Windward arborist in a climbing harness and helmet, roped into a pitch pine above a Vineyard pond
Certified Arborist · All six towns

Certified Tree Service on Martha's Vineyard

For an island that takes a beating: storm-tested pruning, treatment, vista work and hazardous removals. Call, and one of our certified arborists comes out to look at the tree in person.

  • Certified Arborist
  • Fully insured
  • Storm response, all six towns
  • Free estimate, on site
What we do

Four things, done properly

We work on trees, from the tall oaks and pines to storm damage and trees that are no longer safe. Need help with something else around the property? Ask us, and we will point you in the right direction.

01

Pruning & Care

We prune to the ANSI A300 standard across all six Vineyard towns: structural pruning on young trees, crown reduction and deadwooding on mature oaks and pines,…

What this involves
02

Treatments & Disease Control

We diagnose and treat the pests and diseases actually killing trees on Martha's Vineyard (winter moth, southern pine beetle, oak decline, root and canker fungi) using…

What this involves
03

Hazardous Removal

We remove trees that cannot safely stay: over houses, across power drops, on lifted root plates, and after storms. Nothing is felled; the tree comes down…

What this involves
04

Vista Pruning

We open water views by selective pruning rather than topping: windowing and limb removal in the sightline, so the woods still look like woods and the…

What this involves
Why Windward

A dead pitch pine over a roof is not a job for a ladder and a chainsaw

It is a rigging problem. It needs the right gear, the right insurance, and a plan for getting the wood down in pieces small enough to control: over a slate roof, between two power drops, with a septic field you are not allowed to drive across.

Tree work on the Vineyard is its own trade. It takes climbers who rig for a living, a truck set up for the job, and somebody qualified to judge what a tree will do before anyone puts a saw into it. That is what Windward is built around: the same crew and the same equipment, on this island, all year.

That is also why we can say no. If an oak needs cabling and a re-inspection in two years rather than removal, that is what goes in the estimate, even though it is the smaller invoice. But it only works because somebody stood under the tree first.

The one-sentence version

Hazardous removals, structural pruning and vista work, fully insured, and every one of them looked at on site before it is priced.

Cut section through a pitch pine trunk showing rotten heartwood at the centre
Pitch pine on the Vineyard rarely fails from the top. It goes at the root plate, after a week of rain and a 50-knot nor’easter, which is why an estimate starts at the base of the trunk and the soil around it, not in the canopy.
How it works

From your call to a raked lawn

  1. You call us

    Tell us what the tree is doing and where it is. If it is over a house, across a road or into a power line, say so; that moves you up the list the same day.

  2. We come and look at it

    The arborist walks the site, usually within a few days: the root plate, the soil, the lean, the targets and the access. You get their read on the tree while they are standing under it, including whether it can stay.

  3. A written estimate

    Scope, method, crew size, equipment, what happens to the wood and the chip, and what it costs. Signed by the arborist who looked at the tree.

  4. The work, and the cleanup

    We protect the lawn and the beds, rig the wood down in controlled pieces, and leave the site raked. Stump work and chip removal are priced up front, not added after.

Windward arborist in helmet and climbing harness at the base of a mature pine
Who turns up

William sets the standard, and climbs most of the hard ones

The national chains that advertise on the island send whoever is on the boat that week. You get a quote from a salesperson and a crew you have never met: nobody who saw the tree, and nobody you can hold to what was said. That is not how you price a 70-foot black oak with a compromised root plate above a guest house.

Here a certified arborist assesses the tree, writes the estimate, and is on site while it comes down. Whoever walks your property is the person answerable for what was said about it.

Free
On-site estimate, from a certified arborist rather than a salesperson
6
Island towns covered, plus Chappaquiddick
A300
Every cut to the ANSI pruning standard: no topping, ever

More about William

Where we work

The whole island, and only the island

We do not run a mainland crew and ferry it over. Everything is staged here, which is why storm calls get answered the same day instead of on the next available boat.

Service areas

Tree care guide

Written by the person doing the work

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