Person walking a dog in East York, Toronto at sunrise

Happy Dog Walks in Toronto’s East York

Professional, insured, and first aid certified dog walking services. Specializing in group walks and off-leash adventures.

At a Glance

Wandering Tails delivers happy dog walks in Toronto’s East York, giving pups joyful adventures with insured, small-pack care.

Service Area

East York & O’Connor-Parkview

Hours

Monday - Friday, 9:00 AM - 3:00 PM

Certified & Insured

Pet First Aid (Walks N Wags) & ProFur Liability Coverage

Why Dogs Love Walking with Us

Because every dog deserves a walk that’s made just for them.

I offer both structure and freedom—because dogs thrive with balance.

For dogs who need guidance, practice, or just enjoy a more structured outing, my on-leash group walks focus on calm walking skills, leash manners, and polite socialization. These walks are ideal for building confidence, focus, and respectful behavior in a small group setting.

For dogs ready to let loose, I also offer off-leash group walks in safe, natural environments where your dog can sniff, run, explore, and just be a dog. These walks provide the mental and physical enrichment city dogs often miss out on.

Whether your dog needs structure, freedom, or a bit of both—there’s a walk designed just for them.

Our goal is to be the dog walking service you can always count on, providing peace of mind with every walk.

Freedom to Explore

Off-leash time in safe, enriching natural spaces where dogs can sniff, roam, and follow their instincts.

Joyful Enrichment

More than exercise — dogs experience the mental and emotional joy they were made for.

Urban Escape

Natural settings that provide a break from overstimulating city life and fulfill their true nature.

Our Services

$25per walk

Group walks

60-min group walks. Safe pack sizes for calm socializing. Insured & First-Aid Certified

Insured & First-Aid Certified
$27per walk

Private walk

One-on-one walks tailored to your dog's pace, needs, and routine. Insured & First-Aid Certified

Insured & First-Aid Certified
$35per walk

Adventure hikes

60-90min off-leash adventure hikes in nature. Insured & First-Aid Certified

Only for existing clients, contact for more info.

Insured & First-Aid Certified

Schedule your first appointment!

I offer a range of services tailored to your pup’s needs, including:

  • Group dog walks for socialization and fun.
  • Gentle puppy visits for the little ones.
  • Adventure hikes (existing clients only).

Let me know what service you’re looking for for your pet!

BOOK NOW

Trained to respond to common emergencies like cuts, heatstroke, choking, or allergic reactions during walks.

Pet First Aid Certified

Emergency Response Ready

Provides liability coverage for peace of mind in case of injury, property damage, or other emergencies.

Insured & Bonded

Client Trust & Safety

Every walk is led with calm, clear communication to ensure safety, trust, and a positive experience. I adapt to each dog's needs, fostering confidence and joy on our adventures.

Safe & Thoughtful Approach

Calm & Compassionate Handling

Click and drag or use arrow keys to explore all certifications.

Pawsitive Feedback from Our Pack

See what happy clients (and their hoomans) are saying about Wandering Tails!

Tyler Yankowich

Gord's Human

My dog Gord just loves Ashley, every time she shows up he goes crazy!! Would highly recommend her services! My go-to dog walker going forward!

Cyril Dela Cruz

Cyril

Professional and very pet friendly

Zoltan Pahoki

Zoltan

I love working with Ash! She is extremely professional and her love for dogs shines in everything she does

Meet the Pack Who’ll Walk Your Pack

Ready for the next step?

Let’s Plan Your Pup’s First Adventure

BOOK A MEET & GREET