Got a dog who looks good in a costume? Waikīkī has a free Saturday planned for you, from a poolside pet party in the afternoon to Hawaiian music at an art gallery after dark. Both events are on Saturday, Nov. 14, both are free, and they’re a few blocks apart.
2–6 p.m.: Jack the Hotel Dog’s 6th birthday at The Surfjack
Jack, the resident dog at The Surfjack Hotel & Swim Club on Lewers Street, turns 6, and the hotel is celebrating around its pool. The party is free, family-friendly and open to the public, according to HONOLULU Magazine’s weekend guide.
What’s on, per the hotel’s event listings:
- Furry Friends Costume Contest: Dress up your pet for a shot at staycation prizes for the top three, according to the hotel’s Eventbrite page, where you can RSVP for free.
- Pup Market: New this year, with local Hawaiʻi dog and pet vendors from 2 to 4 p.m., according to the event’s MATO listing.
- Watercolor painting with artist Jenny (@jennybhawaii) for $10.
- Live DJ all afternoon, plus food and drinks from Mahina & Sun’s, the hotel’s restaurant.
When to show up for the contest: The listings don’t agree on the time. The MATO listing says registration opens at 2 p.m. and the contest starts promptly at 3 p.m., while Eventbrite lists the contest from 4 to 5 p.m. Arrive by 2 p.m. to register and you’re covered either way.
If you miss the party, you can still meet Jack. The hotel says he’s in the Swim Club every Tuesday at 3 p.m. to say hi to guests, and you can follow him at @jackthehoteldog, per surfjack.com.
6–9 p.m.: Puamana and plein air paintings at Island Art Galleries
Later, walk over to Island Art Galleries at 2154 Kalākaua Ave. for a free community art night with California plein air painter Stock Schlueter and the Hawaiian music group Puamana, Aloha State Daily reported. Admission includes complimentary refreshments.
Puamana is an all-female family group founded in 1966 by the late composer and singer Irmgard Farden Aluli, who was born in Lahaina. Today her daughters Mihana Aluli Souza and Aima Aluli McManus and her granddaughter Mahina Souza carry it on, according to Aloha State Daily. Aluli wrote more than 200 songs, won two Nā Hōkū Hanohano Lifetime Achievement awards and was inducted into the Hawaiian Music Hall of Fame.
Schlueter paints outdoors, often finishing a canvas in one sitting, and is known for Hawaiʻi landscapes like Punaluʻu Beach and Diamond Head. He’s back in the Islands to paint a new collection. The gallery, founded in 1991 by owner Jeff Liu, will also show work by artists including Lance Fairly, Zhou Ling, Anthony Casay and Leohone. Event details are on the gallery’s event page and our events calendar.
Make it a weekend
Still have energy Sunday? The Honolulu Museum of Art’s free Community Sunday, “Bayanihan,” celebrates Philippine culture in Hawaiʻi from 10 a.m. to 2 p.m. Nov. 15, with star lantern making, tinikling and lumpia. Kamaʻāina and anyone 18 and under get in free, per HONOLULU Magazine. Saturday night also brings free “Moana 2” in ʻōlelo Hawaiʻi at Ko Olina.
Know before you go
- Jack’s birthday: Saturday, Nov. 14, 2 to 6 p.m., The Surfjack Hotel & Swim Club, 412 Lewers St. Free; watercolor workshop $10
- Parking for Surfjack: Validated parking through Mahina & Sun’s at the Hyatt Centric garage on Seaside Avenue, $8 for four hours, or street parking, per the MATO listing
- Puamana and Stock Schlueter: Saturday, Nov. 14, 6 to 9 p.m., Island Art Galleries, 2154 Kalākaua Ave. Free with refreshments
- Parking for the gallery: Validated parking at Embassy Suites Waikīkī, 201 Beach Walk, per Aloha State Daily
- Pets: The costume contest is for pets, so leash up and bring water. The gallery event isn’t billed as pet-friendly, so check with the gallery before bringing your dog
More ideas for the week are in our things to do on Oʻahu this week guide.
Sources
- HONOLULU Magazine, “Your Guide to the Perfect Weekend in Honolulu: Nov. 12–18, 2026” by Laura Dornbush (Nov. 11, 2026): https://www.honolulumagazine.com/weekend-guide-nov-12-18-2026/
- Eventbrite, “JACK The Hotel Dog’s 6th Birthday Annual Furry Friends Costume Contest,” The Surfjack Hotel & Swim Club: https://www.eventbrite.com/e/jack-the-hotel-dogs-6th-birthday-annual-furry-friends-costume-contest-tickets-2001669535464
- MATO, “Jack’s 6th Birthday Bash” (event details from The Surfjack): https://ma.to/event/jacks-6th-birthday-bash-2026-11-14
- The Surfjack Hotel & Swim Club, “Meet Jack”: https://surfjack.com/meet-jack/
- Aloha State Daily, “Free event to feature art and mele inspired by Hawaiʻi” by Kelsey Kukaua Medeiros (Nov. 11, 2026): https://alohastatedaily.com/2026/11/11/free-event-to-feature-art-and-mele-inspired-by-hawaii/
- Island Art Galleries, “Meet the Artist: Stock Schlueter (feat. Puamana)”: https://islandartgalleries.com/show/island-art-galleries-meet-the-artist-stock-schlueter-feat-puamana
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