Watch Log Canoe Races on the Miles River with St. Michaels Sailing Charters
Experience one of the Chesapeake Bay’s most unique traditions right here in St. Michaels.
Log canoe racing is a centuries-old sport featuring narrow wooden boats and daring crews who “hike out” over the water to balance the sails.
Each summer, these historic vessels race on the Miles River—offering an incredible spectacle of speed, skill, and tradition.
The best way to watch? From the water.
Join us aboard for a front-row seat to the action. We recommend at least a 1/2 day private charter for the full experience with lots of race watch time!
What Are Log Canoe Races?
Log canoes are among the oldest racing sailboats in the United States, originally built from hollowed logs in the 1800s.
What makes them wild:
- Crews climb out on long planks to counterbalance the wind
- Boats can carry huge sail area for their size
- Races are fast, unpredictable, and sometimes dramatic
It’s part sport, part history, and 100% Chesapeake Bay culture.
Best Way to Watch?
Watching from shore is cool…
Watching from a boat is unforgettable.
Why it’s Better on the Water:
- Get close to the racing action
- 360° views of the Miles River
- No crowds, no obstructions
- Perfect for photos
Make It a Full Experience
Pair the races with:
- Cocktails, wine, and local beer onboard
- Sunset sails after the races
- Add-ons like champagne or chocolates for a special day
Learn More
For full information on the log canoe races, visit the official website here with date and time information.
Log Canoe Racing Official Website
Log canoe races are weather-dependent and subject to change, but these weekends are the best times to catch the action in St. Michaels. Reserve your sailing charter for a front-row view on the Miles River.
📍 Location: Harbour Inn, 101 N Harbor Rd, St. Michaels, MD 21663. Free parking available.
📞 Call: 410-849-9864📧
Email: [email protected]
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