Longboat Key News
Monday, November 9, 2026

Great Pumpkin

Free This event has ended
When
Saturday, October 24, 2026
Where
Sarasota Sailing Squadron 1717 Ken Thompson Pkwy, Sarasota, FL 34236
Cost
Free

The Great Pumpkin Regatta kicks off the fall sailing season on Sarasota Bay, hosted by the Sarasota Sailing Squadron. Serving as the first leg of the club's three-part Fall Trident series, the race welcomes one-design dinghy, multihull and Performance Handicap Racing Fleet (PHRF) competitors. The event is managed by the local Flying Scot fleet, who organize the courses and coordinate the starting sequences. From the clubhouse on Ken Thompson Parkway, spectators can watch the varied classes navigate the bay's shifting autumn winds.

Getting there

1717 Ken Thompson Pkwy, Sarasota, FL 34236

More at Sarasota Sailing Squadron

Venue page

More Outdoors & Sports

All Outdoors & Sports

Hosting something?

Submit your event and it appears here within a day.