Sicily Walking & Hiking Tour

Couples, Friends & Solos

Small Group Adventures for:

Couples, Friends & Solos Adults 18+

Women's Adventures Women 18+

Families with Young Adults 20s & Beyond Best for ages 20+ (min. age 18)

Families with Teens & 20s Best for ages 16-23 (min. age 14)

Families with Kids & Teens Best for ages 7-17 (min. age 4)

6 days

5 nights

Activity Levels 1-4

We categorize our trips based on a range of activity levels from leisurely (1) to avid (5) with plenty of options in between.

Premiere Hotels

Premiere Hotels - Experience the world’s best, from lavish luxury to chic retreats with prestigious alliances.

Deluxe Hotels - Find modern comforts in extraordinary settings, with great ambience and ample amenities.

Casual Hotels - Known for their character, charm and proximity to outdoor adventures and Backroads activities.

Small Luxury Ships - Unpack once and cover more distance on an intimate ship with spacious staterooms and superb amenities.

Sicily Walking & Hiking Tour

Couples, Friends & Solos

Small Group Adventures for:

Couples, Friends & Solos Adults 18+

Women's Adventures Women 18+

Families with Young Adults 20s & Beyond Best for ages 20+ (min. age 18)

Families with Teens & 20s Best for ages 16-23 (min. age 14)

Families with Kids & Teens Best for ages 7-17 (min. age 4)

6 days

5 nights

Activity Levels 1-4

We categorize our trips based on a range of activity levels from leisurely (1) to avid (5) with plenty of options in between.

Premiere Hotels

Premiere Hotels - Experience the world’s best, from lavish luxury to chic retreats with prestigious alliances.

Deluxe Hotels - Find modern comforts in extraordinary settings, with great ambience and ample amenities.

Casual Hotels - Known for their character, charm and proximity to outdoor adventures and Backroads activities.

Small Luxury Ships - Unpack once and cover more distance on an intimate ship with spacious staterooms and superb amenities.

2025: Apr-Jun, Aug-Oct2026: Apr-Jun, Aug-Oct

From $5,599 - $7,099 /person

Italian Enchantments from Palermo to Mount Etna

"Fertile the isle," said Shakespeare of Sicily. And how true those words ring. Warmed by the Mediterranean sun, salted by the sea air and nurtured by the rich volcanic soil of legendary Mount Etna, Sicily's natural treasures flourish. They're in the landscape, the food and the wine. They've shaped the history, the art and the architecture. And they're the pride of the island's warm and passionate people. The Bard said it best in Winter's Tale, but Sicily dazzles year-round.

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Highlights

  • Voyage from traditional Sicilian fishing towns to dramatic Mount Etna, discovering the island's captivating history
  • Hike trails through Sicily's varied terrain—lush vineyards, alpine forests, coastal cliffs and ancient black lava fields
  • Enrich your Italian journey with wine tastings, incomparable cuisine and leisure time at Mediterranean hotels
  • Activate all of your senses as you take in the sights, sounds and flavors of splendid Taormina and vibrant CefalĂč
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Italy Sicily Walking & Hiking Tour map

Italy

StartPalermo

EndCatania

Airports & Travel details*

* Start/End locations may vary. Do not book flights until your trip details are confirmed.

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Itinerary

Food spread, cured meat, cheese, tomato, pizza bread, etc.

Days 1-2

Description

Start your hiking journey walking postcard-perfect paths in the coastline-hugging medieval village of CefalĂč ‱ Wander mazelike walkways between sunlit buildings artfully adorned with greenery ‱ Hike mountain trails on La Rocca for sensational views â€ą Take a dip in the Tyrrhenian Sea from our hotel's private dock ‱ Follow a trail from the charming hamlet of Castelbuono, known for its grand Arab-Norman castle ‱ Immerse yourself in this slow-food paradise—dine on seafood and taste the island’s prized and peppery Nero d’Avola wine.

Accommodations
Le Calette

(2 nights)

Nights 1-2

Le Calette
CefalĂč
Premiere Hotel

An exquisite bougainvillea-laced coastal retreat featuring private beaches, tranquil gardens and elegantly minimalist rooms with Sicilian flair. (pool)

ï»żHotels may vary based on departure. Any variations will be displayed when selecting a departure under Dates & Prices.
Nighttime shot of Italian hillside town, smoking volcanoes in distance.

Day 3

Description

Catch your first glimpse of imposing Mount Etna, celebrated in literature from Homer to Goethe ‱ Hike into the Alcantara River gorge, whose rich volcanic soil produces lush olive groves, hazelnut orchards and vineyards ‱ At our Sicilian hideaway, unwind on your secluded terrace.

