top of page
Got Maui? Jess custom maui travel itinerary

Oahu & Maui

A Jess.Travel 7 Day Custom Hawaii Vacation


Editors Note: This is just a sample. An actual Jess.Travel itinerary contains much more detail specific to the trip.


Get ready to embark on an exhilarating journey through the sun-soaked paradise of Oahu and Maui! Brace yourself for stunning landscapes, thrilling adventures, and the irresistible allure of Hawaiian hospitality.


From conquering the majestic Diamond Head to savoring mouthwatering guava pancakes that will make your taste buds dance with joy, this is the trip that will take you on a wild ride through Polynesian culture, hidden gems, and breathtaking vistas. Get ready to pack your bags, leave the ordinary behind, and dive into a world of tropical bliss. Get ready for laughter, and unforgettable moments in the Hawaiian archipelago.


Let the countdown to your custom Hawaiian travel plan begin.


Image by Leon Macapagal
Image by little plant

Your view might vary

 Day 1: Arrival in Oahu - Embracing the Island Vibes 

Rise and shine, it's time to go to Hawaii. Wake up early for your Delta flight at the ungodly hour of 7:42am DL1227 MCO to Honolulu. Travel time is almost 13 hours, so bring snacks, and load up some movies for the kids. Don't forget chargers. 


Arrive in Honolulu at 2:35pm local time. Take a 21 minute cab or uber to your stay at the Alohilani Hotel in downtown Waikiki [directions].  After checkin, visit the hotel car rental desk to secure your car rental with Sixt. [Confirmation #12345] ​

diamond head hike.jpg
Image by Kazuo ota

Polynesian Culture

The Bellagio fountain

Image by AussieActive

Diamond Head

Day 2: Oahu Adventure Extravaganza

Image by Fiona Smallwood

Dole Plantation

Image by Martine Jacobsen

North Shore

Day 3: Hidden Gems of Oahu's North Shore

Image by Andrew Bain
Image by Anderson Schmig

Traditional Shave Ice

Maui: The Valley Isle

Day 4: Island Paradise in Maui

Image by Matthew Sichkaruk

The Road to Hana

Image by Mike Benna

Day 5: Maui's Natural Wonders

jess kids at capitol reef _edited.jpg

Capitol Reef

Day 6: Maui's Coastal Delights

moab mountain bike travel planner_edited

Moab mountain biking

moab mountain bike travel planner.gif

Don't break your face

 Day 6: Mountain bike Moab 


Arches NP

Jess arches np custom travel planner_edi

Tired mommy

 Day 7: Drive to Salt Lake City 



Jess custom travel planner sample itiner

Congrats! You survived family vacation!

bottom of page