Top Italy Hiking Custom Private Tours & Packages In 2025/2026

Our 35 most popular Italy Hiking Custom Private Tours & Packages trips. Compare tour itineraries from 10 tour companies. 20 reviews.

35 Trips match your criteria (23 - 35 shown)

Luxury Italian Adventure: Rome to Venice
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By TripRover
ai_enhanced
5/5 Excellent
5 reviews
Private Guided
Why we love them
TripRover AI turns travel into a tailor-made journey, mapping your interests to the world.
Lodging level
Premium - 4 star
Physical level
Moderate
Trip pace
Balanced schedule

Highlights

  • Cycle through the historic streets of Rome and the scenic routes of Tuscany.
  • Conquer the rock faces of Cinque Terre and the Dolomites.
  • Paddle the waters along the stunning Amalfi Coast.
  • Hike the breathtaking trails of Cinque Terre and the Dolomites.
  • Enjoy the unique blend of adventure and luxury in some of Italy's most beautiful settings.

Themes

Cultural, Luxury Travel

What travelers are saying

"The overall experience was very good. The trip was designed perfectly as per my expectations."

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Neaples Epic Trip
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By Alma Italia
Local Expert
Verified by Travelstride as locally operated and in the top of their field for customer reviews, local knowledge, and safety.
5/5 Excellent
28 reviews
Private Guided
Why we love them
They focus on creating unique and exclusive experiences including one of a kind private tours, tastings of rare wines and local cuisine.
Lodging level
Luxury - 5 star
Physical level
Easy
Trip pace
Full schedule

Highlights

  • Explore the narrow streets of Naples together
  • Enjoy a slice of pizza margherita and a shot of limoncello.
  • Enjoy a pleasant walk through the history and the traditions of Naples
  • Explore the archaeological site that used to be a Roman city

Themes

Nature & Wildlife, Hiking & Walking

What travelers are saying

"We had a trip of a lifetime. Tim was very flexible in handling the planning of the itinerary. I wanted this to be a special trip for myself and my husband to celebrate our milestone birthdays and have always wanted to visit Italy to experience the sights, culture, food and warmth of the people. Tim was cognizant that my husband’s knees were not the best and so advised on the hotel proximities to the activities and events with that in mind. He also understood that I wanted to do this trip in as cost effective manner as possible and so was flexible when it came to allowing me to utilize our RCI points to book hotels and just advised on location. Tim passed the baton over to Alessio when it came to executing on the itinerary and Alessio did a marvelous job despite the time crunch given the trip was still within busy season of end of Sept - beginning of Oct. A week before the trip, my husband fell and damaged his knee but luckily was able to address this with an orthopedic doctor and we were able to proceed on our dream trip. We visited Rome, Sorrento, Pompeii, Capri island, Amalfi Coast, Florence and Lucca and experienced many of the activities and sites through private tours arranged through Amal Italia with the most knowledgeable, accommodating guides who worked together with the transfer personnel to make it all happen seemlessly. On trips to the Vatican, Uffizi Gallery and Pompeii as examples, the tour guides knew exactly how to condense the time spent to focus on the key highlights, telling the history while linking the intricacies and nuances of the artifacts being shown. Whether it was booking a cooking class in Sorento, visit to a vineyard, spa massage in Pompeii or a dinner overlooking the sea, Alessio did his utmost best to make this truly a memorable experience. We would not have been able to cover half the activities on our itinerary were it not for the very professional, flexible, knowledgeable and accommodating help on logistics and events through Amal Italia. Thank you Tim and Alessio for a once in a lifetime experience!"

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Naples & the island of Ischia
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4.8/5 Excellent
100+ reviews
Private Guided
Lodging level
Standard - 3 star
Physical level
Easy
Trip pace
Balanced schedule

Highlights

  • Discover the original relics from Pompeii on a privately guided tour of Naples Archaeological Museum.
  • Hike the panoramic trails of Ischia and enjoy lunch at a traditional agritourismo.
  • Explore the cosmopolitan city of Naples on a guided walking tour.
  • Relax at Ischia’s thermal baths and beaches.

