Welcome to the full index of our 16-day East Coast USA Road Trip, a journey that took us from the bright lights of New York City to the waterfalls of Niagara, the waterfronts of Toronto, the revolutionary history of Boston, the beaches of Cape Cod, and the windswept edges of The Hamptons before flying home from JFK.
AUTHOR
Dave
CATEGORY
POSTED ON
3rd December 2025
reading time
4 minutes
Across these posts you’ll find over 30,000 steps a day, endless coffees, far too many bagels, a questionable amount of IPA, quirky diners, hidden gems, long scenic drives, spectacular cities and the kind of moments that make road trips unforgettable.
This page gathers every post in the series in one place — perfect if you’re planning your own East Coast adventure or simply reading along with our journey.
🚗 Trip Overview
- Duration: 16 Days
- Countries: USA & Canada
- Route: New York → Ithaca → Niagara Falls → Niagara-on-the-Lake → Toronto → Gananoque → Saratoga Springs → Boston → Falmouth → Martha’s Vineyard → The Hamptons → JFK
- Theme: Cities, coastlines, forests, history, food, diners, ferries and long scenic roads
📍 Daily Travel Blog Posts
Day 1 – New York City
Day 2 – Rain, Shopping & Steak in NYC
A soggy day in Manhattan, BAPE hunting, cathedral hopping and an incredible steak dinner.
Day 3 – Farewell New York & a Sobering Anniversary
Leaving NYC on the anniversary of 9/11 and driving north to Ithaca.
Day 4 – Ithaca to Niagara-on-the-Lake
Amish country, lakeside roads and Canada’s prettiest town.
Niagara Falls – Both Sides of the Border
Seeing the American and Canadian viewpoints — and which side really impressed us.
Day 5 – Niagara-on-the-Lake to Toronto
Foggy Lake Ontario roads and the excitement of arriving in Toronto.
Day 6 – Exploring Toronto
Markets, brewery districts, CN Tower views and Mexico Day celebrations.
Day 7 – Toronto to Gananoque
The Parkwood Estate, coastal drives and a brilliant gastropub in the Thousand Islands.
Day 8 – Entering the USA via New York State
Border interrogations, wildlife spotting and the forests of the Adirondacks.
Day 9 – Saratoga Springs to Boston
Crossing into New England, disappointing Salem, and reaching the heart of Boston.
Day 10 – Exploring Boston & The Freedom Trail
A full day walking America’s most historic trail.
Day 11 – Boston: Tea Parties & Fenway Park
The Boston Tea Party, cannabis festival in the park and a tour of Fenway.
Day 12 – Boston to Falmouth
Quincy, Hull, Plymouth Rock and scones in Massachusetts.
Day 13 – Martha’s Vineyard
A day exploring the island — Jaws filming locations, lighthouses and coastal drives.
Day 14 – Falmouth to The Hamptons
Dinosaurs, diners, bascule bridges and a sunset ferry to Long Island.
Day 15 – Exploring The Hamptons
Montauk Lighthouse, Sag Harbor and millionaire mansions on Dune Road.
Day 16 – Heading Home
Long Beach, mall food, Nottingham Forest in Europe and a business-class flight back to Heathrow.
📸 Views From the Passenger Side – Photo Galleries
🎵 Bonus Posts
🗺️ Planning a Trip Like This?
If you’re thinking of taking on an East Coast USA road trip of your own, feel free to browse the posts, borrow ideas, or drop a comment if you have any questions. Every day taught us something — from avoiding certain cities at certain times (hello, Salem), to embracing the detours, to calmly turning around when you find yourself staring at a toll booth you definitely didn’t mean to reach.
Thanks for following along — and here’s to the next adventure.
The Final View From the Passenger Side: Boston to New York
