Custom Itinerary Planning - Love Your Italy

Q: We're Experienced Travelers...

...who've been to the Dolomites more times than we can count and who've travelled to more than 40 countries all over the world. We have experience with budget and luxury travel, adventure, family, seniors, kids, and everything else. We know travel inside and out, thus we're able to create itineraries that are realistic. Not all travel agents, and certainly not AI chat-bots, have the experience to do that. We're true travelers, and we're ready to help you have your dream trip.

Q: Detailed Proposals and Itineraries

Our itineraries are very comprehensive and are designed to provide you with a seamless travel experience, while giving you a range of activities to choose from based on how you feel. We make sure that your itinerary fits exactly what you're able to do - and want to do. Expect each itinerary to have daily plans with alternatives. You can also contact us during your trip if something goes amiss!

Dolomites

Custom itineraries

Would you like to go to the Dolomites, but are you getting completely overwhelmed by how many places there are to see, hikes to choose from, roads to navigate, and things you apparently need to book in advance?

Or you don’t have the 20, 30, or even 50 hours to to spend researching your vacation? Or maybe you just dislike planning (completely valid!).

You don’t have to.

Tell us what you want from your Dolomites trip, and we’ll turn it into a realistic, personalized itinerary designed around YOU.

We’ll do the research, connect the dots, work through the logistics, and map out your days – so you can stop planning and start looking forward to your trip.

Start my custom itinerary

A woman in a beige puffer jacket stands outdoors, smiling slightly, with green pine trees and rugged, snow-dusted mountains in the background under a partly cloudy sky.

Your journey, made easy

YOUR DREAM TRIP STARTS HERE

Stop planning. Start looking forward to your trip.

The Dolomites are incredible – but planning a trip here can get surprisingly complicated.

There are countless towns, hikes, viewpoints, mountain passes, cable cars, parking restrictions, transportation options, seasonal closures, and experiences to choose from. Some places require advance reservations or access arrangements, and simply putting a list of “things to see” together doesn’t guarantee that they make sense in the same trip.

And that’s before you try to figure out how much you can realistically fit into each day.

That’s where we come in.

We don’t create generic travel guides or simply give you a list of recommendations. We create your dream trip.

Your itinerary is built around your interests, travel style, fitness level, budget, the season you’re visiting, and the way you actually want to experience the Dolomites.

The goal isn’t to cram as much as possible into every day.

The goal is to help you have an amazing trip without constantly feeling rushed, lost, or wondering what you’re supposed to be doing next.

What you are really paying for

Not a PDF. Not a generic travel guide. A trip that makes sense.

A Dolomites trip can take 10–50 hours of research and planning if you try to figure everything out yourself. As a minimum.

And even after all that research, you can still end up with:

A hotel in the wrong location
Too much driving
An itinerary that’s impossible to complete
Too many activities packed into one day
Huge gaps where you have nothing planned
Missed booking or access requirements
Routes that look great on paper but don’t make sense in reality
The stressful realization halfway through your vacation that you planned too much – or not enough

Our job is to take that entire planning puzzle off your plate.

You get the benefit of our experience and research without spending your vacation researching your vacation.

How much does custom itinerary planning cost?

Every Dolomites trip is different, so we price your itinerary according to the number of days and complexity of your trip.

Starting price: $50 per day planned

More complex trips – such as multi-base itineraries, extensive hiking or biking, photography-focused trips, complicated logistics, or more involved research – may be quoted at a higher rate.

You’ll receive an exact quote based on your trip before we begin.

Your custom itinerary includes

✅ A personalized plan for every day
Activities and sightseeing chosen specifically for your interests, pace, abilities, and travel style – with alternatives when appropriate.
✅Smart logistics
General transportation guidance, realistic routing, and recommendations designed to help your days flow well.
✅Places to stay
Accommodation and neighborhood recommendations with links to help you book the right base for your trip.
✅Dolomites-specific know-how
We take into account the details that can make or break a Dolomites trip – including seasonal considerations, access requirements, routes, transportation, and places where advance planning may be necessary.
✅A printable packing list
Because the right things to pack can make a big difference in the mountains.
✅Two itinerary drafts
You’ll receive an initial draft and have the opportunity to request changes before we finalize your itinerary.
✅Travel Pass/App/Ticket recommendations
We’ll help you understand what you’ll need to make your trip run smoothly.
✅A call with us
We’ll go over the finished itinerary together so you can ask questions and feel confident about your plans.
✅ Route outlines for hikes or bike trips
When relevant to your trip, we’ll outline routes and prepare navigation so you aren’t left trying to figure everything out on the mountain.
✅Navigation prepared in Google Maps
Your trip is mapped out so you can actually use your itinerary while you’re there.
✅Map with places to visit marked
Your important stops and recommendations are marked for easy reference.

