Events Calendar

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Events

There’s always something to do in Greater Portland, Maine.

From daily tours to cruises, art exhibitions, music, and live performances.

Browse our Events Calendar and save your favorites.

Always cross-check event time/date with organizer’s website before booking. 

Dining at Helm, Photo Credit: Erin Little Photography
14
Feb
Valentine’s Day at Helm Oyster Bar + Bistro
Portland
Presented by Helm Oyster Bar & Bistro

Enjoy a romantic dinner with us at the Helm Oyster Bar + Bistro!
Valentine's Day at Luke's - Photo Courtesy of Luke's Lobster
14
Feb
Valentine’s Day at Luke’s
Portland
Presented by Luke's Lobster Portland Pier

Celebrate with our exclusive menu, reserve your table today!
Dinner at Nonesuch Brewing; Photo credit: Knack Factory
8
Jan
through
26
Mar
Winter Wednesdays

Support your local restaurants and breweries in Greater Portland for deals you can’t beat!

Ice Bar Smiles. Photo courtesy of Visit Freeport
1‐28
Feb
Flavors of Freeport
Presented by Visit Freeport

Visit Freeport’s Flavors of Freeport Signature Events are BACK!
V-Day Cookie Decorating - Photo Credit: Pineland Farms
8‐9
Feb
V-Day Cookie Decorating
New Gloucester
Presented by Pineland Farms

Join us at the Market to decorate some Valentine’s Day cookies!
Tasting Room at Orange Bike Brewing Co. Photo Credit: Jeffrey Remick
14
Feb
A Low-Key Valentine’s Night!
Portland
Presented by Orange Bike Brewing

Come as a single or a couple and enjoy relaxing with your favorite beverages.
Valentine's Day menu; Photo Credit: Saltwater Grille
14‐16
Feb
Valentine’s Day Weekend Special
South Portland
Presented by Saltwater Grille

Come in with your loved one and enjoy a special Valentine’s Day menu!

Meal at Evo. Photo Provided by Evo Kitchen + Bar
14
Feb
Valentines Day at Evo
Portland
Presented by Evo Kitchen + Bar

We’re offering a special V-Day prix fixe menu day of, along with surprise specials and limited edition cocktails all weekend.

Upcoming Events

23
May
through
13
Oct
Fort Gorges Sea Kayaking Tour
Portland
Presented by Portland Paddle

Kayak across Portland harbor to tour historic Fort Gorges!
23
May
through
5
Oct
Sunset Sea Kayak Tour
Portland
Presented by Portland Paddle

Glide across Portland’s Casco Bay as the sun begins to set!
24
May
through
24
Aug
Burnt Island Adventure
Bath
Presented by Mane Maritime Museum

Cruise aboard the Merrymeeting & explore a historic lighthouse
28
May
COHEED AND CAMBRIA AND MASTODON
Portland
Presented by Cross Insurance Arena

Come and enjoy Coheed and Cambria as well as Mastodon at Cross Insurance Arena!
7
Jun
Walk the Working Waterfront
Presented by City of Portland and Maine Coastal Program

Meet lobstermen, tour vessels, and get an up close look at the working waterfront!
7
Jun
through
27
Jul
Weekend Kayak Skills Workshops
Portland
Presented by Portland Paddle

Take a deeper dive into a specific sea kayaking topic over two days
9‐15
Jun
Portland Wine Week
Presented by Wine Wise

Kick off summer with a week of wine in Portland!
13
Jun
through
21
Sep
Wine + Fresh Maine Oyster Sail
Portland
Presented by Wine Wise

LET’S GO ON A WINE & OYSTER SAIL!
13
Jun
through
20
Sep
Wine Sail: Pinot Noir
Portland
Presented by Wine Wise

LET’S GO ON A WINE SAIL!
14
Jun
through
14
Sep
Wine Sail: Tuscany
Portland
Presented by Wine Wise

LET’S GO ON A WINE SAIL!
14
Jun
through
26
Jul
Wine Sail: Delicious Whites
Portland
Presented by Wine Wise

LET’S GO ON A WINE SAIL!
15
Jun
through
31
Aug
Wine Sail: CA Central Coast
Portland
Presented by Wine Wise

LET’S GO ON A WINE SAIL!
17
Jun
Dvořák’s New World Symphony
Portland
Presented by Portland Symphony Orchestra

Enjoy the sounds of Dvořák’s New World Symphony at Merrill Auditorium.

19‐22
Jun
DRIVE FORE KIDS
Falmouth
Presented by Shamrock Sports & Entertainment

An epic celebrity invitational golf tournament!
20
Jun
through
10
Oct
Wine Sail: Delicious Europe
Portland
Presented by Wine Wise

LET’S GO ON A WINE SAIL!
20
Jun
through
3
Aug
Wine Sail: Portugal & Spain
Portland
Presented by Wine Wise

LET’S GO ON A WINE SAIL!
20
Jun
through
31
Aug
SUP Sunset Tour
Portland
Presented by Portland Paddle

Enjoy the Portland waterfront from the unique perspective of a SUP
21
Jun
through
3
Aug
Wine Wise: Greece
Portland
Presented by Wine Wise

LET’S GO ON A WINE SAIL!
21
Jun
through
12
Oct
Wine Sail: The Mediterranean
Portland
Presented by Wine Wise

LET’S GO ON A WINE SAIL!
21
Jun
2025 Pride PARADE AND FESTIVAL

The 2024 Pride Parade and Festival will be held on Saturday, June 15th rain or shine!
21
Jun
Pride Portland!
Portland

Come and celebrate this years Pride!
22
Jun
through
17
Oct
Wine Sail: France
Portland
Presented by Wine Wise

LET’S GO ON A WINE SAIL!
27
Jun
through
11
Oct
Wine Sail: Italy
Portland
Presented by Wine Wise

LET’S GO ON A WINE SAIL!
28‐29
Jun
The Maine Oyster Festival
Freeport
Presented by Visit Freeport

Celebrate oysters & oyster farmers from up & down the Maine coast!

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