Sicily Walking & Hiking Tour
Sicily Walking & Hiking Tour
Sicily Walking & Hiking Tour
Sicily Walking & Hiking Tour
Sicily Walking & Hiking Tour
Sicily Walking & Hiking Tour
Walking & Hiking
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This trip is filling up for the upcoming season! Check out our Spain's Mallorca Walking & Hiking Tour with new dates just added.

Sicily Walking & Hiking Tour

Italian Enchantments from Palermo to Etna

Couples, Friends & Solos

6 days 5 nights

Activity Level: 1-4

Premiere Hotels

From: $5,899 - $5,949 pp dbl occ

($1,250 for sgl occ)

"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.

Italy Sicily Walking and Hiking Tour
Italy Sicily Walking and Hiking Tour


Start Palermo / End Catania

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


  • Voyage from authentic 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 palatial Mediterranean hotels
  • Activate all of your senses as you take in the sights, sounds and flavors of splendid Taormina and vibrant Cefalù
Sicily Walking & Hiking Tour
Sicily Walking & Hiking Tour
The Backroads Experience
The Backroads Experience
Backroads Walking & Hiking Trips
Backroads Walking & Hiking Trips
Backroads Trip Leader
Meet Our Leaders


Accommodations may vary based on departure date.
6 Days Premiere Hotels
Accommodations may vary based on departure.
Days 1-2

Start your hiking journey walking postcard-perfect paths in the coastline-hugging medieval village of Cefalù | Wander mazelike walkways between sunlit buildings artfully adorned with greenery | Hike mountain trails on La Rocca for sensational views | 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 fresh-caught seafood and taste the island’s prized and peppery Nero d’Avola wine.

Le Calette, Italy
Le Calette
| Premiere Hotel

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

Day 3

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 luxe Sicilian hideaway, unwind on your secluded terrace.

Villa Neri, Italy
Villa Neri
| 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)

Days 4-6

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 Sicily’s 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.

Belmond Grand Hotel Timeo, Italy
Belmond Grand Hotel Timeo
| Premiere Hotel

Beautiful views over Mount Etna and the Tyrrhenian Sea are even more so when accompanied by the luxurious yet understated Italian décor at this world-class property. (pool, spa)

The earlier you book, the more choice you'll have and the lower your price. And you can always change your mind — you won't be charged to transfer to a different trip before your final payment is due. View cancellation policy.

Click on dates for pricing, itinerary variations and to book your trip. Price is per person, double occupancy.

April 2023
Apr 30 - May 5
Sold out
June 2023
Jun 11 - Jun 16
Sold out
Jun 18 - Jun 23
Sold out
September 2023
Sep 10 - Sep 15
Sold out
Sep 17 - Sep 22
Sold out
Sep 24 - Sep 29
Sold out
October 2023
Oct 1 - Oct 6
Sold out
Oct 8 - Oct 13
Sold out
Oct 15 - Oct 20
Sold out
Oct 22 - Oct 27
Sold out

Looks like you’re traveling with a smaller group

Our Private Trips are best for groups of 6 or more. We suggest joining a scheduled trip.

Please Select a Group Size

Group size is required to show per-person pricing. Your group size can be approximate and can change.

Activity Level: 1-4

Every Backroads trip is designed to appeal to a wide variety of interests and fitness levels. Several routes and a range of levels are offered each day so you can choose how much or how little activity you want to do. Learn more about how we determine activity levels.

Route notes

The terrain on this trip is mostly hilly and includes cobblestone and paved walkways, well-groomed trails and some rocky mountain paths, particularly in the Madonie Mountains and around Mount Etna.

Daily Route Options

* Includes shuttle.
Day 1
Walking & Hiking
Level 1 | 3 miles* | 200 ft. gain
Level 2 | 4 miles* | 800 ft. gain
Level 3 | 5 miles | 900 ft. gain
Day 2
Walking & Hiking
Level 1 | 3 miles* | 300 ft. gain
Level 2 | 5 miles* | 1100 ft. gain
Level 4 | 9 miles | 1900 ft. gain
Day 3
Walking & Hiking
Level 2 | 4 miles* | 600 ft. gain
Level 3 | 7 miles* | 900 ft. gain
Level 4 | 9 miles | 1000 ft. gain
Day 4
Walking & Hiking
Level 1 | 3 miles* | 700 ft. gain
Level 3 | 9 miles | 1000 ft. gain
Day 5
Walking & Hiking
Level 1 | 2 miles* | 900 ft. gain
Level 2 | 3 miles | 1000 ft. gain
Level 4 | 7 miles | 2300 ft. gain
Day 6
Walking & Hiking
Level 1 | 2 miles | 300 ft. gain
Guided Tour of Taormina's Greek Amphitheater (1 hour)

What's Included

  • All breakfasts, 4 lunches, 4 dinners
  • Expertise and services of our experienced Trip Leaders
  • Snacks and beverages between meals
  • Additional guides and experts from the region on many trips
  • Van shuttles to support a variety of route options
  • Comprehensive Travel Planner with detailed pre-trip information
  • Private guided tours at museums, historic sites, wineries and other select attractions as noted in the Travel Planner
  • All gratuities at hotels and restaurants
  • Special events, including wine tastings and other select attractions as mentioned in the Travel Planner
  • On biking and multi-adventure trips, use of fully equipped Backroads titanium bike plus helmet and accessories
  • Trailercycles, carriers, and kid-sized helmets for Family Trips
  • Equipment and experienced guides for kayaking, rafting, snorkeling, sailing and canoeing as described
  • Park and other entry fees
  • Fares for trains, ferries and other modes of travel as listed in the Travel Planner
  • Select coach transfers
  • Baggage transfers and porterage

Ask a trip expert

Have a question and need expert advice? Our team of Trip Consultants is here to help! You can also visit our FAQ's.

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