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Tuesday, August 19th, 2025

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Good morning, Portland. Here's your local news at a glance for Tuesday, the 19th of August.

EVENTS

SUBMIT EVENT
  • Bess Jacques & The Strays

    7-8:30 p.m. — Blue Portland Maine — Cost info not provided — Enjoy an eclectic mix of jazz, Americana, and faux-tango-pop from the talented Bess Jacques & The Strays.

    Wed, 8/20/25

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  • DEFCON Sunset Cruise

    6:15-8:30 p.m. — Rí Rá Irish Pub & Restaurant — BYOB and pizza — Network with infosec professionals while enjoying breathtaking sunset views over Casco Bay.

    Thu, 8/21/25

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  • The Little Mermen

    7-11 p.m. — Thompson's Point — Cost info not provided — Experience a magical evening with the ultimate Disney cover band performing classics from your favorite films.

    Fri, 8/22/25

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  • Orny Adams Live Stand-Up Comedy

    7 p.m. — Empire Comedy Club — Tickets available — Experience Orny Adams' high-energy stand-up that blends absurdity and incisive wit.

    Sat, 8/23/25

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  • Lakeside Poker Run

    VacationLand V Twin Cruisers, MC is having a Poker Run, Saturday 8/23. Registration opens at 9:00 AM, $20 per hand, kickstands up at 11:00 am. Starts at American Legion Post 155, Casco Road, Naples Maine and finishes at Lakeside Dairy Bar, Naples Maine. We'll be riding through Naples, Bridgton, Norway and Casco. $500 to the Winning Hand, $240 for Second Place, $50 for the Worst Hand. First 5 Hands with a Full House wins a $10 Gift Certificate to Lakeside Dairy Bar. PLUS Cash 50/50. Come join us for a day of summer fun!

    Sat, 8/23/25

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  • Wine Sail Experience

    12-2 p.m. — Maine Sailing Adventures — Ticketed — Enjoy a wine education course paired with an evening of sailing on beautiful Casco Bay.

    Sun, 8/24/25

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  • Community Craft Night

    4-7:30 p.m. — Freedom's Edge Cider Tasting Room — Enjoy craft time with local crafters while sipping cider.

    Mon, 8/25/25

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  • Community Bingo Event

    10 AM – 3 PM — Portland, Maine Elks Lodge #188 — Cards for sale — Enjoy a fun day of bingo with lunch options and prizes.

    Tue, 8/26/25

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  • Wine Sail - Chef Series with Frances

    6-8 p.m. — Maine Sailing Adventures — $90 — Experience a sunset cruise with live acoustic music and drinks on beautiful Casco Bay.

    Wed, 8/27/25

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  • Weekly Pub Trivia Night

    6 p.m. — Olive Pit Brewing Company — $25 gift card for winners — Test your trivia skills while enjoying local brews at this weekly showdown.

    Thu, 8/28/25

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  • Stand-Up Comedy with Greg Warren

    7 PM – 1 AM — Empire Comedy Club — Tickets required — Enjoy a night of laughter with Midwestern comic Greg Warren as he shares his hilarious take on life and personal anecdotes.

    Sat, 8/30/25

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REAL ESTATE

SUBMIT LISTING

No new real estate listings today. You can submit one here.

JOB BOARD

SUBMIT JOB

No new job posts today. You can submit one here.

ANNOUNCEMENTS

SUBMIT

No new community announcements today. You can submit one here.

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TODAY'S FOOD FOR THOUGHT

The price of greatness is responsibility.

~ Winston Churchill

About Daily Portland

Welcome to the Daily Portland, your community newsletter that's anything but snooze-worthy, packed with positive, impactful local news + events across the Portland, Maine community. If you like the Daily Portland, support us by subscribing to our email newsletter and sharing us with your friends and family in Portland.

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