FROM $5200

Ladies! Has travelling to Italy been your dream for what seems like forever?

Autumn in Italy is glorious! The weather is cooler, the crowds are fewer and the food, as always, is sensational. The perfect time for an Italian Escape!

This is a trip to share with women just like you, experiencing some of the loveliest places in Italy on this bespoke small group tour, hosted by me, Cindy, the founder of Travel Charm.

I will share with you my favourite places in Rome. and together we will explore the medieval towns of  San Gimignano and Siena, not to mention the villages of Cinque Terre. 

In Florence, we will find places only known to locals and there will be wine tasting and sightseeing and we will enjoy the culinary delights of each area.

Join me and experience Italy at its best!

So, what are you waiting for? If not now, when?

Why Travel Charm?

Travel Charm specialises in small group travel. Large group tours seem impersonal and fast paced but Travel Charm groups are like travelling with friends. And the perfect way to explore Germany.

Small groups of no more than eight people, ladies only, and hosted by me, Cindy, the founder of Travel Charm.

These trips are the perfect balance between sightseeing, relaxation and time for individual pursuits.

Travel Charm groups are personal and friendly, fully escorted by me so you don’t have to worry about a thing except enjoying yourself.

What do you say? Want to join me?


  • Small group tour, with a maximum group size of 8
  • Private Sightseeing tour of Rome
  • Food Tasting Walking Tour in Rome
  • Private Florence City Tour
  • Private tour of Siena, San Gimignano and Chianti wine tasting tour
  • One Day Rail Pass to explore the villages of Cinque Terre



Trip Details

$5200* pp  (based on twin share)

$1100*  single supplement

*Prices do not include flights

This 12-night trip takes you from Rome to Florence to La Spezia where you will be able to easily explore the villages of Cinque Terre. And let's not forget time to explore cosmopolitan Milan.

Discover Rome on a private half day tour with free time to explore at your leisure. Florence is full of delights you will see on a private tour and also enjoy the beautiful towns of Sienna and San Gimignano including a wine tasting experience.

This trip is all about experiencing the highlights of Italy, with time to relax and discover places at your own pace.

This trip is fully escorted allowing you to sit back and relax because we take care of all the details.

The itinerary includes free time so you have a chance to do your own thing, or see your host, Cindy for a full list of optional activities you can enjoy.

Twin share rooms and single room options are available. It will be up to you to find a roommate, or we can match you with another single traveller. Please note if there are no other single travellers to share a room you will need to pay the single supplement.

Please ensure you read the full Terms & Conditions.

Meals Included
Getting Around
Essential Trip Information
Terms & Conditions
Photo by Kai Pilger
Photo by Mark Boss
Photo by Evan Qu
Photo by Willian West



  • The primary means of transportation on this trip is by train. Train travel in Italy is a great way to travel long distances and arrives conveniently in the city centre.

  • You will need to be able to manage your own bag and lift it into the racks yourself. Please ensure you pack lightly. You will need to negotiate stairs with your bag as a lot of stations do not have lifts.

  • Autumn is a beautiful time of year to travel. Even though the weather is cool, the autumn colours are gorgeous and there are fewer crowds.

  • The weather will be cool, ranging between 16°C and 7°C. We suggest you dress in layers to stay warm and a pack a wet weather jacket. carefully consider the time of the year you wish to travel and your suitability for that season.

  • Accommodation on this trip is twin-share, single travellers will be paired with another traveller. If you’d prefer not to share, a single room supplement is available at an additional charge. Please indicate your preference on your booking form.

  • Be aware that accommodation in Europe does not always have double beds, but rather two single beds that can be pushed together. Most of the time it is possible to separate them. But don't be shocked if there is little space.


I decided to go on the Painting in Italy Trip with Travel Charm because I had never been to Europe and thought it would be a great opportunity to see a place I had always dreamed of with like-minded people who enjoyed art, history, and nature as much as me.

I would recommend this trip to my friends and colleagues because it is not a rushed trip. There was plenty of time to relax and explore each place and embrace their way of life.

The best thing I liked about the Painting in Italy trip was staying in a place for six days or more to fully experience that area.

The accommodation was good and in a great position to access the points of interest nearby.

Denise Reeves

I wanted to let you know how much I appreciated the outstanding service and hard work you have put into co=ordinating our trip to New York.

You get a definite "wow" from me.

Your passion for providing a unique experience certainly comes through as well as incorporating my specific interests.

All my questions were answered in a timely manner and you checked in with me frequently to make sure I didn't have any concerns.

I am grateful for all your help. I wouldn't hesitate in recommending your business to my friends. 

Sharon Gebbinck

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