Themes

Cultural, Nature & Wildlife, Hiking & Walking

What travelers are saying

"Absolutely amazing two week trip to Mexico. Phoebe was very knowledgeable and helped us plan a fabulous itinerary. The hotels she'd recommended were perfect and in excellent locations. Our guides were helpful, friendly and spoke excellent English and when we contacted the Mexico office to squeeze in another excursion, they were responsive and immediately organised everything. All round brilliant customer service and Mexico was the most interesting and beautiful place to visit! Thank you!"

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Romantic Italy & Greece
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4.8/5 Excellent
100+ reviews
Private Guided
Lodging level
Standard - 3 star
Physical level
Easy
Trip pace
Balanced schedule

Highlights

  • Watch the sunset over the water from a private catamaran in Santorini.
  • Experience sweeping views of the Amalfi Coast while hiking the Path of the Gods.
  • Sample local wines with views over Santorini’s caldera.
  • Explore the best of Roman culinary traditions on a food-based walking tour of Rome.

Themes

Cultural, Nature & Wildlife, Culinary & Wine, Hiking & Walking

What travelers are saying

"Absolutely amazing two week trip to Mexico. Phoebe was very knowledgeable and helped us plan a fabulous itinerary. The hotels she'd recommended were perfect and in excellent locations. Our guides were helpful, friendly and spoke excellent English and when we contacted the Mexico office to squeeze in another excursion, they were responsive and immediately organised everything. All round brilliant customer service and Mexico was the most interesting and beautiful place to visit! Thank you!"

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Rome to Naples and Amalfi Coast Adventure
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4.2/5 Great
19 reviews
Private Guided
Lodging level
Premium - 4 star
Physical level
Very Easy
Trip pace
Flexible schedule

Highlights

  • Rome orientation walk, see the Colosseum, the Roman Forum, Piazza Venezia, Trevi Fountain, Pantheon & Piazza Navona
  • Visit the ruins of Pompeii and see the main features of this ancient city
  • Hike to the crater of Mt. Vesuvius
  • Admire the coasts of the Sorrentine Peninsula and Capri from aboard a small boat
  • Explore the dramatic landscapes of the Amalfi Coast, visit picturesque towns and villages, such as Positano, Amalfi, and Ravello

