



Ottis
4 weeks old · Male
I'm Jason M., the breeder behind Bayshore Boston Terrier’s located in Tampa, FL. We are a small, home-based Boston Terrier family in Tampa, Florida. Our puppies are raised in our home with daily handling, early socialization, and structured care. We focus on health, temperament, and confident family companions. Puppies leave with health guarantee, vaccinations & deworming.
Why did you start breeding?
What makes your program special?
What are the different breed coat colors in your program?
Where do your breeding dogs live?
These dogs are already reserved or have gone home.
Myles
Male
Teddy
Male
Hazel
Female
Rosie
Female
Piper
Female
Penny
Female
Archie
Male
Mando
Male
Winston
Male
Bentley
Male
Maverick
Male
Jetta
Female
Lulu
Female
Theo
Male
Colt Jr
Male
Jason has been certified by Good Dog’s screening team for responsible and trusted breeding practices. When you’re ready, reach out to ask about the puppies or anything else on your mind. You’ll get to know each other through messaging, phone, or video and pay securely, all on Good Dog.
After buyers complete the application and screening process, Jason partners with them to find the best puppy match.
“Puppies are matched thoughtfully based on temperament, lifestyle fit, and long-term compatibility.”

“This price includes up to date on all shots, de working, and vet visits at 7 weeks old! Along with one year health guarantee. All of our puppies are the same price, CKC registered pure bred stroller.”
Jason may provide a written contract or health guarantee when you purchase a puppy. This helps protect both you and your breeder, ensuring that you both have a clear understanding of the terms of your puppy purchase. If Jason offers a contract or guarantee, the details will be personalized by them. If you have any questions or want to know more, don't hesitate to reach out to Jason directly.
When you pay and communicate on Good Dog, you’re covered by Payment Protection.
You can drive or fly to pick up your puppy from Jason.
Meet in Tampa, FL
823 miles away
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Meet at Tampa Airport
817 miles away
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Meet in Orlando, FL
759 miles away
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Club memberships
Jason is a member of CKC .
Certifications & recognitions
CHIC Certified, Blue Ribbon Breeder .
Jason has been a member of Good Dog for 7 months
Jason was screened for responsible practices and has been a member since 2026.

Bayshore Boston Terrier’s meets or exceeds our community standards in these areas:

Jason M.
We aren’t sure what’s cuter than a basket full of Bostons ❤️

Jason M.
🐾 Otis is now available and looking for his forever home! ❤️ This sweet little guy has the absolute best personality. He is loving, playful, affectionate, and just has a way of making everyone around him smile. Otis is going to make one lucky family so incredibly happy. He will be ready to go home October 1st and will come vet checked, with his first vaccinations, deworming, Florida Health Certificate, CKC registration, and our one-year health guarantee. If you think Otis might be the perfect addition to your family, send us a message! We’d love to tell you more about him. 🐶💙

Jason M.
Bayshore Bostom Terriers where the Snuggle is Real

Jason M.
Teddy is still available and looking for his forever family! 🐾 He is a sweet Boston Terrier puppy being raised in our home with lots of love and attention. Teddy will go home with his CKC registration, Florida Health Certificate, first round of vaccines, deworming, a negative fecal, and a vet health check. He also comes with our one-year health guarantee covering the heart, liver, and lungs. Teddy will be ready to go home October 1, 2026. If you think Teddy might be the right fit for your family, send us a message we’d love to tell you more about him!

Jason M.
✨ Almost TWO WEEKS OLD! ✨ Our newest Bayshore Boston Terrier Company babies have officially opened their eyes, and watching their little personalities begin to come to life has been such a special part of raising this litter. 🐾❤️ Every one of our puppies is hand raised right here in our home, surrounded by our family and given the individual love, attention, and care they deserve from the very beginning. These beautiful babies will be turning two weeks old this week, and we are now accepting applications for their future forever families! 🏡🐶 At Bayshore Boston Terrier Company, we take tremendous pride in the puppies we raise and the experience we provide our families—from their first days in our hands all the way to the day they go home. If you’ve been waiting for the perfect Boston Terrier to join your family, now is the perfect time to apply. ❤️ 📍 Tampa, Florida 🐾 Bayshore Boston Terrier Company

