Sicily itinerary

This wonderful Sicily walking tour takes from the bustle of Palermo to the rolling hills the centre and then on to the dreamy Aeolian islands before finishing in Taormina, revealing a side of Sicily that others only read about.

Day 1

Our Sicily tour starts in Palermo, the capital of Sicily, which is pressed between the mountains and the sea, a striking setting for what must be one of the most exotic cities in Europe. Its architecture and culture reflect the extraordinarily rich fabric of its past. Our accommodation for the first two nights is in an elegant 4-star hotel in the lively commercial centre of Palermo. We'll meet in the hotel foyer at 19.00 and have a light dinner in a neighbouring restaurant. (Dinner)

Day 2

This morning we will be taken on a guided walking tour of the hidden treasures in the centre of Palermo before exploring the winding lanes of Palermo's celebrated markets and visiting the famous Norman Palace and its spectacular mosaics. After lunch, the rest of the afternoon and the evening is free. (Lunch)

sicily walking tour 1

Day 3

From the bustle and intensity of Sicily's largest city, we drive into the mountainous interior to the green tranquillity of the island's second largest national park. On the way we will visit the dazzling medieval cathedral of Monreale, perched high above Palermo, and then stop at Cefalu, a lovely seaside resort for lunch.  Our base for the next four nights will be in a traditional and wonderfully restored historical property with all the comforts.  We'll have dinner in a nearby restaurant.  (Dinner)

Day 4

The first walk of the tour takes us into the heart of the Madonie National Natural Park. It is a beautiful high mountain walk finishing in a small fortified town, perched on the edge of the park, that was the original seat of the area's feudal lords. (13 kms, 4 hrs, 455 mts ascent, 543 mts descent).

After a light lunch, we'll explore this beautifully situated town before returning to our base. (Lunch/Dinner)

sicily walking tour 2

Day 5

This morning we head south to visit Piazza Armerina, the extraordinary villa at Casale, the most important relic of the Roman era in Sicily, unique for both the size and the richness of the polychrome floor mosaics.  Before the visit, we'll stop for a delicious light lunch.  After the visit, we’ll drive back to our base, where the rest of the afternoon and evening are free. (Lunch)

Day 6

Today we walk through rolling green hills covered with wildflowers and dotted with farmhouses and hamlets, up to a tiny hilltop village, dominated by an awesome medieval Norman castle, where we'll have a packed lunch before visiting the castle (14 kms, 4 hrs, 459 mts ascent, 528 mts descent).

In the afternoon we'll drive back to our accommodation, stopping to visit possibly the most spectacularly sited town in the area, which has breath-taking views and a very good gelateria.  (Lunch/Dinner)

sicily walking tour 3

Day 7

After breakfast, we drive through the Nebrodie Mountains to the coast. Here we take a hydrofoil one hour north to the Aeolian Islands, and specifically to the island of Lipari, where we'll stay for the next four nights in a lovely hotel near the port which has beautiful gardens and a large swimming pool.  In the afternoon, you'll be taken on a guided visit of Lipari's small but fascinating archaeological museum.  In the evening we have dinner at an excellent local osteria.  (Dinner)

Day 8

This morning we go for a walk, starting at the furthest tip of the Lipari, where, with views over neighbouring islands, we take an ancient path that dips down to follow cliffs along the coast before climbing up to thermal springs scattered with Roman and Greek ruins, then continue along a paved stretch of Roman road to lunch (9 kms, 3.5 hrs, 304 mts ascent, 348 mts descent).

Afterwards, the willing can continue the walk down to Lipari town (4 kms, 1 hr), while the others can take a taxi back to town. The rest of the afternoon and evening are free.  (Lunch)

sicily walking tour 4

Day 9

This morning we will be taken by private boat (a very comfortable converted fishing boat) to explore the smallest and most picturesque island of the archipelago. We go for a walk to visit a spectacularly positioned pre-historic site before returning to the port for lunch. (5 kms 1.5 hrs, 157 mts ascent, 161 mts descent)

After lunch we get back on the boat and continue our exploration of the island, having a swim in the blue Mediterranean sea before returning to Lipari. The evening is free. (Lunch)

Day 10

Today we will again take a private boat for a visit to another neighbouring island a short boat ride from Lipari, for the one hour climb up to the smoking crater of one the Mediterranean's most famous seismic phenomena, believed by the ancients to be the gates to hell (conditions permitting).  (5 kms, 2 hrs, 352 mts ascent, 364 mts descent)

On the way back to Lipari we'll explore the coast with the chance for another swim before having a light lunch. In the evening we have dinner at an elegant restaurant which specialises in seafood and local cuisine. (Lunch/Dinner)

sicily walking tour 5

Day 11

In the morning, we take the hydrofoil back to the mainland and drive around the north-eastern tip of Sicily to an enchanting village perched above the picturesque and elegant town of Taormina.  Our 4-star hotel has wonderful views over Taormina and Mt Etna. You will be free to unpack and relax around the swimming pool.

Later in the afternoon, we will walk down to Taormina for a guided visit to Taormina's famous Greek theatre, which dates from the 3rd century BC.    We will return to the hotel for dinner.  (Dinner)

Day 12

Today we drive around the northern side of Mt Etna and then up into the Etna National Park, taking a beautiful walk through forests of oak, beech and birch trees, crossing countryside modelled by centuries of lava flows with the peak of snow-capped Mount Etna looming above (11 kms, 4 hrs, 316 mts ascent, 303 mts descent).

At the end of the walk we’ll drive down the mountain for a wine tasting and lunch at a small family-run vineyard where we will try some of the local wines.  After a stroll around the vineyard, we’ll drive back to our hotel where the evening is free.  (Lunch)

sicily walking tour 6

Day 13

Today is a free day.  You’ll have the chance to relax and enjoy the romance of Taormina spending the morning shopping and exploring the town.  If you’d like a bit more excitement, day trips are available to take you up the southern side of Mt Etna to see one of the island’s most extraordinary sights: the lunar landscape and lava of the active crater at the top of the mountain.  Alternately, you may choose to do a day trip to Syracuse, an hour and half’s drive south. Additional costs apply for these excursions. 

In the evening we’ll regroup in Taormina to have our farewell dinner at a fabulous family-run restaurant. (Dinner)

Day 14

After breakfast, we leave our hotel at 8.00am and transfer to Catania, which has an international airport and rail connections to the mainland (the train is ferried across the Straits of Messina) and to the rest of Europe. If required, we can also organise transfers back to Palermo.

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Sicily in Spring Tour 2: 14 days / 13 nights

  • Tour Leader

    Carmelina Ricciardello

  • Tour Dates

    1 May to 14 May, 2026

    .
    Tour 1: 1 May - 14 May '26
    (1 room available)

    2027 dates:
    Tour 1: 30 April - 13 May '27

  • Tour Size
    7 to 15 people
  • Tour Cost

    $10,490

    per person
  • Single supplement $1000 (double room for single use)
  • 13 nights accommodation (see the itinerary for details) in 4-star boutique hotels
  • All breakfast, and all lunches and dinners (wine included) listed in the itinerary
  • All land and sea transfers during the tours
  • All taxes and service charges at the hotels and restaurants
  • All paid admissions during the tour
  • 7 guided walks
  • Services of a full-time professional tour guide

Map

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Testimonials

I am still in such a post Sicily high - of course the tour exceeded my expectations. You have spent so much time and thought into the itinerary... even though my expectations were high, the place thoroughly seduced me - it's so magical.

– Karen M, Sicily walking tour

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