Windward crew clearing cut brush on a Martha’s Vineyard property
The company

About Windward Tree Co.

One island, one crew, and a certified arborist on every job.

Windward Tree Co. serves all six towns on Martha’s Vineyard plus Chappaquiddick: pruning and care, disease treatment, vista pruning and hazardous removal. Every job is run by a certified arborist, fully insured, and estimated on site rather than over the phone.

Windward Tree Co. is a Martha’s Vineyard tree company run by a certified arborist. Every crew that turns up is carrying general liability and workers’ compensation cover we will show you before we start.

The name is the job. Windward is the side facing the weather, the side that takes the nor’easter first. On an island where the demand for tree work is driven by storms, that is where the company stands: between the house and the wind.

Nothing here is priced from a description. A certified arborist comes out, looks at the tree, and writes the estimate from what is standing there. It is also why we will tell you when a tree can stay.

Windward lead arborist on site in helmet and PPE, climbing line over one shoulder
Our lead arborist

William runs the crew, and climbs with it

Windward is built around one certified arborist and the crew trained under them. The standard every job is cut to is set here, the work is reviewed before an invoice goes out, and on most of the difficult removals our lead arborist is on the rope.

What that buys you is judgement rather than a price list. Pitch pine and black oak on this island mostly fail at the root plate, after a wet week and a hard nor'easter, not in the canopy. Reading that correctly is local knowledge, and it does not transfer off a mainland crew.

On every estimate

A qualified arborist from our own crew walks the site, looks at the tree, and writes the estimate from what is actually there. Nothing is priced from a description or a photograph.

More about William

Who runs Windward

The people behind the company

A tree company is only as good as the judgement of the person who priced the job and the person who has to stand behind it afterwards. Both of ours have names.

William Heath

Co-founder · Lead arborist

The certified arborist the standard is set by: what gets cut, what gets cabled and left standing, and what has to come out. On most of the difficult removals he is the one on the rope.

More about William

Nikola Vasilić

Co-founder · Soil & Lawn Care Specialist

Nikola brings years of hands-on experience in professional landscape and tree care, with his primary expertise focused on soil health, turf management, and sustainable lawn care. As a NOFA-Certified Organic Land Care Professional, he specializes in understanding soil conditions, improving turf health, and developing practical, environmentally responsible solutions tailored to Martha’s Vineyard’s unique coastal environment.

His broader experience in tree and landscape care gives him a well-rounded understanding of how healthy soil, lawns, and trees work together across the property.

Free estimate

Call us, and a certified arborist comes out to look at the tree.

Every estimate starts the same way: a certified arborist from the crew that would run the job walks the site, checks the base of the trunk, the lean and the access, and prices what was actually seen. We answer estimate requests within one business day, and storm calls the same day.

Request an estimate (508) 560-6073
  • Fully insured
  • Certified arborist on every job
  • All six island towns, plus Chappaquiddick
Call now Free estimate