The Great American Road Trip Challenge~4.5 years · 48 states · one loop

← New EnglandNantucket & Martha's Vineyard

Day19

Day 19 — Martha's Vineyard — Nantucket & Martha's Vineyard

Full day4h 30m planned

1Freedom Trail & Fenway 2Harbor & the North End 3Museums 4Free Day 5Beacon Hill & the Public Garden 6Cambridge 7Where the Revolution Began 8Salem 9Cape Ann 10Drive south to Plymouth 11Pilgrim Plymouth 12Drive to Cape Cod 13Hyannis & Kennedy country 14The National Seashore 15Provincetown 16Free / Beach Day 17Ferry to the Islands 18Nantucket 19Martha's Vineyard 20Back to the mainland, north to New Hampshire 21The Seacoast 22Up the coast to Kennebunkport 23Dock Square & the Point 24Into Portland 25Old Port & the Head Light 26Casco Bay 27Art & Food 28Inland to the capital 29The Capital on the Kennebec 30Back to the coast at Camden 31Camden Harbor & Mount Battie 32Rockland & Wyeth country 33Up the coast to Acadia 34Cadillac Sunrise & Park Loop 35Carriage Roads & Jordan Pond 36Schoodic & the sea 37Free Day 38Inland to the White Mountains 39Mount Washington 40Kancamagus & Franconia Notch 41Cannon & the Notch 42Free Day 43South to the capital 44The Capital 45West into Vermont 46Montpelier & Ben & Jerry's 47Stowe & Mount Mansfield 48Smugglers' Notch 49Down to the lake 50Church Street & the Waterfront 51Shelburne 52South to Woodstock 53Village & Farm 54South into the Berkshires 55Rockwell & Stockbridge 56MASS MoCA & Greylock 57South to Hartford 58Twain & the Atheneum 59Down to New Haven 60Yale & Apizza 61East along the shore to Mystic 62The Seaport & Aquarium 63Into Rhode Island 64RISD & College Hill 65Federal Hill & WaterFire 66Down to Newport 67The Breakers & the Cliff Walk 68Bellevue & Ocean Drive 69Leave New England for New York

Ferry over to the larger island for cottages and cliffs.

10:00 AM – 12:00 PM· 2h
Oak Bluffs gingerbread cottagesLandmarks & MonumentsAnchor
Hundreds of candy-colored Victorian 'gingerbread' cottages around the Tabernacle, plus the oldest carousel in the country.
Trinity Park, Oak Bluffs, MA
1:30 PM – 4:00 PM· 2h 30m
Aquinnah Cliffs & EdgartownLandmarks & Monuments
The rainbow clay cliffs at the island's western tip, then whaling-captain mansions in Edgartown.
Aquinnah, MA