Jason M.
Bayshore Boston Terriers of Tampa is excited to announce our newest litter 7 beautiful Boston Terrier puppies! 🐾❤️ 4 girls • 3 boys of Red and White, Black and White, and Brindle and White Just as promised, every Bayshore Boston puppy is hand-raised inside our home and surrounded by our family from day one. We truly believe the experience and care our puppies receive sets us apart from other breeders. Every puppy comes with registration, and goes home with a Florida Health Certificate, and we go one step further by providing our own one-year health guarantee with a 100% money-back refund outlined in our contract. We don’t just want to sell you a puppy, we want to provide the best puppy-buying experience possible, with transparency, communication, and continued support even after your new family member goes home. If you’re looking for a beautiful, well-raised Boston Terrier and a breeder who stands behind their puppies, look no further than Bayshore Boston Terriers. 🐶❤️ 📍 Tampa, Florida 🐾 4 girls & 3 boys available

Jason M.
Happy Fourth of July to everyone from Bayshore Boston Terriers! Also a special 6 week old Birthday to Bentley! Bentley is the last one available from this litter, he is a purebred Boston Terrier, vaccinated, de wormed, and comes with a one year health guarantee! He has the best little personality and is such a cute pup! He will be ready to go home in 2 weeks! If you want to see more photos or get information simply shoot us a message!


Jay-Jay and Bobby's litter

Jason M.
Our 7 Boston Puppies are getting big! Almost 6 weeks old! They enjoy tons of snuggles and hugs throughout their journey! We still have 1 female and 3 boys still available! Reach out to me now to FaceTime or ask any questions!!

Jason M.
Poe. 5 months old, owner sent photos in of him too! He’s getting so big and he’s a good looking Boston!

Jason M.
One of the most rewarding parts of being a breeder isn’t just bringing healthy puppies into the world, it’s building lasting relationships with the families who welcome them home. Today, seeing all four puppies from this litter thriving with their new families reminds us why we do what we do. We don’t believe our responsibility ends when a puppy leaves our home. We stay connected, celebrate milestones, answer questions, and love getting updates as these pups grow into amazing companions. Being a reputable breeder means focusing on more than just breeding dogs. It means prioritizing health, temperament, socialization, transparency, and lifelong support for every family that trusts us with their newest family member. To all of our puppy families: thank you for allowing us to be a small part of your journey. Watching these puppies grow and seeing the joy they bring to your homes means more than you’ll ever know. These four may have left Bayshore Boston Company, but they’ll always be part of our family. ❤️🐾 #BayshoreBostonCompany #BostonTerrier #ResponsibleBreeder #PuppyUpdates #BostonTerrierLife #DogBreeder #FloridaBostonTerriers #PuppyFamily #ForeverConnected


Colt and Pearl's litter
Boston Terrier
About Bobby
Bobby is the most gentle natured and relaxed Boston out there. She is a beautiful Boston Terrier that is Red and White, CKC registered.
Boston Terrier
About Jay-Jay
Jay-Jay is a 22lb Boston who is the most cuddly and spunky dude on the planet. He is a traditional black and white Boston Terrier. He loves playing outside and fetch is definitely his favorite thing to do besides watch football on Saturdays on the couch.
Boston Terrier
About Pearl
Pearl is a gorgeous 21lb female purebread CKC registered Boston Terrier. She is our personal dog and has an incredible temperament and is great with kids! She is fawn and brindle colored. Truly a beautiful Boston terrier!
Boston Terrier
About Colt
Beautiful 22lb pure bred Boston Terrier, 2 years old, Red and White. Incredible markings and temperament. Such a good boy!
Good level
Bayshore Boston Terrier’s reports to performing the health tests below on their breeding dogs. Ask your breeder about the tests performed on the parents of your litter. Learn more about health testing for Boston Terriers.
Vet Wellness Exam
A breeder may perform additional tests on their dogs that do not fall into these general categories. These tests may be more uncommon or very specific to a particular breed.
Hear what other owners say about working with Jason to bring home their puppies.

