For the last week of October 2026, choose your Maui event by location and start time: a free October 29 concert in Lahaina, a free October 30 concert in Wailuku, or a flexible North Shore day during the October 19–30 Aloha Classic window.

The Maui County Fair's October 1–4 dates, the Hawaiʻi Food & Wine Festival's October 23–25 Maui dates and the Kā‘anapali Classic's listed October 25–28 window are now past. Those listings remain below as earlier-month context. For an outing still ahead, check the specific daily instructions before building the rest of the day around it.

The Lahaina Restoration Foundation lists Ikaika Mendez with Bodi Mendez for its Hawaiian Music Series on Thursday, October 29, 2026, from 6–7:30 p.m. The free concert is on the Waiola Church lawn, 535 Wainee Street, Lahaina.

For a West Maui stay, compare this Thursday evening with Friday's Wailuku concert before choosing the outing. Use our Maui driving-times guide to plan the trip from your lodging and the return. Confirm the organizer's current event instructions before leaving; the concert listing does not establish access to other historic sites in Lahaina.

Maui Community Orchestra's Halloween concert announcement lists Friday, October 30, at 6 p.m. at ʻĪao United Church of Christ, 2371 West Vineyard Street, Wailuku. Admission is free and open to everyone. Costumes are encouraged, with a keiki costume-and-treat parade and a potluck reception after the concert.

This is an October 30 evening, one day before Halloween. Choose it if a concert fits your family better than a resort activity whose guest rules you still need to confirm. Keep dinner, the drive to Wailuku and your return to lodging around that fixed 6 p.m. start; check the organizer again before going.

The Kā‘anapali Classic venue page listed an October 25–28, 2026 event window and revised daily instructions for October 26–27. Those dates are past; do not use that retained schedule to plan a remaining October viewing day.

The 99th Maui County Fair was scheduled for October 1–4, 2026, at the War Memorial Special Events Complex in Wailuku. Those dates are past. Our Maui County Fair guide retains the dated admission and parade details; do not treat them as a current late-October outing.

The Hawaiʻi Food & Wine Festival schedule listed the Roy Yamaguchi Golf Classic for October 23, Caviar, Pearls & Aphrodisiacs for October 24, and No EGGScuses, Let's Brunch! for October 25. All three Maui dates are now past. A retained ticket page or price is not a remaining opportunity to attend.

Our Hawaiʻi Food & Wine Festival guide compares the island weekends. Keep a later event on another island separate from your Maui day plan rather than assuming the Maui program continues through the festival's broader run.

The PWA event listing confirms the 2026 Aloha Classic at Hoʻokipa Beach Park, October 19–30, with men's and women's wave disciplines. Treat that as the event window, not a guarantee of heats on every day.

Keep two possible North Shore days open if watching competition is the point. Check the organizer's latest updates before heading out, and use our Aloha Classic visitor guide for the viewing plan. Do not pair a fixed concert start with an assumption that a particular windsurfing heat will finish in time.

Halloween falls on Saturday, October 31, 2026. Before promising children a particular resort activity, confirm the current program, guest eligibility and any reservation requirement directly with that property. Our Halloween planning guide covers the broader choices.

Save nearby HawaiiGuide stops in My Trip and keep event confirmations with your travel notes. Recheck current travel alerts before setting the route. One confirmed event and a flexible rest of the day make a better plan than several fixed starts on opposite sides of Maui.