Chester Race Week Spectator Cruise — Watch the Regatta from the Water
Atlantic Canada's Premier Sailing Regatta
Chester Race Week is one of the largest keelboat regattas in North America and the highlight of the sailing season on Nova Scotia's South Shore. For four days every August, Chester Harbour comes alive with hundreds of sailboats, world-class racing, and a festive waterfront atmosphere. Now you can watch it all from the best seat in the house — on the water.
Tour Details
| Ticket | Price |
|---|---|
| Adults | $86 |
| Children (under 12) | $45 |
Duration
~1 hour per departure
Dates
August 12–15, 2026
Departures
3 daily departures (times announced closer to event)
Departure Point
Chester waterfront
Why Watch from the Water?
There's no better way to experience Race Week.
Right Alongside the Fleet
Get closer to the racing action than any shoreline vantage point. Watch the boats jockey for position at the start line and round the marks just metres away.
Captain Commentary
Your captain provides live commentary throughout the race, explaining race strategy, sail trim, and the stories behind the boats and crews.
Unobstructed Views
No crowds, no craning your neck — just open water and panoramic views of the entire racecourse from start to finish.
Intimate Experience
With a maximum of 12 guests per departure, you will have plenty of space and your captain's full attention.
Limited Spots Available
These cruises sell out every year. With only 12 seats per departure and three departures per day, spots go fast. Don't wait — book now to secure your place on the water for Chester Race Week 2026.
Don't Miss Chester Race Week 2026 — Book Your Spectator Cruise Now
Or call us: (902) 300-4108