
First-Time Travel to Lānaʻi: 4-Day Itinerary
There are many reasons to travel to Lānaʻi: world-class golf and scuba diving, epic hunting and fishing opportunities, and pristine beaches with crystal-clear water, to name a few.
In 2012, Oracle Corp. co-founder Larry Ellison — the second richest person in the world — purchased 98 percent of the island of Lānaʻi for $300 million. Ellison follows a more than century-long line of wealthy men who have owned the island. In 1922, James Dole built the world’s largest pineapple plantation—20,000 acres—on Lānaʻi.
While remnants of that era remain in the form of vast fallow lands, the island today remains both beautiful and distinct from the other Hawaiian islands. Luxury tourism now prevails, and while only a small portion of travelers can afford to stay at its high-end resorts, Lānaʻi offers a more private experience with significantly fewer crowds. For those seeking seclusion and serenity, it’s a trip worth every penny.
Day-by-Day Itinerary
Day 1: Check in and relax.
You’ll likely take a charter flight to Lānaʻi from Honolulu via Lānaʻi Air. The trip takes about 20 minutes, and upon arrival, a driver from the Four Seasons will be waiting to take you to the resort.

Four Seasons Resort Lānaʻi
Courtesy of Four Seasons Lānaʻi. Photo by Barbara Kraft.

Nobu Lānaʻi
Nobu Lānaʻi. Courtesy of Four Seasons Lānaʻi. Photo by Barbara Kraft.
Day 2: Meet the island of Lānaʻi
Time to hit the road and discover what makes the island of Lānaʻi unique.

Holoholo Tour
At Four Seasons Lanai you can go holoholo with your own personal local tour guide. Photo courtesy of Four Seasons Lanai.

Pool or Beach Time
Photo courtesy of Four Seasons Lanai.

Kilo Hōku (observe the stars)
Lānaʻi Observatory. Courtesy of Four Seasons Lānaʻi. Photo by Robb Gordon.
Day 3: An afternoon in Lānaʻi City.
After some light morning exercise, take a Four Seasons shuttle into town to engage with local culture and support small mom and pop shops.

Guided Pu’upehe Morning Hike
Courtesy of Four Seasons Lānaʻi. Photo by Robb Gordon.
Saturday Farmers Market
Blue Ginger
Lānaʻi Cultural & Heritage Center
Day 4: Hit the green.
After coffee and breakfast, enjoy one last day doing one of the activities Lānaʻi is best known for…

Golf
Courtesy of Four Seasons Lānaʻi. Photo by Robb Gordon.
Lānaʻi City Bar & Grill
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