Access to the water, to boats, to our maritime culture.

Sailing at The Apprenticeshop is community sailing—that means it is for everyone! You don’t need to own a boat and you don’t need to be a member. Sailing is an ancient tradition of transportation that is part of our collective human heritage. Today, it is a portal to infinite possibilities—setting off from the dock you can sail around the world, make a career as a mariner, or you can simply do it for fun. Sailing builds decision-making skills and confidence; it encourages both autonomy and collective spirit; it cultivates joy through exploration, and excitement in competing to reach a goal. We want all youth, whether they are just curious or already passionate, to have an opportunity to access boats and experience the challenges and rewards of sailing.

YOUTH SUMMER SAILING CAMP

HIGH SCHOOL SAILING

Youth Try Sailing: Fall Session

free 4 week program | ages 7-12 |

no experience necessary

This 4 week, after school program is geared towards youth who are curious to try sailing for the first time. No experience necessary! The goal is to have fun and sail more! Sailors will use our Shop-built Carney 8 wooden prams which are designed to comfortably fit 1-2 youth sailors. 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!

Schedule

4 Week Program - Tuesdays After School; September 23rd - October 14th, 2025

3:30pm - 5:30pm

Our Fleet

Apprenticeshop designed and built wooden Carney 8 Prams. Traditional sprit rig.

Registration

This program is FREE to participate! Please register your participant online. Space is limited.

Register

High School Sailing: Spring and Fall Season

We are proud to be the home of Varsity & Club Level High School Sailing in the greater Midcoast region!

Register - Fall 2025

We offer tuition assistance based on availability and individual need.

Please call the Main Office at 207-594-1800 for more information!

schedule

Fall Season - Combined club team open to all skill levels. September - End of October

Spring Season - Some sailing experience is highly recommended. 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.

Our Fleet

Our fleet consists of Club 420s: A 2-person, 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.

Registration & tuition

Fall - All sailors must be registered online through The Apprenticeshop. Tuition for the Fall 2025 season is $350.00 per sailor. We offer tuition assistance based on individual need. Please call the Main Office at 207-594-1800 for more information!

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.

Register - Fall 2025

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.

Tuition Assistance

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 Liz to inquire about tuition assistance.

Waiting List

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 24 hours. Please be aware that availability can change on short notice.

Cancellations & Refunds

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.