Travel Services

This is where your adventure begins.

Planning a trip to Italy can be overwhelming and time-consuming, but fear not; our expertise guides you every step of the way. With over 25 years of crafting bespoke experiences for a diverse clientele, Italy to Roam specializes in curating itineraries customized to your preferences. 

Embark on your Italian adventure with Italy to Roam's tailored itineraries for
immersive and authentic travel experiences. 

Your travel options to Italy are endless. 

Let Italy to Roam be your trusted travel planner. 

Each visit is a homecoming, a chance to reconnect with the vibrant culture, savour the tantalizing flavours, and immerse myself in the timeless  tranquility and beauty that defines Italy.

From my earliest memories, Italy has held a special place in my heart, drawing me back time and time again to its cities, villages, and warm and sunny shores.

Our passion for sharing Italy with others, provides invaluable insights and experiences that have shaped our expertise as a travel curator.

With each yearly return, we’ve delved deeper into Italy's culture, forging connections with local artisans and honed our craft of tailoring Italian experiences. 

Italy to Roam is dedicated to sharing our lifelong passion and expertise with you.

Open my heart, and you will see,
Graved inside of it 'Italy’. 

Start Planning

- Robert Browning, English Poet & Playwright

- Michelle Tissi

Why Italy to Roam?

When you select Italy to Roam, you're not just gaining a travel planner but access to a wealth of benefits that will elevate your Italian adventure to new heights.  

HERE'S WHAT YOU CAN EXPECT:

Insider Knowledge

With years of frequent travel and a deep passion for Italy, we bring insider knowledge to curate unique, authentic Italian experiences. 

Custom Experiences

Our network of connections allows you the opportunity to access custom experiences from private vineyard tours to intimate cooking classes with local chefs. The possibilities are endless. 

Time Savings

Planning a trip can be time-consuming and overwhelming. Let us do the heavy lifting, from booking accommodations to planning experiences and arranging transportation, so you can enjoy every moment of your journey.
Sense • Savour • Surrender

Personalized Itineraries

No two travellers are alike, and neither are their experiences. We’ll work closely with you to craft an individualized itinerary that reflects your interests, ensuring every day is filled with moments you'll cherish forever. 

With our experienced team by your side, you can rest assured that your Italian adventure will be unforgettable.

Let's embark on a journey together and create memories that will last a lifetime.

Start Planning

Initial Consultation

Step 1

We'll start your journey by discussing your travel preferences, interests, budget, and most importantly, your vision for the trip. 

01.

Italy to Roam’s
Specialized Planning Process

02.

Itinerary Creation

Step 2

Italy to Roam will put together a preliminary itinerary including suggestions for accommodations, activities, and destination tours.

03.

Feedback & Booking

Step 3

We will connect with you once we have a good outline and start fine-tuning the details, bringing you one step closer to your trip.

At this stage, the required deposit is due to reserve your accommodations, transportation, tours and activities. 

04.

Refinement & Confirmation 

Step 4

At this time, we will review, refine and confirm all the details of your trip. While we understand that anyone can change their mind about things, changes may result in additional costs. 

05.

Pre-Trip Preparation

Step 5

As the travel date approaches, you’ll receive your details, packing tips, local insights, and contact information to ensure a smooth and stress-free journey.

06.

On-Going Support

Step 6

Whether you need emergency assistance or just looking to add a guided tour - we are just a phone call or email away.

Working with us means enjoying a seamless, personalized, and stress-free travel experience. Every detail is planned to create memories that last a lifetime.

Start Planning

Personalized Travel Planning with Clarity and Support

Italy to Roam provides personalized travel planning through licenced and insured travel professionals. From itinerary development and accommodations to transportation, experiences, and pre-departure preparation, we guide you through each stage of planning your trip.

Below, you'll find answers to common questions about our travel-planning services, destinations, process, timelines, fees, and support.

Italy to Roam creates personalized itineraries based on your travel preferences, interests, budget, and vision for your trip. Depending on the services you agree to, we can research and coordinate accommodations, transportation, tours, activities, and other experiences throughout your stay. Your selected services and the arrangements we will manage will be clearly outlined before planning begins.

Yes. Italy to Roam offers two starting points, and both lead to a fully personalized trip.

Tailor-made itineraries
are built entirely around you — your interests, pace, budget, and the specific towns or regions you want to experience. Nothing is pre-set; every stop, hotel, and day is chosen to fit your trip.

Classic itineraries draw on routes we've already developed — combinations of cities, towns, and regions we know pair well together, with the stops worth prioritizing already mapped out. This gives you a proven starting framework rather than a blank page.

