Maui Itinerary 

Click the activity on the schedule to navigate

Pipiwai Trail

Amazing hiking trail off the road to Hana, considered one of Maui's best hikes to do.

  • 3-5 Hours depending on the pace of the hike

  • Beautiful Banyan Tree while hiking

  • Couple of waterfalls on the way

    • ​Makahiku Falls

    • Waimoku Falls

    • If there has been a lot of rain there can be random waterfalls

  • 3 awesome bamboo forest sections throughout the hike

Driving in Maui

Driving in Maui was pretty easy with not much traffic, mostly 2 lanes around the whole island. 

  • Driving the road to Hana a must, try to rent a convertible for this drive

  • Most hotels charge a parking fee

Our Maui Itinerary

We spent 5 days in Maui. Since this was the last island of our Hawaiian trip we decided to spend a little more time relaxing. Maui is also a quieter island when compared to Oahu. In our 5 days on Maui we wished we had more time to cover a few more excursions. We wished we attended another Luau, outrigger canoe, and some more hikes.

 

Haleakala Crater Sunrise & Hike

Early morning drive up to the Haleakala Crater. Depending where your hotel is located you can expect to wake up atlas 3 hours before sunrise. Also there is a hike that you can do down the crater. 

  • Sunrise:

    • Wake up at least 3 hours before sunrise, check with your hotel reception on the recommendation on time to leave for the crater

    • Driving to the top requires driving in the dark, but very manageable turns if you take your time

    • Expect a little traffic going up

    • Entrance fee of around $10 dollars per car

  • Sliding Sands Trail:

    • Around 3-4 hours

    • 2,800 feet descent​

    • Strenuous hike due to elevation, if not confident in completing the whole trail try going to the half way mark of the trail called Ka Luu o ka Oo cinder cone. 

    • Dont forget to take into account that the deeper you descend the more effort required to return to the start

Amazing meal, great food and ambience 

  • 2 hours if you have a 3 course meal

  • Make reservations, pretty busy place

Head out on a boat ride to the Molokini Crater. This crater is located off shore from Maui. Beautiful crystal waters located in the crater.

  • 6 hours

  • Food provided

  • Can choose to dive or snorkel

  • Video of the trip can be purchased 

Ka’anapali Beach

Beautiful 3 mile long white sand beach. You can spend the whole day here sun bathing, shopping and searching for friendly turtles.

  • 3+ hours

  • Great beach to bum around, grab a cold drink and relax

  • Great place to snorkel, lots of turtles to watch but please don't touch them

  • Decent place to do some window shopping

  • Lots of restaurants to choose from

 
 
 
 

Ululani's Gourmet Shaved Ice

Another great place to have shaved ice

  • 1 hour

  • Try adding ice cream to your shaved ice!

  • Lots of flavors, try the Li Hing Mui

 
 
 

Road to Hana

One of the most iconic activities to do while in Maui. Many stops on the way to Hana.

  • Depending on how many stops at least 4 hours and can be the whole day

  • Check this website for all the stops on road to Hana

  • Try to rent a convertible  if possible

  • Bring some snacks, there are some restaurants on the way

  • Don't forget to bring your favorite music for this mini road trip

  • Try to experience part of the road to Hana while the sun starts to set

Rappel Waterfalls Tour

Great outdoor activity. Getting up close to waterfalls and learning how to rappel.

  • About 6-7 hours

  • Different tours to choose from

  • They supply all the equipment 

  • If you have a GoPro bring a helmet mount, some of their helmets have

  • Enjoyable, but if the conditions aren't right you maybe rappelling down next to the waterfall for obvious reasons

Welcome to Messie Adventures! We are Mitch & Jessie. We're currently living on the beautiful island of Sint Maarten. We travel as much as we can part-time and enjoy all the adventures that come our way!

Mitch & Jessie

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