Morning: Check into a pet‑friendly hotel in the Entertainment District and settle in with your dog. Take a short walk to the nearby Harbourfront Centre, where leashed dogs are welcome on the promenade.
Afternoon: Stroll along the Toronto City Hall Plaza and enjoy the public art installations while your pup gets some fresh air. Stop for a quick bite at the dog‑friendly patio of Grand Café.
Evening: Dine at Patio 101, a restaurant with a spacious outdoor seating area that welcomes dogs. After dinner, take a leisurely walk along the illuminated Queens Quay waterfront.
Find HotelsMorning: Head to High Park for a scenic walk among cherry blossoms (in season) and explore the off‑leash dog area near the Grenadier Pond.
Afternoon: Grab a lunch picnic from St. Lawrence Market and enjoy it on the grassy fields of Trinity Bellwoods Park, where dogs can roam on leash.
Evening: Relax at the Evergreen Brick Works courtyard, which offers pet‑friendly cafés and occasional evening markets.
Find HotelsMorning: Take the dog‑friendly ferry from Jack Layton Ferry Terminal to the Toronto Islands. Once there, wander the bike‑friendly paths and let your dog explore the designated off‑leash beach.
Afternoon: Rent a tandem bike and cycle around Centre Island, stopping at the historic Franklin Children’s Garden (leashed pets only).
Evening: Return to the mainland and enjoy dinner at The Dog & Bear, a casual eatery with a pet‑friendly patio.
Find HotelsMorning: Explore the cobblestone streets of the Distillery Historic District, where many galleries and cafés welcome well‑behaved dogs on the outdoor terraces.
Afternoon: Visit the St. Lawrence Market (ground floor) for gourmet treats; dogs are allowed on the market’s outdoor patio and can sample pet‑friendly snacks.
Evening: Dine at El Catrin on King Street, which offers a spacious patio that welcomes dogs and serves vibrant Mexican cuisine.
Find HotelsMorning: Drive to the Don Valley Brick Works Trail for a hike through forests and wetlands; leashed dogs are permitted on all paths.
Afternoon: Picnic at the Riverdale Farm grounds, where pets on leash can enjoy the pastoral setting.
Evening: Return to the city and relax at the hotel’s pet‑friendly lounge, perhaps ordering take‑out from nearby Gusto Pizza (dog‑friendly patio).
Find HotelsMorning: Walk the boardwalk at Woodbine Beach, where a designated off‑leash dog area lets your furry friend splash in the water.
Afternoon: Hike the cliffs at the Scarborough Bluffs trail, offering stunning lake views and plenty of space for dogs on leash.
Evening: Enjoy a sunset dinner at Terroni’s Lakeshore location, which has a pet‑friendly terrace overlooking the water.
Find HotelsMorning: Take a leisurely stroll through Leslie Street Spit (Tommy Thompson Park), a natural sanctuary perfect for a calm walk with your dog.
Afternoon: Return to the hotel, pack, and stop by a local bakery for a final treat for both you and your pet.
Evening: Head to the airport or train station, reflecting on a week of dog‑friendly fun across Toronto.
Find HotelsIf you wish to extend the trip, add a day in Niagara‑on‑the‑Lake to explore its dog‑friendly vineyards and waterfront trails. To shorten the itinerary, combine Day 2 and Day 4 by visiting High Park and the Distillery District in a single day, and skip the ferry to the Islands, replacing it with a quick walk on the Toronto Music Garden.