Reach Out!

Request Quote

Who is our custom itinerary planning perfect for?

✅ First-timers – if you’re dreaming of exploring the Dolomites, but are overwhelmed by the options and wouldn’t want to miss the highlights, we’re here for you!
✅ Explorers – we love to explore the highlights and find new and interesting things to see and do that few others suggest. If you’ve seen the highlights already, but would like something more unique for your trip, we’re your people for planning!
✅ Photographers – Michal is always out there, looking for the best angle to capture the moments. We can plan your trip based on your photography preferences!
✅ Adventurous souls – we love adding a bit of adventure to our trips, so if adrenaline calls you, we can help!

What do people say?

      EXCELLENT  
   Based on 6 reviews 
    
 
 
 
   
 
 
       Posted on Google  
   
   Bart L 
 
 
 
 Trustindex verifies that the original source of the review is Google. BIG THANK YOU to Kristine for your insights and support in navigating my family's recent trip through the Dolomites. I thought I had a good itinerary set using Ai and as the trip came closer I decided to share it with Kristine.  BEST thing I ever did - well worth the money.  With her extensive knowledge of the area she spotted the overly ambitious hikes and ineffective extended drive times that were not realistic.  She provided us with honest and helpful suggestions that saved us a lot of time and energy.  Her itinerary review is highly recommended and her response time was as promised. Turned out we were going to be in the same region of the Dolomites at the same time and we ended up meeting too - truly a small world : )
  
 
      Posted on Google  
   
   Donna Wittreich 
 
 
 
 Trustindex verifies that the original source of the review is Google. I hired Kristine for an hour consultation and it was extremely worthwhile. She sent me some questions in advance, and during the course of our hour, we identified the best town for me to base without a car (and it wasn’t the “standard” answer) and she further made hotel recommendations based on my criteria and planned some possible hiking days (at my pace) for me. After the consultation, she sent me an email with everything summarized and a Google My Map with locations marked. She also promptly answered later questions that I emailed. Kristine really helped get me ready for my trip!
  
 
      Posted on Google  
   
   Kelly Pettko 
 
 
 
 Trustindex verifies that the original source of the review is Google. Kristine helped plan a wonderful 3 days in the Dolomites for our family.  I was so overwhelmed trying to do it on my own and she was an immense help.  She found us a driver for a day, put together an itinerary to follow with suggested options to meet our needs, lift links, restaurant links and more.  She was always prompt to answer my (many) emails of questions and a pleasure to work with.  10/10!
  
 
      Posted on Google  
   
   Nancy Schneider 
 
 
 
 Trustindex verifies that the original source of the review is Google. Kristine was an invaluable find for our trip to the Dolomites.  She planned our itinerary to what we wanted to do, gave helpful tips, was there to handhold when we had some questions along the way. We really  liked the maps we could just download  to the rental car mapping. I would give 10 stars if I could!
  
 
      Posted on Google  
   
   Nicola Wrightson 
 
 
 
 Trustindex verifies that the original source of the review is Google. The service from Kristine of Love Your Italy has been amazing.  She is very knowledgeable about the Dolomites and had some great ideas when we had our one to one session for our trip to Italy.  We are a family of four, with two active teenagers and Kristine came up with some great ideas.  We have since tweaked our itinerary and she has helped with providing all of the links and detailed information on a day to day basis of our entire trip.  I would highly recommend her service.
  
 
      Posted on Google  
   
   Sheila Dean 
 
 
 
 Trustindex verifies that the original source of the review is Google. I cannot recommend Kristine highly enough! She helped me plan my itinerary for the Dolomites, and her knowledge, attention to detail, and thoughtful recommendations were invaluable. Planning a trip to a region as beautiful and expansive as the Dolomites can feel overwhelming, but Kristine made the entire process easy, organized, and exciting. What impressed me most was her ability to balance logistics with experience. She didn't just tell me where to stay. She helped me understand how to make the most of my time, which locations would work best for my travel style, and how to structure my days to maximize both convenience and breathtaking scenery. Her recommendations gave me confidence that I am going to experience the very best the Dolomites have to offer. Kristine was responsive, knowledgeable, professional, and genuinely invested in helping create an unforgettable trip. If you're planning a visit to the Dolomites and want expert guidance from someone who truly knows the region, you will be in excellent hands with Kristine. Thank you, Kristine, for helping turn what could have been a complicated planning process into something exciting and enjoyable. I can't wait to experience the adventure you've helped create!
  
