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Crossing Sicily: A Hiking Adventure Across the Island
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Price is based on twin-share rooms. Choose how many members of your group would like to stay in single occupancy rooms during the trip.

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Redpoint travel protection
Weather shifts, flights cancel. Core and Premium include Redpoint travel protection to cover you when they do. Standard follows 57hours' booking policy. See full coverage
Every booking, whichever you pick
Cancel within 48h of booking 100% refund
Cancel 60+ days before departure (Any or no reason) 70% refund
Full coverage details
Basic Standard terms Most popular Core protection Recommended Premium protection
Cancel within 48h of booking
100% refund 100% refund 100% refund
Cancel 60+ days before departure (Any or no reason)
70% refund 70% refund 75% refund
Cancel any time (Covered reason)
75% refund 100% refund
Cancel any time (Any or no reason)
75% refund
Cancel under 60 days (Any or no reason)
75% refund
Travel: canceled flights, lost baggage, delays
Up to $1,000 p.p. Up to $1,000 p.p.
Rescue, evacuation, and medical coverage
Up to $100,000 p.p. Up to $100,000 p.p.
Basic Standard terms
Cancel within 48h of booking
100% refund
Cancel 60+ days before departure (Any or no reason)
70% refund
Cancel any time (Covered reason)
Cancel any time (Any or no reason)
Cancel under 60 days (Any or no reason)
Travel: canceled flights, lost baggage, delays
Rescue, evacuation, and medical coverage
Most popular Core protection
Cancel within 48h of booking
100% refund
Cancel 60+ days before departure (Any or no reason)
70% refund
Cancel any time (Covered reason)
75% refund
Cancel any time (Any or no reason)
Cancel under 60 days (Any or no reason)
Travel: canceled flights, lost baggage, delays
Up to $1,000 p.p.
Rescue, evacuation, and medical coverage
Up to $100,000 p.p.
Recommended Premium protection
Cancel within 48h of booking
100% refund
Cancel 60+ days before departure (Any or no reason)
75% refund
Cancel any time (Covered reason)
100% refund
Cancel any time (Any or no reason)
75% refund
Cancel under 60 days (Any or no reason)
75% refund
Travel: canceled flights, lost baggage, delays
Up to $1,000 p.p.
Rescue, evacuation, and medical coverage
Up to $100,000 p.p.
Cancellation policy

The percentages in the table above are of the full trip price, not of what you’ve paid at the time of booking.

Cancellations made within 48 hours of booking receive a full refund on all plans, including booking fees and insurance. After the 48-hour window, your refund depends on your selected protection plan and when you cancel. Core and Premium plans extend your cancellation rights beyond the Standard policy:

  • With Core, a covered reason gets you 75% of your trip cost back — even the day before you go.
  • With Premium, a covered reason gets you 100% of your trip cost back — and any other reason gets you 75%, right up to the day you leave.
What counts as a covered reason
  • Sudden illness or injury — yours, a travel companion’s, or an immediate family member’s, confirmed by a doctor
  • Death of a traveler or an immediate family member
  • A natural disaster affecting your destination or your departure point
  • A government travel advisory against travel to your destination

Changing your mind isn’t a covered reason. Premium is the only plan that covers that. Documentation is required for all insurance claims.

Everything the travel insurance covers

Both plans include travel insurance through Redpoint Travel Protection. Core insures 75% of your trip cost; Premium insures 100%.

Maximum per person:

  • Trip cancellation — up to 100% of your trip cost
  • Cancel for any reason — up to 75% of your trip cost (Premium only)
  • Trip interruption — 150% of the trip cost limit
  • Trip delay — $200 a day, $1,000 max
  • Itinerary change — $250
  • Single occupancy supplement — up to 100% of trip cost
  • Missed connection — $1,000
  • Travel inconvenience — $250 each, $750 max
  • Pet return — $1,000 per pet
  • Baggage and personal effects — $2,500, max $300 an item
  • Baggage delay — $600, after 12 hours
  • Baggage delivery — $100 per trip
  • Emergency medical expenses — $100,000
  • Medical evacuation and repatriation — up to $1,000,000

These are maximums. What a claim actually pays depends on what you can document and on the policy’s exclusions — pre-existing conditions and undeclared activities among them. We’ll send the full policy wording with your confirmation.

