39 The Essentials: Maui, Hawaii

Maui is the island every client seems to want and one of the hardest for travel advisors to advise on with confidence without having visited. Erica and Jordan Fromholz, co-founders of The Hawaii Vacation Guide, spent years living in both Oahu and Lahaina and bring ground-level intel that research alone rarely surfaces. They cover the three Cs framework (clouds, crowds, and costs) for timing client trips, lay out the specific tours to book for Molokini Crater and the Road to Hana, and explain what separates Kaanapali from Wailea in terms travel advisors can actually use. The episode closes with how their newsletter, YouTube channel, and island itinerary guides can work directly into an advisor's Maui toolkit.

Key Takeaways

  • The three Cs of Maui's shoulder seasons, and why September, October, and May hit the lowest point on clouds, crowds, and costs all at once

  • Two snorkel tours to Molokini Crater, and why one gets you on the water before any other boat while the other takes clients somewhere almost no tour goes

  • Why the Road to Hana becomes a different trip entirely when you spend the night, including what becomes possible at sunrise when you're already there

  • How Erica and Jordan built The Hawaii Vacation Guide from a Lahaina move in 2019 through COVID to a newsletter reaching more than 80,000 subscribers

  • What sets Kaanapali apart from Wailea, and why the answer has nothing to do with hotel quality

About the guest: 

Erica and Jordan Fromholz are the co-founders of The Hawaii Vacation Guide, a Hawaii travel resource they launched in 2019 after relocating to the islands. Having lived on both Maui and Oahu, they bring firsthand residential knowledge to travel advisors who need honest, specific guidance on timing, tours, and area selection they can put directly to work for clients. Jordan also writes the platform's biweekly newsletter, now reaching more than 80,000 subscribers, with an unbiased, data-driven approach that keeps travel advisors current on what's actually worth booking and when.

Links and Resources:

Whitney Shindelar

Undiscovered Sunsets was a long time in the making, even if I myself didn’t realize it. During my time at the University of Northern Iowa, I studied abroad in New Zealand. Upon graduating, I bought a one-way ticket to France, lived with a French family and studied with classmates from Turkey, China, Russia, Germany, Italy, and everywhere in between. In 2010 I began teaching English as a foreign language. This job quickly took me to China, where English teachers were in high demand and within three years, I began working in a 5-star hotel, speaking Mandarin throughout most of my day. In total, I lived abroad for 7 years.

I consider Undiscovered Sunsets to be the perfect mélange of my personal experience traveling the world and my professional experience working in the hospitality industry.

I look forward to designing your next adventure!

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38 The Essentials: Lecce, Salento, Matera & Bari, Italy (Part 2)