A 20/20 Look at 2020 in the Maritimes

The vision for the Maritimes in 2020 is clear, not to mention full of fun, food, and favourites all year long.

It’s hard to believe we’re entering a new decade, and with each passing year comes new and exciting things to do in the Maritimes. While the past ten years may seem hard to beat, we’re pretty confident you won’t want to miss the 2020 Maritime events on our list. And with convenient crossings to all of our Maritime provinces, the best way to get to all the fun is with us!


What: Jack Frost Winter Festival
Where: Charlottetown, Prince Edward Island
When: February 14- 17

woman looking at ice sculpture

Winter is full of snowy fun on Prince Edward Island, and Charlottetown’s Jack Frost Festival is a celebration of all things winter. Now in its second year, this event is completely free and fun for the entire family. The festival includes plenty of activities for everyone, including ice carving and interactive snowboard demos, ice slides, live music and DJs, and breathtaking pyrotechnic shows. With plenty of firepit warming stations, the whole family can stay toasty all weekend long.

What: Spatz Theatre Ballet Production of Cinderella
Where: Halifax, Nova Scotia
When: February 16, 2020


If you’re looking for an indoor retreat from the cold winter air, then Halifax’s Spatz Theatre has you covered. Be sure to catch their ballet production of the classic fairy tale “Cinderella”. Set to Prokofiev’s musical score, the ballet brings to life the original story of optimism, perseverance, and human kindness we all came to love as children. A truly captivating tale, the Maritime Conservatory of the Performing Arts tells it like never before — making it one version you will not want to miss.


What: Annapolis Valley Apple Blossom Fest
Where: Annapolis Valley
When: May 27- June 1

apple orchard

Say farewell to winter and welcome spring at the annual Annapolis Valley Apple Blossom Festival in Nova Scotia. Going into its 88th year, the festival is a tradition that honours the region’s history in apple production — which dates back as early as the 1600s! Not only are the blossoms a breathtaking sight to see, but you may find yourself captivated by the intoxicating fragrances that you can smell from the Valley’s rows of orchards. With pancake breakfasts, barn dances, ceremonies, cider tasting, and much more — The Apple Blossom Festival celebrates the communities that make the Annapolis Valley. We encourage everyone to join the “Blossom” family in 2020.

What: Annie the Musical
Where: Fredericton, NB
When: April 23-25

empty theatre

This spring, prepare to be wowed in Fredericton, New Brunswick, by The Playhouse’s production of Annie. A story that never fails to charm — little orphan Annie is a true “feel good “story of adventure, positivity, and much more. Get ready to fall in love with the story, the music, and, of course, Annie and her little mutt Sandy.


What: Cavendish Beach Music Festival
Where: Cavendish, Prince Edward Island
When: July 5-7

Cavendish Beach Music Fest

What better time to visit Prince Edward Island than the summer? The weather is hot, the beaches are cool, and the ever-popular Cavendish Beach Music Festival is back to bring you the best in country music. Each year, the festival brings new musical guests to the Island. Artists like Taylor Swift, Carrie Underwood, Shawn Mendes, and Kenny Chesny, have graced its stages over the years, and this year’s lineup promises to be just as exciting. So, get out your cowboy hat and boots, and prepare for a full weekend of twang and two-stepping.

What: Chester Race Week
Where: Chester, Nova Scotia
When: August 12-15

Ocean with boats on it

If you happen to be in Canada’s Ocean Playground this summer, then you’ll want to make your way to Chester Race Week, which takes place mid-August each year. Here, you can see over 120 sailboats from all over the world partake in Canada’s largest keelboat regatta. In fact, during race week, the scenic South Shore’s is bustling with activity, as more than 1200 sailors compete on five different racecourses. Full of incredible yachts, races, live music, educational seminars, fantastic food, and more — this annual event celebrates both sport and community and is a true Nova Scotian experience.


What: Monctober Fest
Where: Moncton, New Brunswick
When: October 5

four beer steins

Celebrating Moncton, New Brunswick’s German Heritage, Monctoberfest is the perfect opportunity to discover incredible food, traditional beer, and live entertainment. Best of all, many of these events help raise funds for local charities. Join up to 1500 other “Damen und Herren” (ladies and gentlemen) in October for this fantastic all-day affair.

What: PEI International Shellfish Festival
Where: Charlottetown, Prince Edward Island
When: September 17-20


If there is one thing to know about the Maritimes, it’s that you can find the fresh (and delicious) seafood from Bathurst to Barrington and everywhere in between. And on PEU, shellfish reigns supreme. The Prince Edward Island International Shellfish Festival has been celebrating the Island’s shellfish industry for over 25 years now. In 2020, the four-day event will feature celebrity chefs, demos, delicious dining, oyster shucking competitions, and a ton of other activities that are fun for the entire family! Be sure to bring your appetite (and perhaps your most stretch-proof pants to allow for more shellfish of), and prepare for a delicious weekend on the Island.

There’s certainly no shortage of events taking place in the Maritimes in 2020, and there’s no better way to make your way through our neck of the woods than aboard the mv Fundy Rose, the mv Holiday Island, the MV Confederation, or The CAT. We can’t wait to see you aboard all year long.

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