The summer schedule is available for download here: TEIA Youth Programming Schedule 2025 and Sailing Schedule 2025
TEIA is proud to continue a long tradition of teaching islanders and visitors the joys and skills of sailing on Casco Bay. Children, teens, and adults can learn the basics of sailing and water safety, enjoy cruising and smart seamanship, and experience the thrill of friendly competition. Our fleet includes 14 Optis, eight 420s, two Open Bics, a couple of Lasers, and a larger Tanzer keelboat.
Sailing Adventure Week is a NEW pre-season program for our community of sailors (of all abilities) to experience a week of FULL-DAY sailing adventures! (10am-4pm, ages 8 to adult) Monday, Tuesday, Thursday & Friday we will learn and review rigging, steering, tacking, jibing, general boathandling and seamanship as we adventure around Peaks Island and Casco Bay. Depending on and enrollment, we will sail all the boats in our fleet: Optis, 420s and the Tanzer keelboat.
We will do some destination sailing each day, likely to Long Island to visit Singing Sands Beach and Byer’s Bakehouse or to each of the three lighthouses and then anchor at Fort Gorges for a picnic and to explore the historic fortress. Depending on the weather we will plan new adventures each day. Wednesday will be an optional Race Day for those who are excited to try beginning fun races or do some more serious 420 fleet racing. Come with a friend or family member or come on to meet other sailing enthusiasts.
Designed to bring together experienced sailors and those just learning the ropes, racers and day-cruisers, the young and the young-at-heart, we hope to strengthen our Peaks Island sailing community by offering a unique opportunity for inter-generational fun and exploration of the treasure that is Casco Bay!
Cost: $500 per sailor
Sign up Early! (Enrollment is limited to only 20 kids and 8 adults!)
Summer of 2025: June 30 – Aug 8 TEIA regular season sailing classes will be available for six weeks, four days a week (five for racing classes). Every sailor will sign up online for the individual weeks ($244/week) they plan to attend classes. Discounts will automatically be applied for those who sign up for more than three weeks or for the entire season.
TEIA memberships are required to participate; register here for memberships and programs. Please email Sailing Director Liz Rollins at TEIAsailing@gmail.com if you have any questions about what class for which your child should be registered. See pricing details and class descriptions below:
One week: $244
Two weeks: $488
Three weeks: $732
Four weeks: $848
Five weeks: $848
Six weeks: $902
Opti Classes: Registration is open to beginner, intermediate, and racing sailors between the ages of 8 and 13 to sail four days per week over seven weeks. Emphasis will be on destination sailing, seamanship, and sail trim. Students are required to swim the length of the 30-foot dock without a flotation device and then put on a lifejacket while treading water.
420 Sailing Classes: Registration is open to beginner, intermediate, and racing sailors between the ages of 12 and 18 to sail four days per week. Students will learn to rig and sail a double-handed 420 sloop, learn to tack and jibe, sail upwind, and master boat handling skills. Emphasis will be on destination sailing, beginner racing, seamanship, and sail trim. Students are required to swim the length of the 40-foot dock without a flotation device and then put on a lifejacket while treading water.
Racing: Youth racing classes are exciting and fun! The 420 and Opti racing teams will be practicing four days a week with our coaches at TEIA and in addition they will be traveling on Wednesdays traveling regularly to local Maine/NH regattas by land and by sea. We also encourage 420 racers to join some of our sailing committee members on their keelboats in local Casco Bay races this summer – they are looking for an enthusiastic crew! Racing schedule and events coming soon.
* Campership opportunities for full-time Peaks Island residents are arranged through Friends of TEIA. Please contact the Chairperson of Friends of TEIA, Gail Kelly, for more information and registration: friendsofteia@gmail.com*
*Note – In the event of very severe weather predictions, classes may possibly be canceled in advance of a storm. Please check your email for updates, and do not send kids down to TEIA alone without checking in.
Wednesdays 1:00-4:00 p.m. June 30 – Aug 8
Please reserve your spot by Monday of each week by text/email: Liz Rollins, program director, TEIAsailing@gmail.com, 207-653-5325 Please call with questions or cancellations.
Gather your family, friends, coworkers, neighbors or kids for an amazing Casco Bay adventure. Learn the basics of sailing on a 20’ keelboat with a certified instructor and enjoy a glittering afternoon on Casco Bay!
All adults must wear a lifejacket during classes – please bring your own or borrow one from us, if you wish. All sailors must be TEIA members (at least one week), complete online waivers & emergency info before the reserved lesson and are required to wear lifejackets at all times. The sailing director has full discretion to cancel (and refund) any lesson due to wind, weather or other conditions.
Cost: $250/group
Tuesdays and Thursdays 5:30-7:30pm – make your reservations between July 1 and Aug 7
NEW! Pay-as-you-go!
Have a desire to learn or refine sailing skills & knowledge? This is an adult beginner/intermediate sailing class for those with limited or no experience. Small group classes are taught in a 20′ fiberglass keelboat with an experienced instructor. Learn to rig, steer, trim and land a medium-sized sloop. Gain confidence navigating through Casco Bay and handling a sailboat in varied wind/water conditions. NEW!! Pay-as-you-go, so you can come as often as you like, or come for only one class! We’d love to have you. Bring a snack, meet new friends and enjoy the sunset from the water! Class size is limited to five people. Age 18+
Please reserve your spot by Monday of each week by text/email: Liz Rollins, program director, TEIAsailing@gmail.com, 207-653-5325. Please call with questions or cancellations. Sign up for many individual days and pay all at once, if you prefer.
Emergency contacts, medical information, insurance #s, and liability waiver forms must be completed by each sailor before their first class.
All adults must wear a lifejacket during classes – please bring your own or borrow one from us, if you wish. Wear layers, bring foul weather gear and a water bottle. Adult classes may be cancelled if dangerous weather is predicted – please contact Liz for updates. No swim test is required – but adult students must be able to swim and reasonably comfortable on a boat.
Cost: $45/TEIA member & $60/non-member
Steve Clayman, TEIA Sailing Committee Chair
Liz Rollins, TEIA Sailing Director
Sailing Instructors Coming Soon
