Waynflete's advising curriculum addresses the specific needs of children along the entire fifteen-year age range of the School. Designed to facilitate strong connections between students and advisors, small advising groups focus on developmentally appropriate topics that touch on self-awareness, community membership and stewardship. The strength of this curriculum relies on the bond established between the advisor and the student.

In Upper School, the faculty advisor is central to each student's academic and social growth. In addition to gathering each morning, advising groups meet weekly for lunch and participate together in community service three times each year. The advisor provides the primary communication link between the school, student and family, holding at least two conferences a year with parents and serving as the student's advocate on campus. Students may choose a new advisor at the end of each school year or keep the same advisor throughout their high school experience.

Upper School advisors are members of grade-level teams that focus on a specific theme, which is woven into the advising curriculum throughout the year. They also design a daylong program devoted to that grade's particular focus: ninth grade looks at ethical decision making; tenth grade at sexuality; eleventh grade at leadership; and twelfth grade at transitions. The advisor works closely with the school's college counselor and the student as he or she begins the college application process.

The advising curriculum also provides students with a variety of unique educational opportunities, including Outdoor Experience, Maine Coast Semester and CITYterm.