Inspire Teen Leaders Through Adventure Trips on Cape Cod and Across New England

Posted: May 20, 2026

Trip Leader

Camp Burgess & Hayward

Sandwich, Massachusetts

Wages/Pay
$1,880.00 - $1,940.00 / month
Experience Level
No experience required
Job Start Date
Jun 07, 2026

Adventure Trips Leader 

Summer 2026

South Shore YMCA Camp Burgess & Hayward · Sandwich, MA 

Spend a summer exploring beautiful Cape Cod, and make a positive difference in the lives of teenagers! Camp Burgess & Hayward’s Adventure Trips offers 12 – 17 year olds a unique summer experience starting at our Base Camp on Cape Cod, on a property surrounded by 300 forested acres and three freshwater ponds. We then lead our campers on trips around Cape Cod and the Islands, and to New Hampshire, Maine, Rhode Island, Vermont, and Colorado. 

We offer 1-2 week trips with a variety of focuses, including: biking, surfing, hiking, and camping. Our trips also involve swimming, paddling, high ropes, outdoor cooking, whitewater rafting, rock climbing, and exploring the many beaches and summer activities that Cape Cod has to offer. Campers attend our programs from across the United States and abroad to take advantage of our unique and exhilarating programs. For more information regarding Adventure Trips, please follow this link

We provide a fun and supportive atmosphere for our campers to try new activities and forge lasting friendships. We strive to instill a love of the outdoors in our participants, while fostering leadership skills, encouraging effective communication, and living in a communal environment. This job is an opportunity to make a meaningful difference in the lives of teenagers. 

TRIP LEADER RESPONSIBILITIES: 

  • Co-lead 10-12 campers throughout the summer on 6- or 12-day co-ed excursions around Cape Cod, the Islands, and beyond 

  • Ensure safety of participants at all times 

  • Be a good role model for fellow staff members and campers, and embody the YMCA core values of caring, honesty, respect, and responsibility 

  • Facilitate meal planning and preparation 

  • Create a fun environment, foster a positive group dynamic, and facilitate debriefing of group activities to encourage learning and growth 

  • Effectively teach outdoor and trip-specific skills to campers. All necessary skills are taught during staff training; no specific skills required prior to employment. Outside professionals facilitate some activities, including surfing, whitewater rafting, and rock climbing 

  • Drive SUVs, minivans, 15 passenger buses, and tow bike and kayak trailers 

  • Manage trip finances and logistics 

  • Keep paperwork organized and up to date 

  • Manage and care for equipment 

QUALIFICATIONS: 

  • Passion for working with teens in the outdoors 

  • 21+ years old with a clean driving record 

  • Current Lifeguard and First Aid/CPR Certifications or willingness to obtain prior to start date 

  • Willingness to obtain lifeguarding certifications prior to the start date (this comes with a bump in compensation and course reimbursement up to $250) 

  • Experience working with youth, especially in a leadership and mentorship role, managing group dynamics, and coordinating logistics 

  • Safety-conscious, energetic, flexible, responsible, patient, fun and compassionate 

  • Previous outdoor experience. Experience in some of our specific program areas is a plus: biking, paddling, surfing, camping, etc. 

AVAILABILITY: 

June 7 – August 14, 2026

  • Opportunities for spring/fall employment in Outdoor Education may be available 

COMPENSATION: 

$940 biweekly · Trip Leaders receive two weeks of paid training, staff lodging in a large platform tent or yurt, all meals while working, and free access to laundry machines and internet. This position provides a great opportunity to develop leadership skills both personally and professionally and in a wide range of outdoor pursuits. You will be working as part of a supportive, experienced, and fun-loving community – all while enjoying the beauty of summer on Cape Cod!

How to Apply

To apply: 

Send a cover letter and resume to Spencer Stout at sstout@ssymca.org

Contact Info

Camp Burgess & Hayward

South Shore YMCA, located in Sandwich, MA, offers transformative summer experiences for teens (12–17) through its Adventure Trips program. With activities like biking, surfing, climbing, and camping across Cape Cod, New England, and beyond, the camp fosters leadership, teamwork, and a love for the outdoors in a fun, supportive environment. More details available via the posted link!

Location
Massachusetts
Season
Spring, Summer, and Fall
Staff size
10-120
Housing
Whether included in the compensation package or provided at a cost, housing is provided for staff.
Housing details
Shared yurt spaces when located at Base Camp and tents when out on trail. Separate, single occupancy housing available for year-round staff.
Family housing available
No
Single occupancy housing available
No
Pet friendly
No
Meals
Provided
Cell phone service
Yes, most carriers
Internet access
Good
About CoolWorks

Since 1995, CoolWorks has connected adventure-seekers with job opportunities in amazing places—from national parks to ski resorts, summer camps to dude ranches. We help people trade screen time for real time—meaningful experiences that spark connection and growth. Your next great adventure is waiting. More About CoolWorks

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