Reserve deposit (30%) $0
Second Payment Amount: $0
Crossing Sicily: A Hiking Adventure Across the Island
Itinerary
Palermo to Agrigento (10 Days)
Date(s)
--
Number of travelers
1 Person
Cancel in the first 48h for free
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Earn $0.00 Adventure credits
  • This 10-day guided hiking tour follows the Magna Via Francigena, the great road of the Frankish knights, traveled for millennia by pilgrims and travelers. Starting from the Arab-Norman splendor of Palermo, we will traverse all the way to the ancient Greek temples of Agrigento. Covering over 183 km (114 mi) on foot, the route traverses the island’s rugged hinterland, passing through nature reserves, medieval hilltop villages, abandoned farms, and boundless countryside that most visitors never get to experience. Accommodations along the entire route include farm stays and B&Bs, as well as 3-star hotels, and all breakfasts, lunches, and dinners are included.

    • We kick off the Magna Via Francigena with an urban trek through Palermo, Sicily’s Arab-Norman capital—one of the most layered and fascinating cities in the Mediterranean. The route weaves through centuries of history, from the Palazzo dei Normanni and the Zisa palace to the Quattro Canti crossroads, the exquisite Martorana church, the geometric splendor of San Cataldo, and the quiet courtyard of La Magione. It’s a gentle opener—short on distance, long on atmosphere.

      Meals: Dinner
      Hiking: 5.2 km (3.2 mi), ~1 hour
      Elevation: +57 m (+187 ft) / -38 m (-125 ft)
      Accommodation: 3-star hotels, converted farms, agrotourism B&Bs or charming family-run hotels

      Palermo from above
    • We leave Palermo behind and take a private transfer to Monreale, where one of the finest collections of Byzantine mosaics in the world lines the walls of its cathedral. From there, we drop into the Oreto valley and pass through Altofonte—once the royal hunting ground of the Norman kings—before reaching the Greco-Albanian village of Santa Cristina Gela, a quiet community known for its pastry makers, farmers, and big-hearted locals.

      Meals: Breakfast, lunch, dinner
      Hiking: 19.5 km (12.1 mi), ~6 hours
      Elevation: +605 m (1,985 ft)
      Accommodation: 3-star hotels, converted farms, agrotourism B&Bs or charming family-run hotels

      monreale interior
    • Today’s stage heads out along historic trazzere—the ancient drove roads of Sicily—toward the Portella Sant’Agata pass, where a rock-cut staircase marks one of the more dramatic moments of the route. We briefly cross the Itinerarium Rosaliae pilgrimage trail before winding through open farmland past the old Masseria Sant’Agata and the Sanctuary of Tagliavia, a welcome spot to rest. The day ends with a stiff climb into Corleone, a town far more complex and interesting than its cinematic reputation might suggest, with a rich Norman and medieval heritage of its own.

      Meals: Breakfast, lunch, dinner
      Hiking: 26.4 km (16.4 mi), ~7.5 hours
      Elevation: +693 m (+2,274 ft) / -818 m (-2,684 ft)
      Accommodation: 3-star hotels, converted farms, agrotourism B&Bs or charming family-run hotels

      corleone village sicily
    • We climb out of Corleone—a town that earned its nickname “the city of a hundred churches”—up to the Malopasso pass, pausing to take in the view before continuing along white gravel roads past springs and hilltop farms. The Masseria ‘Mbriaca, a well-preserved late medieval farmstead, marks the halfway point. From here, the lake of Prizzi begins to glimmer in the distance, and the hilltop town—perched close to 1,000 m (3,280 ft)—comes into view as a well-earned reward at the end of the climb.

      Meals: Breakfast, lunch, dinner
      Hiking: 20.1 km (12.5 mi), ~5.75 hours
      Elevation: +793 m (+2,602 ft) / -367 m (-1,204 ft)
      Accommodation: 3-star hotels, converted farms, agrotourism B&Bs or charming family-run hotels

      prizzi lake
    • We leave Prizzi—a small town that clings to the mountainside like a nativity scene—and enter the Monte Carcaci Nature Reserve, where shaded woodland trails and natural springs make for a refreshing change of pace. Beyond the forest, the route passes through open fields of grain and fodder and the abandoned farming hamlet of Riena, a poignant reminder of a rural Sicily that has slowly faded away. A second stretch of woodland leads up to the Byzantine plateau of Kassar, which looks out over the rooftops of Castronovo di Sicilia below.