 
  
  
 
     Verified by Trustindex  Trustindex verified badge is the Universal Symbol of Trust. Only the greatest companies can get the verified badge who has a review score above 4.5, based on customer reviews over the past 12 months. Read more

How does it work?

An advertisement for a Dolomites 10-day hiking itinerary, featuring a rock formation photo, itinerary highlights with green check marks, price of $49.99, and a yellow "Get it now!" button.

We love the Dolomites, and we love planning trips to them. We base our itineraries on our experiences and meticulous research so that we can tailor them to your specific needs and wishes.

Not sure yet? Let’s talk!

Why choose a no-book travel planning service

aka How we can help you avoid expensive mistakes.

Truly custom itineraries

We custom-make each itinerary based on your dreams, wants, needs, and budget. No need for a one-size-fits-all itineraries, which you’d have to adjust to your group’s interests, pace, and style.

No hidden commissions

Since you book the hotels, activities, and everything else based on what you’re ready to pay, you don’t need to pay agency commissions or hidden charges. You know what our rate is going in, and you can rest assured that we won’t charge you anything extra.

We’re Experienced Travelers…

…who’ve been to the Dolomites more times than we can count and who’ve travelled to more than 40 countries all over the world. We have experience with budget and luxury travel, adventure, family, seniors, kids, and everything else.
We know travel inside and out, thus we’re able to create itineraries that are realistic. Not all travel agents, and certainly not AI chat-bots, have the experience to do that.
We’re true travelers, and we’re ready to help you have your dream trip.

Reliable Communication and Personalized Attention

We’re 100% committed to creating your dream trip, and we typically reply to you in 24 to 48h. We settle every question and concern you have and do our very best to bring your dream trip to life.
We pay close attention to every detail of your trip and ensure we give you what YOU need, not just give you a generalized travel guide.

Detailed Proposals and Itineraries

Our itineraries are very comprehensive and are designed to provide you with a seamless travel experience, while giving you a range of activities to choose from based on how you feel.
We make sure that your itinerary fits exactly what you’re able to do – and want to do. Expect each itinerary to have daily plans with alternatives. You can also contact us during your trip if something goes amiss!

Can’t AI plan my trip?

AI can generate an itinerary, but we know whether it will actually work.
AI can help you with starting your trip, but it has been known to give completely crazy timelines, mistake hike difficulties, or offer places that don’t exist in reality.
You would still have to go through forums, blog articles, reviews, and itineraries to make sure that it doesn’t send you somewhere unsafe.

Let’s Make Your Trip Magical

Discover a world of possibilities with our custom itineraries, tailored uniquely to you

Consider Our Services

We provide comprehensive itinerary planning without booking services, ideal for travelers who are confident in handling reservations but seek expert guidance in crafting a seamless, customized itinerary.

Reach Out for Your Specific quote

Fill out the Google form with as many details as you possibly can, or reach out to us directly, and we’ll send a quote to you based on how much time the planning will take.

Consultation and Planning

When the services have been agreed on and paid for, we’ll schedule a phone consultation to discuss potential places to visit and activities, budget, specific concerns, and any questions you may have.

Personalized Itineraries Just For You

Once we have all the necessary details, we will craft your itinerary, designed to deliver a seamless and unforgettable travel experience. You will receive an initial draft with the opportunity to request adjustments, followed by a final version containing all the information needed to confidently book your trip.

Book Your Next Adventure Now!

Make sure to include a bit of information about your dream trip and how many days you’d like to spend in the Dolomites.

If you have a discount code, also add it in the message!

Send an email

If you’re interested in us planning your itinerary, contact me at kristine@loveyouritaly.com or fill out the form!

Contact us right now!

Set up a free call

Not sure if you need Custom Dolomites Travel Planning?

If you’d like to try and plan your own Dolomites itinerary, but you’re not sure where to start, here’s our How to plan a trip to the Dolomites full guide that you can read!
Or look into the itineraries from our previous trips!