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About Pup Dates

 

🐾 Welcome ❤️

Pup Dates is Sydney’s social and events community specialising in thoughtfully designed experiences for small and medium-sized dogs and the people who adore us.

We bring people and pups together for relaxed lunches, scenic picnics, elegant high teas, market outings, seasonal celebrations and luxury coach adventures. Each experience is carefully planned with the comfort and enjoyment of our four-legged guests in mind—as it should be.

Whether you’re joining us for a coastal escape, a day in the Hunter Valley or a wonderfully festive Christmas in July, you can expect beautiful settings, thoughtful details and a warm community ready to welcome you.

Small and medium-sized dogs are at the heart of Pup Dates, although selected events welcome friendly dogs of all sizes. Every event will clearly explain which pups it is best suited to—because even I accept that one size does not fit all.

Pup Dates celebrates the joy of sharing life with dogs: new friendships, memorable adventures and plenty of tail wags, pup cuddles and zoomies.

Because the best adventures are the ones you share with your dog.

You’re welcome.

Romeo Bossy Boots Lee
CEO and Editor-in-Chief
Pup Dates

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🐾🚆 YOU DID IT! 20,000 SIGNATURES!!

On Monday, 26 October 2026, we officially reached 20,000 signatures on our NSW Parliament e-petition calling for a two-year trial of a designated pet-friendly carriage on NSW trains and Metro services. That means our petition has reached the threshold required for a debate in NSW Parliament! A huge thank you to every single person who signed, shared, displayed a poster, told a friend or helped spread the word — and to Alex Greenwich and his team for sponsoring the petition. This truly has been a community effort, and you made it happen.

But we’re not finished yet! The petition remains open until 4 November, and every additional signature strengthens the message being sent to Parliament. 20,000 gets us the debate — now let’s see how high we can take it. If you’ve already signed, please share it one more time; and if you haven’t, there’s still time to add your voice. Thank you, NSW — we did it! ❤️🐾🚆

Rosemary & Romeo
Pup Dates


https://www.parliament.nsw.gov.au/parliamentary-business/petitions/sign-epetition?epetitionId=847

If you live in NSW, please sign today—then send the petition to three people.

Your FREE Paw-some Membership Benefits

❓Why Join Pup Dates?

Becoming a Pup Dates member means joining a warm and welcoming community built around dogs, friendship and shared adventures.

❤️ Thoughtfully Planned Dog-Friendly Events

Enjoy lunches, picnics, high teas, market outings, seasonal celebrations, day trips and other special experiences created with dogs in mind.

🚌 Adventures Designed for Smaller Dogs🐾

Pup Dates specialises in experiences suited to small and medium-sized dogs, with carefully selected venues, activities and travel arrangements.

🎉Meet People Who Understand

Connect with fellow dog lovers, build new friendships and spend time with people who understand that dogs are part of the family.

🐶 Social Experiences for Your Dog

Give your pup opportunities to explore new places, enjoy enriching experiences and become comfortable around other dogs and people in appropriately managed settings.

🐾 Discover Dog-Friendly Places

Learn about welcoming cafés, restaurants, parks, destinations and experiences that you and your dog can enjoy together.

🥇 Be Among the First to Hear About Events

🎟️ Receive news about upcoming Pup Dates events, experiences and community activities before places fill.

📧 Stay Connected Through *The Pup Date*

✍️ Enjoy our weekly newsletter featuring dog-friendly events, places to visit, community stories, helpful information and news from Romeo Bossy Boots Lee himself.

❤️ Be Part of Something Bigger

Support Pup Dates’ work to create a more dog-inclusive community, promote responsible dog ownership and advocate for initiatives such as pet-friendly public transport.

🎉 🐶🥂 Celebrate the Life You Share With Your Dog ❤️

Create lasting memories with your pup through experiences that recognise dogs as cherished companions and important members of the family.

**In Romeo’s words: you could stay home without us—but why would you?**

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Earlybird Access

Get the details ahead of the pack
with early access to our events.

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Discounted Prices

Everyone loves a bark-gain
like discounted event rates.

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Free Gifts

You’ll be offered exclusive freebies
from Pup Dates and our partners.

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Our Pup Coming Social Outings and Events

We have a great selection of activities planned so join up now so your best friend doesn’t
miss out. You can see all of our upcoming events and outings listed here.

Never Miss the Latest with The Pup Date

You’d have to be barking mad not to subscribe to our newsletter - It’s full of features, upcoming events and everything Pup Dates
related. Simply fill in your details below to stay-up-date!

Tail-Wagging Testimonials

Dog-parents rave about how much their pups thrive in our playgroup - from increased
social skills and better behavior to improved confidence and happiness!

Riley has never had so much fun! The dog playgroup is the highlight of his week—he comes home exhausted!

Best decision we made for Bella! She’s more social, energetic, and her confidence has soared since joining.

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