Covid-19 response

Happy Tails MV knows how stressful the pandemic has become for everyone, and we want to take some of the worry off of your plate. All staff members wear a mask at all times, and keep a 6ft social distance from our clients. We sanitize & wash our hands before and after each walk/visit. We sanitize leashes, door handles and surfaces we may touch. We carry a car kit, which contains sanitizer, antibacterial wipes, soap & water. We can conduct the Meet & Greet outside in your yard. We are open to all suggestions, to ensure that you feel as comfortable as we can make you, during these times. Please let us know, if there are any other precautions, you wish for us to take while taking care of your furbabes! 
Peace, Love & Puppytails


1st Annual
Walk &

To Benefit

Sandy Paws Rescue & Lending a Paw Pet Pantry

Strap on your sneakers, leash up your pup and join us for a day of all things paws! 

Lending a Paw, donates pet supplies, vetting, spay & neutering services to families who may be experiencing financial difficulties.

Date: TBD, Summer 2021


Happy Tails MV

Happy Trails, Make Happy Tails

Servicing all of Martha's Vineyard:

West Tisbury, Chilmark, Aquinnah, Edgartown, Oak Bluffs,

Vineyard Haven, Tisbury, Chappaquidick



What We Offer


Dog Walks

30 minutes $25

60 minutes $35

Weekday or weekends. Includes feeding, walk, bathroom break & lots of playtime.
No charge for hugs & kisses.
+Discount for reoccurring walks 
+Ask us about our walk packages
+First Walk Free with contract

Pet Visits

30 minutes $25

60 minutes $35

Feeding, bathroom break & play time inside your home, or in your secured yard.
No charge for hugs & kisses. 
+Discount for reoccurring visits
+Ask us about our visit packages
+First Visit Free with contract


Exploration Trip

Starting at $75

3 hour exploration day!
A day filled with hiking and beach play.

Doggy Happy Hour 


Socialization Playgroup
For puppies and small dogs
1 Hour Playgroup, meets twice a week
+Please contact us for details
+Limited space available

Matching Goldens

Daytime Sitting


Day sitting inside your home. Includes up to 8 hours of sitting, 2 feedings, 2 walks, bathroom breaks, playtime and loads of snuggles and belly rubs.

Overnight Sitting


12 hours, overnight stay in your home.
Includes 2 feedings, 2 walks, bathroom breaks, play time and loads of snuggles and belly rubs.


Canine Cab 

One Way $20

Round Trip $35

We can take your pet to veterinary or dog groomer appointments. Even daycare, boarding and anywhere they need to go!

Extended Stay Sitting (24 hours)

We can stay in your home with your pup, while you're off island or on vacation. 
We will bring in mail, water plants, love & care for you pup(s).
Includes 2-3 feedings a day, 2 walks a day & lots of playtime. 
No charge for love & snuggles
+Contact us for pricing
+Let us build you the best package


Chappaquiddick Dog Walks/Visits

1 hour walk or visit.
This service is for residents or visitors, residing on Chappaquidick. 
+Contact us for pricing

Holiday Dog Walk/Visit

30 minutes $40

60 minutes $50

30 minute walk/visit
1 hour walk/visit.
Weekday or weekends. Includes feeding, walk & bathroom break. No charge for hugs & kisses.
Holidays include:
New Year's Day
Martin Luther King Jr. Day
President's Day 
Memorial Day Weekend (Friday-Monday)
Independence Day 
Labor Day Weekend (Friday-Monday)
Indigenous People's Day/Columbus Day Weekend (Friday-Monday)
Veteran's Day
Thanksgiving Day
Christmas Eve
Christmas Day
New Year's


Get to Know the Owner:
Sheenagh Caridi

Hi there! 

Since I was a child, I have loved animals. I had cats and dogs my whole life and decided to become vegetarian when I was 14 (22 years now!). My passion for animals is indescribable. 

That’s why I’ve dedicated my life to ensuring every animal is safe & happy in every situation — providing real solutions to the most common problems pet owners face. Still, I'm always learning about new care techniques and pride myself on improving my skill set so that I can be the best Dog Walker/Sitter for you and your pups. 

I am PSA insured and Pet CPR certified through the Red Cross, to ensure the utmost safety for your fur baby. 

This winter, I will be furthering my dog education with certified dog trainers, to gain as much knowledge as I can, to provide safety & build trust with my clients, that I am the pet sitter you should choose and can trust. 

My background is Hospitality Management, but I realized that I was missing true happiness in my life.

This career change has become the most rewarding thing I have ever done. I get to be around happy dogs all day, and be outside in nature. I don't think there is anything better than being loved by a dog. 

I moved to Martha's Vineyard in 2015. This island encompasses everything that I am and love. I love the small community, and running into friends at the grocery store, and the willingness of your neighbors to help out if needed. I love the farms and having access to healthy ingredients. I love being no more than 5 minutes from the beach. I don't think there is a better place in the world. I want to be a positive impact on the community that I love so much. 

This community has supported me in so many ways, that I want to give back as much of my time, as I can. I volunteer with several organization on the island, so if you need help, please do not hesitate to reach out to me. 

In my spare time, I enjoy volunteering,  traveling, reading, hiking, bike riding, bowling, cooking and spending time with my family & friends. 

I look forward to meeting you and your pups! 


Provide A Testimonial

Would you recommend us to your friends?



Renee S.

“Sheenagh, thank you so much for taking care of our fur babies.  The excitement they show when you come to walk them says it all! Great peace of mind knowing they’re in your hands!“

Tara N.

“Sheenagh is the absolute best! My Nala is a giant ball of energy and absolutely adores her daily walks. Sheenagh is fantastic with her. Reliable, patient, and loving. As a helicopter dog mom, I love getting my daily pictures and videos of their adventures. I am SO grateful for Sheenagh and the excellent care she gives my pup. Absolutely recommend her to ANYONE who wants their furry friend to get the best care!“

Alice M.

“It can be hard to come to terms with your dog -- who you feed and house and pamper -- loving someone so much more than you. But such is the case with our pup and Sheenagh. I could be slathered in peanut butter, with ground beef pressed in for good measure, and if little Charlie sees Sheenagh coming for her regular walk, it is as if I don't exist. When Sheenagh first started walking Charlie, he was a small puppy who didn't especially enjoy walking, or at least didn't cooperate in attempts to learn. He's still a rambunctious little dog, but one who now demands daily walks of close to 3 miles because he's enjoyed his time with Sheenagh so much. He comes home better mannered, tired out, and content each and every day. Sheenagh is punctual, flexible, and great with dogs. We can't recommend her highly enough, unless your ego is such that you can't handle you dog loving her too.”

Matthew R. 

“Our dog King has been having a great time with Sheenagh and the team at Happy Tails. They love and care for him just as much as we do!”

Amanda R. 

Sheenagh took Barkley on an adventure day.  They went to the park, the lighthouse, the beach - she captured the day with pictures and videos and he looked beyond happy.  She took great care of him and I highly recommend Sheenagh for all your pets' needs.   Barkley came back happy and tired and was passed out by 8:30 - bonus!

Contact Me

Martha's Vineyard, Massachusetts, USA


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Martha's Vineyard, Massachusetts, USA

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