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've been travelling for +35 years. Of my country 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, together with my team, and share the passion and the knowledge of expert insiders. I like to empower women over 50 solo travellers to make the most of life after 50, travel more and make new friends in small group of like-minded travellers.
Take a look at our Italy small groups tours for solo travellers over 50, from our premium Sicily Tours, to the hiking Dolomites Trips. We recently added a Northern Sardinia Tour, a Crete Tour and more small group trips are coming soon.
What are our Groups Tours of Italy all about?
Our guided small group trips of Italy are designed for the fit and active single traveller over 50, over 60 and active 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 are locals of Italy and you will meet many friendly locals because we travel in small groups of 6-12 travellers. We also have Women's Only tours, Women's Retreats, and small group tours open to all travellers over 50.
CALENDAR TOURS ITALY 2025
All Sicily Small Group Tours are open to female and male travellers over 50 travelling solo or with a friend or family member. Click the images or button below to learn more about the Sicily Tour that appeals to you. To inquire, please fill out this form. The form is for information purposes only. It allows us to answer your specific questions, or anything that you'd like to know about our group tours.
A 10-day fully escorted Tour of the best of Sicily with local tour guides. We visit Taormina, the Eolian Islands: Lipari, Vulcano, Cefalu, Palermo with Monreale, Piazza Armerina, The Valley of The Temples, Ragusa Ibla, Modica, Siracusa, Ortigia.
A 7-day tour of Northern Sardinia. From Alghero to Asinara islands to the north coastline with beautiful beaches, to the best kept-secrets of the inland's regions Anglona and Gallura. Savour the excellent local food, taste wines, enjoy hilltop villages and mountains.
Our premium women's retreat of four days at the Lake Garda in North Italy. From visiting small towns and villages on a lake boat tour, to wine and food experience near Verona, to wellness, SPA, indoor swimming.
Here is our small group hiking trip with five days and five nights in the Northern Dolomites between Bolzano and Ortisei. Spend days hiking the Gardena Valley and the Siusi Plateau in South Tyrol, Italy.
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.
How to Inquiry About Our Tours
To inquiry about our tours, you can either schedule a live inquiry call or click the button below to fill in the tour inquiry form about our private small group tours for over 50.
ON DEMAND PRIVATE TOURS 2025
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 over 50. 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.
If you are interested and want to discuss details and inquiry about this opportunity, you can either schedule a 15-min live Zoom call or fill out this inquiry form.
A private guided 2-day tour from Venice to the Prosecco hills, for a wine & food experience. A cultural, heritage sightseeing of Vittorio Veneto and a guided Dolomites hiking day-trip near Cortina.
A private personalised escorted and/or self-guided tour of the Northern Dolomites from Bolzano for a small group of friends over 50. Outdoor activities: hiking, walking, sightseeing food experiences. Stay in hotels and guesthouses or choose to go on a hut-to-hut hiking experience staying in refuges.
Our small group tour from Venice to the Prosecco Hills with a fabulous food and wine experience through enchanting heritage townships, sweeping hills and a day trip to Cortina in the Dolomites.
Our 2-day tour to the best small towns of Northern Italy. If you love to discover Italy non-touristy places, you've the opportunity to discover best off-beat sites from Venice to Bassano Del Grappa.
How to Inquiry About Our Tours
To inquiry about our tours, you can either schedule a live inquiry call or click the button below to fill in the tour inquiry form about our private small group tours for over 50.
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.
Beyond Italy Trips
Besides our beautiful small group tours of Sicily, the Dolomites and off-beat destinations in Northern Italy, we can offer you small group trip of Crete in Greece. And in the next months we will add group trips to more Southern Europe. Stay tuned, get news and updates about our upcoming tours
Fill in the Form
To inquiry about our tours, click the button below to fill in the tour inquiry form about our small group tours.
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If you prefer chatting live instead of filling in a form, click the button below to book a call and ask your questions.
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