flexibility in how and where you work ...

White Barn Inn

Maintenance Technician

Kennebunk, ME

In summer 2020, White Barn Inn unveiled a property-wide redesign led by New York-based Jenny Wolf ... world's most desirable destinations. For more information: auberge.com Connect with Auberge ...

Auberge Collection

Housekeeper

Kennebunk, ME · On-site

$14.50 - $18.75/hr

In summer 2020, White Barn Inn unveiled a property-wide redesign led by New York-based Jenny Wolf ... world's most desirable destinations. For more information: auberge.com Connect with Auberge ...

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As of Aug 12, 2026, the average hourly pay for summer world expeditions in the United States is $20.32, according to ZipRecruiter salary data. Most workers in this role earn between $16.11 and $25.48 per hour, depending on experience, location, and employer.
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Senior Educator

SailFuture

Saint Petersburg, FL • On-site

$60K - $70K/yr

Full-time

Medical, Retirement, PTO

Re-posted 13 days ago

Job description

About the SailFuture Academy
SailFuture Academy is a private, nonprofit high school in St. Petersburg, Florida. Our mandate is to develop an exceptional educational model for system-involved youth and families experiencing extreme poverty.
We make exceptional education accessible to hard-to-reach youth, empowering students to achieve economic freedom and social mobility through a pragmatic high school experience. Students focus on foundational academic and character development in 8th through 10th grade, participate in an in-house internship in 11th grade, and complete an external apprenticeship in 12th grade. Every student participates in a 7-week international rite-of-passage sailing expedition onboard a 100' school ship.
Senior Educator
The Senior Educator is a leadership position for an experienced educator who is equally skilled at designing curriculum, developing other teachers, and building the kind of relationships that change a student's trajectory.
You'll own your department's instructional program from the ground up: designing project-based units, writing curriculum in collaboration with school leadership, and continuously refining your classes based on what you see working in the room. You'll also serve as a model for less experienced staff. Your classroom is a living example of what great instruction looks like here.
SailFuture Academy operates on a year-round, 5-term calendar. Each term runs approximately eight weeks, followed by a two-week break for students. Senior teachers receive seven weeks of paid time off per year: one week during each of the four break periods, and three weeks during summer. A typical workday runs 8:00 AM to 4:00 PM, with 10 to 15 hours of dedicated planning and grading time built into each week.
Time off during break weeks and summer allows for genuine flexibility in how and where you work, but requires the ability to manage your own time and output to ensure curriculum development, classroom preparation, and student-facing goals are met to a high standard.
Responsibilities:
  • Co-author and lead project-based learning curriculum and lesson plans within your subject area, in close partnership with school leadership.
  • Manage responsibilities with autonomy
  • Facilitate learning for students in a hands-on, inquiry-driven classroom environment built around critical thinking and real-world application.
  • Serve as a mentor and instructional model for junior teaching staff, supporting their development through coaching, co-planning, and direct feedback.
  • Establish meaningful relationships with students and families that improve behavior, academic performance, and long-term outcomes.
  • Serve as the primary parent contact and campus advisory leader for students in your assigned crew.
  • Contribute to school-wide culture by upholding and modeling community standards in and out of the classroom.
  • Design and execute culminating projects each term that showcase student learning through tangible, high-quality outcomes.

The Ideal Candidate:
The ideal candidate is a seasoned educator who has led classrooms, developed curriculum, and mentored other adults - and they're looking for a school that matches their ambition for what education can be.
  • Deep expertise in curriculum design, project-based pedagogy, and classroom facilitation.
  • Lived or professional experience that enables genuine empathy for the students we serve.
  • A track record of mentorship and leadership with other educators or staff.
  • A "whatever it takes" mentality grounded in discipline and follow-through.
  • 5+ years of teaching experience, with at least 2 years in a leadership or mentor capacity.

Compensation:
  • $60,000 - $70,000 depending on experience
  • 7 weeks paid time off
  • 7 Paid Holidays
  • $250 per month employee health contribution
  • 401k with 6% match

Perks:
  • Membership to Clearwater Community Sailing Center (Kayaks, sailboats, beach)
  • Consistent time off throughout the year (1 week every 7 weeks)
  • 10-15 hours of planning time per week
  • (2) 1-week all expenses paid sailing experiences with faculty and students
  • Curriculum freedom and autonomy

Program SailFuture Academy Role Teacher Locations St Petersburg

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