Tuesday, Oct. 21, 2025 – Makawao

Breast Cancer Dinner Fundraiser
Casanova Makawao

Join Casanova Makawao on Tuesday, October 21st, from 5-9pm, for a community benefit night supporting local mom Katie and her son Finn as they navigate Stage 3 Breast Cancer. Help Casanova honor Breast Cancer Awareness Month, an international health campaign observed throughout October, aimed at increasing global awareness of breast cancer and enjoy dinner on October 21st, with 20% of all dine-in sales (excluding alcohol) going to Katie and Finn to help them navigate through their journey with breast cancer.

Since 1986, Casanova Makawao has been at the heart of the Upcountry Maui lifestyle. At the main crossroad of Historic Makawao town, Casanova was Maui’s first wood-burning oven. Offering fresh salads, pastas, seafood, and pizzas, in 2017, OpenTable diners rated Casanova the Best Italian Restaurant in the State of Hawaii. Learn more at CasanovaMaui.com.

Wednesday, Oct. 22, 2025 – Kihei

Free Historic Walking Tour
Maui Walking Tours

Learn more about the town you love! Join Maui Walking Tours LLC on a free guided walk through Kihei’s past. Hear stories and legends about South Maui’s unique history through the 1700s, 1800s, and 1900s. Maui Walking Tours has conducted interviews with authors, historians, city planners, cultural advisors, local families that have lived here for generations, and more. The walk is about one mile at a gentle pace, stopping frequently. Sign up to attend, as space is limited!

More information and sign-up can be found here.

Thursday, Oct. 23, 2025 – Wailea

Mulligans Magic Show
Mulligans On The Blue

Join Mulligans On The Blue for an evening of magic with Brenton Keith & His Bag O’Tricks on Thursday, October 2nd! Brenton’s show is an evening of magic and shenanigans for all ages. Chad, a recent guest, had this to say on OpenTable, “Wonderful atmosphere and great Magic Show! Brenton is hilarious and keeps everyone involved from Grandparents to children. A must do on Maui.”

Dinner seating begins at 5:00 pm, and the show starts at 6:30 pm. Tickets are $10 per person, and children 5 years old and under are free.

More information and table reservations can be found here.

Friday, Oct. 24, 2025 – Haiku

JMoCO – Justin Morris & Company Live
AG Presents at Private Venue

We are excited to bring you the return of Justin Morris and Company on Friday, October 24th. Step into the portal with us as our new visual Artist, Markus Kunzal (Astral Nomad), will present a special visual showcase for this show. JMoCo’s sound is a blend of vintage tone, psychedelic jams, heavy hooks, group harmonies, and a rock ‘n’ roll revival. You can find JMoCo’s roots growing deep in the musical vocabulary of influential guitar legends such as Warren Haynes, Tony Iommi, and Billy Gibbons. Markus Kunzal from Astral Nomad, the mastermind behind the Art=Mixx and FuzzBox visuals, will guide us through the portal.

Join us at an exclusive private venue for this special experience! More information and tickets can be found here.

Friday, Oct. 24, 2025 – Wailea

Sweet Beets Live in South Maui
Mulligans on the Blue

Join Mulligans on the Blue for sunset, dinner, and live music with Sweet Beets from 6-8pm! Christina “Sweet Beets” Boyden is known for her sweet, poignant, and heartfelt lyrics, which are enriched by thoughtful and unforgettable melodies.

Sweet Beets launched her musical career as a DJ in Southern California. In more recent years, she has performed as a resident DJ for Starborne Productions in Seattle, WA, and Tasty Pie Productions in Maui, HI. Inspired by her new island lifestyle, she begin writing original acoustic music, which has now led her on a whole new creative endeavor and has recently released her first full-length album, “Sweet Aloha” featuring acclaimed musicians Barry Sless (Phil Lesh & Friends/Dave Nelson Band), Pete Sears (Jefferson Starship/Dave Nelson Band), John Molo (Bruce Hornsby/Dave Nelson Band), and Mookie Siegel (Phil Lesh & Friends/Dave Nelson Band).

Dinner seating begins at 5pm, and music starts at 6pm. Table reservations are recommended! More information and reservations can be found here.

Fri – Sun, Oct. 24 – 26, 2025 – Makawao

Oskie Rice Memorial Rodeo 2025
Oskie Rice Event Center

Experience a rodeo on Maui at the Oskie Rice Memorial Rodeo 2025! Enjoy watching roping,  steer wrestling, bareback & saddle bronc riding, bull riding, barrel racing, sheep riding, plus live entertainment on the VIP Lanai with Maui’s Hawaiian Cowboy, Danny Estocado. 

