Hey!
The World Cup is in full swing and Pride is hitting its stride. This week, your dog has a front row seat to both.
If big crowds and celebrations are your thing, the city is delivering. If they're not, there are quieter ways to make the most of summer, including getting your dog out on the water for the first time.
Doggie cruises, kayaking, paddleboarding. It turns out your dog's summer bucket list just got a little more interesting.
Wednesday June 17th
Doggie Cruise @ Nautical Mile Cruises, on Wed, 17 Jun, 19:00–21:00
A two-hour sunset cruise through Baldwin Harbor, Mansion Harbor, Randall Bay, and Parsonage Cove — city skyline views, river breezes, and your dog on deck beside you. Space is strictly limited; dogs ride free but advance tickets are required.
Dog Crafts @ Bryant Park Art Cart, on Wed, 17 Jun, 11:30–13:30
A different dog-themed craft each week on Bryant Park's upper terrace — all materials provided, no registration needed, and dogs welcome in the surrounding outdoor space. AKC Museum educators run it every Wednesday through August.
World Cup Watch Parties @ Boris & Horton, Tue–Sun throughout Jun
FIFA World Cup 2026 Group Stage matches streamed all month at NYC's original dog café — After Dark menu, dog-side lounge, and a sports bar atmosphere that doesn't ask you to leave your dog at the door. Check the site for the match schedule.
Thursday June 18th
Dog Drag Show & Pride Costume Contest @ 9 Bob Note, on Thu, 18 Jun, doors 18:00 / show 19:30
An outdoor drag show in Bushwick's yard — hosted by @phaedraphaded with performances by local queens, $500 for the best-dressed dog, and $2 from every ticket going to AMA Animal Rescue. 21+ event; ID required.
Good Dogs of Gotham @ AKC Museum of the Dog, on Thu, 18 Jun, 18:00
Four storytellers spin tales of legendary NYC working dogs — but one is a lie, and the audience has to find it. Spot the fiction and you're entered to win Meet the Breeds tickets; after-hours gallery access and a snack bar included.
Friday June 19th
Furry Fridays @ AKC Museum of the Dog, on Fri, 19 Jun, during museum hours
Scotland: The Brave Dogs closes July 5 — this is one of the last Furry Fridays to catch it with your dog in tow. Reserve a time slot in advance; leashed and well-socialized dogs only.
Sip & Paint a Pet Portrait @ Barking Dog UES, on Fri, 19 Jun, 17:30–19:30
Send a photo of your dog ahead of time and Michele Cahill pre-sketches the outline — you show up, pour a drink, and paint while your dog lounges at the table beside you. The kind of Friday that doesn't feel like it needs justifying.
Saturday June 20th
Chi and Friends Pride Walk, on Sat, 20 Jun, 11:00–13:00
Meet at the Gay Liberation Monument in Christopher Park before walking to Washington Square Park for a group photo at the arch and off-leash play at the dog run. Open to all dogs and dog lovers; first 30 RSVPs get sponsor goodies.
Astoria Has Pride: Picnic in the Park @ Socrates Sculpture Park, on Sat, 20 Jun, 12:00
The 3rd Annual Astoria Pride Picnic on the waterfront — live music, drag performances, a Puppy Pride Contest, games, and East River views among monumental outdoor sculptures. Leashed dogs welcome; bring a blanket and snacks.
Live Pet Portraits @ Château Le Woof, on Sat, 20 Jun, 11:00–17:00
Artist Mary Jeong sets up inside the Astoria dog café on Dog Dad's Day — bring your dog or a photo and leave with an original hand-drawn illustration. Walk-ins welcome; the kind of Father's Day gift that actually means something.
Paint with Pups @ Le Doggie Café, on Sat, 20 Jun, 13:00–15:00
A paint-and-sip at Williamsburg's dog café — you paint portraits of dogs while actual dogs wander the room around you. The model and the muse are one and the same.
Sunday June 21st
Doggy Paddle on the Hudson @ Pier 84, on Sun, 21 Jun, 14:00–16:00
A 45-minute kayak or paddleboard session on the Hudson with your dog — doggy life jackets provided, on-deck social after, and treats for both of you. Organized by Social Paws; the first Doggy Paddle of the season.
Dog-Friendly Comedy Show @ Friends and Lovers, on Sun, 21 Jun, 14:00–17:00
A Sunday afternoon stand-up show in Crown Heights where dogs are on the guest list — rotating lineup of diverse local comedians, with a portion of every ticket going directly to animal rescue. Must Love Dogs and Comedy has raised over $32,000 for rescue organizations since founding; this is the fun part of that mission.
Monday June 22nd
Dungeons n' Drafts @ Wild East Brewing, on Mon, 22 Jun, 18:30–22:00
D&D-style tabletop gaming at a dog-friendly Park Slope brewery — your dog settles in while you roll dice and work through craft beer. A Monday night that earns its place on the calendar.
Ask a Dog Expert
Ever wondered what your dog is actually trying to tell you — psychic or not?
This week feels like a good time to ask. We're building a section where Dog World readers get real answers from the people who actually know: vets, trainers, groomers, and more. No crystal ball required.
Hit reply and send it in.
Psychics, pearls, Pride, and the World Cup — your dog has a packed week. Get out there and see what the universe has to say.
And if something's been on your mind about your pup, hit reply and send it in. It might be the next question we take to an expert.
The World Cup. Pride. Free ice cream. Shakespeare in the park. Your dog has opinions — get out there and find out which side they're on.
And if the ice cream question is still nagging at you, hit reply. It might just be our next expert answer.
