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Bicycle ride along Franklin Street and Main Street in Vineyard Haven, Martha's Vineyard. Boutiques, galleries, and harbor views from the seat of a bike.
We filmed this bicycle ride through Vineyard Haven along two of its best-known streets, Franklin Street and Main Street. It's a simple street-level view of the town, the same blocks you'd cover on foot or by bike on a real visit. If you already know Vineyard Haven, it's a chance to see it again from home; if you don't, it's an honest preview to help you plan a trip.
Where the road runs out at West Chop and the Sound opens up ahead.
A Vineyard Haven street in summer.
Filmed June 2023The island moves on: shops, signs and prices may differ from what you see here. The text of this guide was checked September 2026.
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Safety Notice: Martha's Vineyard roads, especially up-island, can be narrow and heavily trafficked during summer months. We strongly recommend sticking to the island's dedicated bike paths rather than riding on roads shared with motor vehicles. If you must ride on roads, wear a helmet, use lights, and exercise extreme caution. Cycling conditions change seasonally; always check current trail and road conditions before your ride.
Exploring the town? Start with our complete Vineyard Haven guide: food, beaches, parking and the local rhythm, all in one place.
Step 1 · WhenMonth PickerTwelve months compared on NOAA numbers, crowds, prices and what is open. 
Step 2 · DaysDay-by-Day Trip PlannerMorning, afternoon and evening sketched for every day, events dropped in, emailed to you. 
Step 3 · CostTrip Cost CalculatorFerry, beds with the rooms tax, meals, getting around and activities in one honest range. 
Island tip of the day Food No. 19 of 86 New tip at midnight, island time
Espresso Love (17 Church St, Edgartown) opens at 7 AM daily. Excellent coffee, $5–12 for breakfast. One of the few places open early on the island.
Joshua Slocum, first to sail alone around the world, spent his last years farming in West Tisbury and vanished from Vineyard Haven harbor in November 1909. The voyage, the farm called Fag End, the last departure, and what a visitor can actually see: the harbor, a marker stone by a country road, the museum's Slocum papers, and the book itself.
The red bus that gets the loudest cheer in the Edgartown Fourth of July parade belongs to Camp Jabberwocky, a tuition-free summer camp for people with disabilities that has run on the Vineyard since 1953. An islander's account of where it came from and what it is. For anything official, the camp's own site is the source.
Lake Tashmoo in Vineyard Haven hides a century of stories: the 1887 waterworks that watered the town, a golf course where a bull was a hazard, town baseball and the frozen winters when islanders raced ice boats.
Cycling Martha's Vineyard in 2026: 32+ miles of bike paths, 5 routes from easy family rides to the 60-mile island loop, rental prices, and e-bike rules.
The complete guide to Vineyard Haven, Martha's Vineyard's year-round port town. Main Street shopping, Black Dog Tavern, Owen Park, and ferry terminal.
A bicycle ride from Edgartown to Vineyard Haven on Martha's Vineyard: the full route between the two towns, filmed in 4K.
The free island library · 2026
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