Themes

Cultural, Culinary & Wine, Sailing

What travelers are saying

"My Mother and I planned this trip for 11 months, we were celebrating our 40th & 60th birthday together. We arrived to Paris on Monday the 26th. I had requested 2 extra nights so we would have some time to adjust after traveling. The company decided to book a tour for us the second day after being asked not too. We arrived to our hotel in a disgusting part of Paris and quite a ways from the sights. Even our taxi driver (the one the company hired) told us this part of Paris was unsafe, especially for women and at night. It took 35mins to get from out hotel to the eiffel tower by car. Our room was so not great, it faced inside looking at a wall. That's considered 4 stars? The staff however was amazing and helpful. They even warned us to not be out at night as the area wasn't the most safe. I let the company know and they said that guarantee the area is safe and central to the sites. 80% of our hotels were not as advertised but the "or similar" ones. Had we gotten the one as shown on the advert, we would have been in a beautiful area, with lovely shops and restaurants. (We went by the hotels we should of had, and all had availability) Fun fact, we had been put right across from the train station, yet none of the transfers were out of this train station, but another 30min Uber ride to a different train station. I contacted customer service over 15 times on this trip about various issues and each time they ignored what was happening and used some lame excuse as why they couldn't help. For example; One tour in Beaune required that we make our way to a winery on a friday morning. We asked the front desk to help us when we couldn't get uber/bolt to work( heads up, they don't have that service there, except sometimes on sat/sun) they also do not have a taxi service available during the week. All 5 of the front desk staff, looked at us like we were crazy. They all tried so hard to find us a way out there besides walking 5miles to get there in 90° weather. They kept saying we're not sure why the tour company keeps saying there is a way out there by public transit, but there isn't. I called customer service.. they argued with me several times over the matter. They sent me info on taxi services that didn't exist there, bus schedules that were for children's bus routes for school and told us that walking was an option. Sadly, we missed the tour. I was shocked. I asked for a phone call from a manager.. I still have yet to receive one even after asking repeatedly. Another fun fact, Discovery Nomads books tours for you that have to paid when the tour is over, as with the walking tour of Paris they arranged for us. The guide himself was amazing, but the only way the guide makes money is by us giving him money at the end. Weird that a company who charges me for tours, made me pay for a tour on site. Not to mention, buyer beware, when it says you get to see the Louve, they mean look at it. You'll have to buy a ticket to go inside. As well as Versallies, where it says a day at Versallies, they mean a couple hours at best. We got there at 2, the tour was 2hrs. and it closes at 6pm. O no time to see the home and gardens. That's not even half a day. I let customer service know that too. They ignored me. We missed a train due to it being delayed and then cancelled. I tried to call customer service again for help, this time no answer. Unfamiliar with what to do, we rebooked a train and paid over 250 euros for it. I let the company know and their reply, it says the train wasn't cancelled so we can't help you. Yet here we were with about 12 other people who also had to rebook a train. Had we had help from the company at the time, we could have just switched our tickets to the next train. But alas, no help from them just excuses. Overall I spent more time trying to figure out how to get transport from A to B, emailing and calling them, spending over 800 euros in transport just to get to train stations and tours, and not to mention the awful train schedules they had us on. This trip was a complete nightmare. I wanted this trip to be amazing for my mother and I, and all we wanted to do was come home. I will never use this company again, and I will share this horror story with others as much as possible to warn them of using Discover Nomads."

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VIP - The best of Italy from South to North
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By Top Travel Italy
Local Expert
Verified by Travelstride as locally operated and in the top of their field for customer reviews, local knowledge, and safety.
5/5 Excellent
19 reviews
Private Guided
Lodging level
Luxury - 5 star
Physical level
Easy
Trip pace
Balanced schedule

Highlights

  • Agrigento and the Greek Temples Valley
  • Treasures and food in Palermo tour
  • Taormina private walking tour
  • Mount Etna with wine tasting
  • Lecce highlights with food and wine tasting
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Themes

Cultural, Culinary & Wine, Hiking & Walking, Photography, Trekking & Expeditions

What travelers are saying

"My wife of 31years and I wanted to start our retirement with a bang, and top travel delivered. Private guides with easy entry into all the major attractions, made our vacation special. Top travel tailored our trip to our interests. You do pay a premium, but it was worth it."

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The Food And Wine Escape In Northwestern Italy
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5/5 Excellent
100+ reviews
Private Guided
Lodging level
Standard - 3 star
Physical level
Easy
Trip pace
Full schedule

Highlights

  • Savor the finest treats of Piedmont region: hazelnuts, truffles and wines in the Langhe area
  • Discover Turin, Italy’s first capital city
  • Roam the inspiring Valle d’Aosta, from its medieval castles to the sky-high Mont Blanc