      Meals: Breakfast, lunch, dinner
      Hiking: 24.4 km (15.2 mi), ~7 hours
      Elevation: +532 m (+1,745 ft) / -832 m (-2,730 ft)
      Accommodation: 3-star hotels, converted farms, agrotourism B&Bs or charming family-run hotels

      sicilian hills
    • We leave Castronovo—the historic heart of the Magna Via, where a Norman diploma first gave this route its name—and descend toward the Capelvenere caves, an ancient Punic necropolis set in a beautiful natural landscape. The route then passes the Casale di San Pietro, an iconic stop on the way: a fortified farmstead and church that has welcomed pilgrims and travelers between Palermo and Agrigento for centuries. A long traverse through sun-drenched fields and the Platani valley leads up to the rocky citadel of Cammarata, where a famous mural of pilgrims greets us at the final climb.

      Meals: Breakfast, lunch, dinner
      Hiking: 12.5 km (7.8 mi), ~3.5 hours
      Elevation: +486 m (+1,594 ft) / -475 m (-1,558 ft)
      Accommodation: 3-star hotels, converted farms, agrotourism B&Bs or charming family-run hotels

      cammarata sicily
    • Two towns, one shared history—we leave Cammarata and San Giovanni Gemini and descend alongside the Platani River, following it parallel to the old railway and state road. The route passes near salt mines that still surface today before crossing over to a steep trazzera that climbs to Acquaviva Platani. From there, open countryside unfolds ahead, with Monte Caccione marking the horizon and the Masseria Bongiorno along the way, before the iconic final trail winds up to the dramatic rock of Sutera.

      Meals: Breakfast, lunch, dinner
      Hiking: 18.7 km (11.6 mi), ~5.5 hours
      Elevation: +632 m (+2,073 ft) / -658 m (-2,159 ft)
      Accommodation: 3-star hotels, converted farms, agrotourism B&Bs or charming family-run hotels

      sutera landscape
    • A long stage through the provinces of Caltanissetta and Agrigento. We descend from Sutera to Campofranco and pick up the old royal trazzera toward Milena, crossing the Gallo d’Oro river—where the remains of a “Roman” bridge, which collapsed in the 1980s, are still visible in the water. Beyond Milena, we push through open farmland to Racalmuto, the hometown of celebrated Sicilian author Leonardo Sciascia, where his house and the town’s castle and churches are worth a detour. Those with energy to spare can continue the extra 3 km to Grotte.

      Meals: Breakfast, lunch, dinner
      Hiking: 24.7 km (15.3 mi), ~7 hours
      Elevation: +743 m (+2,438 ft) / -432 m (-1,417 ft)
      Accommodation: 3-star hotels, converted farms, agrotourism B&Bs or charming family-run hotels

      Canolli Siciliani Italy
    • We leave Grotte—a small town with a surprisingly rich tradition of street art and community-driven tourism—and head toward the Petra di Calathansuderj, an ancient system of caves and tunnels that guarded this territory for centuries. The route then climbs to the promontory above Comitini, passing through a landscape of sulfur mines that feels straight out of a Verga novel. After descending into the village, we continue through Aragona and push on toward Joppolo Giancaxio, a small agricultural town with a long tradition of welcoming pilgrims.

      Meals: Breakfast, lunch, dinner
      Hiking: 19.9 km (12.4 mi), ~5.75 hours
      Elevation: +484 m (+1,588 ft) / -734 m (-2,408 ft)
      Accommodation: 3-star hotels, converted farms, agrotourism B&Bs or charming family-run hotels

      sicilian town
    • The final stage. We set off from Joppolo into the ancient agricultural landscape surrounding Agrigento—the sprawling countryside that once formed the sacred territory of the Greek city. The route passes through scattered urban stretches, crosses the Akragas stream along an old mule track still used by local shepherds, and winds through a eucalyptus forest before a gentle climb brings us into the heart of the city. A few hundred meters more and we arrive, smiling, at the foot of the cathedral staircase—183 km (114 mi) from where we started.

