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road trip with dogs East coast usa

Updated: Jul 26, 2022


Road trip map florida to canada
Our Route


This Roadtrip travels from Key West, the furthest place south in the United states to across the border to our final destination Montreal Canada. This road trip route is what snowbirds usually do to escape the harsh North winters starting in October. But usually they are traveling in the opposite direction. We have done this trip at least 8 times and mastered the route. We turned this more than 30 hours drive into a fun and comfortable vacation. Instead of driving this route straight, like my 20 year old self did, My wife and I broke up the trip in segments. By doing this it allowed us to enjoy the road trip and we got to explore the cities we love on the East Coast of the united states. An important rule of thumb is the 1-3 rule, drive one day, no more than 8 hours and stay in a city we love for minimum 3 days 2 nights. If your planing a road trip be sure to set yourself up for success, check out our "Road Trip Essentials" page full of tips and tricks to make your next road trip a hoot. We aren't perfect and only have 2 arms or paws, so we don't get to see everything in most cities, especially with new things popping up all the time. Let us know what we missed, so we can check it out next time we pass through. Exploring new spots is what we love to do. Dont forget to subscribe to not miss the new content we put out. There are definitely a couple of stories we are going to put out that you shouldn't miss.

main street usa trees city view downtown

Ps I would suggest a couple of work out sessions before you go because you will need two stomachs in most cities with all the amazing places to eat. We go on bike rides with the goal of not feeling guilty when we devour fried chicken and biscuits on our travels. Why do the tastiest things need to be fried? This road trip is for the Thrifty foodies and city walkers Driving time: 31-36 hours add a couple hours by stopping in Atlanta Trip duration: 18 days if your in a hurry 30 days if you wanna take your time. Best time to go: The North gets cold so if you are an adventure seeker and the outdoorsy type try the Summer. But the Winter is full of festivals like Igloo fest in Montreal. Here is a list of the Cities we visited in order. If you click on their links it will bring you to our city guide section where we give you our lists of best neighborhoods to explore, things to do with kids, festivals happening and much more.



Key West, Florida






Richmond, Virgina



Saratoga Springs, New York


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