
Caroline Brennan
Award Winning Singer-Songwriter
Album "Leap" awarded "Runner Up" for "Debut Album of the Year" at the 8th Annual Limelight Magazine Awards
"Summer Night" chosen as "Finalist" in the Pop Category for the 2016 American Songwriting Awards

"Summer Night" chosen as "Runner Up" in the 2016 "Song of the Year" Songwriting Contest
"Kind of Man" chosen as a Finalist and "Judge's Choice Winner" in the 2017 Eventide Songwriting Competition
"Break All the Rules" and "Only One" chosen as Semi-Finalists in the 2025 International Songwriting Competition
"Guts & Glory" received the "Finalist" award in the 42nd Mid-Atlantic Song Contest

UPCOMING SHOWS
ICELAND CRUISE 2027
Caroline & Sean Brennan will be performing on an Irish Music Cruise to Iceland in July 2027!
FRIDAY, OCTOBER 23, 2026@ 6:00 pm
FATHER'S KITCHEN & TAPHOUSE Sandwich, MA
(solo show)
THURSDAY, NOVEMBER 5, 2026@ 8:00 pm
O'SHEAS OLDE INNE W. Dennis, MA
(with fiddle player Heather Swanson)
FRIDAY, NOVEMBER 13, 2026@ 6:00 pm
FATHER'S KITCHEN & TAPHOUSE Sandwich, MA
(solo show)
SATURDAY, NOVEMBER 21, 2026@ 6:30 pm
SONS OF ERIN 633 Main Street, W. Yarmouth, MA
(with guitarist & vocalist Sean Brennan)
FRIDAY, NOVEMBER 27, 2026@ 6:00 pm
FATHER'S KITCHEN & TAPHOUSE Sandwich, MA
(solo show)
SUNDAY, NOVEMBER 29, 2026@ 3:00 pm
THACHER HALL Yarmouthport, MA
(Christmas Show with SONGBIRDS)
THURSDAY, DECEMBER 3, 2026@ 8:00 pm
O'SHEAS OLDE INNE W. Dennis, MA
(solo or with fiddle player Heather Swanson)
SATURDAY, DECEMBER 5, 2026@ 6:30 pm
MASHPEE PUBLIC LIBRARY Mashpee, MA
Christmas Concert (with fiddle player Heather Swanson)
SUNDAY, DECEMBER 13, 2026@ 3:00 pm
CULTURAL CENTER OF CAPE COD Yarmouth, MA
STANLEY & GRIMM CHRISTMAS CONCERT
(Guest Performer)
SATURDAY, DECEMBER 19, 2026@ 6:30 pm
SONS OF ERIN 633 Main Street, W. Yarmouth, MA
(with guitarist & vocalist Sean Brennan)
SUNDAY, DECEMBER 20, 2026 @ TBD
CELTIC CHRISTMAS CELEBRATION
AULD TRIANGLE 412 Main Street, Hyannis, MA
(with guitarist Sean Brennan & fiddle player Heather Swanson)
SATURDAY, DECEMBER 26, 2026@ 10:00 AM
JOE & JAM 16 Seaquanset Rd, Chatham, MA
(solo show)
WEDNESDAY, DECEMBER 30, 2026@ 7:00 pm
MARGARITAVILLE Hyannis, MA
(solo show)
Stay tuned for more dates in the Fall / Winter !!
2027 UPCOMING SHOWS!
SATURDAY, JANUARY 9, 2027 @ 7:30 pm
FIRST ENCOUNTER COFFEEHOUSE Eastham, MA
(SONGBIRDS CONCERT). Tickets are available at https://firstencounter.org/index.html
SATURDAY, JANUARY 16, 2027 @ 6:00 pm
SONS OF ERIN 633 Main Street, W. Yarmouth, MA
(with guitarist & vocalist Sean Brennan)
THURSDAY, JANUARY 21, 2027 @ 8:00 pm
O'SHEAS OLDE INNE W. Dennis, MA
(solo or with fiddle player Heather Swanson)
SATURDAY, JANUARY 30, 2027 @ 6:00 pm
SONS OF ERIN 633 Main Street, W. Yarmouth, MA
(with fiddle player Heather Swanson)
THURSDAY, FEBRUARY 4, 2027 @ 8:00 pm
O'SHEAS OLDE INNE W. Dennis, MA
(solo or with fiddle player Heather Swanson)
SATURDAY, FEBRUARY 20, 2027 @ 6:00 pm
SONS OF ERIN 633 Main Street, W. Yarmouth, MA
(with guitarist & vocalist Sean Brennan)
SATURDAY, FEBRUARY 28, 2027 @TBD
SONS OF ERIN 633 Main Street, W. Yarmouth, MA
(with SONGBIRDS)
THURSDAY, MARCH 4, 2027 @ 8:00 pm
O'SHEAS OLDE INNE W. Dennis, MA
(solo or with fiddle player Heather Swanson)
SATURDAY, MARCH 20, 2027 @ 6:00 pm
SONS OF ERIN 633 Main Street, W. Yarmouth, MA
(with guitarist & vocalist Sean Brennan)
THURSDAY, APRIL 1, 2027 @ 8:00 pm
O'SHEAS OLDE INNE W. Dennis, MA
(solo or with fiddle player Heather Swanson)
SUNDAY, APRIL 4, 2027 @TBD
AULD TRIANGLE 412 Main Street, Hyannis, MA
(with SONGBIRDS)
THURSDAY, MAY 6, 2027 @ 8:00 pm
O'SHEAS OLDE INNE W. Dennis, MA
(solo or with fiddle player Heather Swanson)
SUNDAY, MAY 9, 2027 @TBD
HARWICH JR. THEATER Hyannis, MA
(MOTHER'S DAY SHOW with SONGBIRDS)
SATURDAY, MAY 15, 2027 @ 6:00 pm
SONS OF ERIN 633 Main Street, W. Yarmouth, MA
(with guitarist & vocalist Sean Brennan)
FRIDAY, MAY 21, 2027 @ TBD
CAPE COD CULTURAL CENTER Yarmouth, MA
(Original Showcase Concert)













