We always urge our visitors to immerse themselves in Hawaii’s vibrant events and activities during their stay. Often, you’ll find that many of these experiences come at no cost! Here’s a curated list for October. Ensure you weave some delightful cultural encounters into your itinerary for a truly enriching Hawaiian adventure!
October 13-15 , 2023 – VinFast IRONMAN World Women’s Championship, Hawaii (Kona Coast)
Regarded as one of the pinnacle challenges in the diverse triathlon world, this 140.6-mile championship beckons the globe’s elite female triathletes to the scenic Kona Coast, vying for the sport’s ultimate accolade. Athletes navigate a demanding 2.4-mile swim, a 112-mile bike ride, and a 26.2-mile marathon. Factor in the relentless ocean waves and the scorching heat of the lava desert, and it’s clear that this race offers a unique test of endurance and skill. If you’re in Kailua-Kona during the event, it’s a spectacle not to be missed in person.
October 13-15, 2023 – Aloha Shirt Festival, Hawaiʻi (Outrigger Kona Resort and Spa)
Taking place at the Outrigger Kona Resort and Spa, the Aloha Shirt Festival stands as Kona’s answer to Fashion Week. It spotlighted the region’s textile industry while honoring Hawaiʻi’s legendary fashion staple: the aloha shirt. This vibrant festival showcases local talents’ latest creations, spanning men’s and women’s attire, traditional aloha outfits, and innovative wearable arts and crafts. Attendees can also indulge in a retro Aloha Wear display, exclusive booths from local designers, runway-inspired fashion shows, and a special showcase of wearable floral artistry.
October 20-November 5, 2023 – 13th Annual Hawai‘i Food and Wine Festival (island of Hawai‘i, O‘ahu)
Each year, this culinary series brings together acclaimed chefs from Hawai‘i and around the globe, along with distinguished culinary figures and wine and spirit aficionados. Spanning three islands (with Maui’s event rescheduled to Spring 2025), it flaunts Hawaiʻi’s rich tapestry of diverse cuisines and the premium ingredients cultivated and nurtured locally. Every dish served during the festival underscores Hawaiʻi’s abundant offering of fresh produce, seafood, and meats.
October 15, 2023 – Gathering of the Voyagers (Maui)
Presented by the Fairmont Kea Lani in collaboration with the Hawaiian Outrigger Canoe Voyaging Society, this three-day festivity honoring Polynesian and Hawaiian heritage unites esteemed voyagers, skilled navigators, expert canoe carvers, and practitioners from various corners of the world. The event features time-honored ceremonies, captivating demonstrations, a vibrant mākeke (marketplace), live entertainment, and a collective voyage around the offshore islet of Molokini. Held at the Fairmont Kea Lani resort, this event is open to the public and admission is free.
October 15, 2023 – Kaua‘i Chocolate and Coffee Festival (Kauaʻi)
Every year, in the charming historic town of Hanapēpē on the west side of the island, an annual culinary festival takes place. This delightful event is a celebration of everything Kaua‘i-grown, focusing on chocolate and coffee, and offers abundant opportunities for tastings. Festival-goers can also explore educational exhibits, participate in workshops, enjoy entertainment, and browse through exhibitor booths showcasing a diverse range of chocolate and coffee products. The festival includes live performances, a silent auction, engaging activities for children, and much more.
October 21, 2023 – Honolulu Pride Parade and Festival (Oʻahu)
The most significant LGBTQIA community gathering in Hawai‘i is a daylong extravaganza headlined by the Honolulu Pride Parade. This vibrant procession winds its way through Waikīkī, starting from Magic Island at Ala Moana Beach Park and concluding at Kapi‘olani Park. The Honolulu Pride Festival, a central part of the celebration, features live music, inspiring speeches, and a host of enjoyable activities for all to enjoy.