Top Italy Luxury Hiking Trips & Packages 2025/2026

Our 81 most popular Italy Luxury Hiking Trips & Packages trips. Compare tour itineraries from 23 tour companies. 783 reviews.

81 Trips match your criteria (45 - 66 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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Small Group Tour of Sicily: Highlights
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5/5 Excellent
18 reviews
Vacation / Holiday Package
Lodging level
Premium - 4 star
Physical level
Easy
Trip pace
Balanced schedule

Highlights

  • Visit world famous monuments and little-known corners of Sicily’s most stunning towns
  • Get a full immersion to reach history, traditions and culture of island
  • Be always accompanied by local guides who know it best
  • Experience Sicily though its gastronomy, wines, art and music
  • Get an authentic lifestyle experience and feel like you’ve lived in Sicily the whole life

Themes

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

What travelers are saying

"Wonderful Godfather Tour with Antonio. He was charming, very professional, spoke excellent English and was very informative. It was a brilliant day out. I highly recommend doing this tour with Antonio, you won’t be disappointed."

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From East to West Private Sicily Tour
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5/5 Excellent
18 reviews
Vacation / Holiday Package
Lodging level
Premium - 4 star
Physical level
Easy
Trip pace
Balanced schedule

Highlights

  • Visit world famous monuments and little-known corners of Sicily’s most stunning towns
  • Get a full immersion to reach history, traditions and culture of island
  • Be always accompanied by local guides who know it best
  • Experience Sicily though its gastronomy, wines, art and music
  • Get an authentic lifestyle experience and feel like you’ve lived in Sicily the whole life

Themes

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

What travelers are saying

"Wonderful Godfather Tour with Antonio. He was charming, very professional, spoke excellent English and was very informative. It was a brilliant day out. I highly recommend doing this tour with Antonio, you won’t be disappointed."

Trip dates & details
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Private Sicily Countryside Week Tour
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5/5 Excellent
18 reviews
Vacation / Holiday Package
Lodging level
Luxury - 5 star
Physical level
Easy
Trip pace
Balanced schedule

Highlights

  • Stay in authentic luxury resorts located in wonderful Sicilian countryside
  • Discover best Sicilian towns such as Taormina, Syracuse, Noto, Ragusa and Modica
  • Learn cooking tricks being surrounded by lemon trees and taste the best Sicilian wines
  • See volcano craters and try organic Etna products: olives, cheeses, tomatoes, mushrooms
  • Explore Sicily off beaten pathes and meet locals who keeps its secrets

Themes

Nature & Wildlife, Culinary & Wine, Hiking & Walking

What travelers are saying

"Wonderful Godfather Tour with Antonio. He was charming, very professional, spoke excellent English and was very informative. It was a brilliant day out. I highly recommend doing this tour with Antonio, you won’t be disappointed."

Trip dates & details
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Amalfi Coast Walking & Hiking Tour
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4/5 Great
62 reviews
Small Group Tour
Lodging level
Premium - 4 star
Physical level
Moderate
Trip pace
Balanced schedule

Highlights

  • By foot and boat, explore gorgeous coastline and island treasures
  • Stroll timeless trails through lemon orchards and terraced gardens high above the water
  • Hike worn stone paths on the Isle of Capri
  • The colorful seaside village of Amalfi
  • Visit the vibrant islands of Ischia and picture perfect Procida

Themes

Family Friendly, 50 Plus, Hiking & Walking

What travelers are saying

"Until Covid clears, I would steer clear of Backroads. We were partially through their June 2020 Costa Rica tour when a guest tested Covid positive. She and her husband were isolated. The rest of the group were offered wimpy masks. Nobody was offered Covid testing daily and masks were not required of the guests or staff. The guides kept repeating "not in the CDC guidelines." Our group of six decided that the Backroads response was inadequate so returned home mid-excursion. The hotel and food was excellent, but the provided bikes were inadequate. The front derailleurs were poorly adjusted, and most of the riders had the chains come off during the first ride. Hikes or bike rides were conducted in downpours. Disappointed for charging such a premium price."

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Archaeological Wonders of Southern Italy and Sicily
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2.2/5 Disappointing
30 reviews
Group Tour
Lodging level
Premium - 4 star
Physical level
Easy
Trip pace
Balanced schedule

Highlights

  • Gain special access to the excavations of Pompeii with a local expert and peer into the crater of Mount Vesuvius alongside a volcanologist.
  • Gaze at the spectacular mosaics of the Villa Romana del Casale and descend into fascinating catacombs in Palermo.
  • Visit eight UNESCO World Heritage sites, from the dramatic Amalfi Coast and ancient Syracuse to the Valley of the Temples in Agrigento.
  • Hike through a landscape transformed by lava on Mount Etna and enjoy breathtaking views of Taormina and the coast.

Themes

Cultural, Education / Learning

What travelers are saying

"We booked a National Geographic expedition Holland and Belgium by River. The promotional literature promised a 14-day deposit refund window. The “invoice” was marked “non-refundable” deposit. We completed the National Geographic Traveler Information. About 8 days later we received the “Travel Agreement” to be signed. We both approved and signed the National Geographic documents. A Cruise Line Travel agreement was enclosed but had no signature line. This document contained language which was unacceptable. We submitted the signed NatGeo documents. The following day we canceled the trip due to the unacceptable Cruise Line language. Cancellation was made 12 days after booking and no deposit was returned. We were told on the phone that the refund deadline was triggered by the 14 day window OR signatures on the Travel Agreement which ever came first. This was NEW information. To date, we have received NO refund of our $1000. We cancelled our trip within the advertised 14 day window."

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Cinque Terre & Tuscany Walking & Hiking Tour
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4.8/5 Excellent
62 reviews
Group Tour
Lodging level
Premium - 4 star
Physical level
Strenuous
Trip pace
Balanced schedule

Highlights

  • Two distinct and beloved regions of Italy in one amazing trip
  • Hike the Cinque Terre's spectacular coastline, with brightly colored cliffside villages
  • Outstanding seafood by the Mediterranean and simple hearty fare in Chianti
  • Stroll through archetypal Tuscan villages, vineyards and cypress-flanked lanes
  • Taste crisp Ligurian white wines and full-bodied Tuscan reds

Themes

Hiking & Walking

What travelers are saying

"Until Covid clears, I would steer clear of Backroads. We were partially through their June 2020 Costa Rica tour when a guest tested Covid positive. She and her husband were isolated. The rest of the group were offered wimpy masks. Nobody was offered Covid testing daily and masks were not required of the guests or staff. The guides kept repeating "not in the CDC guidelines." Our group of six decided that the Backroads response was inadequate so returned home mid-excursion. The hotel and food was excellent, but the provided bikes were inadequate. The front derailleurs were poorly adjusted, and most of the riders had the chains come off during the first ride. Hikes or bike rides were conducted in downpours. Disappointed for charging such a premium price."

Trip dates & details
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Italy Luxury Hiking Trips & Packages Reviews

T

Trusted Customer

Mar 2025

Written on

Classical Sicily

I really enjoyed this trip. It packed a lot in to a week, visiting many amazing sites. The hotels were all comfortable and our tour leader was excellent. A week isn...

D

Diana

Mar 2025

Written on

Classical Sicily

Excellent itinerary, competent and resourceful leader, good guides, comfortable transport.

T

Trusted Customer

Oct 2024

Written on

Classical Sicily

The guides bored us with over lengthy history lessons which extended the specific tour too long. The guides accents were very hard to understand. In crowds, it wa...

P

Philip

Oct 2024

Written on

Classical Sicily

this is a great fast paced tour. Less time in Palermo would be good

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