Safety Announces Additional Share Repurchase Authorization

BOSTON--(Business Wire)--
Safety Insurance Group, Inc. (NASDAQ:SAFT) reported today that the Board of
Directors has increased Safety`s existing share repurchase program by
authorizing repurchase of up to $60.0 million of Safety`s outstanding common
shares. On August 3, 2007, the Board of Directors approved repurchase of up to
$30.0 million of common shares. Under the program, Safety may repurchase shares
of its common stock for cash in public or private transactions, in the open
market or otherwise, at management`s discretion. The timing of such repurchases
and actual number of shares repurchased will depend on a variety of factors
including price, market conditions and applicable regulatory and corporate
requirements. The program does not require Safety to repurchase any specific
number of shares and may be modified, suspended or terminated at any time
without prior notice. Under the program Safety has previously repurchased
approximately $18.6 million of its common shares.

About Safety: Safety Insurance Group, Inc. is the parent of Safety Insurance
Company, Safety Indemnity Insurance Company, and Safety Property and Casualty
Insurance Company which are Boston, MA, based writers of property and casualty
insurance. Safety is a leading writer of personal automobile insurance in
Massachusetts.

Additional Information: Press releases, announcements, U. S. Securities and
Exchange Commission ("SEC") Filings and investor information are available under
"About Safety", "Investor Information" on our Company website located at
www.SafetyInsurance.com. Safety filed its December 31, 2008 Form 10-K with the
SEC on March 13, 2009 and urges shareholders to refer to those documents for
more complete information concerning Safety`s financial results.

Cautionary Statement under "Safe Harbor" Provision of the Private Securities
Litigation Reform Act of 1995:

This press release contains, and Safety may from time to time make, written or
oral "forward-looking statements" within the meaning of the U.S. federal
securities laws. Forward-looking statements are not guarantees of future
performance. By their nature, forward-looking statements are subject to risks
and uncertainties. There are a number of factors, many of which are beyond our
control, that could cause actual future conditions, events, results or trends to
differ significantly and/or materially from historical results or those
projected in the forward-looking statements. These factors include but are not
limited to the competitive nature of our industry and the possible adverse
effects of such competition.Although a number of national insurers that are much
larger than we are do not currently compete in a material way in the
Massachusetts private passenger automobile market, if one or more of these
companies decided to aggressively enter the market it could have a material
adverse effect on us.Other significant factors include conditions for business
operations and restrictive regulations in Massachusetts, the possibility of
losses due to claims resulting from severe weather, the possibility that the
Commissioner may approve future Rule changes that change the operation of the
residual market, our possible need for and availability of additional financing,
and our dependence on strategic relationships, among others, and other risks and
factors identified from time to time in our reports filed with the SEC, such as
those set forth under the caption "Risk Factors" in our Form 10-K for the year
ended December 31, 2008 filed with the SEC on March 13, 2009.

Safety Insurance Group, Inc.
Office of Investor Relations, 877-951-2522
InvestorRelations@SafetyInsurance.com

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