Accommodations
Villa Neri

(1 night)

Night 3

Villa Neri
Linguaglossa
Premiere Hotel

Chic and modern but with a traditional sensibility, this boutique resort overlooks Sicily’s picturesque vineyards, olive groves and oak forests. (pool, spa)

ï»żHotels may vary based on departure. Any variations will be displayed when selecting a departure under Dates & Prices.
Group of guests, all looking towards camera, wine glasses in hand.

Days 4-6

Description

An unforgettable panorama is revealed as you hike Etna’s northern slopes from Piano Provenzana ‱ Greco-Roman history, incredible cuisine and luxury accommodations await in hilltop Taormina, known as the Pearl of Sicily ‱ Take in the breathtaking landscape from Castelmola, a quiet medieval town nestled among the mountaintops ‱ Climb up to the remains of a historic castle for 360-degree views stretching across the water ‱ Follow trails among marbled cliffs and green Mediterranean vegetation on Monte Venere ‱ The sense of history is almost palpable on a visit to Taormina’s ancient Greek theater ‱ Raise a glass to an extraordinary week before a decadent Sicilian dinner by the sea.

Accommodations

Nights 4-5

MazzarĂČ Sea Palace
Taormina
Premiere Hotel

This seaside retreat features contemporary rooms with private terraces and a private beach. Leading Hotels of the World property. (pool, spa)

ï»żHotels may vary based on departure. Any variations will be displayed when selecting a departure under Dates & Prices.

Want to learn more about this trip?

Request a Detailed Itinerary! Complete with descriptions of each day, tips on travel arrangements, regional highlights and more, it’s the perfect tool to help you choose. You can easily share it with friends too!

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What's Included

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From $5,599 /person

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Hotels

World-Class Hotels

Our hand-selected Premiere hotels offer exceptional hospitality and experiences as special as the regions we explore.

ï»żHotels may vary based on departure. Any variations will be displayed when selecting a departure under Dates & Prices.

Nights 1-2

Le Calette
CefalĂč

Premiere Hotel

An exquisite bougainvillea-laced coastal retreat featuring private beaches, tranquil gardens and elegantly minimalist rooms with Sicilian flair. (pool)

Night 3

Villa Neri
Linguaglossa

Premiere Hotel

Chic and modern but with a traditional sensibility, this boutique resort overlooks Sicily’s picturesque vineyards, olive groves and oak forests. (pool, spa)

Nights 4-5

MazzarĂČ Sea Palace
Taormina

Premiere Hotel

This seaside retreat features contemporary rooms with private terraces and a private beach. Leading Hotels of the World property. (pool, spa)

From $5,599 /person

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Reviewed by 13 customers

Our Sicily experience surpassed our expectations

Submitted October 2024

By doug

From Westport, MA

The hikes, accommodations, meals and logistics were all memorable and well thought through, but it was the leaders and fellow group members who made the difference. We enjoyed getting to know our fantastic, engaging leaders and all of the interesting, friendly people we traveled and hiked with. The Mt. Etna hike is not to be missed. We're first-timers who will book with Backroads again.

Bottom Line Yes, I would recommend to a friend

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Fantastic Trip!

Submitted August 2024

By Jeanne

From Florida

Sicily has always been on our travel wish list and we finally went with Backroads. As always, the leaders, Alessandro, Martin and Luca were fabulous. They crafted wonderful, enriching experiences for us no matter what the level of hiking ability. So if you want a trip with beautiful hikes, phenomenal food and wine, lovely people, Sicily is for you! And with Backroads you can hike as much as you want in extraordinary scenery like on Mt. Etna OR if you want to enjoy the infinity pool sooner, have an earlier happy hour and eat a bit more cannoli, then you can do that as well. It is a special place and much better seen through the leadership of Backroads!

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It's All About the Lead

Submitted June 2024

By Paula B.

From Cleveland, OH

From the moment we met Marion Choupot to the day we had to say goodbye, it was evident we were in extraordinary hands. Our walking trip of Sicily was just my partner (Rosemary) and myself; this required Marion to do everything, and she did it superbly. What truly set Marion apart was her infectious enthusiasm and genuine care for us. Marion exuded a deep knowledge of the land, culture, and language. She has a genuine passion for sharing the beauty of this glorious region. Marion's expertise and professionalism were evident in every aspect of our journey, her meticulous attention to detail and her keen eye for our safety and well-being. Marion went above and beyond to ensure every moment was enriching and enjoyable! She effortlessly created an atmosphere where we felt valued and our enjoyment was paramount. Whether it was offering historical insights about the places we visited, recommending local delicacies to try, or simply sharing stories during breaks. Her solo leadership was instrumental in turning a great trip into a truly exceptional one!!! Marion is a standout leader in the world of guided travel experiences. I look forward to my next adventure with Backroads, knowing that with leaders Marion Choupot, I'll be in the best hands. With gratitude to Marion ~ Paula B.

