Get ready for a Fabulous Valentine's Show featuring the most Delicious Divas in town, serving up a night of Love & Laughter! 100% of ticket sales go to the family of Ivanna Soul.

Craving some laughter? This Valentine's Day, indulge in a night of hilarious entertainment with Ian Stuart, Dennis Fogg, and Rosellen Earl. Our intimate setting, delicious food, and top-notch cocktails create the perfect backdrop for a memorable evening. Grab your tickets for $15 on Eventbrite before they're gone!

An Open Mic for Poets and Writers! Supportive audience included…sign up when you arrive.

Will Bradford and Friends take over the STARBOARD LOUNGE.

Fresh from the emerging music scene of Maine, introducing a brand new sound: Open X is the POWER POP ROCK band that has quickly captured the attention of listeners with their infectious melodies and relatable lyrics. Comprised of talented musicians, the group blends elements of electronic pop and indie rock to create a sound that feels both contemporary and nostalgic.

Get Out of the Cabin! MAINE METAL NIGHT with STILLBORN CONDITION / THE BURIAL CURSE / THY ENEMY

Bluesy Jazz Rock with the talented Blind Albert band!

Join us for this months Songwriter Round with SARA TRUNZO and featured guests Fine Pioneer, Ada Bonnevie, and Dee Dee Seahorn.

An Open Mic for Poets and Writers! Supportive audience included…sign up when you arrive.

Argo and the Violet Queens are a psychedelic rock band from the DC area. Stillwater is Bluegrass quintet from Old Town, Maine, and Borzoi is an Indie band from the Maine woods. Come out on a cold Thursday and warm up with some Original live music!

Let's rock the boat and sail into the new year with Hey Sailor's Rockin' New Year's Eve party! RIGOMETRICS - SEEPEOPLES - OUVRE - S.C.O.B.Y

Join us for an evening of Holiday Cheer with the Delicious Drag Divas as they perform their BIG GAY CHRISTMAS DRAG SHOW !

Join us for an evening with Singer Songwriter Dominic Lavoie and special guest 40 Thieves.

Dominic Lavoie is an accomplished Acadian songwriter, musician and producer based in Portland, Maine. Known for his dynamic artistry and dedication to his craft. With an impressive catalog that includes seven full-length albums, two EPs, and a self-directed music film Mariposa, Lavoie continues to push creative boundaries. His forthcoming album, Round Trip, reunites him with acclaimed producer Steve Berlin (Los Lobos, Deer Tick).

Join us for one of our favorite monthly events…. Songwriter Round with Sara Trunzo and guests. Talented Maine based songwriters take turns sharing their music with a supportive audience. Come hear the magic.

Get ready to dance with the BIG KINGS! Maine’s premier Drag King Group! Friday December 13th…Let’s Celebrate!

…"If you’ve ever wondered what Nick Cave fronting Morphine might sound like (and really, who hasn’t?) chances are it would be a lot like Whitney Walker’s latest, A Dog Staring Into a Mirror on the Floor."

theWorst:

Hailed by Alternative Press as the "...glorious love child of Joan Jett & Kurt Cobain," theWorst has been on a meteoric rise since their inception.  Led by bandleader and true survivor, Brooke Binion, the band has gained a reputation as a one-of-a-kind raucous live act, fueled by an aggressive raw sound, anthemic songs and a brutally honest lyricism that is rare in today's highly commercial and often fabricated mainstream music scene.  Having toured nationwide and coast to coast since 2016, theWorst is composed of Binion on lead vocals and guitar, Will Bradford (SeepeopleS) on bass and Craig Sala (Paranoid Social Club, Kurt Baker, Planeside) on drums.

MAINE METAL NIGHT!

Join us November 21st for this months Songwriter Round. Another group of Maine based talent take the stage in the Starboard Lounge at Hey Sailor! Come support these talented musicians. $5 cover goes directly to the musicians. Always a good time!

Mostly original roots music, funky soulful rhythms, bluesy howling vocals, lots of instrumental improvisation, generated from the 6 piece alien collective, combinations of two electric guitars, bass, saxophone, trombone, drums, and gritty harmonies

Cryin’ Caleb Aaron is a Songwriter and one-man-band, mixing tragedy with TWANG

Eenor’s Sonic Wallpaper is a solo one-man-band that travels a worldly blend of music styles focusing on creating groove, mood, and atmosphere for diverse environments ranging from live music venues and getting folks bobbin n bouncin, to fancy restaurants and creating an unobtrusive, exotic, and chill soundtrack for conversing diners.

An Open Mic for Poets and Writers! Supportive audience included…sign up when you arrive.

Spencer Albee is a Maine-based singer, songwriter, performer and producer. Since 1995, he has toured internationally, signed multiple major recording and publishing contracts, and has worked with artists ranging from David Bowie to De La Soul. Rolling Stone Magazine called Spencer a "21st Century master in the lost art of Beatlesque hooks.” He recently produced The Ghost Of Paul Revere’s “Good At Losing Everything” which was met with wide acclaim, and is presently working on his 23rd studio album.

A NIGHT OF ELECTRO

QUANTAM cd release PARTY

Come out and groove!

Halloween Party with the Delicious Drag Divas! Come in Costume, Come to have Fun and Dance! Food and Drink Specials!

S.C.O.B.Y - A blend of metal, prog, math rock, dance, demonic influences, ritualistic processes.

OUVRE - Maine's eclectic perplexium of freQ manipulators foraging the event horizon for particulates. Swamp Prog.