The Toronto waterfront is a vibrant and dynamic area along Lake Ontario, offering a mix of recreational spaces, cultural attractions, stunning views of the city skyline, and the quiet joy of strolling along miles of wetlands, parks, boardwalks, promenades, and heritage foot trails. It also offers the excitement of art festivals, bike and boat races, and activity-filled public squares. Here are some upcoming events.
Overall, the Toronto waterfront offers a diverse range of attractions and activities for visitors of all ages, making it a vibrant and scenic destination to explore.
UNDER ARMOUR TOR 10K
In-Person Race: Saturday, June 14, 2025
Virtual Race: June 1 – 30, 2025
Let’s reignite connections and come together for a 10K run along Toronto’s picturesque waterfront. This year’s Toronto Waterfront 10K is all about community. Grab your running buddy, rally your run crew, or text that friend who’s been meaning to start running. This June, your waterfront race awaits.
Enjoy Harbourfront Centre Summer Music in the Garden
June – August 2025
Harbourfront Centre
An intimate live music experience by the waterfront, Harbourfront Centre’s 2025 Summer Music in the Garden welcomes you to the Toronto Music Garden for a 23rd season of free summer concerts. Curated by Toronto’s Dora award-winning music director Gregory Oh.
Toronto Waterfront Festival (formerly Redpath Waterfront Festival)
September 2025
Sugar Beach
Toronto Waterfront Festival (formerly Redpath Waterfront Festival) is an annual summer event that provides on-land and on-water programming for people of all ages and interests to promote Toronto locally and internationally as a premiere waterfront destination.
Toronto Waterfront Marathon – Marathon | Half Marathon| 5K
In-Person Race: October 2025
Virtual Race: October 1-31, 2025
The Toronto Waterfront Marathon will take place on October 2025, so you have the flexibility of choosing a date and time that works for you. You can run or walk the full distance of your choice at any time from anywhere. Your finisher’s medal and shirt will be available for pickup or delivery. Plan your route using the preferred activity tracker for the distance you want to run.
OLYMPIA CRUISE LINES LTD.
Enterprise 2000
www.Torontocruises.com
The Enterprise 2000 was designed and built right in the Toronto Harbour from 1997 to 1999. The 140-foot vessel was designed specifically for one purpose, to be the safest and most enjoyable party vessel on Lake Ontario. It will take you up to 475 guests on a scenic tour around the Toronto Harbour, The Islands and Ontario Place. The only boat on the Harbour with an Atrium so that our guests from the upper deck can look directly through onto the dance floor on the lower deck! Combined with 360 degrees of large unobstructed windows, our boat shines with natural sunlight for those beautiful spring and summer afternoon cruises.
CRUISE TORONTO
Obsession, Kajama, Challenge, Empress
www.cruisetoronto.com
Cruise Toronto provides the perfect venue for a Corporate Event, Wedding or Private Party in Toronto’s Harbour. Enjoy a spectacular Sunset Cruise or a casual afternoon tour. They have proudly provided Toronto cruises since 1991 with excellent service and many styles. Join Cruise Toronto for a memorable experience, as they transport you and your guests to a place where delicious cuisine, attentive service, and spectacular Toronto Harbour views create an event like no other. They specialize in cruises for elegant weddings, fun-filled company socials, corporate events, dream prom nights, and private parties. They also offer exciting additions like Casinos, Karaoke and Entertainment packages. Your boat cruise will take you in and around Toronto Harbour and the Island lagoons to give you and your guests the best city views possible. Let our professional team customize every bit of detail just for you. Boat cruises operate in Toronto Harbour seasonally from April to October.
PIONEER CRUISES
Pioneer Princess, Pioneer Queen
pioneercruises.com
Pioneer Cruises has over 20 years of experience when it comes to providing our beautiful city with Toronto boat cruises around the famed harbour! We offer two unique vessels to choose from both equipped with first class service! Our professional crew combined with our vast number of years in operation have created a quality service you can trust to compose an ideal cruise for your special event!
MISS TORONTO
www.chartermisstoronto.com
For over 30 years the cruise ship, Miss Toronto, has been safely sailing the calm waters of the Toronto Harbourfront, Toronto Islands, and Lake Ontario.
EMPIRE SANDY
empiresandy.com
Sail into history with a Toronto boat cruise on the classic schooner, the Empire Sandy. For over 30 years she has been Canada’s largest sailing Tallship as well as one of the original cruise boat attractions at the Toronto Harbourfront. Whether you are planning a Wedding cruise, Corporate event or a Private Party we have the experience to make your cruise a spectacular occasion. For more information about a Toronto boat cruise, give us a call at 416-364-3244.
