Vacation and Travel Planning

Opening of School

Arrival dates and relevant information for preseason sports, leadership training as well as new and returning students. 


Sunday, August 6
Pre-season football athletes check-in.

Sunday, August 13
Pre-season cross country, girls’ tennis, field hockey, girls’ volleyball, boys and girls’ water polo, sailing, performing arts, dance team, and student leaders check-in.

Please visit your Pirate Page for more information. For questions, please contact Justin Clymo at


Sunday, August 13
Both day and resident student leaders should check-in on campus on Sunday, August 13, between 12:00-3:00 p.m. at Douglas Hall. Resident students will pick up key cards at this time. Training and new student orientation responsibilities continue until the start of school.

Monday, August 14
Student leader training begins for all student leaders at 9:00 a.m.


Monday, August 21

  • All new students.
  • Registration for all new students.
  • Orientation activities begin for new students and families (parents/guardians can anticipate an early evening departure).

Tuesday, August 22

  • New student orientation activities.


Tuesday, August 22

  • All returning students check-in on campus for registration between 12:00-3:00 p.m. PT.

First Day of School

Wednesday, August 23

  • First day of classes; all-School assembly begins at 8:30 a.m.

Fall, Winter, & Spring Breaks

Stevenson has three major breaks during the school year when the Pebble Beach Campus is closed and all students are required to leave campus. In addition, there is one long weekend break when residence halls remain open.

Travel Information

First Day of Break

  • Students may depart for Breaks any time after their last class.
  • Students who are unable to travel on the last day of class may spend that night on campus.
  • Shuttle buses depart to San Francisco (SFO) and San Jose (SJC) airports at 3:45 p.m. Prior sign-up for these shuttles is required.

Travel Day – Day After First Day of Break

  • Students MUST leave the dorms by 12:00 p.m.
  • Shuttle buses depart to San Francisco (SFO) and San Jose (SJC) airports at 7:00 a.m.

Returning to School

  • Residence halls reopen at 12:00 p.m.
  • Resident students should return to campus by 6:00 p.m.
  • Return transportation from airports to Stevenson must be booked independently; we recommend using Monterey Airbus.


  • Friday, November 17: Fall break begins at 3:05 p.m.
  • Saturday, November 18: Travel Day
  • Sunday, November 26: Resident students are permitted to arrive back to campus on Sunday or Monday
  • Monday, November 27: Faculty in-service day (No classes CC/PB)
  • Tuesday, November 28: Classes Resume CC/PB


  • Tuesday, December 19: Winter break begins at 3:05 p.m.
  • Wednesday, December 20: Travel Day
  • Tuesday, January 2, 2024: Students return to campus
  • Wednesday, January 3, 2024: Classes Resume 8:30 a.m.


  • Friday, March 8, 2024: Spring break begins at 3:05 p.m.
  • Saturday, March 9, 2024: Travel Day
  • Sunday, March 24, 2024: Students return to campus
  • Monday, March 25, 2024: Classes Resume 8:30 a.m.

Family Weekend

Thursday, October 12–Tuesday, October 17

Families will have the opportunity to sign up for one-on-one conference slots with teachers throughout the day on Thursday, Friday and through noon on Saturday. In addition, we will offer some programming for families from Thursday through Saturday, including a guest speaker and opportunity to connect with other parents and guardians on Thursday evening. Please check our athletic games calendar to see if your child has an athletic contest during this time (or to support another Pirate team!). A full weekend schedule will be published in the coming weeks.

  • No classes. Dormitories remain open.
  • Resident students return to campus by 6:00 p.m. on Tuesday, October 17

Wednesday, October 18

  • Classes resume at 8:30 a.m.

Closed Weekends

We designate certain weekends during the school year as “closed weekends” both to help students get settled the first weekend of the year and to reestablish community life after a major break. No weekend passes will be issued.

Closed Weekends for 2023-2024

  • August 25–27, 2023
  • December 1–3, 2023
  • January 5–7, 2024
  • March 29–31, 2024

Information and registration for transportation services to airports will be released on Pirate Pages prior to our first break of the school year.

Summer Vacation

Sunday, May 19 (Grade 12)

  • Graduation – Seniors must check out of the dormitories by 6:00 p.m. and should not expect to spend any nights on campus after their graduation ceremony.

Friday, May 31 (Grades 9-11) ~ Last day and travel day*

  • Last day of classes before summer break. Students should plan on staying on campus through the end of the school day.

*School-sponsored shuttles to airports are NOT provided at the end of the year. Please visit Monterey Airbus to make reservations for end-of-year transportation to major airports.

Travel Guidelines

Airline and Amtrak Minor Travel Policies

Please be advised that some airlines and Amtrak have policies that prohibit minors from boarding and/or being picked up after arrival without an adult present, and some of our students who are under 16 have already experienced issues due to these policies.

Stevenson does not have the resources to fulfill these expectations. For this reason, at this time we do not recommend booking tickets with companies that have these rules if your student is under 16, unless they will be traveling with someone over 18 and/or is being picked up by someone over 18, and you are able to provide this contact information at the time of booking.

Moving forward, if your child is under 16, we encourage you to make sure that you are aware of any policies regarding minors before you make travel arrangements with any company.

Transportation To and From Airports

From Stevenson

Shuttle buses depart to San Francisco (SFO) and San Jose (SJC) airports on the travel day of breaks. Prior sign-up for these shuttles is required.

To Stevenson

Return transportation from airports to Stevenson must be booked independently; we recommend using Monterey Airbus.