List of Maine Holiday Events That Take Place on the Water

If you're looking for a fun-filled weekend of holiday festivities but with a twist, you might want to head to the water.

One place that really comes alive with lights, music, and Christmas magic is in Casco Bay. From boat parades to fun thematic adventures on the ferry, bundle up, gather your loved ones, and get ready to experience the very best of Maine's coastal holiday spirit.

In fact, from December 12 to 14, you can enjoy a weekend filled with holiday activities, including going on a Casco Bay ferry.

During this special weekend, the Casco Bay Lines ferry is transformed into the festively decorated “Sleigh Mist” for Holiday on the Harbor, two days of winter fun on Casco Bay.

According to their website, the festivities begin on Friday, December 12, with a 21+ cruise from 7 to 9 p.m. Oh, and Hello Newman, a popular '90s and alternative band, will be performing. There will even be a cash bar with holiday-themed drinks.

On Saturday, December 13, the Harbor Boat Parade takes place, a perfect event for families. Enjoy a colorful lineup of boats decked out in Christmas lights parading through the harbor.

Santa and Mrs. Claus even make an appearance, and the night ends with a stunning fireworks display.

On Sunday, December 14, there’s a family-friendly cruise from 3–5 p.m.

Their website describes it as an event designed for little sailors and the grown-ups who love them. It features festive storytelling, seasonal treats, and plenty of chances to enjoy the winter beauty of Casco Bay.

Be sure to bundle up, gather your friends and family, and get ready to experience Portland’s festive waterfront. There’s so much fun to be had!

Tickets and additional details are available on their website.

If you can't make it to Portland that weekend, you also have a chance to catch another lighted boat parade and fireworks in Boothbay Harbor.

This year, on December 6, the 37th annual lighted boat parade kicks off, which has become a wonderful festive tradition for many years.

There is a full day of holiday cheer beginning with Santa and Mrs. Claus arriving at Whale Park to visit the Pot Buoy Tree. Afterwards, there is the community tree-lighting ceremony on the Library Lawn, where you get to see Santa light the tree.

Then you can enjoy Boothbay's offerings by shopping and grabbing a bite to eat as you get ready for the lighted boat parade happening at 6:45 p.m. Shortly after the parade, amazing fireworks will light up the sky and the inner harbor.

Whether you're hopping on a holiday cruise, watching the boats glow as they move through the harbor, or heading up to Boothbay for its long-loved boat parade, there's something special about celebrating the holidays by the coast. These events bring people together in the best way.

Plus, let’s be honest, everyone loves a Santa sighting.