TOBAY Triathlon

Updated: May 20, 2020

Ready to Try-a-Tri? Swim, bike run...


The Triathlon begins in the Town of Oyster Bay and winds through the neighboring picturesque towns. The first leg of the event is the 1/2 mile swim in Oyster Bay Harbor. The water is usually pretty calm but can get a little choppy, as squalls do cross the bay periodically.


Next, you are on the bike, for 15 K. Yes, up and down hills, and flat to the finish. Then, you will run a 5 K through Mill Neck and Brookville, along the upward incline to the Planting Fields Arboretum, and back down to Roosevelt Park.


Scenic Oyster Bay

This is a good first Triathlon event.


I highly recommend swimming in the bay, riding the route, and running the course BEFORE the race.


This really helped me feel more confident and comfortable the day of.




We did not all get into the water at once. Male and female started at different times, and we were grouped according to age. We were given swim caps. Some swimmers wore wet suits, and most had goggles. Watch out for flying limbs as you enter the water, but things settle down after the group begins to spread out.


Hi-Tech bikes and backyard relics line the bike racks.


The biggest challenge on the bike is Moore's Hill Road. Many people got off their bikes and walked up the hill.


When you exit the bike, you ascend Underhill Ave, and later take the uphill stretch to the Arboretum. When you turn, it's all downhill and home!


The event includes "highly" skilled and competitive folks to "Tri" wanna-be's, and all the way in between. Serious racers to family participants run the gamut.


A really fun race with awards for top ten overall male and female, and first place relay team. Top five, male and female in each age group division are also awarded.


*Course subject to change due to weather etc.