Could fall still be my favorite time to visit Hawaii after one of the most unusual hurricane seasons in years?
👉 FREE Hawaii during fall guide ->
If you’re planning a fall trip, the real question isn’t whether September, October, or November is perfect, but whether the pace, weather, crowds, and tradeoffs fit the kind of trip you want.
👉 Hit play now to hear why I still choose fall and the specific window I’d pick if I could travel anytime.
If you’ve ever wondered how to plan a Hawaii trip in fall without assuming the weather will always cooperate, this episode is for you.
I’ll share what I’ve learned from 20 years of fall trips and what 2026 changed about how I think about hurricane season.
In this episode, you will:
- Understand why late September and October remain my favorite Hawaii travel window.
- Learn the biggest fall tradeoffs, including hurricane season and changing North Shore surf.
- See how lighter crowds and a slower pace can change the feel of a Hawaii trip.
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Scroll up ⬆️ and hit play now to decide whether fall fits the Hawaii trip you want.
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🎙️ Got a Hawaii question you’d like answered? Send me a short voice message. Your question may be answered on an upcoming episode of Hawaii’s Best.
Related episodes:
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Related articles:
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Chapters:
- 1:06 How It Became Tradition
- 3:01 Crowds Prices And Pace
- 4:49 Hurricane Season Reality
- 6:33 Planning With Forecasts
- 8:11 November Surf Shift
- 8:45 My Exact Sweet Spot
- 9:20 Wrap Up And Free Guide
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Episode sponsored by Terraformation.
Terraformation is restoring a native Hawaiian forest at ʻIole in North Kohala on Hawaiʻi Island (the Big Island). Your support helps native trees grow from seed to canopy. As the forest takes root, it helps restore habitat and protect Hawaiʻi’s water and reefs.
🌳 Help grow the forest: hawaii.startaforest.com
Use promo code BEST for 15% off your first month or first year.
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🌴 Plan Your Hawaii Trip With Bryan
About Your Host: Bryan Murphy is the founder of Hawaii’s Best Travel & a Hawaii Destination Expert through the Hawaii Tourism Authority, since 2020. An HVCB member since 2019, he helps first-time & repeat visitors plan respectful Hawaii vacations w/ clear, practical advice & cultural insight.
🤝 To sponsor the show visit hawaiisbesttravel.com/partner
Hawaii travel podcast helps you plan a trip to Hawaii with clarity. Discover practical travel tips, island itineraries, & local insight to help you explore Oahu, Maui, Kauai, the Big Island.
Edge of the Ocean (w/ permission)
Ukulele and Chill (w/ permission)
Talk Story (w/ permission)
