Island Hopping the Hawaiian Islands: Maui, O’ahu, and Kaua’i

The Hawaiian Islands are truly an awe-inspiring destination.  Many travelers consider the Hawaiian Islands to be a once-in-a-lifetime trip, especially if they don’t live on or near the West Coast. Make the most out of your next trip to Hawaii by going island hopping!  It is very easy to go from one island to another.  Build in the extra days to your vacation schedule and make the most out of it!


  • Take a one hour trek up the Crouching Lion Trail on the Windward Side of O’ahu.  When you reach your destination you can overlook all of Kahana Bay (and would be a great spot for a proposal – just saying!).
    Crouching Lion, O'ahu
    Crouching Lion, O’ahu
  • Spend one full day at the Pearl Harbor Memorial.  Visit the USS Arizona Memorial, the Pacific Aviation Museum, meet a Pearl Harbor survivor (only during certain days), take a tour of the USS Bowfin, visit the USS Oklahoma Memorial and explore the USS Missouri
  • Learn to surf off of the North Shore of O’ahu!  Spend a couple hours learning from a local surfing expert to earn bragging rights!
  •  Spend one full day seeing O’ahu by land and sea during a tour:  hike deep in the rainforest of Manoa Valley to see a rarely visited 200-foot waterfall.  Take a shuttle up into the Ko’olau Mountains to Pu’u Ualaka’a State Park.  Board a bike a cruise down, stopping for lunch and overlooking Waikiki city and valley neighborhoods.  Finally, board a catamaran and finish off the day snorkeling among sea turtles, tropical fish and maybe dolphins and whales (seasonally).


  • Brave the wild road to Hana.  Start early in Pa’ia.  Spend the day navigating the 620 turn drive and about 52 miles of rural coastal road.  There are many stops to take along the road:  Garden of Eden Arboretum, Upper Waikani Falls, a local banana bread stand, botanical gardens, Kaihalulu red-sand beach, and much more.  End your day in East Maui at the town of Hana enjoying a dinner at a local restaurant!
    Kaihalulu beach Maui
    Kaihalulu beach, Maui
  • Get tickets for the Hawai’i food and wine festival that runs from October 5th-October 27th, 2019.  Learn new Ramen recipes from world-renowned chefs!
  • Dive into the deep at Molokini Crater – considered one of the premier snorkeling and diving destinations in the world.  While many have dove in the crescent-shaped concave, the backside of Molokini is where you may see whale sharks and reef sharks.
    Molokini crater, Maui
    Molokini crater, Maui


  • Take a chartered boat to the “Forbidden Island” of Ni’ihau for coastal views and snorkeling off the uninhabited island of Lehua.  The clarity of water is stellar – it’s like jumping into an aquarium!
  • Submerge yourself in Limahuli Valley.  Limahuli Valley, Garden and Preserve, is located on the most biodiverse Hawaiian island, Kaua’i.  Wander among the hibiscus and the ‘ahakea tree and get lost in the Polynesian history and culture.
    Limahuli Valley Kauai
    Limahuli Valley, Kaua’i
  • Finish off your island adventure by attending a garden luau!  Enjoy the unique flavors of the Hawaiian islands by enjoying an authentic pig roast, eating poi, and sharing the aloha spirit.

Have you been putting off a trip to the Hawaiian Islands?  Contact me here and let’s start planning!

-Leah D.

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