stephen w.
Verified owner · Aug. 2026
Maverick has been a great puppy. We brought him to our grand daughters soccer match today. There we're several kids that came up to pet him and he handled it very well. He was very calm and the kids all loved him. Jason really cares about his puppies and providing a great experience for the new owners and his puppies. We had to travel a long distance to get Maverick our puppy. Jason worked with us even though it meant him keeping Maverick longer. He provided many pictures and videos of Maverick during our wait I highly recommend Jason and Bayshore Bostons. It was a pleasure working with them and we are enjoying our puppy

Courtney M.
Verified owner · July 2026
Jason was easy to work with and made getting our puppy a wonderful experience. Jason is quick to respond, and sends you constant updates on your puppy throughout the process. He really cares for the puppies, and is very transparent with you on vet visits, their personalities and behavior. Jason helped us get our first puppy and we are so glad we found him! He truly makes this process amazing and his whole family is involved with raising the puppies so they are very socialized and ready to come home. Mando had an easy transition to our house, instantly playing and running around with us upon arrival. He loves all our family that has visited and is a quick learner! Could not recommend one of Jason’s puppies more !

Tom C.
Verified owner · July 2026
My wife and I purchased our new Boston Terrier, Winston, from Jason at Bayshore Bostons in Tampa and brought him home yesterday. We drove up from Delray Beach to meet him. We are so happy with Winston and how great it was to work with Jason. Jason initially responded to us within a day and reached out to us. He kept in touch with us regularly with photos and videos and we were impressed with how well taken care of Winston was and the loving environment he was in. When we arrived for pickup, he and his family greeted us warmly and we sat down with Jason and he thoroughly went over all the paperwork. He was very thoughtful and professional prior to pickup, went out of his way to send pictures and videos throughout this process. I would highly recommend him as a breeder and as a very good person...once you meet him you can see that he truly loves his Bostons and wants them all to go to a good home. Thank you again Jason for making this process so easy.....We already love Winston and he is acclimating great to his new home.....I will keep in touch....best wishes always....Tom and Lorrie Culligan, Delray Beach, FL

Julie G.
Verified owner · July 2026
We had an excellent experience with Jason Madigan from start to finish. His communication was prompt, detailed, and professional throughout the entire process, and he was always happy to answer our questions. Once we picked a name for our Boston Terrier pup, his family even started calling our puppy by the name we gave her to get her familiar with it. The biggest thing that stood out to us was how obvious it was that his puppies are raised in a loving family environment and not a kennel or puppy mill. The dogs are in their home, and his sweet daughters spend time playing with and socializing the puppies. That early investment really shows. Our Boston Terrier puppy, Jetta, came home healthy, confident, and incredibly well-socialized. She is smart, affectionate, and already highly trainable. At just 9 weeks old, she was already going to the door when she needed to go potty, which speaks volumes about the foundation she received before coming home. If you’re looking for a breeder who genuinely cares about his dogs and gives his puppies the best possible start in life, I would recommend Jason without hesitation.

Jason H.
Verified owner · July 2026
I can not say enough great things about my interaction with Jason the breeder. He was very quick to respond to all my questions. He shared photos and his history with us as well. When we picked up Bentley it was great to see how loved he was and heartbreaking to have to take him away from Jason and his daughters. You can see they love these puppies in their interactions just walking in the door to the tearing up as we left, it is not just about pushing dogs out the door. We have 3 dogs (now including Bentley a 11 year old Boston and a 10 year old Australian cattle blue healer mix). They have taken quickly to Bentley and his shenanigans of biting their tales, ears and following them around every where they go. The look on their faces when he calls dibs on the water bowl first is hilarious. I will add photos soon. Thanks again to Jason and his family for helping us bring Bentley into our family and home. Hopefully when it is time to bring another Boston home Jason will available to help us again.

Angela M.
Verified owner · Mar. 2026
Jason was quick to respond and did a great job providing me updates along with photos and videos. It is very obvious mom and dad along with the puppies are well taken care of. Jason and his family provide all of them with lots of love and attention. Jason and GoodDog made getting my new little boy such an easy, great experience. I would definitely recommend Bayshore Boston to anyone looking for a Boston Terrier.