Rodeo schedule and tickets can be found here.

Saturday, Oct. 25, 2025 – Kahului

Maui Swap Meet

Every Saturday, Maui’s largest Swap Meet happens in Kahului. The Maui Swap Meet features over 100 vendors and hosts thousands of customers annually. Vendors sell produce and a variety of goods and crafts. It often serves as an incubator for new businesses. Food trucks and other vendors sell snacks, nuts, candies, drinks, shave ice, and complete lunch entrees. It runs from 7 a.m. to 1 p.m. off Kahului Beach Road, across Wahinepiʻo Road from the Maui Arts & Cultural Center.

More info can be found on their Facebook page here.

Saturday, Oct. 25, 2025 – Wailea

MEOW-Loween Dance Party Fundraiser
The Rusty MauiCat Collective

The Rusty MauiCat Collective presents The Third Annual Meow-Loween Dance Party Fundraiser on October 25, 2025, from 6-10pm at Mulligans on the Blue. Join us for a fun night of DJ & dancing, door prizes and a silent auction. Come in costume and get a costume prize raffle ticket. Swag bags for the 1st 125 guests. Ace of Cups will also be joining us for Tarot Card readings.

All proceeds will go towards our continued support of the feral cat community including TNR (trap-neuter-return) efforts, procuring more cat traps, providing medical support, cat food, supplies, and air fare to fly kittens to mainland shelters.

More information and tickets can be found here.

Sunday, Oct. 26, 2025 – Makawao

Sundays in the Country with Kaina Kountry
Casanova Makawao

AG Presents and Casanova Makawao are excited to welcome Kaina Kountry to the “Sundays in the Country” Aloha Music Series at Casanova’s in beautiful Makawao on Sunday, October 26, 2025, from 1pm to 3:30pm.

Kaina Kountry, a well-known authentic Maui country band, has entertained audiences for over ten years on Maui. Andy Kaina’s distinctive vocals, backed by some of the island’s most accomplished musicians, give the band’s unique interpretations of songs their signature sound. The band’s setlist blends classic country and classic rock tunes with local favorites. Kaina Kountry consists of Andy Kaina on guitar and vocals, Justin Morris on guitar and vocals, Glenn Cambra on drums, and Raymond Cabebe on bass and vocals.

More information and tickets can be found here.

Sunday, Oct. 26, 2025 – Kahului

Island Soul Band
Mulligans On The Blue

Maui’s favorite dance band, The Island Soul Band, is back to rock Mulligans On The Blue from 5-8 pm on Sunday, October 26th. The Island Soul Band doesn’t mess around, playing hits from the ’70s, ’80s, ’90s, and up to today. Wailea is the place to be, and Mulligans has the scene!

Guest Andrea has this to say on OpenTable, “Never disappointed! Fun times, good vibes, and an amazing band. Highly recommended for a fun time. Vegan options, gluten-free options and traditional pub fare with a Maui twist.”

The $5 cover supports the band, and reservations are highly recommended. More information and table reservations can be found here.

SPOTLIGHT

SUPPORT LAHAINA!

Mo’o and Koholā by Lori Abreu

Lori Abreu, born and raised on Maui, is passionate about serving the children and families of her island home. It was the outpouring of aloha and compassion she witnessed working alongside volunteers in our Maui community in the wake of the devastating wildfires that motivated her to realize her long-time dream of publishing her first children’s book, Mo`o and Koholā, which was introduced to our Maui community in January 2024. The proceeds from the sales of this story are donated to the ongoing rebuild of Lahaina. To date, Lori has made donations supporting the Lahaina community and its children through The Hawaii Community Foundation and Lahaina schools. Her complete project is full of Lahaina and local flavor. Its pages highlight Lahaina Harbor, Front Street, Lahainaʻs Banyan Tree, and more. Mo`o and Koholā comes with three original songs and a website of resources for families and teachers. Lori is extremely thankful to her enthusiastic, talented team which helped bring her project to life. She feels blessed to have worked with Nicki Barsamian who beautifully illustrated her story and helped guide her through the self-publication process. The musicality of Kala`e Camarillo who performed her songs and made them so special was surely a treat for the music lover she is! Visit Loriʻs website at www.kumulori.com for more information on this project and a purchasing link.