Harry Sinden trades
| Boston Bruins acquire | Date | Los Angeles Kings acquire | ||
|---|---|---|---|---|
 | Paul Guay | November 3, 1988 | rights to Dave Pasin |  |
| New Jersey Devils acquire | Date | Boston Bruins acquire | ||
|---|---|---|---|---|
 | 1988 tenth round pick (#207-Alexander Semak) | March 8, 1988 | Steve Tsujiura | |
| Boston Bruins acquire | Date | Edmonton Oilers acquire | ||
|---|---|---|---|---|
| Moe Lemay | March 8, 1988 | Alan May |  |
| Boston Bruins acquire | Date | Edmonton Oilers acquire | ||
|---|---|---|---|---|
| Andy Moog | March 8, 1988 | Geoff Courtnall | |
| Bill Ranford | ||||
| 1988 2nd round pick (#39-Petro Koivunen) | ||||
| Boston Bruins acquire | Date | Vancouver Canucks acquire | ||
|---|---|---|---|---|
| Mike Stevens | October 6, 1987 | cash |  |
| Boston Bruins acquire | Date | Washington Capitals acquire | ||
|---|---|---|---|---|
| John Blum | June 1, 1987 | 1988 7th round pick (#144-Brad Schlegel) |  |
| Boston Bruins acquire | Date | Minnesota North Stars acquire | ||
|---|---|---|---|---|
| 1987 4th round pick (#67-Darwin McPherson) | March 10, 1987 | Paul Boutilier |  |
| Boston Bruins acquire | Date | Pittsburgh Penguins acquire | ||
|---|---|---|---|---|
| Roberto Romano | February 6, 1987 | Pat Riggin |  |
| Boston Bruins acquire | Date | Vancouver Canucks acquire | ||
|---|---|---|---|---|
| Cam Neely | June 6, 1986 | Barry Pederson | |
| 1987 1st round pick (#3-Glen Wesley) | ||||
| Boston Bruins acquire | Date | Minnesota North Stars acquire | ||
|---|---|---|---|---|
| Tom J. McCarthy | May 16, 1986 | 1986 3rd round pick (#55-Rob Zettler) | |
| 1987 2nd round pick (#35-Scott McGrady) | ||||
| Boston Bruins acquire | Date | Detroit Red Wings acquire | ||
|---|---|---|---|---|
| Dwight Foster | March 11, 1986 | Dave Donnelly |  |
| Boston Bruins acquire | Date | Detroit Red Wings acquire | ||
|---|---|---|---|---|
| Reed Larson | March 10, 1986 | Mike O`Connell | |
| Boston Bruins acquire | Date | Winnipeg Jets acquire | ||
|---|---|---|---|---|
| Wade Campbell | January 31, 1986 | Bill Derlago |  |
| Boston Bruins acquire | Date | Washington Capitals acquire | ||
|---|---|---|---|---|
| Pat Riggin | November 14, 1985 | Pete Peeters | |
| Toronto Maple Leafs acquire | Date | Boston Bruins acquire | ||
|---|---|---|---|---|
 | Tom Fergus | October 11, 1985 | Bill Derlago | |
| Boston Bruins acquire | Date | Winnipeg Jets acquire | ||
|---|---|---|---|---|
| Morris Lukowich | February 4, 1985 | Jim Nill | |
| Boston Bruins acquire | Date | Quebec Nordiques acquire | ||
|---|---|---|---|---|
| Louis Sleigher | October 25, 1984 | Luc Dufour |  |
| 1985 4th round pick (#65-Peter Massey) | ||||
| Boston Bruins acquire | Date | Los Angeles Kings acquire | ||
|---|---|---|---|---|
| Charlie Simmer | October 24, 1984 | 1985 1st round pick (#10-Dan Gratton) | |
| Boston Bruins acquire | Date | Pittsburgh Penguins acquire | ||
|---|---|---|---|---|
| 1985 4th round pick (#65-Peter Massey) | October 15, 1984 | Randy Hillier | |
| Boston Bruins acquire | Date | Edmonton Oilers acquire | ||
|---|---|---|---|---|
| Ken Linseman | June 21, 1984 | Mike Krushelnyski | |