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It's All About the Lead

Submitted June 2024

By Paula

From Cleveland, OH

From the moment we met Marion Choupot to the day we had to say goodbye, it was evident we were in extraordinary hands. Our walking trip of Sicily was just my partner (Rosemary) and myself; this required Marion to do everything, and she did it superbly. What truly set Marion apart was her infectious enthusiasm and genuine care for us. Marion exuded a deep knowledge of the land, culture, and language. She has a genuine passion for sharing the beauty of this glorious region. Marion's expertise and professionalism were evident in every aspect of our journey, her meticulous attention to detail and her keen eye for our safety and well-being. Marion went above and beyond to ensure every moment was enriching and enjoyable! She effortlessly created an atmosphere where we felt valued and our enjoyment was paramount. Whether it was offering historical insights about the places we visited, recommending local delicacies to try, or simply sharing stories during breaks. Her solo leadership was instrumental in turning a great trip into a truly exceptional one!!! Marion is a standout leader in the world of guided travel experiences. I look forward to my next adventure with Backroads, knowing that with a leader like Marion Choupot, I'll be in the best hands. With Gratitude ~ Paula B.

Bottom Line Yes, I would recommend to a friend

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Exploring Sicily the Perfect Way

Submitted May 2024

By Rick

From Ventura, CA

What a lovely experience in Sicily with expert, supportive, and simply wonderful guides. The accommodations exceeded our expectations, the food was delightful, and our trip leaders were so friendly and kind..we loved it all. Hikes on Mt. Etna and around CefalĂș, and Taormina were so memorable, and the local experts and guides enhanced the trip.

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CefalĂș
User submitted media 2 of 4
Exploring
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Mt. Etna
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MazzarĂČ Bay, Taormina

Bottom Line Yes, I would recommend to a friend

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very carefully planned and organized hiking trip

Submitted October 2023

By marje

From Marin Cnty CA

Didn't have to make one decision except whether i wanted meat fish or veggies for a meal! The guides were amazingly knowledgeable. Several times special guides were brought on board to address the specifics of our hiking. One 80 yr old member of our group had some issues with balance and distances and Backroads accommodated him fully. He had a separate guide and walked as far as he could. Yet he started with us each day and ended with us. Backroads was better than a "10"! I look forward to booking with them again.

Bottom Line Yes, I would recommend to a friend

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This was an outstanding trip in every way

Submitted July 2023

By Kat

From Ivins, UT

The leaders, as always were great, the scenery was stunning, and of course the food was amazing. The highlight is hiking Mt. Etna with a local guide - so very memorable and different from any place I've ever been.

Bottom Line Yes, I would recommend to a friend

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A trip to be cherished

Submitted June 2023

By ET

From CT

Great hotels,food and guides with a wonderful mix of interesting guests and perfect weather - great time and great memories. The guides were passionate and caring and were always there to help. Don't miss this trip

Bottom Line Yes, I would recommend to a friend

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Way exceeded expectations

Submitted October 2022

By sigal

From Chicago, IL

This was my first Backroads trip and I very much hope it will not be my last. I enjoyed every moment. I felt spoiled at every turn. The scenery was amazing. What fun to hike Mt. Etna, traipse past vineyards and see ancient ruins. The trip leaders were always "on" and looking out for my every need. There were so many little surprise - a cappuccino here, a snack there. Cool cultural experiences and fun activities like pizza making. Every detail was well thought out to maximize enjoyment and adventure.

Bottom Line Yes, I would recommend to a friend

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Absolutely amazing trip! Backroads did an outstanding job

Submitted September 2022

By Linda

From Ventura CA

Loved everything about this trip! The trail experiences were varied and really gave you a beautiful insight into Sicily. There were lots of cool excursions, such as pizza making, tour guides explaining the volcanos, etc. The Backroads guides totally made the trip the fun and exciting experience that it was. Highly accommodating, entertaining, and supportive. The hotels/resorts were all breathtaking! Two were ocean front and the other was a villa in the countryside of the vineyards. The food was delicious. Turned out better than I expected. Highly recommend.

Bottom Line Yes, I would recommend to a friend

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From $5,599 /person

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Want to learn more about this trip?

Request a Detailed Itinerary! Complete with descriptions of each day, tips on travel arrangements, regional highlights and more, it’s the perfect tool to help you choose. You can easily share it with friends too!

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