Small Group Tours oF Italy
For OVER 50

Want to explore beautiful Italy in a small group of like-minded travellers over 50? Click below!

Why Join Our Small Group Tours of Italy Over 50?

Hi, I'm Michela, the owner of Rocky Travel, a travel website for solo travellers over 50 to Italy and Australia. I started to solo travel in my 20s in Italy, my home-country, and since then I've been travelling for +35 years. I love the food, the culture and the fact that no matter where you are in Italy, there is always a charming place around the corner to explore. 


I'm thrilled to show you Italy, with the a big passion and the knowledge of insiders. I like to empower solo female travellers to enjoy life after 50 and travel more solo in a small group of like-minded travellers. Take a look at our small groups for over 50, and how you can join us in our fully guided tours of Italy, Sicily Tours + the Dolomites Trips.

Michela Rocky Travel Tours

What are our Groups Tours of Italy all about?

Our guided tours of Italy are designed for the fit and active single traveller over 50, over 60 and seniors who love to travel but also need that special thrill of joining a small group of like-minded travellers. Our Italy Small Groups have a prevalence of outdoor activities with an immersion in the local Italian culture and food experiences. We will meet the locals because we travel in small groups of 6-12 travellers. We have Women's Only tours, retreats, and small group tours open to women and men over 50.

CALENDAR TOURS ITALY 2024/2025


To request more information, please fill out this form. This form is for information purposes only. It allows us to answer your detailed questions about our organised group tours. Please note that all Sicily Small Group Tours are open to both female and male travellers over 50 travelling solo or with a friend or family member.

Clients' Testimonials - Sicily Trip

Here below are testimonials from our guests on our tours. You can watch short videos and live testimonials of our Sicily Tours.

I’d recommend Rocky Travel to anyone who likes active travel with small groups and is interested in getting to know Sicily and all its cultural, historic and natural aspects. Michela, and our Sicily expert guides and our wonderful driver, were incredibly helpful and informative throughout the trip planning and on tour.

Mary Kelly  | WASHINGTON, usa

My friend and I traveled with Michela on the Best Sicily Tour in May-June of 2019 and what an awesome trip it was! We had not been to Sicily before and this trip showcased the beautiful island in a wonderful way. I felt like we were truly off the beaten path with the excursions and destinations. Michela was great, very responsive before and during the trip. I would highly recommend this Sicily Tour and loved the fact that it was a small group tour of 10 people, many of whom were seasoned, active hikers and walkers. A perfect vacation!

LAUREL PALMER | St Augustin, usa

Michela, the trip organizer, also Italian, was extremely helpful and made sure everything ran smoothly. It was a fabulous introduction to Sicily, and I highly recommend it, especially if you are not familiar with Sicily. Very reasonably priced and good value for money. For sure I’ll be back.


Vivien Troy  | New York, USA

I thoroughly enjoyed my trip to Sicily. Travelling with Rocky Travel was so easy and well-organized. Michela and our local guide Angela always ensured we had enough time to see everything while bonding with other women travelling in the group. The accommodations were well chosen and often located where walking into town during our free time was easy.  My experience with Rocky Travel in Sicily was super good, and I highly recommend any tours organized by Rocky Travel.


MARIE Josée VINET | Toronto, CA

Click to watch more testimonials and live Best Of Sicily Tour Reviews. Or click here to read more guest review.

Click to the Inquiry Form

Fill in the attached form to inquiry about our escorted & private tours?

ON DEMAND PRIVATE TOURS 2024


Private tours are on demand and upon your request. We can plan a partly or fully-guided group tour for you and your family or friends. You choose the dates (May, June, Sept, October). and the places. We can also advise you on the best-suited trip itinerary. The minimum number of members for a privately organised small group tour is 4, and the maximum is 8. See some tour examples. Please fill out this inquiry form

Rocky Travel Small Group Tours of Italy

Here is a private guided tour of the Northern Dolomites by Bolzano for your small group of friends over 50. We craft it together with you. Outdoor activities include hiking, walking, sightseeing and more activities. Stay in hotels or in mountain huts.

Click to the Inquiry Form

Fill in the attached form to inquiry about our fully escorted & private tours?

