Has visiting the Hawaiian Islands been on your travel bucket list? If it has, there is no better time than now to take a spectacular Hawaiian vacation with your family. Imagine spending twelve days exploring three of the six Hawaiian Islands. During this time, your family can go on adventures while making memories. Today, I am sharing a sample twelve-day Hawaiian vacation itinerary. It will show you what is possible during a family vacation in Hawaii. However, your itinerary doesn’t need to look exactly the same. I can personalize it to meet the needs of your family, so you can take the adventures you want while vacationing in paradise.  

12 Day Spectacular Hawaiian Vacation 

This spectacular family vacation on the Hawaiian Islands will take you to the islands of Oahu, Maui, and Kauai. Each island offers something magical and unique. Perfect for those memory making moments with your family.  

Day One: Oahu 

The first day of your amazing Hawaiian vacation will begin with you flying into Oahu’s airport. I recommend staying at a resort near Waikiki Beach. This will allow you to experience the ambiance of this popular Oahu beach. And you will be close to many of the activities you will be doing throughout the beginning part of your family vacation.  

Today will be all about exploring your resort, spending time relaxing on one of the best beaches on Oahu, and maybe even walking around the Waikiki area.  

You will want to go to bed early, so you can recover from jet lag and be ready for a full day of adventures in the morning.  

Day Two: Oahu 

Day two of your Hawaiian vacation will have your family taking a tour of this beautiful island. This private island tour will last for five hours.  

Since this is a private tour, you can control how long you stay in each area you visit. You may also request specific destinations, so you stop at the sights you want to see the most.  

After your tour, you can spend the rest of the day doing the activities your family enjoys.  

Day Three: Oahu 

You can explore Oahu on your own with your family today. Or head down to the beach to take surfing lessons or go swimming. There are so many family friendly things to do in Oahu.  

Moms may even want to escape for an hour or two and be pampered at the spa. Use your imagination to make this a day you will remember forever.  

Day Four: Maui 

You will be up early today, so you can make it to the airport in time for your flight to Maui. The flight is short, so it won’t be long before you touch down on another beautiful Hawaiian Island.  

Drive to your resort, unpack, and then start the next part of your fabulous family vacation.  

You may want to spend the evening down in Whaler’s Village. You can grab a bite to eat there and do a little shopping.  

Day Five: Maui 

Of course, you can save Whaler’s Village and many of the other sights in Maui for day five of your vacation. This day will be yours to drive around, explore, and have fun.  

There are quite a few family friendly things to do in Maui. I can help you decide which activities are best for your family vacation.  

Day Six: Maui 

You can never spend too much time at Hawaiian beaches. There are a couple amazing beaches in Maui. I recommend checking a couple of them out if you don’t mind doing a little driving. Or simply choose the beach closest to your resort and stay until the sun sets.  

Day Seven: Maui 

It is finally time for your Road to Hana tour. Taking a guided tour of the Road to Hana is always best, because it allows you to focus on the sights instead of the winding road.  

Your driver will stop at many of the popular Road to Hana sights. Your tour guide will point out many others along the way.  

This will be a long day, so you will want to be prepared with drinks and snacks to keep you fueled and ready for adventures.  

Day Eight: Kauai 

After a long day on the Road to Hana, you may be tempted to sleep in on day eight of your spectacular Hawaiian vacation. And you can for a little bit. However, you will need to get up sooner than you would like to catch your plane to Kauai.  

This is another short flight, so don’t count on taking a nap while in the air. You can always take a nap once you get to your resort. Or head down to the beach for a nap on the sand.  

Day Nine: Kauai 

It is all about exploring the great outdoors when you are in Kauai. Today, your family will make memories in Kauai, as you paddle along the Wailua River to Secret Falls.  

Don’t forget to bring your camera, so you can capture some family photos amongst all the beauty you see.  

Day Ten: Kauai 

You can’t spend time in Kauai and not check out the Na Pali Coast. So, that is what your family will be doing on day ten of your Hawaiian vacation!  

Head out on a snorkeling tour to see marine life that is native to the waters of Na Pali Coast. Your group will leave the hotel for this tour very early in the morning. So, hopefully you managed to go to bed early the night before! 

Day Eleven: Kauai 

If snorkeling isn’t adventurous enough for some of your family members, today’s adventure should be much better. Today, you can fly high over the Kauai landscape, as you go ziplining.  

You can all compete to see who can go the fastest on the side-by-side zipline. Then everyone can “argue” over who really went the fastest, while you cool off in the Bamboo Pool.   

If your family doesn’t want to go ziplining, there are other amazing things to do in Kauai.  

Day Twelve: Kauai 

On this day, you will wake up and realize that your family vacation in the Hawaiian Islands is now over. You will need to finish cramming everything into your suitcases and head to the airport to fly home.  

Thankfully, all the memories you have made over the course of these twelve days will be with you forever. And you can talk about them with anyone who is wide awake during your flight. And if you are all too tired and fast asleep, you can have those discussions after you have returned to your regular routine.  

This spectacular twelve-day itinerary of a Hawaiian vacation is just a glimpse of what is possible on these three Hawaiian Islands. Your family vacation in Hawaii can be just as magical, or even more magical. All you need to do is let me know what you want to experience during your Hawaiian vacation. I will then personalize an itinerary that will have all your family vacation dreams becoming reality. And that means you can easily check an item off your travel bucket list.  

So, are you ready to have me personalize a family vacation itinerary in the Hawaiian Islands or another destination for your next trip?  

If you said yes, I would like to invite you to click here to schedule a personalized family vacation planning session with me. When you click the link, you will be taken to my digital calendar to schedule a time that is convenient for you.  

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