Dog Walking Key West

“Amy is hands down the best dog walker and sitter we’ve had. Our pup literally waits by the front door for her to come and she leaves the cutest messages about their adventures together. She has also watched Fin when we’ve traveled. And she also cat-sat our cat when we were away.”

Joy F.

“OMG!!! Stacey is the best all around dog person. She is wonderful with Cooper and he’s a handful ! Besides that, she is sweet, punctual and a lot of fun!😘”

Beverly R.

About: To say that I like dogs is an understatement. I’ve owned dogs my entire life, that’s a lot of years and a lot of dogs! Additionally, I was trained as a Level 2 Volunteer in a no-kill shelter in Chicago, providing care in both the adoption center and medical center. I also owned and operated a dog daycare and boarding facility in Michigan, prior to relocating to Key West. I have experience working with dogs of all sizes and dispositions. Rest assured, I’m here to help! Please note: I can accommodate boarding females at my home, but not adult male dogs. I do have a fairly a flexible schedule and would love to fill my spare time by continuing my passion of taking care of dogs. I follow your instructions and follow the dog’s lead. I won’t put a dog in a situation they’re not comfortable with, taking whatever time is necessary to build a trusting relationship with your pup.

About: I’m Sherri — a dependable, experienced canine and feline caregiver. I have spent years working with dogs of all sizes, ages and temperaments. As a former certified K9 handler and trainer, I understand canine behavior, safety, and structure. Whether your fur baby needs a focused walk or a friendly drop‑in visit, I bring calm, confidence, and genuine care to every interaction. I am retired so I have plenty of time to provide the special care your furry family member needs. My goal with every client is to keep their pet or pets safe, happy and comfortable while they are away from their family. At my home, I have a fenced yard but still go out with my fur babies for restroom breaks - especially for the little ones. At home, I also use crates if I will be out for a while and so each pet has his/her own special, safe space. In a clients home, I follow the instructions set out the client and make every effort to make your pet comfortable and all of their needs are provided for.

“Courtney was absolutely phenomenal and I gladly recommend her to anyone visiting or living in Key West! She is genuinely kind and upbeat and took great care of my 3 year old Doberman "Bolt" on hour long walks every day. He came back smiling and excited after every walk and the updates and photos were great. Thank you Courtney! We will be in touch if we are lucky enough to return next January!”

Aaron R.

About: My goal is to provide the absolute best care possible for your pet. I am a retired law enforcement professional of 30 years including 10 years as a police canine handler and trainer. I am a consummate professional with an attention to detail and bring a positive attitude to my endeavors and will always strive to deliver the absolute best care for your pet or pets. I believe my vast professional experience in handling and training law enforcement canines serves as a testament the level of responsibility and professionalism that I will bring to care of your pet and my commitment to always provide the care and treatment you desire for your family dog or cat. I look forward to the opportunity to care for your pet. Pet care is my primary focus and only vocation these days as I am retired from a professional career of more than 30 years, which also included 10 years of training and handling working dogs. I will treat your pet as if it were my own, and follow all of the instructions that you require for your pet. I will stay the full time agreed on in the contract, and focus all of my attention on your pet during my visit.

“Katie did two walks for our Labradoodle today. She was right on time and promptly sent her reports and photos for each walk. Our dog seems to love walks with her, as we can tell from the pics. Katie is very accommodating with scheduling and very responsible. We will certainly book with her again.”

Gregory P.

“Betsy arrived right on time, she sent several texts and pictures of Brin during his walk and their hour together. I will certainly be using Betsy in the future and would highly recommend her service.”

Marc B.

About: I have multiple years of experience with both housesitting and babysitting, which has helped me know how important it is to stick to feeding schedules, keep spaces tidy, and provide consistent care and companionship. I grew up with dogs of all sizes and breeds, so I’m very comfortable adapting to different personalities, energy levels, and needs. I’m patient, detail-oriented, and responsible, and I always make sure to follow instructions carefully so your pet feels safe, loved, and cared for. Excited to meet your pup! I am available after 5pm to watch your pets while you go party! I’ll come to you at your house, resort, rental, etc. and make sure your pet is comfortable, entertained, fed, watered, and gets adequate potty breaks. I am currently completing an internship as well as working part-time, so daytime check-ins are possible but would be quick drop-ins. Overnight availability is 5pm-9am. I provide attentive in-home pet care, maintaining routines, feeding schedules, exercise, and medications as needed! Your pet will be comfortable and safe in a familiar environment while you’re away. Important Notes: -I do not transport your pet in my personal vehicle -I do not board your pet in my home -I do not take your pet off-leash when outdoors at any point, nor purposefully bring them into environments with potentially unfamiliar dogs (like dog parks) These terms are for both my own safety and the safety of your pet!

