
TEIA Sailing Adventure Week: June 22-26, 2026
Ages 8 to Adult | Monday - Friday | 10 a.m. - 4 p.m.
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! We will learn and review rigging, steering, tacking, jibing, general boat handling and seamanship as we adventure around Peaks Island and Casco Bay.
Depending on enrollment, we will sail all the boats in our fleet: Optis, 420s, the Tanzer keelboat and two new Rhodes 19 daysailers. 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.
Adult & Group Sailing Opportunities
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.
NEW! Private Group Lessons
Wednesdays, 1:00 - 4:00 p.m.
June 22 – August 7
Gather your family, friends, coworkers, neighbors or kids (age 6+) 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.
Please reserve your spot for a group of up to five (5) by Monday of each week.
Text or email: Liz Rollins, program director, at TEIAsailing@gmail.com or 207-653-5325. Please call with questions or cancellations.
Cost: $250 per lesson for a group
Adult Sailing Lessons
Tuesdays & Thursdays 5:30-7:30 p.m.
July 29 to August 7
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 (5) people. Age 18+.
Please reserve your spot by Monday of each week.
Text or email Liz Rollins, program director, at TEIAsailing@gmail.com or 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
Contacts
Steve Clayman
TEIA Sailing Committee Chair
Liz Rollins
TEIA Sailing Director
207.653.5325
Facebook: TEIA Sailing
12 Trefethen Landing, Seagull Cottage, TEIA Peaks Island, ME 04108