      Meals: Breakfast
      Hiking: 13.9 km (8.6 mi), ~4 hours
      Elevation: +358 m (+1,175 ft) / -317 m (-1,040 ft)

      temple agrigento
    • Included:

        • A certified hiking guide with extensive knowledge of the area
        • 10 or 11-day hiking adventure across Sicily
        • Accommodation for 9 or 10 nights in 3-star hotels, converted farms, agrotourism B&Bs, and charming family-run hotels (double occupancy)
        • All meals as in the itinerary — breakfasts, lunches, dinners (from dinner on Day 1 through breakfast on the last day)
        • Luggage transfer from accommodation to accommodation
        • Transfer as needed during the tour
        • Guide’s expenses
        • Support person with a car for any emergency during the hiking days
        • City/tourist taxes

      Add-ons:

        • Single occupancy room (available to add at checkout)

      Not included:

        • Flights to Italy
        • Train or private transfers to the meeting point on Day 1
        • Water and extra drinks
        • Anything not mentioned in the “Included” section above
        • Insurance — recommended, available to add at checkout
        • Guide gratuities — optional
    • This Sicily hiking trip is suitable for generally fit hikers with previous multi-day trekking experience, prepared for full days of 6–10 hours on the trail. The key factor to consider is the number of consecutive trekking days and the daily elevation gains and losses, which can be demanding even when the terrain itself is not technically difficult. Arriving in good physical shape—used to walks of similar distance and height gain—will greatly enhance your enjoyment of the journey.

      There are two itineraries available, check them out to see day-by-day distances.

      Most of the route follows easy trails, gravel roads, and occasional asphalt, but the daily distances and elevation changes make the trek a solid challenge. The longest day covers 26.4 km (16.4 mi), with up to 1,078 m (3,537 ft) of elevation gain. Check out the itinerary for a full day-by-day breakdown of distances and elevation changes.

      You’ll only need to carry a small daypack, as your main luggage will be transferred for you each day. And if at any point you need to rest or skip a section, your guides are there to support you and ensure you can rejoin the group safely.

    • Here’s a list of the equipment you need to bring:

        • Day pack large enough to carry all the items listed (around a 25-40L bag)
        • Hiking poles — optional
        • Water bottle or hydration bladder (2L capacity)
        • Comfortable hiking clothes
        • Spare clothes for layering
        • Waterproof rain jacket
        • Sunhat
        • Toiletries (sunscreen, hand sanitizer, bug spray, toilet paper, etc.)
        • Headlamp or flashlight
        • Sunglasses
        • Camera — optional (but recommended)
        • Sturdy walking shoes or boots

      Dress comfortably and for the weather in clothes you can move in. We suggest bringing clothing appropriate for the season. Layers are best and don’t wear jeans.

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    • Your guides will provide accommodation at the most characteristic and comfortable locations in the area, within a 30-minute drive from the end of the walk. The accommodation level will be inevitably varied (3-star hotels, converted farms, agrotourism B&Bs, and charming family-run hotels), depending on what is available in the area.

    • Group sizes and pricing

        • For this hiking trip in Sicily, the usual client-to-guide ratio is 10:1.
        • It takes a minimum of 6 people for this tour to operate. The maximum group size is set at 10 participants.

      Hiking in Sicily can be arranged for larger groups. Contact us to make arrangements.

      Min. age requirements

        • If you are older than 18, you’re good to go.
        • Minors younger than 18 may be permitted to join the hike on a case-by-case basis, but must be in the presence of a parent or legal guardian.

      If your group has hikers under the age of 18, contact us prior to booking to make arrangements.

    • The starting point of your Sicily hiking trip is either Caltanissetta or Palermo, depending on the itinerary you choose.

        • To get to Caltanissetta (11-day trip), most people fly into Catania Airport (CTA). From there, you can take a train to Caltanissetta or arrange a private transfer with your guides for an added fee. Alternatively, you can choose to fly into Palermo Airport. However, in that case, booking a private transfer with your guide is mandatory. If you would like to arrange a private transfer, contact us.
        • To get to Palermo (10-day trip), most people fly into Palermo Airport (PMO). From there, you can take public transport or a shuttle to Palermo—it will take you 30-40 minutes.
    • We highly recommend that you cover all your bases with insurance. To make your booking and traveling experience as carefree as possible, you’ll be offered to simply insure your trip with Redpoint at checkout.

      Redpoint—the official 57hours insurance partner—tailors protection packages for adventure travel, offering a comprehensive travel program, even in remote locations! Trip cancellation, natural disasters, pandemic coverage, medical evacuation, primary medical expenses—regardless of the travel interruption that may happen, Redpoint will have you covered.

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