If you’re looking to meet new sailing friends or want to introduce a friend to the joys of sailing, Friday Night Social Sailing at SailMaine is for you! All experience levels are welcome to go for a sail on a J/22. Friday Night Social Sails are a great way to get out on Casco Bay and meet other members of the Portland community. Come down and join the fun! $25 per person.

Born in Boston MA, Livingston Taylor picked up his first guitar at the age of 13, beginning a 40-year career that has encompassed performance, songwriting and teaching.

This exhibition will explore Marsden Hartley’s complex and visually arresting relationship with his native state—from the lush Post-Impressionist inland landscapes with which he launched his career, to the later roughly rendered paintings of Maine’s rugged coastal terrain, its hardy inhabitants, and the magisterial Mount Katahdin.

The Shipyard Old Port Half Marathon & 5K is Portland’s premier summertime running event that cuts through the heart of the Old Port district and West End neighborhood and features sweeping views of the Casco Bay its many islands, ferries, sailboats, lobster boats, tug boats, and paddlers, the Presumpscot River, the City of Portland skyline, and the Back Cove.

The THE BAND Band is without a doubt the most musically satisfying tribute to The Band on the scene today, bringing the music of The Band alive with authentic, true-to-form renditions of their extraordinary repertoire. From hits such as “The Weight,” “Up On Cripple Creek,” and “The Night They Drove Old Dixie Down,” to deep cuts from their classic albums (Music From Big Pink, The Band, Stage Fright), to their historic collaborations with Bob Dylan, The THE BAND Band delivers with the passion and commitment for which The Band was renowned.

Join award-winning artists in celebrating Cape Elizabeth’s natural beauty and ecological significance at the home of Tilly Hagen. There will be live music, a catered cocktail reception, and a live auction of “wet” artwork throughout the weekend.

Join in on the 8th annual tour of artful homes and artist studios in midcoast Maine!

The Bob Charest Quartet provides a simple setting bringing audiences the best of jazz standards and contemporary music. The variety of music is wide; From Burt Bacharach to James Taylor, Billie Holiday to show tunes, George Gershwin to Joni Mitchell – These are a few examples of relatable Great American Songbook and contemporary music we’ve got on tap. The general tone of the music is “upbeat” – light with content and a sense of style.

Enjoy fabulous food, specialty cocktails and breathtakingly beautiful views! Executive Sous Chef Nathaniel Adam & French Pastry Chef Alex Tallen will be preparing an inspired menu especially for this event.

Space is limited, RSVP today!

For more than forty years, Robert Klein has entertained audiences, and he continues to have an acclaimed career in comedy, on Broadway, on television, and in film.