Take a loop around the island and spend the day exploring the very best O‘ahu has to offer. Start the day heading out to O‘ahu's North Shore for some sun and surf before circling back through Windward O‘ahu and ending up back where you started - hopefully with a Mai Tai in hand - in time to catch the sun set over Waikiki Beach.
Head out early and en route to the North Shore grab breakfast or a slice of pie from (1) Ted's "headquarters" across from Sunset Beach. The perfect pie pit stop en route to a day checking out the surfers and surf, Ted's features pies whole and by the slice. If you only have room for one, we'd recommend splitting a slice of their chocolate haupia cream pie. It's seriously pie-mazing.
Before hitting the surf, spend an hour or two in Haleiwa Town taking in the area's old-town feel, window shopping at Noelani Designs and (2) Guava Shop - an island-inspired shopping haven featuring carefully cultivated racks of flowing dresses, swimwear, bags and beach essentials as well as Guava's own line of leather clutches and local apparel.
After you've exhausted your credit cards you can exercise your stomach with some lunch at (3) Opal Thai, where chef and owner Opel Sirichandhra (yes, the restaurant is a twist on his name) has taken the tasty Thai dishes out of his old food truck without losing the flavor and personal touch, which made it so popular. Here you can dig into hot plates of tom yum, minced pork salad, stir-fried noodle, duck curry, drunken noodles and a few other dishes Opel will come out from behind the kitchen to personally recommend.
If you can, make sure to head out early so you can take in the many world-famous beaches peppering the seven mile miracle of Hawai‘i surfing. Shore hop from surf spot to surf spot starting at Shark's Cove, to Waimea Bay and ending at (4) Sunset Beach, one of the more popular surf spots for experienced boarders during Hawai‘i's big wave winter season and a popular sunning spot during the calmer summer months.
If you've still got room after lunch, split a shrimp plate at (5) Romy's one of the more popular shrimp eateries peppering Kamehameha Highway as you head back into town. Beloved for their prawns, which are pulled still dripping from the shrimp farm adjacent to the kitchen, a plate here is a sure-fire snack. Make sure to get yours "North Shore style" sautéed in butter and oodles of garlic with a few extra containers of their special sauces and an ear (or two) of Kahuku sweet corn.
If you need to get back into town earlier in the afternoon, make your way towards the Pali Highway but stop to tip your hat and take a photo of China Man's Hat, an island off of O‘ahu's Windward coast resembling (you guessed it) a China man's hat. For those with a few more hours to spare, spend some time in Kailua checking out their numerous small boutiques or juicing up for the drive back at (6) Lanikai Juice, a locally owned juice shop which is mixing things up with their use of local organic ingredients and high quality products.
A quick jaunt by Rabbit Island and the waves at Sandy Beach as you turn the corner through Hawai‘i Kai and you're in the home stretch! If it's the weekend, you can end your Circle Island Tour back in Waikiki with live entertainment and a drink (or two) at Duke's. It's the perfect end to your wholesome, whole-island day.