Boston Bruins | Johnny Boychuk
The New York Islanders were able to get a top-pair defenseman with a cannon of a shot and with a recent Stanley Cup ring in Johnny Boychuk from the cap-strapped Bruins for a pretty low price of two second-round picks and a conditional third-round pick.
Buffalo Sabres | Pierre Turgeon
There was never any doubt that Pierre Turgeon would get the nod here. Thomas Vanek was a good player but he was a flash in the pan and didn’t stay around long (47 games).
With Pat LaFontaine unhappy with his situation on the Island, the Isles were able to swap superstar players and get Pierre Turgeon who help the Blue and Orange get to the 1993 Conference Finals. He also had 340 points in 255 games over four years for the Isles. Legend.
Detroit Red Wings | Ralph Stewart
One of just a handful of trades between the Isles and Red Wings. Ralph Stewart was with the Isles between the 72-73 and 75-76 season and recorded 110 points in 199 games.
Florida Panthers | Mark Parrish
On June 24, 2000, Mike Milbury sent Roberto Luongo and Olli Jokinen to Florida for Mark Parrish and Oleg Kvasha. Parrish would be a gem for the Isles playing 345 games and scoring 214 points in blue and orange.
Montreal Canadiens | Glenn “Chico” Resch
Resch would play 282 games for the Isles with a 0.911SV% and 2.56 GAA, finish second in Calder Trophy voting in 1976 (he lost out to Bryan Trottier), and won a Stanley Cup with the Isles in 1980. I’d say that’s a pretty darn good trade from The Architect.
Ottawa Senators | Alexei Yashin
It sucks that the Islanders had to give up Zdeno Chara and what would become Jason Spezza to get Alexei Yashin, and the way it ended wasn’t great. But there’s no question he was a good player and the best player the Isles picked up from the Sens.
Tampa Bay Lightning | Adrian Aucoin
Aucoin had his best years of an 18 year NHL career with the Islanders. In two of the three years with the Isles, Aucoin finished in the top ten in Norris voting with a 34 point and 44 point year. The latter was a career-high.
Toronto Maple Leafs: Kenny Jonsson
In a six-player deal back in 1996, the Islanders acquired Sean Haggerty, Darby Hendrickson, and Kenny Jonsson from the Toronto Maple Leafs (as well as the fourth overall pick in 1997).
Jonsson would play all but 89 games of his 686 game NHL career with the Islanders. He played big minutes during some of the Islanders darker times.
Honorable mention: Darius Kasparaitis