Themes

Cultural, Culinary & Wine

What travelers are saying

"We were very happy with the trip and how we worked together with you to plan everything. All of the places we went were amazing. Rome had amazing ancient history, art, and architecture as did Pompeii, and Florence had amazing Renaissance history, art, and architecture, while Milan had a little of both but also with the feel of a modern city. The Amalfi Coast and Lake Como were beautiful. We loved Positano (where we stayed) and Ravello best of the places of the places we visited in The Amalfi Coast because they had the most charm and beauty and the least people. In Lake Como, we stayed in Bellagio, but everyplace we visited in Lake Como was beautiful and charming. However, Bellagio, drinking wine and watching the sunset in Varenna, and the boat tour of the lake stood out as our favorite activities. The food was also amazing everywhere, from local places to fine dining the food was fantastic and memorable. We loved Italy. It’s beautiful, and we’ll definitely come back. All of the travel arrangements were excellent and everything was easy. The drivers were friendly and spoke good to excellent English as well as Italian. And having the extra phone was a nice convenience. We didn’t have any stress or difficulties during the trip about the details as they were all taken care of with excellent results. Our favorite drivers: Naples to Positano and back (and Pompeii) Salvatore was excellent. Driving with him was like being with a friend or family member. He was very concerned with our comfort and always suggested places to stop for pictures or a view and had great knowledge of the Naples and The Amalfi Coast. He was also a gentle driver and never made us uncomfortable. Florence Day Trip – I apologize but his name escapes me (maybe Giorgio?), but he was excellent for all the same reasons we liked Salvatore. He even took us to his favorite Gelato shop near his home town and it was so much better than most of what we tried, and since he grew up there he had lots of really interesting local history Milan to Bellagio – I apologize I also forgot this gentleman’s name, but he was a good driver especially around all the curves to and from Bellagio. Not as talkative as the other two, but very friendly and a gentle driver Our favorite guides: Vatican / Franchesca – Interesting personality and very different that the usual guide experience, but we enjoyed her character. She did what we were interested in doing and never let anyone forget that we (and she) were VIP! Pompeii – I apologize I forget her name, but she was very nice and attentive and very interested in what we wanted to know and see and learn more about. It felt tailored to us and what we wanted, which is why you hire a private guide! All of the other guides and drivers were good but the ones above were the best and most memorable. Thanks again for the great trip! We would definitely recommend you to friends, and in fact we already did recommend our friends Derrick and Lorena to you."

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Luxury: Lake Iseo, Franciacorta & Bergamo
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By Italy Destination by Paltours
Local Expert
Verified by Travelstride as locally operated and in the top of their field for customer reviews, local knowledge, and safety.
4.9/5 Excellent
30 reviews
Private Guided
Lodging level
Luxury - 5 star
Physical level
Easy
Trip pace
Full schedule

Highlights

  • The beauty of Franciacorta
  • The excellence of the best Franciacorta D.O.C.G.
  • The luxury of a fine food lunch in the heart of Franciacorta
  • The thrilling emotion of a tour on Lake Iseo with a Riva Aquarama motorboat
  • The magic of a green oasis in the blue waters of Monte Isola
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Themes

Cultural, Nature & Wildlife, Culinary & Wine, Hiking & Walking, Local Immersion & Homestays

What travelers are saying

"Everything worked flawlessly and you got value for money, I recommend it."

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Italy Hiking Custom Private Tours & Packages Reviews

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Sofia Rueda

Feb 2023

Written on

I’m so glad I decided to book this trip at the last minute, it was so much fun.

I’m so glad I decided to book this trip at the last minute, it was so much fun. I particularly liked visiting the various towns in Sicily, I loved learning about the...

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Patti Olson

Feb 2023

Written on

This Sicily tour with CharlieTheTraveler was amazing!!

This Sicily tour with CharlieTheTraveler was amazing!! Loved the itinerary, the guides were amazing, and the whole process was efficient and smooth. I definitely app...

M

Michelle Wylder

Feb 2023

Written on

This was my first time booking with an independent tour company, and I did not regret it.

This was my first time booking with an independent tour company, and I did not regret it. Charlie is an expert at creating unforgettable experiences through his tour...

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Beth Kennedy

Feb 2023

Written on

This tour was super fun!

This tour was super fun! CharlieTheTraveler is a great company to book with if you’re looking for an organized trip that saves you time in planning. Sicily was a pre...

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Caroline Ufford

Feb 2023

Written on

I highly recommend booking with Charlie and this tour.

I highly recommend booking with Charlie and this tour. Sicily is a beautiful place. This trip allows you to explore its towns will being well accompanied by trustwor...

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