What Clients Say Of Our Trips


My trip to the Dolomites with a group of women who had never met before was great!  We all got along and enjoyed the company.  The places we visited were amazing.  The mountain scenery was incredible.  Wild flowers, cows with their big bells.  We happened to be at a beautiful hotel in the mountains for the proprietress' birthday party and were invited.  There was the celebration of the Sacred Heart with big bonfires all along the mountain tops.  Every place we stayed was wonderful.  If it was be chance or great planning, the trip was wonderful and created a million memories.

RHONDA Manfredo | FReSno, USA

Michela is professional, experienced, and very patient with my group of 7. She goes out of her way to help us, even helping me find a good pair of hiking shoes when mine gave way. She also advised us on our onward trip to other parts of Italy. I recommend using Rocky Travel if you want to explore the Dolomites as Michela is so experienced  in this area and you will have a great time with her enjoying the awesome Dolomites.

SHAN LIM |SINGAPORE

If possible, do a small tour group like the Rocky Travel Tours of Sicily. That way, you have better customer service, and the little bus provides greater mobility, while the unavoidable toilet stops are not as long. The Rocky Travel Tour of Sicily suited me, so I was with like-minded people! The Best of Sicily Tour had a right balance of organised activities and free time.

JameS Burke | Perth, WEST AUSTRALIA

Dolomites were breathtakingly beautiful with the rocky peaks and lush rolling mountains. Travelling with a small group of open minded women who were willing to take on the mountains, changing weather, train and bus schedules.   Hiking was a little challenging but made the drinks even more tastier after hiking.  Local people were friendly and lovely to see people wearing there regions costumes. Well planned trip, relaxing, challenging with a few laughs along the way.  Hope to make it back some day. Overall a great trip to South Tyrol.

SANDRA Zelenika  |aTHERTON, AUSTRALIA

What we do in our Sicily Tours

Exploring Sicily's Heritage Beauty


  • Guided excursions with walks and outdoor activities in national parks, minor Sicilian islands.
  • Sightseeing and explorations of heritage and archeological sites, Sicilian towns and villages.
  • Exquisite Food & wine tastings, with the expertise of local Sicilian tour guides.
Our Sicily Tours are a good fit for


  • Nature, Heritage and Beauty lovers who love the idea of exploring Sicily with like-minded travellers.
  • Solo Travellers and Singles 50+ or seniors*, who are active, and with a caring, warm-hearted spirit.
  • Food lovers of Italy who love discover new places with the intimacy and care of a small group.
    * aged 65 and 70+** are welcome if active and fit to walk.

What we do in our Dolomites hiking trips 

Walking & Hiking in The Dolomites


  • Day-hikes to multi-day hikes in the Italian Dolomites and national parks.
  • City sightseeing and cultural explorations on foot, and more outdoor activities.
  • Exquisite Food & wine tasting, of Italian and Tyrolian food and wines with local tour guides.
Our Hiking Tours are a good fit for


  • Nature and Culture lovers who love hiking and to explore places of the Dolomites only locals know. 
  • Travellers & Singles 50+ and seniors, who love being active, good food and fun-loving people.
  • Everyone fit who loves adventure and likes new experiences with a small group of travellers.
    * aged 65, and 70+ are welcome if fit to walking and hiking.

What to expect from our Italy Small Group Tours?

We will be actively exploring the beautiful Italian cities of Sicily and the hills and mountains in the Italian Alps and Dolomites. Besides walking in nature and hiking in the mountains, we will discover lesser-known and charming Italian towns and cultural and heritage sites of Sicily and southern Italy. We will be eating the most exquisite Italian food, getting to know the locals and making new friends along the way!

Does it sound good to you? If your answer is yes, sign up for tour news or send in your inquiry.👇

Who are the Italy Tours good for?

An average level of fitness is required. While we will not be climbing or walking on exposed trails or go on any difficult adventure, you must, however, be fit to walk on all kinds of terrain for a time of a few hours.


Our Italy Tours are perfect for Solo Travellers, Singles and Seniors and Small Groups of travelling friends. They love having a private trip planner and tour guide, taking off the hassle and hard work of planing and  organising things while having an authentic experience in Italy. You get the right mix of outdoor adventures and sightseeing activities, plus the opportunity to meet the locals by exploring iconic Italian attractions and less touristy places of Italy.

Click to the Inquiry Form

Fill in the attached form to inquiry about our escorted & private tours?

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