Jeffrey Orenstein
From Openwaterpedia
Captain Kashiwaki, Captain Hashimoto, Jeff Orenstein, Steven Munatones, and Red Top Swim coach Matt Duggan on 13 July 2026 after Orenstein's 10 hour 30 minute battle against the Tsugaru Channel in northern Japan
Red Top Swim coach Matt Duggan with Jeffrey Orenstein after his crossing of the Catalina Channel and achievement of the Triple Crown of Open Water Swimming
Jeffrey Manuel Orenstein (born 20 June 1967) is a 59-year-old American open water swimmer from California who is based in London and is training with Red Top Swim. He is a 1989 graduate of Brown University where he was a collegiate swimmer and runner.
Open Water Swimming Highlights
- On 13 July 2026, he attempt a 19.6 km crossing of the Tsugaru Channel from Kodomari, Aomori Prefecture to Hokkaido at the age of 59 under the guidance of Matt Duggan of Red Top Swimming. He swam for 10 hours 30 minutes 19 seconds before being aborting the crossing due to an impassable Tsugaru Current under the escort of Captain Hashimoto.
- On 28 July 2024, he completed a 33.5 km crossing of the English Channel from England to France in 11 hours 22 minutes under the escort of Reg Brickell and Ray Brickell.
- In February 2026, he completed a 23 km crossing of the Cook Strait between North Island and South Island in New Zealand in 7 hours 40 minutes in 15–16°C water.
- He completed the 32.3 km Catalina Channel from Santa Catalina Island to Sacred Cove on the Palos Verdes Peninsula in Southern California in 10 hours 49 minutes 50 seconds on 1 October 2025 with the support of Red Top Swim coach Matt Duggan with the kayak support from Neil van der Byl and John Trevino with observers Elaine van Vleck and Joel Virgel, and his training partner Sean Paul Breslin.
- He completed the 45.9 km 20 Bridges Swim around Manhattan Island in New York City in 8 hours 30 minutes on 20 July 2025 in 21°C water.
- He achieved the Triple Crown of Open Water Swimming with his Catalina Channel crossing in October 2025.