About: I've been a dog lover my entire life and have owned a Husky, Lab, and Jack Russell Terrier, so I understand how different each breed's personality and needs can be. I'm comfortable administering medications, reinforcing basic training commands, and working with anxious or nervous dogs to help them feel safe. What sets me apart is that I genuinely care about every dog I walk. I don't just provide a service – I build relationships and treat every pet like they're my own. I run my own business from home, so my schedule is flexible and pet care fits right into my day. I can offer morning walks, midday visits, or evening strolls depending on what your pup needs. I also live on base, so if you’re stationed there too, I’m able to get on base easily for walks, no extra coordination needed. Safety is my top priority. During walks, I keep dogs securely leashed and stay alert to our surroundings, watching for other animals, traffic, and potential hazards. I respect your home by following your specific instructions – whether that's wiping paws before coming inside, securing doors and gates, or maintaining your dog's routine exactly as you've outlined. I understand that inviting someone into your home requires trust. I'm reliable, respectful of your space and belongings, and always communicate clearly about how the walk went. You can count on me to treat your home and your pet with the same care and respect I'd want for my own.

About: We have been living in Mexico for the past few years so that's why you don't see any recent reviews. We are returning to our Key West home in May 2026. Our 2026 Key West availability is mid-May through October. We have a fenced yard and I work at home so around most of the time. Our 3 labs have all passed over the rainbow bridge so this is how we get our doggie love these days. I volunteer with the Key West animal shelter and have also volunteered while in Mexico (those are dogs with a rough life). Both Gary and I are experienced dog owners, and our midtown Key West location is convenient. We are friendly but firm with the dogs and welcome your well-behaved, adorable pooch. We are flexible with drop-off and pick-up hours within reason. We are also super cautious with security and do not leave dogs outside in the yard while we are gone. Get in touch, we would love to hear from you. We have a fenced yard so there's some outside play space. I do not leave dogs unattended outside just to be on the safe side. We are both retired, so we have flexible schedules for playtime, walks, etc. Morning and evening exercise with the dog will be standard, unless you tell us otherwise. Our yard is fenced and we are diligent about never leaving dogs in the yard if we are gone from the house. If we're not there, they are in the house.

“Maryna is fantastic and has been walking our dog for 2 weeks now and is so reliable and friendly and our dog loves spending time with her. I can highly recommend her services!”

Kevin C.

“Cardyn was the perfect walker for my elderly dog!! She took care of her beyond just her walk. I would highly recommend her to anyone looking for help with their pet!!”

Marna R.

About: I have been taking care of pets since I was 15. Both friends and family have relied on me to-walk, feed, bathe, administer medications and give extra love to their fur babies. Growing up as a child I have always had a passion for learning and understanding all different types of animals. My current experience in pet care is from working at a veterinary clinic and boarding facility so i can proudly say I have extensive experience with dogs from all walks of life. I have befriended anxious dogs who fear human and earned the acceptance of aggressive dogs. I’ve also worked with animals on a strict medical schedule. While I am currently working full time I am able to care for your fur babies before work(8am) during lunch(anywhere from 11am-2pm) or after work (5:30pm). If needed times can be adjusted please let me know at least 72hrs in advance. When letting pets outside I have a routine I like to follow. The most important thing to me is the pets safety so before letting them into the yard for play and or potty time I do check the yard for any misplace objects,iguanas,chickens, anything that could be a potential hazard to the pet. After I’ve deemed the yard clear then we can proceed to playtime or potty time. When on walks I do like to keep a short leash depending on the area in which we are walking if no cars I will loosen the lead so pet can explore more but if cars present I do like to stop/heel if possible.

About: I’ve taking care of pets since I was 8, and of my roommate’s puppy full time as of my own. Watching my other roommate’s dog now frequently. My friends always trust me to watch their pups when they’re out of town or busy with work I am currently not working so have full availability to watch your pups. I’m available for boarding seven days a week, whenever you need me We have a pretty big house in a quiet neighborhood that’s great for walks. My roommate has a dog that’s great with other animals but also can be easily crated and has separate room

“Was professional and did a great job walking my dog. She was very receptive to the info I gave her (I was probably too worried but she was calm and reassuring).”

Danielle E.

“Lu is amazing. She really cared for my baby Stella from 8 weeks (weewee pads stage) to now almost 7months. Snow, rain, or sun - she was always there for my baby. Would definely recommend her.”

Iri D.

“This was our second time using Stephanie as a dog sitter. She was accountable, trustworthy, and responsible. She sends the BEST pictures of our pets and they obviously love their time with her on walks. She is a pro at expressing our paralyzed dog’s bladder and fearlessly pushes him around town in his stroller. She is the best! I think my dogs love her more than me at this point.”

Matthew & Leighann W.

“My dog took to Kara immediately. She is very patient, communicative and attentive. My work day flys by faster when I know Kara will be with my pup midday. Highly recommend her!”

Leah E.

About: I’ve cared for many kinds of pets since I was a child (geckos, snakes, cats, dogs). I treat everything in my life with the utmost care. I truly feel my work as a boat captain makes me very vigilant and safety minded. I recently spent time studying Gandhian non-violence theory in India and truly believe in the power of love in all things creates a better world. I am currently working as a boat captain so my work time is sporadic but I only work during the daylight hours (most days only working about 6-7 hours). I love giving good vibes to your pet in verbal and physical affirmations. Body language is so important! Eyes like a hawk in the yard or dog park. I love taking update photos of your pets often!