Thoughtful care for island pets.
Personalized dog walking and pet sitting from a small team that gets to know your pets, their routines, and the little things that help them feel safe and happy.
Serving pets and homes in Vineyard Haven, Oak Bluffs, Edgartown, and West Tisbury.
Care built around your pet.
Whether your dog needs a weekly walk or your pets need dependable care while you’re away, we’ll help you find the service that fits.
Dog Walking
Personalized walks for dogs who prefer one-on-one attention, plus small-group walks for social pups.
- Solo neighborhood walks
- Longer adventure outings
- Downtown Edgartown Buddy Walks
Home Stays
Familiar care in your pet’s own home, including meals, walks, companionship, and updates after every visit.
- Dog and cat visits
- Vacation pet care
- Overnight home stays
Wedding Pet Care
Dedicated support for couples who want their dog included in their Martha’s Vineyard wedding.
- Ceremony and photo assistance
- Transportation and supervision
- Personalized event care
Familiar faces. Thoughtful routines. Happier pets.
We’re intentionally small, which allows us to provide consistent, relationship-based care instead of offering a revolving door of unfamiliar sitters.
Small Owner-Led Team
Your pets receive care from a close-knit team that communicates and works together.
Force-Free Handling
We use kind, low-stress approaches without prong, choke, or e-collars.
Personalized Care
Walks and visits are adapted to your pet’s pace, comfort, energy, and daily needs.
GPS-Tracked Visits
Dog-walking clients can see where their dog explored during each completed visit.
Photos & Updates
You’ll receive a detailed report and photos through Time To Pet after every service.
Easy Online Scheduling
Request services, review upcoming visits, and send messages through your client portal.
Hi, we’re Cay and Heather.
We started Al Fresco Tails because we wanted island families to have dependable pet care that felt personal, thoughtful, and genuinely connected.
As an owner-led business, we’re directly involved in your pet’s care. We learn their routines, communicate closely, and make decisions based on what helps each individual animal feel most comfortable.
Loved by pets and trusted by their people.
“Heather and Cay were absolutely incredible with our golden retriever, Chico. They treated him like their own, from long walks and playtime to making sure he was settled in and comfortable at home. What really stood out was the level of care and communication. We got thoughtful updates, photos, and little details about his day that made us feel completely at ease. It honestly felt like Chico was on his own little vacation. They even caught that his harness wasn’t the most secure and helped us upgrade it, going above and beyond in ways you don’t expect. Couldn’t recommend them more. Chico already misses them!"
Luiz
“Al Fresco Tails is the absolute best! The owners are the nicest people and I trust them implicitly to take care of our dogs. They leave detailed, hilarious updates on their portal throughout the day and the dogs have SO MUCH FUN! And not for nothing, our house was cleaner when we came home than when we left it. Love them. ”
Anne
"My dog absolutely adores them—and so do I! From the very beginning, they’ve been kind, reliable, and incredibly thoughtful. I was a little nervous at first because my dog can be reactive, but Cay and Heather have handled her with so much care, patience, and confidence. It’s been such a relief to know she’s in good hands. They’ve also been a huge help to both me and my parents, especially when we’ve needed last-minute walks. Scheduling is super easy, and I always feel reassured knowing she’s getting exercise and love from people who truly care. I’m so grateful we found them—can’t recommend them enough!”
Kristine
Let’s find the right care for your pet.
Choose the path that applies to you. New families can tell us what they need, while current clients can head directly to Time To Pet.
I’m a New Client
Complete our inquiry form. We’ll review your pet’s needs and, if we’re a good fit, invite you to activate your account and request a trial visit.
Start a New Client InquiryI’m Already a Client
Log in to request services, review your schedule, send us a message, or update your pet’s information.
Open Client PortalHave more than one Time To Pet account? Make sure you’re logged into the Al Fresco Tails portal. You may need to log out and back in.
Vacation Garden Care
Heading off-island? We can help keep your outdoor spaces watered, tidy, and under control while you’re away, even when no pet care is needed.
Watering & Plant Care
Watering for containers, window boxes, flower beds, vegetable gardens, and indoor plants according to your instructions.
Garden Maintenance
Weeding, deadheading, raking, mulching, harvesting, and appropriate pruning of small plants and established garden growth.
After-the-Storm Help
We can clear fallen leaves and small branches, straighten containers, and help tidy garden areas after windy or rainy weather.
Pricing: Garden care is customized based on the size of the property, visit length, watering needs, and maintenance requested.
Garden care may be booked on its own and does not require pet care. This service does not include tree work, large shrub pruning, lawn mowing, pesticide application, irrigation repair, or professional plant diagnosis.
