Things to Do on O‘ahu in September 2023

Treat yourself to an evening of dishes from Hale ‘Aina award-winning restaurants, go to a block party in Waikīkī and sign up for Hawai‘i’s largest cycling event.


Hale Aina 2022 Photo Courtesy Of The Ritz Carlton Residences Waikiki Beach

Photo: Courtesy of the Ritz-Carlton Residences, Waikīkī Beach



2023 Hale ‘Aina Awards Celebration

Sept. 9, 6–9 p.m.

Join us for an unforgettable evening at HONOLULU Magazine’s 40th Hale ‘Aina Awards Celebration. Don’t miss your chance to indulge in some of the best food from this year’s winners, all in one place. The theme for 2023 is Whimsical Wonderland, so come dressed to impress. 10% of ticket sales will be donated to the Hawai‘i Community Foundation’s Maui Strong Fund.



$150–$225, Hawai‘i State Art Museum,, @honolulumag


SEE ALSO: HONOLULU’s Biggest Foodie Event is Back


Wine Party Asiavision E Via Getty Images

Photo: Asiavision/E+ via Getty Images



Festa Italiana

Sept. 15 (VIP) and 16 (street festival)

Hawai‘i’s only Italian festival returns for the first time since 2019, bringing together local vendors to serve up everything from pizza, pasta and wine to cheese, bread and gelato. The festival will also showcase Italian music and art and a selection of luxury Italian cars provided by Velocity Honolulu. This year’s street festival is free, though you can purchase VIP tickets for an additional event at Velocity Honolulu.


Free admission, Kaka‘ako,, @festaitaliana


FAST FACT: On Sept. 30, Aloha Festivals will host the 75th Annual Floral Parade in Waikīkī.


Century Ride Photo Courtesy Of Hawaii Bicycling League

Photo: Courtesy of Hawai‘i Bicycling League



40th Annual Honolulu Century Ride

Sept. 24, 5 a.m.–5 p.m.

Bicyclists of all ages and skill levels are welcome at Hawai‘i’s largest cycling event. You can choose your riding distance in 25-mile increments or go the full distance of 100 miles, from town all the way to Ka‘a‘awa on the Windward Side and back. When you’re done, there’ll be food and music waiting for you where you started at Kapi‘olani Park.


$25–$80, Kapi‘olani Park,, @hblridealoha



Kolohe Kai

Photo: Courtesy of Maui Ola



Kolohe Kai Summer Tour

Sept. 29, 6:30–10 p.m.

One of Hawai‘i’s most streamed reggae artists of the past decade, Kolohe Kai, will be performing at the Waikīkī Shell, inviting you to “Feel the Sunshine” and “Cool Down.” Joining the lineup will be reggae singer Matisyahu and alternative band Cydeways.



$29.50–$89.50, Waikīkī Shell,, @kolohekaimusic




Neiman Marcus Honolulu 25th Anniversary Celebration

Sept. 8–9, 11 a.m.–7 p.m.; Sept. 10, noon–4 p.m.; Sept. 15­–18, various times

The luxury retailer celebrates its silver anniversary with various festivities. Take in a Sogetsu ikebana exhibition Sept. 8–10. Then, from Sept. 15–18, enjoy trunk shows, designer appearances and special anniversary products and savor daily treats, including an exclusive Asato Family Shop ice cream flavor.


Neiman Marcus, Ala Moana Center,, @neimanmarcushawaii




69th Annual Waikīkī Ho‘olaule‘a

Sept. 23, 6–9:30 p.m.

Get ready for Hawai‘i’s largest block party, a beachfront street event hosted by Aloha Festivals. Kalākaua Avenue will be filled with booths with local foods and crafts. Entertainment on multiple stages will keep the party going, with performances from local artists, hālau hula and more.


Free admission, Waikīkī,, @alohafestivals


SEE ALSO: Our Guide: Honolulu Summer Festivals



Honolulu Rainbow Film Festival

Sept. 8–10 in person, Sept. 11–18 online

Doris Duke Theatre Founded by the Honolulu Gay & Lesbian Cultural Foundation, the Honolulu Rainbow Film Festival will showcase several films that educate and raise awareness of the gay and lesbian culture, arts, lifestyle and community., @hrfilmfest


SEE ALSO: Honolulu’s LGBTQ+ Film Festival Returns