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The Island Letter · five free guides inside

Twenty beaches. Six towns.
One short letter.

Four PDF guides land in your inbox the minute you sign up: the Beach Guide (parking, stickers, dog rules and safety for all 20 beaches), The Vineyard in the Fall, Where to Stay, every town and price band decoded, and What Martha’s Vineyard Really Costs, the honest budget guide with four whole trips added up. After that, one short letter when the island gives us something worth telling.

Written on the island Prices fact-checked for 2026 About once a month, more only with a reason
Cover of The Vineyard in the Fall 2026 PDF Cover of the Martha's Vineyard Beach Guide 2026 PDF Cover of the Where to Stay on Martha's Vineyard 2026-27 PDF Cover of the What Martha's Vineyard Really Costs 2026-27 PDF 5 guides · free
What lands in your inbox

Three things we write about

  • 01

    The dates that decide a trip

    Last boats of the season, sticker beaches opening and closing, the Derby, the holiday weekends.

  • 02

    The island by season

    What is open, what just closed, and what a week here looks like right now.

  • 03

    Ferry and bus changes

    Timetable switches and booking notes, before they catch you out.

The letter

What a letter looks like

MV Vacation · The Island LetterSample · the October letter, sent October 1

The island after the crowds

The crowds went home on the Tuesday after Labor Day, and the island is not better or worse for it, just different. The things that take planning in July come easy now: a table without a long wait, a car reservation on the ferry, a parking place by the harbor.

Getting around is still easy: the VTA bus switches to its fall timetable on Sunday, October 4, and stays fare-free through June 30, 2027.

The last Steamship boat calls at Oak Bluffs on October 22. From October 23 every Woods Hole ferry lands at Vineyard Haven, on the winter timetable.

Three paragraphs from the October letter. Each letter runs about five minutes, with our own photos, then back to your day.

Fair questions

Before you type your email

How often will you email me?
Roughly once a month. The latest letter went out in early November; the next one follows when the season turns, and a quiet month passes in silence.
Is the Beach Guide really free?
Yes, all of them. The welcome email carries the ten-page Beach Guide (all 20 beaches: parking, stickers, dog rules, lifeguards and safety), the eleven-page Vineyard in the Fall guide, the twelve-page Where to Stay guide (every town and price band, the budget floor, with the booking rules nobody publishes), and the twelve-page What Martha’s Vineyard Really Costs (ferry fares, the room tax, real menu prices, twenty free things and four trips added up line by line). You can download each right on this page after signing up. More guides join the shelf as we finish them. You get every new one free.
What if I change my mind?
Every letter has a one-click unsubscribe at the bottom. No questions, and no follow-up emails asking you to come back.
Still here?

The guides are one email away

Same four PDFs, same one-click exit. Type your email and they are on their way to your inbox.

Island prices, hours and details change often. Please verify with businesses before you go. Full disclaimer

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