Outdoor Adventure jobs

Seasonal roles made for teachers.

5 jobs

Outdoor Adventure · Apply on Seasonly
Trip Leader · Summer 2027
Overland Summers · Williamstown, MA · trips worldwide
Lead small groups of students on outdoor adventures. Training begins June 13, 2027 in Williamstown; leaders depart August 9.
$2,750–$3,250/termSeasonalJun 13 – Aug 9, 2027Travel coveredMeals provided
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Outdoor Adventure · Apply on Seasonly
Program Leader · Spring–Summer 2027
Rustic Pathways · Seasonal travel · multiple countries
Mentor students on educational travel programs while supporting safety, logistics, and local partners.
$400–$1,200/weekSeasonalDates vary by assignment
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Outdoor Adventure · Apply on Seasonly
Local Greece Program Leader · Summer 2027
Rustic Pathways · Kefalonia, Greece
Guide and mentor students during educational travel programs based in Greece.
$400–$500/weekSeasonalDates vary by assignment
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Outdoor Adventure · Apply on Seasonly
Local Italy Program Leader · Summer 2027
Rustic Pathways · Venice, Italy
Support student travel and experiential learning programs in Italy.
$400–$500/weekSeasonalDates vary by assignment
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Outdoor Adventure · Apply on Seasonly
Local Portugal Program Leader · Summer 2027
Rustic Pathways · Lisbon, Portugal
Lead student travel experiences and work alongside the local program team in Portugal.
$400–$500/weekSeasonalDates vary by assignment
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