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Ottawa to key west Florida by motorcycle, must ride the tail of the Dragon and stay on west side of Florida

A massive ride from the Canadian capital down through the Appalachians to the southernmost point of the US, hitting the world's best moto roads.

5days
8stops
DAY01

Ottawa Departure → Letchworth

Overnight in Letchworth
  1. 08:00
    Ottawa Departure· start
  3. 15:00
    Letchworth· overnight
Roadside Fuel
  • Dinosaur Bar-B-Que · Legendary biker-friendly BBQ in Rochester or Syracuse.
Daily Spend
Gas & Tolls
$60
DAY02

Front Royal

Overnight in Front Royal
  1. 16:00
    Front Royal
Local Eats
  • Spelunker's · Killer burgers and frozen custard for a post-ride treat.
Budget
Motel
$120
DAY03

Tail of the Dragon → Cherohala Skyway

Overnight in Cherohala Skyway
  1. 13:00
    Tail of the Dragon· start
  3. 15:30
    Cherohala Skyway· overnight
Biker Hubs
  • Deals Gap Motorcycle Resort · Eat with fellow riders and check out the Tree of Shame.
Dragon Tax
Souvenirs
$40
DAY04

Crystal River

Overnight in Crystal River
  1. 17:00
    Crystal River
Coastal Bites
  • Cracker's Bar & Grill · Tiki bar vibes right on the water. Great seafood.
Fuel
Gas
$45
DAY05

Seven Mile Bridge → Key West

  1. 14:00
    Seven Mile Bridge· start
  3. 17:00
    Key West
Key West Classics
  • Kermit’s Key Lime Pie · The chocolate-dipped pie on a stick is a game-changer.
  • Sloppy Joe's · Hemingway’s old haunt. Iconic spot for a cold one.
The Splurge
Key West Hotel
$250
Heads Up
  • Day 3: 6h driving — plan rest stops
  • Day 4: 5h 30m driving — plan rest stops
  • Day 5: 6h driving — plan rest stops