RIVER GAMBLER
rivergambler.ca
The River Gambler boasts the largest open deck on the Toronto Harbour! They specialize in corporate and social events in our unique venue on the water. With over 30 years of experience hosting Toronto boat parties, they excel at making your events epic!
JUBILEE QUEEN CRUISELINES
www.jubileequeencruises.ca
The Jubilee Queen is Canada’s largest luxury River Showboat. Launched in 1986 this authentic design is a replica of a luxury sternwheeler that plied the inland waters in centuries past. Whether breakfast, afternoon or evening, Her Majesty’s first-class service and breathtaking panoramic views of the spectacular Toronto Skyline, Toronto Islands, and the fabulous Toronto Harbour; provide the perfect backdrop for Corporate Affairs, Weddings, Private events or public lunch and dinner cruises.
SALMON EXPRESS LAKE ONTARIO FISHING CHARTERS
www.salmonexpress.com
Salmon Express Lake Ontario Fishing Charters was founded in 1993 by Captain Bernhard in Toronto Ontario. Since the start of Salmon Express Lake Ontario Fishing Charters, their mission has been to satisfy their customers and give them a pleasant and adventurous salmon fishing charter on the waters of Lake Ontario from Port Credit close to Toronto, Ontario. Due to the success of the past seasons, Captain Ken and Captain Dolly can provide our clients with the luxury of our 40′ Luhrs sports fishing vessel and our 34′ Silverton. They now accommodate larger groups for corporate cruises, and salmon fishing on Lake Ontario, with no limit on group size. Both of their boats are docked in Port Credit close to Toronto and are fully equipped and Transport Canada-approved. Their success rate lets them guarantee you a catch during the Great Ontario Salmon Derby, or your next outing will be on them.
Toronto Boat Cruises
www.Torontoboatcruises.com
The Enterprise 2000 – is your supreme choice for Toronto boat cruises. Embarking on a journey aboard the Enterprise 2000 promises an unforgettable aquatic adventure amidst the picturesque backdrop of Canada’s largest city. The vessel, licensed for up to 500 guests, offers a spacious and luxurious setting for various occasions, from corporate events to weddings and private parties.
STELLA BOREALIS
www.canamac.com
Stella Borealis, a beautiful private charter yacht available for Toronto cruises – corporate, personal, public, and shared – from May through to the end of December. She is an impressive 40 metres or 131 feet long and can accommodate up to 280 guests for cocktail parties and networking events aboard her Toronto cruises. For sit-down meal service, they recommend a maximum of 200 guests to ensure the comfort of all aboard.
TORONTO HARBOUR TOURS INC.
harbourtourstoronto.ca
Toronto Harbour Tours Inc. is committed to providing its customers with an outstanding sightseeing experience on the Toronto waterfront. Their fleet of vessels has been playing the Toronto harbour for over 25 years! They offer live narrated sightseeing boat tours and private charters of Toronto’s beautiful harbour and stunning islands. Their tour includes breathtaking views of Canada’s most dynamic city from towering skyscrapers to the tranquil and famous Toronto Islands. Make sure to bring your camera for postcard picture shots of Toronto and its skyline. When conditions allow, stop at their dock on Centre Island where you can enjoy restaurants, Centreville Amusement Park, a petting zoo, bike and boat rentals and much more! Re-board one of their several boats at your convenience throughout the day.
YANKEE LADY YACHT CRUISES
Yankee Lady III, Yankee Lady IV
www.yankeelady.ca
A premier Toronto boat cruise and event venue, Canadian family-owned and operated since 1983. Enjoy a Toronto boat cruise as a relaxing way to spend some time on the water with friends, family or business associates. Why not enjoy that time and the beauty of the Toronto Harbour while onboard one of our two luxurious cruise ships? Come fill your senses with the spectacular city skyline, delicious food and beverages, the warmth of the summer breezes, and the sounds of the wildlife as we cruise by the many famous Toronto attractions.
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TORONTO HARBOUR ISLAND AND CRUISE TOUR
Harbour Star, Eureka T.O.
citysightseeingtoronto.com/harbour-tours
Join in for a tour of the harbour and islands aboard the only boat in Toronto to offer a 360-degree view from its upper deck. Camera lovers will be in paradise as the Harbour Star gradually pulls away from its berth at Harbourfront Centre, offering countless postcard-quality photo opportunities of the ever-growing skyline as it heads toward the 14 islands. Once inside the canals and lagoons of the islands, you’ll be enchanted by the beauty and tranquillity of an area considered by many to be one of the city’s best-kept secrets. Relax on the side deck or enjoy a drink at the bar as your friendly guide tells you the fascinating story of the harbour and the islands as well as the ambitious revitalization that is boldly transforming Toronto’s waterfront.
