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Freeport, Maine

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A close up of people enjoying a light red wine

Maine Wild Wine Fest

Wolfe’s Neck Center 184 Burnett Rd, Freeport, ME, United States

From VisitPortland.com: Organized by Ned Swain, of Devenish Wines (www.devenishwine.com) and Margot Mazur, wine educator and writer of The Fizz (https://thefizz.substack.com/), the event will feature noted U.S.-based natural winemakers and international importers in a gathering centered on communication and community. Currently, there are over 35 importers and producers participating. The one-day festival will feature two […]

$55 – $75
A group of people kayak on a lake.

Discovery Kayaking Course

L.L. Bean Flying POint Paddling Center 14 Marietta Lane, Freeport

From LLBeanOutdoors.com: Discovery Kayaking Course – Freeport Freeport, Maine $29.95 Months of Operation: May-September Duration: Approximately 1.5 hours Begins: Times vary Age Requirements: Minimum Age: 8 (14 & under with parent/guardian) Exploring nature in a kayak is a healthy and fun way to enjoy the outdoors. Our course begins with a brief introduction and safety […]

$30
Derek from the Real Portland Tour stands next to his tour guide van in front of Portland Head Light in portland, Maine.

The Real Portland Tours

Portland Portland, ME, United States

From RealPortlandTour.com: The only sightseeing tour of Portland that includes a full city tour and a trip to THREE lighthouses! You’ll get a full city tour of Portland, from the bustling downtown area with its eclectic shops and businesses to the Arts District and the Old Port with its world-class restaurants and bars, to the […]

$47

A variety of rums sit on the dock in front of the boat Timberwind to promote the rum history and tasting cruise with Portland Schooner Co.

Special Events at Portland Schooner Co.

Portland Schooner Co. Maine State Pier, Portland, ME, United States

Sailing June through October, there are many opportunities to experience Casco Bay with Portland Schooner Co!   Choose from Rum History and Tasting Cruise, Oyster and Wine Sail, or watch the fireworks on July 4th! Times and dates vary.   FMI: https://www.portlandschooner.com/special-events

$85 – $125
A double masted schooner passes behind a glass of red wine sitting on a dock in Portland, Maine

Wine Sails in Portland

Maine Sailing Adventures Maine State Pier 56 Commercial Street, Portland, ME, United States

From https://www.winewiseevents.com/sails: You're in for an incredible wine education experience as you take a 2-hour sail through Maine’s beautiful Casco Bay with scenic views of Maine lighthouses, islands, and waterways … all while indulging in a wine class. You'll walk away knowing a lot about wine, how regional influences impact wine styles and quality, gain confidence […]

$125 – $165
Maine Made Market

Maine Made Market – Saturdays only

Brunswick Naval Aviation Museum 179 Admiral Fitch Avenue, Brunswick, ME, United States

Maine Made Market Location Brunswick Naval Aviation Museum 179 Admiral Fitch Avenue Brunswick, ME 04011 United States Maine Made Market at The Brunswick Naval Aviation Museum! Saturdays: June 10 to September 9, 2023. 9 am – 4 pm. Support the Maine Crafters who are making donations to the Brunswick Naval Aviation Museum! Vendors include: Maine […]

Pride Day at the Seashore Trolley Museum

Pride Day at the Seashore Trolley Museum

Seashore Trolley Museum 195 Log Cabin Rd, Kennebunkport, ME, United States

From TrolleyMuseum.org: Join Seashore Trolley Museum on Saturday June 10 for Pride Day at Seashore. Live music and entertainment, food trucks, family activities, trolley rides and more! $3 from every admission ticket sold this weekend will be donated to Out Maine. Proceeds from a raffle with donated prizes from local businesses will also benefit Out Maine. Learn […]

$6 – $13
Man and women with their bicycles in full cycling gear

39th Annual Trek Across Maine

Thomas Point Beach & Camp 29 Meadow Road, Brunswick, Maine

From their website: Maine’s biggest and best family reunion is back! See old friends, make new ones, and enjoy the 39th annual Trek Across Maine as we cycle in person this Father’s Day weekend. Come explore new neighborhoods and landmarks, such as Thomas Point Beach & Campground and St. Joseph’s College, while continuing to enjoy […]

Maine Oyster Festival in Freeport, Maine

Maine Oyster Festival

Freeport Freeport, Maine

Did you know that Maine has Oyster Farms?! This year, celebrate the Maine Oyster during the Maine Oyster Festival right here in Freeport! Make Candlebay Inn your headquarters while delighting your palate!   From Visit Freeport website: Visitors flock to Maine from around the globe to enjoy our world-class seafood, and Maine oysters are no […]

Dino Trolley at the Seashore Trolley Museum

Dino Trolley at the Seashore Trolley Museum

Seashore Trolley Museum 195 Log Cabin Rd, Kennebunkport, ME, United States

From TrolleyMuseum.org: Join Seashore Trolley Museum for Dino Trolley, which will be held on Saturday/Sunday June 24th and 25th.  The event will be held rain or shine (but every outdoor activity except for one will be relocated indoors if needed for comfort due to excess heat or water). Dinosaur-themed activities and trolley rides on our […]

$6 – $13

For more events, visit www.visitfreeport.com/events.