Custom Itineraries created by Cultivate Traveling

Stop spending hours researching. Get a custom trip designed just for you — so you show up relaxed, excitedl and ready to explore.

Your Dream Trip, Planned for You — Stress-Free, Bucket-List Ready

Start Your Trip

Who it’s for

You’re a traveler with big dreams — maybe a tropical retreat, a city you’ve always wanted to wander, or that iconic destination you’ve pinned but haven’t yet booked. You care about experiences, not just places. But here’s the catch: you don’t have the time (or desire) to dig into endless how-tos, compare hotels, figure out transport, or build a day-by-day plan from scratch. You want a trip that feels effortless, while still being rich in adventure.

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.
Cultivate Traveling in Venice on a gondola with a man rowing with red and white shirt.
Statue of michelangelo's david against a dome background.

What you get

Two simple ways we’ll make this happen:

  1. Custom Itinerary Creation
    • You tell me your destination, travel length, style, and what matters most.
    • I’ll build a complete plan: where to stay, how to get around, what to see & do, plus restaurants and local tips.
    • Delivered as an easy-to-use PDF (or whatever format works for you) with direct links and a clear day-by-day flow.
    • You keep control of bookings but gain the clarity, structure, and excitement of a tailored plan.
  2. Itinerary Review & Insight
    • Already have a plan? Let’s make it better.
    • I’ll analyze your current itinerary, identify weak spots (too rushed, missing big moments, mis-connected travel), and suggest smart tweaks.
    • You’ll receive actionable improvement ideas so your trip is efficient, meaningful, and fun.

What does it help you achieve?

  • A vacation you actually enjoy — No more stressing over logistics while you should be sipping a drink or snapping the perfect sunset photo.
  • Maximum experiences, zero overwhelm — You’ll fit in your must-do sights and still have room to breathe, explore, and be surprised.
  • Confidence when you travel — You know what you’re doing, where you’re going, and how it will feel.
  • More fun, less worry — You’ll arrive at your destination feeling like the trip is already in motion instead of scrambling as you go.

Why it matters now

Time is moving. That bucket list destination you’ve had your eye on? It’s not going to wait forever. And the last thing you want is to end up on a trip that feels rushed, rushed, or under-planned.

Whether you’re squeezing in a getaway between work demands or finally giving yourself the break you deserve, having a plan that’s built for you means you get to focus on the memory-making. Don’t settle for “good enough”. Let’s make this the adventure you’ll remember for a lifetime.

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 later, once you’ve made 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 as a PDF. 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.

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

Cultivate Traveling’s Custom Travel Itinerary Packages

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

Email Only

$25

Need a little guidance, not a full itinerary? Send me up to three questions by email and I’ll give you clear, expert answers based on real travel experience.

✔ Ask about destinations, hotels, routes, or trip logistics
✔ Get thoughtful, specific advice — no AI-style lists or generic answers
✔ Ideal for fine-tuning your own plans or quick travel decisions

Perfect for: Independent travelers who just need a nudge in the right direction.


Custom Travel Itinerary by the Day
$35/day

A tailor-made itinerary that transforms your ideas into a smooth, exciting plan.

Perfect for: Travelers who know their destination but don’t have time to piece everything together.

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

Basic Destination Itinerary

$70

Already mapped out your trip but want a pro to polish it? I’ll help you refine and perfect it.

✔ Detailed review of your existing itinerary
✔ Feedback on pacing, transport, and balance
✔ Recommendations for better routes and local experiences
✔ Action plan sent directly to your inbox

Perfect for: Travelers who enjoy planning but want confidence their trip makes sense before booking.


Our Refund 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.