how long does it take to ride a harley around oahu,and are there any good little bars to stop and have a beer?

1. from Honolulu the north shore is about 45 minutes to an hour depending on the time of day - from the north shore to the tunnels on the east side at least another hour - longer if you stop - if you go through the tunnels then 20 minutes more puts you back in honolulu if you continue around the south point (which I would recommend its about another 45 minutes to honolulu - so at least 3 hours - I would set aside 3 more if you want to stop at the sights, beaches, overlooks, historical points and the little bars - there are some in Haleiwa near north shore and more near Kaneohe and Kailua on the south-east side.
2. I used to live on Oahu
3. I'd say about an hour to the North Shore, and hour back, Approx 2 hours the entire island, but Given you will be sightseeing and not speeding I'd say about 3-4.

   Bars? Lots, you'd have to check with the tourist info though, but I'd rec. Hitting Wamiea Bay area, beautiful stretch with a Pizza hut, and a few small bars in the area. Wamiea Bay is about 5/10 Min from the North Shore

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