High School Sailing
We are proud to be the home of High School Sailing in the Midcoast region!
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For both the Fall and Spring season we schedule 2 required practices per week and regattas generally on Saturdays.
Fall Season - Combined club team open to all skill levels. New to sailing or racing? This is a great opportunity to try it out! September - End of October.
Spring Season - Varsity and Development level programs available. The Apprenticeshop hosts Varsity teams from Oceanside High School, Camden Hills High School and Islesboro Central School. Sailors from other school programs can join the Rockland Community Team and compete in many of the same regattas. End of April - June
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Our fleet consists of 18 Z 420s: A double-handed, sloop-rigged, fiberglass racing dinghy. 420s are the premier high school and collegiate racing sailboat in the U.S. They are stable and simple enough for beginners, but can sail fast and are responsive enough to challenge the most experienced sailors.
Caring for equipment, maintenance and respect for the facility are an essential part of seamanship and are scheduled into the program. Sailors are expected to participate in rigging and launching boats at the beginning of the Spring Season and de-rigging at the end of the Fall Season.
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Fall - All sailors must be registered online through The Apprenticeshop. Tuition for the Fall 2026 season is $350.00 per sailor.
Spring - If your sailor attends Oceanside High School or Camden Hills Regional High School, please register for the spring season with your school’s Athletic Office. If your sailor attends another school or is home schooled, please register online through The Apprenticeshop.
We offer tuition assistance based on availability and individual need. Please call the Main Office at 207-594-1800 for more information!
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Lifejackets are required on all Apprenticeshop vessels and docks at all times.
Sailors should come to every practice prepared for all weather conditions. Please see the High School Sailor Handbook for a recommended gear list.
Drysuits are always required for the Spring season and at the discretion of the Community Waterfront Director during all other programs.
After School Sailing Club
Join our after school sailing program, geared towards youth who are curious to try sailing for the first time. Ages 8-12. No experience necessary! The goal is to have fun and sail more! Sailors will use our Shop-built Carney 8 wooden prams and fiberglass Optimist prams.
Participants will gain experience in identifying parts of the boat and how to rig a sail, understanding wind direction and how to trim the sail accordingly, how to tack, jibe and more!
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We offer 5 weeks of afterschool sailing in the spring and fall. The typical schedule is two sessions per week (MonWed or Tues/Thurs).
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Sailors will learn in both fiberglass Optimist prams and our Shop-designed and built Carney 8’ Prams. Both are easy to rig and are comfortable for 1-2 sailors.
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Please register online. Our afterschool groups are small to ensure a fun and challenging learning environment for every new sailor.
This is a FREE program!
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All sailors will be provided with a lifejacket which is required to be worn at all times on Apprenticeshop vessels and dock.
Sailors should come prepared each day for sun, wind and light rain conditions. Closed toed shoes that are non slip are required.
Youth Summer Sailing
Our summer sailing program is a great way for youth ages 6-14 to learn the basics of sailing and get more comfortable out on the water. Each session is 5 days (Monday through Friday) and participants can choose to take one session or multiple throughout the summer! Sailors are grouped based on age and experience levels, our younger, newer sailors learn in Optimist prams and our ‘Shop-designed Carney 8 Prams. Older sailors and those with more experience work together as a skipper and crew to sail 420 dinghies.
Registration Opens February 2027
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We offer tuition assistance aimed at supporting families of all sizes and income levels. Our goal is to make sailing at The Apprenticeshop accessible to as many youth as possible each summer! So that our funds can support everyone who makes a request, tuition assistance is available for only one program session per camper per year.
Call the Main Office at 207-594-1800 and ask to speak with our Administrator, Liz, to inquire about tuition assistance.
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If a session is fully enrolled, you may register to be placed on a waiting list in the event space becomes available. You must make an account in our registration system in order to register for the waitlist for any program. A deposit is not required to join the waitlist. The list is compiled in order of the date registrations were received.
If a spot becomes available, we will notify you that space has become available and will be held for 1 business day. Please be aware that availability can change on short notice.
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If The Apprenticeshop cancels a program session on or prior to the first day for any reason, a full refund or credit will be provided. If a customer cancels within 10 business days of the first day of a program or session, no refund will be provided but a 25% credit may be applied towards another program before the end of the year. If a customer cancels more than 10 business days in advance of the first day of the program they will receive a full refund, less processing fees.