Either way, the itinerary is still customized to you: your group size, travel dates, priorities, activity level, and budget all shape the final version — a classic itinerary isn't something we just hand over. And behind both approaches sits the same core work: confirming budget, booking travel, sourcing hotels, arranging transfers and tours, and coordinating every detail for your specific group.

So whether you start from a blank page or a proven route, what you end up with is a trip built around you.

We recommend beginning 9–12 months before your intended travel dates. This provides greater choice when securing preferred accommodations, transportation, tours, and experiences, particularly during summer, public holidays, and other high-demand periods.

Some trips can be planned within a shorter timeframe, depending on the destination, season, complexity, and availability. Please note that with less than 30 days to travel, accommodation, transportation, and other travel costs tend to be higher, and options are more limited. If you are travelling within the next 30 days, please contact us to discuss what may still be possible.

Travel documents and entry requirements depend on each traveller's citizenship, residency, trip length, purpose of travel, and itinerary. During the planning process, Italy to Roam will provide guidance relevant to your trip and direct you to the appropriate official sources for current requirements.

Because entry rules can change, every traveller should confirm that their passport, visa, authorization, driving documents, and any other required documentation remain valid before departure.

Your preferences guide the planning process. During the initial consultation, we will discuss your travel style, interests, priorities, budget, and vision for the trip.

Italy to Roam will then develop recommendations and a preliminary itinerary for your review. You will have the opportunity to provide feedback and approve the arrangements before the itinerary is finalized and bookings are confirmed.

Before departure, Italy to Roam will provide your confirmed itinerary, relevant travel details, local insights, preparation guidance, and contact information for your trip.

While travelling, the support available will depend on the services and arrangements included in your itinerary and proposal. This may include contact information for relevant suppliers, local professionals, hotel concierge services, tour providers, drivers, or other travel contacts where applicable.

We will explain how to reach us and who else to contact if you need assistance during your trip.

The total cost of a trip to Italy depends on your destinations, the season, length of stay, number of travellers, accommodations, transportation, activities, and preferred level of service.

In addition to the cost of the travel arrangements themselves, professional service fees may apply for the planning, research, coordination, and advisory work involved in your trip or event. Supplier charges, booking-related charges, insurance costs, taxes, and other applicable costs may also be included in the overall cost, depending on the services selected.

Italy to Roam will discuss your priorities and budget with you before planning begins. Travel costs, professional service fees, and any other applicable charges will be identified as the scope and arrangements are confirmed.

Yes. Italy to Roam charges a professional travel-planning fee that covers the time and expertise required to research, design, coordinate, and support your personalized itinerary.

The amount depends on the scope of what you need — factors like the number of destinations and regions involved, the length of your trip, how many travellers we're planning for, how much custom sourcing and coordination the trip requires (private tours, unique accommodations, special access, event elements), and your timeline.

We start every engagement with a complimentary 20-minute introductory conversation. From there, we'll confirm your fee based on the factors outlined above.

Where travel services are involved, that component is handled through Italy to Roam's relationship with Luv to Travel Inc., a TICO-registered travel agency.

The travel-planning fee is due before work begins and is non-refundable. It's separate from the cost of accommodations, transportation, tours, activities, insurance, and other travel arrangements.



Travel insurance is advisable when travelling abroad and may help protect against unexpected medical expenses, trip cancellation or interruption, and other unforeseen events.

Where applicable, travel insurance options are available through Luv to Travel Inc. as part of the travel-booking process. You can choose whether to purchase the coverage offered, and the applicable information will be provided before your booking is confirmed.

The best Italy itinerary is one that feels personal to you — shaped around your interests, your pace and the places that stay with you.

No two travellers experience Italy in quite the same way. Your itinerary can be shaped around the regions you want to explore, the pace you prefer, the experiences that interest you and the moments you want to make time for.

Whether you are dreaming of historic cities, countryside stays, food and wine experiences, coastal escapes or places that sit a little further from the usual route, Italy to Roam can create a personalized itinerary that brings those pieces together.

The goal is not simply to give you a list of places to visit. It is to create a journey that feels considered, connected and entirely your own.

An Easy Way to Travel and Enjoy Italy - Through a Customized Itinerary

Start Planning Your Itinerary

Not quite ready to start planning? Explore Italy region by region and discover the places, experiences, and landscapes that could shape your journey.

 

Explore More of Italy

to the essence of Italy with Italy to Roam.

Surrender

Sense 

Savour