Trail Day

Join our Trail Day Celebration Every Summer!

Trail Day

Thank you to our wonderful 2025 Business Sponsors for helping to make Trail Day a success! 

Cates Real Estate
Islesboro Based -serving the islands and midcoast Maine by land and by sea.
Ginnie Hess – Associate Broker: Ginnie@catesre.com
(401) 222-9583
 

Clayton Builders 
Building custom houses since 1987
(207) 734-8164

The Dark Harbor Shop
515 Pendleton Point Road, Islesboro ME 04848
(207) 734-8878

Deliver Maine

(207) 466-5125

DeliverME, or Deliver Maine, is an island-based delivery service owned and operated by Dylan Purington, offering custom moving and delivery solutions. As a licensed captain and arborist, Dylan also provides tree cutting and boat charter services aboard the Island Raider.

Gregg Sessler

Walking Sticks - 1505 Meadow Pond Rd

Greyfeather Woodcraft
Walking sticks and benches handmade from the natural beauty of Islesboro.
steve.miller@greyfeatherwoodcraft.com

Growing Things

An Islesboro-based produce farm, offering organically grown fruits, vegetables, herbs and cut flowers.

Pam Larson & Michael Hutcherson, gtislesboro@gmail.com/ (207) 734-6484

Hatch Landscaping
Sue Hatch - hatchlandscaping@gmail.com

Island Flora

Anna Congdon - islandfloragardening@gmail.com

The Island Market
A small, full service grocery store serving the island.
113 Main Road, Islesboro ME 04848
(207) 734-6672

Islesboro Marine

(207) 734-6433 - Info@Islesboromarine.com

Jett Set Lobster
Jett Set Lobster has now diversified into aquaculture and operates an oyster farm off the shore of Islesboro.
(207) 323-9547

Melody Mishkin

Professional Hospitality Services. Private Chef, Catering, & Baking

melody.mishkin@gmail.com . (941) 350-0589

Pendleton Yacht Yard
www.pendletonyachtyard.com
525 Pendleton Point Road, Islesboro ME 04848
(207) 734-6728

Sabbath Day Home And Garden

sabbathdayhomeandgarden@gmail.com . (260) 333-5640

Ethan Spaulding

Home Renovation and Restoration, Handyman Repairs, and Custom Woodworking 

Sabbath Day Saltwater Farm

sabbathdaysaltwaterfarm@gmail.com . (207) 306-9509

Caitlin Spaulding

Regenerative Agriculture and Aquaculture Based on Islesboro

Sustainable Housing and Development Foundation (SHADF)
Our mission – support sustainable building practices to provide homes for year-round Islesboro families.
SHADF.org
John Kauer - 207-734-8191

The Summer Shop
Home Furnishings, Gifts, Interior Design
www.thesummershop.com
509 Pendleton Point Road, Islesboro ME 04848
207-734-0905

Tricia Ladd Photography
Fine Art Photography for Your Home or Business.
www.tricialaddphotography.com
tricia@tricialaddphoto.com
207-734-2288 or 617-413-4770

The annual IIT trail day is a celebration of our conservation efforts. We encourage participants to visit as many IIT trails as they can, to appreciate all they offer and the work that is done to maintain them each year.

  • Suggested Donation - $20 Individual / $40 Family or Group

  • Business Sponsorships - $50 - $100

  • Participant Sponsorships - $100

  • To Register, Follow the QR Code below or click on the Trail Day Donation button. When making your donation, note that is is for Trail Day. Or, find us at the ICC Farmers Market and sign-up in person!

  • All Participants will receive a Trail Day Passport with directions, trail maps, clue hunt, highlights and mileage

  • Show Your Passport to Receive an Ice Cream from the Dark Harbor Shop After the Event!

Contact us.

iitsmill@gmail.com

376 West Bay Road
Islesboro, Maine 04848