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A personal Hawaiian travel experience by Jess.Travel

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"You never say goodbye to Hawai'i. It's always 'a hui hou.' Until we meet again."

An expertly curated, personal Hawaiian travel plan unlike anything you'll find elsewhere.

Hawaii's epic beauty and culture offers you endless potential experiences. All trips are custom and private. 

> Less crowds.
> Less traffic.
> More Uniquely Hawaiian Experiences.

Peruse below to narrow down some ideas.

I picked         ! What's next?

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Hawaiian Trip planner

1. Interview

Hawaii Travel planner

2. Research

Private Hawaii itinerary

3. Book

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4. Enjoy

I figure out what makes the perfect trip for you and your entourage.

I'll put together a custom travel plan keeping everyone in mind.

This is where you give the thumbs up and get excited. 

Just show up with your personal travel itinerary on your phone.

Other Destinations

Check out our main Jess.Travel Site for custom travel itineraries created for any destination.

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(per travel day)

How much is Hawaiian trip planner?

Anyone can book a tour, pick a hotel, and read the list of "Hawaii must do's."  But, the unique travel experiences of walking to dinner on a beach, sharing a picnic of amazing Hawaiian food at an awesome overlook, or sipping coffee poolside with every family member considered, require foresight and attention to detail.


A #travellikeJess vacation itinerary includes:

  • Custom itinerary planning

  • COVID 19 Travel knowledge

  • Curating memorable travel experiences

  • Lodging options, including Airbnb/VRBO

  • Transportation booking

  • Restaurant reservations

  • Excursion planning

  • Travel Insurance offering

  • Sporting event booking

  • Dietary restrictions, disabilities & pets taken care of

  • App Download and PDF viewable custom trip plan

  • Detail to flow, no one in your party will be bored nor tired

says aloha to your travel needs.

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Travel Planner Hawaii
Image by Jeremy Bishop
Whale watch in hawaii with a custom hawaiian travel plan

Looking for a truly unforgettable Hawaiian adventure? Look no further than our Hawaiian custom itineraries. Whether you want to relax on a secluded beach, have an adrenaline-pumping adventure, or a little bit of both, we've got you covered.

Jess has extensive knowledge of the hidden gems that Hawaii has to offer. With my insider tips and recommendations, you can rest assured that you'll be experiencing the authentic Hawaii, not just the tourist traps.

Want to discover your own secret cove, sip coffee at a local cafe, or feel like you have your own private island? With our custom Hawaiian itineraries, anything is possible.

Koko Crater hike Oahu hawaii travel plan

Koko Crater

Hiking Koko Crater on Oahu is not for the faint of heart. A former military outlook turned hiker's haven gives you spectacular views at the top if you brave the 1200 foot vertical climb.

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Custom hawaiian trip planner
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My name is Jess and I love to travel. I'm a certified Nurse Anesthetist (CRNA) by trade, and a natural organizer. So, years ago, I started booking custom travel experiences for my friends and family, and decided to turn my passion into a business. Now, everyone gets to #travellikejess with a personal travel planner. 


I founded Jess.Travel to make sure the hassle of planning a custom travel itinerary would never become a barrier to seeing the world. I was born to create flexible, custom travel plans for people, and Jess.Travel/Hawaii is my newest focus. I have family who live in Hawaii, and it's one of my favorite places to be. is not just a person. It's the idea that a custom travel itinerary should maximize your time by tying together "happy moments" in new places.  Your time is valuable. Let me handle all the details and organization. Have me create a personal travel itinerary for you today.

custom hawaiian travel planner
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