Custom Itinerary Planning - Love Your Italy

Your Personalized Dolomites Itinerary – Planned Just for You

Skip the overwhelm, ditch the guesswork. Receive a custom-made day-by-day travel plan designed around your interests, fitness, and schedule – so you can feel confident and make every moment count.

Start my custom itinerary

A child walks downhill with trekking poles through a wide alpine meadow while descending from Monte Pic toward the Seurasas junction. Sassolungo dominates the view across Val Gardena with scattered huts and forested slopes below.

Stop planning. Start looking forward to your trip.

You only have so many days in the Dolomites. The list of places you want to see? Somehow, that seems to have no limit.

You start with a few hikes and viewpoints, then save another hotel, another lake, another place someone insists you have to visit. Before long, your trip is scattered across Google Maps, screenshots, notes, Instagram saves and a ridiculous number of browser tabs.

And the more you research, the harder it gets to work out what actually fits. We know that problem very well.

We’re Kristine and Michal, and we’ve spent more than 10 years traveling through and researching the Dolomites, and we’ve helped travelers from all around the world have their dream trips. We know what it’s like to have limited vacation time and an unlimited list of things you want to squeeze into it.

Our goal is to help you have an amazing trip without constantly feeling rushed, lost, or wondering what to do next.

How much does custom itinerary planning cost?

Price: $99 per day planned

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 – in an easy to use and print PDF format.
✅ A personal, password protected page
A page on our website with your hotel information, all the links for navigation, hike maps, and activities, and anything else important for your trip. This way, you can easily find them – and mainly, click them -, because Kristine hates clicking links in PDF files, haha.
✅Smart logistics
General transportation guidance, realistic routing, and recommendations designed to help your days flow well.
✅Places to stay
Accommodation and neighbourhood 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 do a discovery call before starting to plan to make sure that we’re completely aligned on what your dream trip entails.
✅ 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.
✅ An after-planning call to go over your finished itinerary
Let’s go over it, page by page. Ask us any questions you have, ask for changes,
✅Email support during your trip
Do you have any questions or would like some suggestions for alternative things to do? Write to us, and we’ll get back to you in – generally – up to 12 hours.

Reach Out on email!

Request Quote

Here is an itinerary that we created:

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Let’s Plan your Dream Dolomites Adventure!

Spots are limited each month to ensure every client gets our full attention. Get started now so your dream trip doesn’t have to wait!

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.

Tell us about your trip

Fill out the questionnaire with your dates, ideas and what you need help with. We’ll review it and send you a quote. Once you’re ready to go ahead, we’ll have a call to make sure we understand exactly what you want from the trip.

We plan it

We’ll research and build your itinerary around your interests, pace and logistics. This usually takes up to two weeks, and we may check in by email if we need to clarify anything along the way.

Review your itinerary

You’ll receive your PDF itinerary and access to your private trip page. You can then review everything, ask questions and request changes before we finalize it. And if questions come up while you’re traveling, you can email us during the trip.

Do you have questions? Let’s talk!

What do people say?

      EXCELLENT  
   Based on 10 reviews 
    
 
 
 
   
 
 
       Posted on Google  
   
   Nansi Martin 
 October 24, 2026
 
 
 Trustindex verifies that the original source of the review is Google. I consider myself pretty good and efficient at writing itineraries for my trips…. Until my I decided to visit the Dolomites. I was very overwhelmed with the many places I wanted to visit, distances, and flow. I decided to bite my pride and reach out to Kristine at Love your Italy for help. I was very impressed with her fast, precise, and straightforward planning that finally gave me clarity for my trip. She was quick to respond to all my silly questions and the itinerary was very comprehensive. It was o e less thing I had to worry about regarding this trip and I was able to finally relax. I would 100% recommend using this useful service especially for for first time visitors:)
  
 
      Posted on Google  
   
   CR Shelt 
 October 14, 2026
 
 
 Trustindex verifies that the original source of the review is Google. I am SO glad I used Krisitne and Michal to help with our trip in the Dolomites!  They helped with our 10 day trip overall as well as planned 3 individual days. The 3 days were fantastic and easy.  It gave us detail of arriving early, where to park, different hikes we could take and how long they would take and the level of hikes.  It made those days so They are so professional, quick to repond and easy to work with.  I kept saying during our trip that I'm so glad I had their help and it could not have done it without their help.  I HIGHLY recommend Kristine & Michal to help with your trip to the Dolomites!
  
