
How To Master The Art of Bleisure on O’ahu
Every time I travel, I take work with me. It’s the only way I can fit my love for jetsetting into my busy schedule. Luckily, I’m one of those people who enjoy checking email on the beach or in coffee shops.
If you’ve ever turned a pool cabana into your office or joined a Zoom call from a hotel lobby, you’ve engaged in a growing trend called “bleisure.”
Global trends experts Jacob Stand and Miriam Rayman of The Future Laboratory coined the term “bleisure” in their 2009 biannual trend report to describe the popular phenomenon of combining business and leisure travel. Especially popular with millennials—but also embraced by Generation X—bleisure has become a way to find better work-life balance and make the most of business trips.
Bleisure is becoming more popular every year. According to a 2022–2023 bleisure travel market forecast conducted by Allied Market Research, the global bleisure market is projected to reach $731.4 billion by 2032—up 8.9% from $315.3 billion in 2022. Business travelers are increasingly rearranging their schedules to include sightseeing, activities and downtime that allow them to connect with the places they’re visiting—instead of heading straight back to the office.
Have a business trip to Oʻahu coming up?
Consider turning it into a “bizcation” by adding a few days of bleisure.
Day-by-Day Itinerary
Which Oʻahu bleisure itinerary is best for me?
If your business takes you to Oʻahu, chances are it will be in town—either at the Hawaiʻi Convention Center or in downtown Honolulu. These itineraries offer bleisure suggestions near both. All recommendations are within walking distance, so you won’t need to rent a car. You can book a shuttle from the airport to your hotel.

#1 Bleisure Near the Convention Center
If you are looking to squeeze in some beach time between meetings, this is the option for you.
Check into the Ala Moana Hotel
Dinner and Drinks at Ala Moana Hotel
Take a break at Ala Moana Beach Park
Go for a stroll, ride a bike, take a surf lesson, swim, stand-up paddleboard or play tennis—there’s plenty to do at Ala Moana Beach Park and its adjoining Magic Island. The reef-protected waters are calm for swimming, while the surf just beyond the reef is a favorite amongst local surfers. There’s a large sandy beach, plus acres of grass for sunbathing and picnicking.
Hungry? Head to Foodland Farms across the street at the base of Ala Moana Center. Grab poke, salt and vinegar chicken wings, bento boxes and more.

Shop, Eat, Drink and Get a Massage at Ala Moana Center
From luxury brands to casual fashion, Ala Moana Center offers hundreds of stores in an open-air mall steps from the beach. For a meal with an ocean view, stop at Ruscello on the lanai for a salad, burger or pasta. If you’re in the mood for something spicy, Sxy Szechuan serves chili-spiked ribs, dumplings and hot and sour soup. For dessert, I love Jejubing Dessert Cafe for Korean-style shave ice. Island Vintage Coffee and The Sunrise Shack, located on the lower level near the food court, serve smoothies, açaí bowls and coffee drinks, all made with high-quality ingredients.
Need a break? Massage Palace, also on the lower level, offers excellent foot and body massages at affordable prices. No reservation needed. (It’s one of my favorite spots on the island for a massage!)

#2 Bleisure Downtown
If you're a foodie and enjoy culture, art and shopping, this option is for you.

Check into AC Hotel Honolulu
Why work at home, when you can work from anywhere in the world? Photo courtesy of AC Hotel Honolulu.
Remote Work-Friendly Coffee Shops
Eat + Drink

Take a Shopping Break or Go on a Tour of Chinatown
Courtesy of Hook & Hide.
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