Let the



Al Fresco Tails was created out of a deep love

for dogs,

the thrill of adventure,

and exploring the magical trails of Martha's Vineyard.

Every dog

deserves an adventure.


Not Your Average

Dog Walk

We offer dog walks and puppy relief visits to

dog moms and dads who need a little extra help during the week.


Overnight Packages for Pampered Pets

It's no secret we love our fur-babies. Our packages include tons of adventures, belly rubs, and a spotless home when you return from a trip away from your


Our number one goal is your peace of mind.

Al Fresco Tails Pet Sitting is a bonded and insured, full-time Martha's Vineyard pet sitting and dog walking business with over a decade of experience caring for pets in their own homes. We are a family-owned and operated business that values transparency, reliability, and professionalism. We are trained in pet safety, Fear-Free® techniques and pet first-aid and CPR.


Yes! We have an app.


Our award-winning app makes scheduling and paying for services easy. Plus, we have a flexible cancellation policy because we understand that sometimes life happens.

Start a conversation

Every pet is different!

Schedule a call with Kasha so we can get all the doggie and kitty details.

Meet & Greet

Reserve a time to meet with us.  Meet & Greets include a complimentary walk for your dogs.

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Book & Relax

Experience worry-free pet care while you're away with real-time GPS reports and photos.