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August 9, 2025 2 mins
If you woke up today in Portland, Maine and you’re ready to make the most of your second August weekend, you’re in luck. This city is buzzing with events and activities for everyone, from music lovers to families just looking for a fun night out. Let’s dive into what’s happening right now and through the weekend in Portland, Maine.

First up, the sea is calling fans of alternative and indie music. Guster’s On the Ocean festival has taken over Thompson’s Point, creating a three-day whirl of live music and good times right on the waterfront. Saturday features headliners like Guster, The Mountain Goats, Fruit Bats, and more. The fun continues on Sunday with performances from Guster, Hanson, Joy Oladokun, Karina Rykman, and Bailen. Expect kids activities, food trucks galore, a family-friendly festival Kids Zone in partnership with the Children’s Museum & Theatre of Maine, and special Kids Tickets to make this the perfect outing for the young at heart. Find all the nitty gritty at ontheoceanfest.com and Thompson’s Point’s official calendar.

Across town, Thompson’s Point also hosts Summer Sunsets LIVE, Portland’s laid-back waterfront hangout. Head down for free live music — tonight catch Sunburned Sharks, while Frenzie will be performing Saturday. There's great local Maine food trucks, creative drinks, and the best sunset view Portland has to offer. Summer Sunsets LIVE is pet-friendly, open to the public, and always packed with good vibes.

Looking for a one-of-a-kind Portland shopping experience? Don’t miss the Lost and Found Vintage Market at Thompson’s Point in Brick South. It’s Maine’s largest pop-up vintage event, with a curated lineup of vintage vendors, plus food, drinks, and photo ops.

Families and circus fans, get ready for Circus Smirkus at the Cumberland Fairgrounds, running August 8 and 9. The theme this year is “Game On!” with energetic performances under the big top circus tent. Remaining tickets for Saturday’s 6 PM show are selling fast and include a discount for kids under 12, so grab yours through PortTIX as soon as possible.

And for anyone longing for simple summer fun, Portland’s parks, harbor trails, ice cream shops, and breweries are full of activity all week long. For details on daily happenings, check out Portland Downtown’s event calendar where there’s always a concert, art walk, or pop-up market just around the corner.

Whatever you’re into, Portland, Maine offers summer like nowhere else. Thanks for tuning in, and don’t forget to subscribe. This has been a quiet please production, for more check out quiet please dot ai.

This content was created in partnership and with the help of Artificial Intelligence AI
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Episode Transcript

Available transcripts are automatically generated. Complete accuracy is not guaranteed.
Speaker 1 (00:00):
If you woke up today in Portland, Maine and you're
ready to make the most of your second August weekend,
you're in luck. This city is buzzing with events and
activities for everyone from music lovers to families just looking
for a fun night out. Let's dive into what's happening
right now and through the weekend in Portland, Maine. First up,

(00:20):
the Sea is calling fans of alternative and indie music.
Guster's on the Ocean Festival has taken over Thompson's Point,
creating a three day whirl of live music and good
times right on the waterfront. Saturday features headliners like Guster,
The Mountain Goats, Fruit Bats, and more. The fun continues
on Sunday with performances from Guster, Hansen, Joyola, Docin, Karina Reckman,

(00:45):
and Balen. Expect kids activities, food trucks galore, a family
friendly festival, Kid Zone in partnership with the Children's Museum
and Theater of Maine, and special kids tickets to make
this the perfect outing for the young at heart. Find
all the nitty gritty at on theoceanfest dot com and
Thompson's Points official calendar across town Thompson's Point also hosts

(01:06):
Summer Sunsets Live, Portland's laid back waterfront hangout. Head down
for free live music tonight catch Sunburned Sharks, while Frenzy
will be performing Saturday. There's great local main food trucks,
creative drinks and the best sunset view Portland has to offer.
Summer Sunsets Live is pet friendly, open to the public

(01:28):
and always packed with good vibes. Looking for a one
of a kind Portland shopping experience, don't miss the Lost
and Found Vintage Market at Thompson's Point in Brick South.
Its Main's largest pop up vintage event, with a curated
lineup of vintage vendors, plus food, drinks and photo ops.
Families and circus fans get ready for Circus Smirkus at

(01:50):
the Cumberland Fairgrounds, running August eighth and nine. The theme
this year is Game On, with energetic performances under the
Big Top Circus tent. Remaining tickets for Saturday six pm
show are selling fast and include a discount for kids
under twelve, so grab yours through port Ticks as soon
as possible, and for anyone longing for simple summer fun,

(02:11):
Portland's parks, harbor trails, ice cream shops, and breweries are
full of activity all week long. For details on daily happenings,
check out Portland Downtown's event calendar, where there's always a concert,
art walk, or pop up market just around the corner.
Whatever you're into, Portland, Maine offers summer like nowhere else.

(02:32):
Thanks for tuning in and don't forget to subscribe. This
has been a Quiet Please production. For more check out
Quiet Please dot ai
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