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Windward O’ahu : Itineraries

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  • Morning

    Begin your itinerary by heading straight for Kailua, where you can stop off at Agnes Bakery for coffee and malassadas (Portuguese hole-less doughnuts fried up fresh and eaten hot).

    Poke around the trio of antique shops clustered at Kailua Road and Hamakua Drive. If you’re feeling peckish, pick up a sandwich at Brent’s Deli (629A Kaha St), the only place resembling a true Jewish-style deli on the island.

    Then it’s time to head for Kailua Beach or Lanikai for a beach afternoon.

    Afternoon

    You could opt for a lazy, sun-soaked afternoon. But if you fancy a little more activity, rent some form of watercraft from Bob Twogood Kayaks (262 5656) or Kailua Sailboards and Kayaks (262 2555). Then, either paddle out to the Nā Mokulua (“the mokes”) off Kailua Beach or drive over to He’eia Kai Boat Harbor to check out the Ahu O Laka sandbar.

    If you do plan to spend more time on the coast, consider reserving one of the luxurious rooms at the Turtle Bay Resort (57-091 Kamehameha Highway, Kahuku, 293 8811). You can putter your way from Kailua to Kahuku, leaving mid-afternoon and making one or two stops, and still arrive by check-in time. You won’t have to face the long drive back across the island, and you can dine in the extraordinary 21 Degrees North .

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