Epic Ride: Toronto, Mexico, Key West, Toronto

10,000 KMs, 16 Days, Fun & Adventure


Day 1: Brampton, ON → Windsor, ON (Approx. 350 km | 4 hours)

  • Ride through the scenic countryside of Ontario.
  • Stop in London for a quick refuel and coffee break.
  • Arrive in Windsor and explore the riverfront views of Detroit.

Day 2: Windsor, ON → Hillsboro, TX (Approx. 1,900 km | 2-day ride)

  • Cross into the U.S. via Detroit, MI.
  • Ride through Ohio, Indiana, and into Illinois.
  • Overnight stop in St. Louis, MO.
  • Continue south through Arkansas and into Texas.
  • Arrive in Hillsboro, a great spot for a well-earned rest.

Day 4: Hillsboro, TX → Freer, TX (Approx. 480 km | 5 hours)

  • Ride through classic Texan landscapes.
  • Pass through Austin or make a detour for BBQ in Lockhart.
  • Arrive in Freer, a small town known for its rugged beauty.

Day 5: Freer, TX → High Island, TX (Approx. 500 km | 5.5 hours)

  • Enjoy open roads and rural Texas scenery.
  • Ride east through Victoria and toward the Gulf Coast.
  • Arrive in High Island, a birdwatcher’s paradise with ocean views.

Day 6: High Island, TX → New Orleans, LA (Approx. 540 km | 6 hours)

  • Ride along the Gulf Coast, passing through Beaumont and Lake Charles.
  • Cross into Louisiana and soak in Cajun culture.
  • Arrive in New Orleans—explore Bourbon Street and enjoy live jazz.

Day 7: New Orleans, LA → East Point, FL (Approx. 500 km | 5.5 hours)

  • Cruise along the Gulf of Mexico through Mississippi and Alabama.
  • Stop for fresh seafood in Mobile or Pensacola.
  • Arrive in East Point, a beautiful coastal town.

Day 8: East Point, FL → Sarasota, FL (Approx. 570 km | 6 hours)

  • Ride down Florida’s scenic highways along the Gulf Coast.
  • Stop in Tampa for a break.
  • Arrive in Sarasota, known for its beaches and arts scene.

Day 9: Sarasota, FL → Key West, FL (Approx. 600 km | 7 hours)

  • Ride south through Miami and onto the scenic Overseas Highway.
  • Cross the stunning Seven Mile Bridge.
  • Arrive in Key West—relax with a sunset at Mallory Square.

Day 10: Key West, FL → Miami, FL (Approx. 270 km | 3.5 hours)

  • Retrace your ride back over the Overseas Highway.
  • Explore Miami’s nightlife and beaches.

Day 11: Rest Day in Miami, FL

  • Relax, recharge, and explore Miami.

Day 12: Miami, FL → Daytona Beach, FL (Approx. 430 km | 5 hours)

  • Cruise up Florida’s Atlantic coast.
  • Stop in Cape Canaveral to visit the Kennedy Space Center.
  • Arrive in Daytona Beach, home of the famous Daytona Bike Week.

Day 13: Daytona Beach, FL → Myrtle Beach, SC (Approx. 600 km | 6.5 hours)

  • Ride through historic St. Augustine and Savannah, GA.
  • Arrive in Myrtle Beach, a lively coastal city with great food and nightlife.

Day 14: Myrtle Beach, SC → Virginia Beach, VA (Approx. 550 km | 6 hours)

  • Enjoy the coastal ride through the Carolinas.
  • Arrive in Virginia Beach—relax by the ocean and visit the boardwalk.

Day 15: Virginia Beach, VA → Stewartstown, PA (Approx. 450 km | 5 hours)

  • Head inland through Washington, D.C., and Maryland.
  • Arrive in Stewartstown, a quiet stop before the final stretch.

Day 16: Stewartstown, PA → Brampton, ON (Approx. 700 km | 8 hours)

  • Ride north through Pennsylvania and New York.
  • Cross the border back into Ontario.
  • Celebrate the completion of an epic adventure!