How do you plan your baby boomer travels? For complicated trips, Alan and I use a travel agent. But, for the most part, we research, plan and book our adventures with the help of the Internet. For our recent travels to the Big Island and Molokai in Hawaii, here’s how we did it.
Air
This trip began because we wanted to use up some of our United frequent flyer miles. After researching available flights online, I stopped by SeatGuru to review the best seating options before booking the flights. I knew from a previous trip to Hawaii that United crams the rows together in economy; so, after securing economy seats with miles, I accepted the offer to pay up for economy plus. The small up-charge was worth the extra leg room to us.
For the flight from the Big Island to Molokai, I searched Kayak to find flights then visited the individual airline sites. Because we were flying from Kona to Molokai but returning to Hilo, arranging convenient flights took a bit of research. Island Air had the shortest and most convenient flight times for our itinerary.
Accommodations
This trip to the Big Island and Molokai was about off-the-beaten path adventure, including accommodations. For bed and breakfasts on the Big Island, I checked out the Hawaiian Bed and Breakfast Association where I chose The Orchid Inn on North Kona for four days and, upon our return to Hilo from Molokai, the eco-friendly Waianuhea in Big Island’s Hamakua District. On Molokai, Alan and I picked Hilltop Cottage which we found through Vacation Rentals By Owner.
Activities
We find that personal recommendations provide the starting point for planning our adventures. First, we asked friends about their trips to the Big Island and Molokai. I also consulted my social networking buddies at Facebook and Twitter who sent personal experiences as well as websites to review. My newest copy of Off the Beaten Path by Reader’s Digest, introduced me to some wonderful out-of-the-way choices. And, Go Visit Hawaii, Hawaii.com and the state’s official site, Go Hawaii, provided more adventure options.
How was our trip? Did we enjoy our accommodations? What did we do? You’ll be reading about our experiences during the next few weeks.
What methods do you use for planning trips? Do you have any tips for making it less time-consuming? Post away. I’m all ears.














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Aloha Donna and mahalo for the shout out! I’ve been catching some of your tweets from Molokai and sounds like you’re having a great time. Enjoy!
great resources. and have fun!!
Very well planned travel to Hawaii. It seems that everything is well organized from the air flight, cottage accommodations and the adventures. Enjoy your trip!
Hi Donna
I do find that using home/holiday rentals is often cheaper and better than staying in hotels, even for short trips.. I stayed in central Paris in a very sweet 1 bed apartment for 3 days once and it was half the cost of a hotel almost next door..
Came across this blog while looking for ‘Abel Tasman with baby!’.. guess you using baby boomer has drawn me here, but I am enjoying your blog.. I’ve just started my own blog too..about my travels..
I’ve hiked the Abel Tasman twice, including the internal route for part of the way.. it is truly stunning and always a pleasure to return.. I hope you make it back one day soon..
Thanks for stopping by, Melanie. I hope to get back to New Zealand again one day. I’d love to hike more of the Able Tasman trails.
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