 
      Posted on Google  
   
   Doug Shahian 
 September 29, 2026
 
 
 Trustindex verifies that the original source of the review is Google. On our past few trips to Europe we've found that our travel agent in the US is great at finding hotels but is not as good at the important local details.   On our most recent trip, to the Dolomites, we were fortunate to have found Kristine and Love Your Italy.   She provided a custom itinerary that had such incredibly useful tips like driving directions to each parking lot, which lots and cable cars needed reservations, when to visit certain sites, etc.   She can even plan your entire trip with hotels too.  She is very easy to work with and after making your itinerary you get a video call to review everything with her and go over any questions. The Dolomites are VERY confusing.   There is so much to see and sites can be very far from one another.   Kristine is invaluable when it comes to figuring out where to go and when.   For example, we saw Prato Piazza and Lago di Braies in the same day because they are close to one another.   But Lago di Braies requires a reservation for parking and Prato Piazza has restricted times when the road is open!   Same with Seceda - the lot filled up before the first cable car even started.   Having Kristine made these things much less stressful. The most important thing she did in my opinion was the Google maps links.  You can't just type "tre cime" into Google maps and get to the right place.   Kristine provided daily driving directions from our hotel to wherever we were going that day and it was so helpful.   She also provides trail descriptions and ideas for activities. Kristine's fee is very reasonable considering the work she puts in to each itinerary.  We highly recommend her for your trip!   Oh, and go to the Dolomites.   They are absolutely stunning.
  
 
      Posted on Google  
   
   Deirdre Laframboise 
 September 27, 2026
 
 
 Trustindex verifies that the original source of the review is Google. I found Kristine and her blog Love Your Italy on FB. She gave her time generously via email and a phone call to provide great recommendations aligned to what we were looking to find for our trip to Dolomites. She knew the best smaller towns with character, easy access(parking too) for the trams, museums, and restaurants. Lots of other tips like how best to travel and accommodations. The options in Dolomites were overwhelming and Kristine really helped us make choices and have a fantastic trip  DL
  
 
      Posted on Google  
   
   Bart L 
 August 26, 2026
 
 
 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 
 August 18, 2026
 
 
 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 
 July 23, 2026
 
 
 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 
 July 17, 2026
 
 
 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 
 June 7, 2026
 
 
 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 
 June 5, 2026
 
 
 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

Would you like a higher level of support?

cUSTOM ITINERARY PREMIUM:

INCLUDED:

✅ Everything in the standard Custom Itinerary

PLUS

✅Helping you with booking hotels and activities
We can’t make hotel or activity bookings on your behalf, but we can help you through the booking process. We can do it together on a Google Meet call, over WhatsApp, or another way that works better for you. We’ll talk through what you need and figure out the easiest option.
✅Fully planned-out alternative days
Your Standard itinerary already includes alternative activities, but sometimes you want a proper Plan B rather than a list of ideas. We can plan alternative versions of your day from start to finish, including the route, navigation, and relevant hiking or activity links.
✅Ongoing itinerary updates
Changed your mind about an activity? Want another option? Need to rearrange part of your trip? Send us a message and we’ll update your itinerary where it makes sense, or explain why we wouldn’t recommend the change.
✅Priority WhatsApp support throughout your trip
Weather changed your plans? Got confused about where to go? Need another activity or help rearranging the day? Message us on WhatsApp and we’ll help you figure out what makes sense next.

Price: $199 per trip day

WhatsApp support included

A quick note about WhatsApp support: We’ll respond as soon as reasonably possible, but this isn’t 24/7 on-call support. We may be driving, hiking, in an appointment, spending time with family, or asleep when you message. Most questions will get a response within a couple of hours during the day, but occasionally it may take longer. For emergencies, please contact the appropriate local emergency services.

Frequently Asked Questions

Is it really worth $99 per day?

Absolutely. The $99/day covers the research, routing, logistics, and recommendations that go into building each day around your actual trip. You’re not buying a generic itinerary or a PDF template. Planning a Dolomites trip can take 20–50 hours (or more). We’ll save you that time, eliminate the risk of costly mistakes, and make sure every day is tailored for you.

How personalized is my itinerary?

Every plan is unique. You’ll have a discovery call first, and we’ll plan around your dates, interests, abilities, accommodation, and the places you most want to see.

What if I have questions or want changes?

You’ll get a draft, time to request tweaks, and support via email during your trip. VIP clients get extra revisions and WhatsApp support.

What if I’m not happy?

If your final itinerary isn’t what you hoped for even after revisions, we’ll work with you until it’s right – or refund any unplanned days. Each client and plan is handled with personal care, so no worries, will do everything in our power to get it right.

Who is this NOT for?

This probably isn’t the right service if you want to travel completely spontaneously, want someone to make bookings on your behalf, or already have a finished itinerary and only need a second opinion. If you already have your trip planned, our itinerary review or consultation may be a better fit.