Notice of Redemption

January 4, 2017

NOTICE OF REDEMPTION

Secured Notes due March 31, 2017

NOTICE IS HEREBY GIVEN pursuant to Section 3.03 of Article III of the indenture, dated as of April 2, 2012 (as supplemented or amended, the “Indenture”), between Trailer Bridge, Inc. (the “Company”) and U.S. Bank National Association, as trustee (the “Trustee”), that the Company shall redeem (the “Redemption”) all outstanding Secured Notes due March 31, 2017 (the “Notes”) pursuant to Section 3.07 of Article III of the Indenture, on January 26, 2017 (the “Redemption Date”), at a redemption price equal to 100% of the principal amount thereof plus accrued and unpaid interest to the Redemption Date (the “Redemption Payment”).

PLEASE TAKE FURTHER NOTICE that, in order to receive the Redemption Payment, holders
must surrender their Notes to U.S. Bank National Association, as the paying agent (the “Paying Agent”), at the appropriate address set forth below, by such method as you deem appropriate. If you mail your Notes, we recommend that for your own protection you may want to use registered mail, return receipt requested.

Registered & Certified Mail:

U.S. Bank National Association
111 Fillmore Avenue E
St. Paul, MN 55107

Regular Mail or Courier:

U.S. Bank National Association
111 Fillmore Avenue E
St. Paul, MN 55107

In Person by Hand Only:

U.S. Bank National Association
11 Fillmore Avenue E
St. Paul, MN 55107

Bondholders presenting their Notes in person for same day payment must surrender their Note(s) by 1:00 P.M. CST on the Redemption Date and a check will be available for pick up after 2:00 P.M. CST. Checks not picked up by 4:30 P.M. CST will be mailed out to the bondholder via first class mail. If payment of the Redemption Payment is to be made to the registered owner of the Note, you are not required to endorse the Note to collect the Redemption Payment.

For a list of redemption requirements please visit the Trustee’s website at
www.usbank.com/corporatetrust and click on the “Bondholder Information” link for Redemption instructions. You may also contact the Trustee’s Bondholder Communications team at 1-800-934-6802 Monday through Friday from 8:00 A.M. to 6:00 P.M. CST.

PLEASE TAKE FURTHER NOTICE that, unless the Company defaults in making the Redemption Payment on the Redemption Date, interest on the Notes shall cease to accrue on and after the Redemption Date and the only remaining right of the holders of the Notes shall be to receive payment of the Redemption Payment upon surrender to the Paying Agent of the Notes. For all purposes of the Indenture, the Notes will be deemed to be no longer outstanding from and after January 26, 2017, if and when the Redemption Payment is deposited with the Paying Agent, and all rights with respect thereto, except as stated herein, will cease as of the close of business on that same date.

Under current United States federal income tax law, a trustee making payment of interest
or principal on securities may be obligated to apply backup withholding to payments of the interest or principal payable to a holder who (i) has failed to furnish the trustee with a valid taxpayer identification number and certifications that the holder is not subject to backup withholding under the Internal Revenue Code of 1986, as amended (the “Code”) and that the holder is a United States person (including a U.S. resident alien) as defined by the Code or (ii) has failed to provide appropriate certification to establish that the holder is not a United States person. Holders of Notes who are United States persons and wish to avoid the application of these provisions should submit a completed IRS Form W-9 when presenting the Notes for payment. Holders of Notes who are non-United States persons should submit an appropriate IRS Form W-8. Please visit www.irs.gov for additional information on the tax forms and instructions.