2025 Sail into Imagination Art Contest
Meet the Sail Into Imagination art contest winners
We've named the winners of the 10th annual “Sail into Imagination” art contest for students in grades kindergarten through 12. The winning artwork will be showcased in a 2026 calendar and on board its ferries this fall and winter.
More than 200 students submitted original artwork this year, which made the judging extremely challenging due to the many beautiful pieces that were submitted. We are very thankful to Anastaci Pacella, co-executive director, curator, and founder of The Cordial Eye of Hyannis for her assistance in judging the art submissions.
Each winner will receive a $100 Steamship Authority gift card, valid for travel, parking, or on-board concessions. Also, student Flora Becker of the West Tisbury School in West Tisbury has been selected as the winner of a $150 Visa gift card in a grand prize drawing open to all entrants in the contest.
A limited quantity of calendars will be available for pickup at Steamship Authority terminals starting in November. Posters with winning artwork will also be displayed on board Authority vessels.
The 2026 calendar winners are below, including their name, grade, school, and the name of their artwork. All winning art may be viewed at https://bit.ly/2026_SSAcalendar.
Lewis Buckley
Grade 4, Nantucket Intermediate School, Nantucket
Theo Dowie
Grade 8, Sandwich Middle-High School, East Sandwich
Eloise Drowne
Grade 6, Cape Cod Lighthouse Charter School, East Harwich
Anaiah Eller
Grade 5, Nantucket Intermediate School, Nantucket
Carter Escandel
Grade 6, Cape Cod Lighthouse Charter School, East Harwich
Shreeya GC
Grade 5, Barnstable United Elementary School, Barnstable
Isabella Kowal
Grade 9, Greater New Bedford Regional Vocational-Technical High School
Bella Langley
Grade 9, Falmouth High School, Falmouth
Estelle Mason
Grade 4, Chilmark School, Chilmark
Izzy McCarthy
Grade 10, Mashpee Middle-High School, Mashpee
Boonraksa Montoya
Grade 2, Chilmark School, Chilmark
Lara Oliveira
Grade 5, Barnstable United Elementary School, Barnstable
Brodie Perry
Grade 11, Mashpee Middle-High School, Mashpee
Kyla Rose
Grade 7, Mashpee Middle-High School, Mashpee
Gus Thompson
Grade 1, Nantucket Elementary School, Nantucket