The Great American Road Trip ChallengeOne trip, ~2.5 years, 48 states
← New EnglandNantucket & Martha's Vineyard
Day22

Day 22 — Free Day — Nantucket & Martha's Vineyard

Free day
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1Freedom Trail & Fenway2Harbor & the North End3Museums4Free Day5Beacon Hill & the Public Garden6Cambridge7Where the Revolution Began8Salem9Cape Ann10Free Day11Drive south to Plymouth12Pilgrim Plymouth13Free Day14Drive to Cape Cod15Hyannis & Kennedy country16The National Seashore17Provincetown18Free / Beach Day19Ferry to the Islands20Nantucket21Martha's Vineyard22Free Day23Back to the mainland, north to New Hampshire24The Seacoast25Free Day26Up the coast to Kennebunkport27Dock Square & the Point28Free Day29Into Portland30Old Port & the Head Light31Casco Bay32Art & Food33Free Day34Inland to the capital35The Capital on the Kennebec36Free Day37Back to the coast at Camden38Camden Harbor & Mount Battie39Rockland & Wyeth country40Free Day41Up the coast to Acadia42Cadillac Sunrise & Park Loop43Carriage Roads & Jordan Pond44Schoodic & the sea45Free Day46Inland to the White Mountains47Mount Washington48Kancamagus & Franconia Notch49Cannon & the Notch50Free Day51South to the capital52The Capital53Free Day54West into Vermont55Montpelier & Ben & Jerry's56Stowe & Mount Mansfield57Smugglers' Notch58Free Day59Down to the lake60Church Street & the Waterfront61Shelburne62Free Day63South to Woodstock64Village & Farm65Free Day66South into the Berkshires67Rockwell & Stockbridge68MASS MoCA & Greylock69Free Day70South to Hartford71Twain & the Atheneum72Free Day73Down to New Haven74Yale & Apizza75Free Day76East along the shore to Mystic77The Seaport & Aquarium78Free Day79Into Rhode Island80RISD & College Hill81Federal Hill & WaterFire82Free Day83Down to Newport84The Breakers & the Cliff Walk85Bellevue & Ocean Drive86Free Day87Leave New England for New York

Nothing scheduled. The note below is a suggestion, not a plan.

  1. All day· unscheduled

    Island timeFree / Rest Days

    Rent a bike. Both islands are built for it and neither rewards a schedule — the point is to end up somewhere you didn't plan on, with sand in your shoes.