Custom Itineraries created by Cultivate Traveling

Are you overwhelmed by Trip Planning?

I offer customized travel itineraries based on your personal preferences and travel needs. Currently, I’m offering a custom travel itinerary for the following destinations:

Hawaiian Islands, St. John, USVI, Arizona, Illinois, England, and parts of Italy (Rome, Florence, Venice, and Cinque Terre)

Ask me if your destination is not listed; I may be able to help you plan.

A person wearing a backpack and a cap sits on a rock, overlooking the vast landscape of the Grand Canyon under a clear blue sky.
Statue of michelangelo's david against a dome background.

It’s your dream vacation. Do you want more than just a trip, but an experience? Does planning a vacation seem stressful to you? Don’t have the time to prepare yet, and want to travel independently from a group tour?

Let me help you plan your itinerary to meet your needs with a Custom Travel Itinerary.

For years, family and friends have asked me to help them plan trips.  Sometimes, they traveled with us, and I did all the planning.  I’m now extending that offer to my blog readers. 

Are you dreaming of a trip to Hawaii?

Is a trip to St. John, USVI, on your bucket list?

Have you always wanted to visit London and/or England?

Is Italy your dream vacation?

I can make your travel dreams a reality.

Here is how it will work:

  1. You will fill out a form to specify what you want to accomplish during your trip, when you plan to travel, and how long you plan to stay.
    Trip planning should be done between 6 and 3 months before your trip. There will be a rush fee if it is less than 60 days before your trip.
  2. After completing the questionnaire, I will outline your trip goals. 
  3. I will email or have a 15–to 30–minute Zoom call to discuss the outline I created for your trip in detail. I will send you a recording of our call so you can refer back to it in the future, once you’ve made the payment for your customized itinerary.
  4. Once we discuss your trip in more detail on Zoom, I will plan a customized itinerary for you. Payment must be made before I start your customized itinerary.
  5. Once payment is made, you will receive your customized itinerary in PDF form. You will also be provided with direct links to make all your reservations.

I do not handle bookings. You are responsible for purchasing your travel using the detailed links I provide. If you need help booking, I will be available to answer your questions.

One change to the itinerary is included. You must request it within two weeks of receiving your customized itinerary. Any other changes are $15/change.

Why you should use Cultivate Traveling vs. a Travel Agent to create a Travel Itinerary

  • It will be a customized itinerary that fits your travel goals.
  • Save time and money. All costs are transparent.
  • I have real-life experience to help guide you in creating your dream vacation.
  • All my years of travel experience with tips and tricks will be at your fingertips.
  • My services are affordable. I’m not a travel agent trying to sell you a preset tour; the itinerary will be customized to your wants and interests.
  • You will experience a hassle-free Bucket List Experience.
  • You have control over the bookings. I will give you all the information so you can book it yourself.
  • You will pay for only the days that you need to plan.

What you will get with your Custom Travel Itinerary

  • Airline information
  • Accommodation recommendations
  • Local Transfers
  • Car Rental/Transportation Recommendations
  • Activities customized for you.
  • Restaurant suggestions
  • Travel Tips for your destination
  • Suggested packing lists.
Maui green sea turtle swimming in the ocean
green sea turtle swimming in the ocean

Cultivate Traveling’s Custom Travel Itinerary Packages

I offer three types of Travel Itinerary Packages to fit all your travel needs.

Email Only

$25

Do you know what you want from your vacation but need some guidance? What about answering several questions via email?

$25 for three email responses about one travel destination. I will respond to each email within 48 hours.


Custom Travel Itinerary by the Day
$30/day

I will create a customized, detailed itinerary for each planned day based on your needs at $30.

Want to add another location? I charge a $15 flat fee for each destination plus the daily planning charge.

Basic Destination Itinerary

$70

Would you like a basic itinerary outline for 1-7 days for one destination? I will give you an outline with a flexible itinerary. It will include accommodations, transportation, and activities tailored to you.

However, it will not include a detailed itinerary on what vendors to use or when to do the activities.


“I’m taking a trip to the Big Island, Hawaii, for 7 days, but I only need help with 5 days.” That’s great; I’ll help you plan the days you need. I will include when to do the activities, how long they will take, and what company to use.

For example, you would like to spend 5 days on Maui and 3 days on Kauai, with a customized itinerary for each location and each day. The 8-day plan costs $240 plus $15 for an additional location, totaling $255.

Our Refunds Policy

Because of the nature of my services, refunds are not available. The initial fee includes one revision to your Customized Itinerary. Afterward, it will be $15 for each change.

I strive for customer satisfaction and will work with you to make your travel dreams come true. I hope we can communicate and that all your needs will be met without any additional revisions.