Giving Dogs Fulfilling Lives

Tail Trekkers is not your typical dog walker. We specialize in 2+ hour dog hikes to the woods, beach, bike paths etc. We're an alternative to doggy day care, and can help prevent or reduce issues such as boredom destruction and separation anxiety.

While you're working, your dog will have 3-4 hours total time with us (walk + drive time). We don't just exercise your dog; we socialize, lounge, explore and more. Click below to read more about why our service can help you and your dog, even if you're working from home!

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Services & Pricing

Click on a Service below for details, requirements and more.

Dog Day Trips, 2-3 Hours: $33-38
Either morning or afternoon.

Boarding: $46-56
Select dogs only

We no longer offer shorter dog walks or cat sitting. For cat sitting, please contact our preferred local cat sitter, Eric Donohue, at


Current Availability as of 12/21/2020:

We walk dogs residing in most of Somerville and the Harvard/Inman area of Cambridge. We book dog walks based on the zones noted on our map. If your area or days are not available, you can still fill out our application and we will add you to the wait list! If you are not in the exact service area, please do not apply.

  • - Zones 1&2: Afternoons Mon-Fri all available
  • - Zones 2 & 3: Mornings Mon-Friday all available
  • - Zone 1 or 2 SPECIAL PROMOTION: If you choose a Mon/Fri afternoon schedule, we will give you the bulk $33/walk price for your first 6 months.
  • - All Zones: We are waitlisting for new groups all days/times to start in mid January.
Dog Walking Map


Q: How many dogs do you walk at a time?
A: We never schedule more than 6-8 dogs per walker. We do not do solo walks.

Q: How does this work logistically?
A: We pick your dogs up at your house, and drop them off. You don't need to do anything.

Q: How old do dogs have to be for trips?
A: Dogs must be at least 7 months old. Older dogs must be evaluated for trips.

Q: My dog has social issues. Can you walk them?
A: Due to our adventurous setting, aggressive or highly nervous dogs will not be accepted. If your dog pulls on its leash uncontrollably, and they do not respond to our training methods, we may have to terminate service.



Bulk Pricing:Lower price for booking 3+ days per calendar week.

Extreme Weather: We generally walk rain or shine, however during extreme weather events such as 6+ inches of snow, 90+ degree weather, etc. we reserve the right to cancel or cut walks short.

Cancellation: We require 48 hours notice if you need to cancel a booked service. If you cancel within 24-48hrs, a 25% fee is applied, less than 24 hours, a 50% fee is applied. If you fail to cancel and we show up, you will be charged full price.

GPS Devices:We do not allow GPS tracking. Please see Services for more info.

Holiday fee: For some holidays, we apply a $5 fee.

Additional Dogs: A $10 discount is given for additional dogs in the same household for day trips.


Apply for Dog Walking or Pet Sitting

Pet up to date on shots?

Pet spayed/neutered?