Organized freedom

Fully supported / virtually guided

Enquire now

Unguided travel in Italy can be a frustrating, confusing and costly experience. Our 'virtual guiding' service will ensure your own trip runs sweetly and smoothly.

You won't lose precious time trying to figure out Italy's idiosyncratic public transport system. You won't waste money at disappointing restaurants and underwhelming accommodations. You won’t get caught behind the language-barrier, with conversations and interactions lost in translation.

Bologna 2

We’ll take care of all the arrangements, liaising in Italian with the various accommodation and activity providers. We’ll make sure everything comes together as it should so you can relax and enjoy your journey as it unfolds each day.

Your tour will be tailor-made. You choose the trip duration, style of accommodation, modes of transport, combination of activities and attractions. We’ll talk you through the options and suggest special people, places and experiences to consider.

Once your trip is underway we can continue to fine-tune the itinerary if you wish. You’ll be fully-supported throughout. This is the key to ‘organized freedom’.

Dolomites 1

Specialist local guides might be involved now and then (for example, for a boat-trip around Venice, a guided tour of Volterra or a hike in the Alpi Apuane mountains). At other times you’ll be on your own but with us as your ‘virtual guides’, always easy to reach by phone or email.

How it works:

Step one:
Sketch out your Italian dream-vacation combining your ‘must-see’ hit-list with one or more of our Organized Freedom mini-itineraries.

Step two:
Email us to request your personalised itinerary. We'll need to know:

  • how many people will be in your group, along with ages, interests, levels of fitness;
  • when you want to travel, where you want to go and how much time you have available;
  • what type of accommodation you prefer (anything is possible, from 5-star hotels to farm-stays, back-country inns, backpacker hostels, vacation homes, etc.);
  • how you want to travel (self-drive car, public transport, chauffeur-driven service);
  • what activities you'd like to include (eg: hiking, biking, sea-kayaking, cooking classes, wine tours, etc.);
  • what attractions you'd like to see (village markets, art galleries and museums, opera performances, archeological sites, etc.).


Step three: 
We'll combine your ideas with our local knowledge to come up with a tailor-made itinerary.

Step four:
Together we'll fine-tune the plan to get it just right, then we'll put it into action. As you travel you'll have our full support.


Click to see Tamarillo's deal on trips for six

'Trips for Six'

Discounts for groups

Get a group of six or more together and reduce everyone’s price.

How it works: Instead of the regular per person price, we’ll give you a special per group price.
As the group's coordinator its up to you to decide how to split the 'Trips for Six' price. You might:

  • surprise your friends and family by paying for everyone.
  • divide the amount equally among all participants.
  • get the rest of the group to share the cost so you travel for free.

Who is it for? Extended families, groups of friends, hiking & kayaking clubs, corporate groups, etc.

'Trips for Six' discounts are available only for bookings made directly with
Tamarillo Active Travel. Contact us to learn more.

Other packages