Triathlon Calendar near Southold 2026-2027

October 2026

Multisport Brewathlon 1 3 mi 3 10 km

Team multisport relay at Montauk Brewing Company on October 17, 2026 featuring running, rowing, and cycling legs; proceeds support local athletes and scholarships.

July 2027

Jul

11

Su

Jamesport Triathlon

Northville | 10 mi from Southold

Triathlon INDIVIDUAL CHARITY SLOTS 500 m 25 km AquaBike 500 m 25 km Individual Adult Triathlo... 500 m 25 5 km Individual High School Tr... 500 m 25 5 km

A July 11, 2027 triathlon at South Jamesport Beach with a 500 m swim in Peconic Bay, a 25 km bike and a 5 km run plus multiple race formats.

October 2027

Oct

10

Su

Serpent's Back Mountain Bike Duathlon

Montauk | 27 mi from Southold

Cross Duathlon Individual Duathlon 1.6 11.5 1.6 mi Relay 1.6 11.5 1.6 mi

A run-bike-run event in Montauk, NY featuring a 1.6 mile run, 11.5 mile bike, postrace amenities and awards for individual and relay categories.

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