Rome to Sicily - 23 Days

From £6,460You save £65(1%)

Trip Snapshot

Age range

15 - 99

Start / End

  • Rome
  • Palermo

Physical rating

2/5

Group size

1 - 12

Meals included

22

Highlights

  • Wander around Rome's famous landmarks including the Colosseum – one of the Seven Wonders of the World – as well as Vatican City, Sistine Chapel, St Peter's Basilica and many more.
  • Explore the ruins of ancient Pompeii, which emerged from the ashes after thousands of years, and peek inside the steaming crater of Mt Vesuvius – the volcano that destroyed it.
  • Hike among the olive groves on the Path of the Gods along the spectacular Amalfi Coast.
  • Get up close and personal with the active volcanoes scattered across the Aeolian Islands and perhaps take a dip in one of the Sulphur springs.
  • Search the crumbling Greek and Roman ruins in the charming seaside town of Taormina and maybe indulge in some deliciously fresh seafood.
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What's inside the PDF

  • Day-by-day itinerary
    Every day mapped out, covering activities, travel times, meals and where you'll stay.
  • Packing & kit list
    Exactly what to bring, from clothing and essentials to luggage guidelines and what's available to hire locally.
  • What's included
    Accommodation, transport, guides and meals, so you can see exactly what your price covers.
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Summary

Starting in Italy's 'Eternal City' of Rome, this epic adventure will take you through the Amalfi coastline to Calabria and Sicily over 23 days. Learn about the catastrophic fate of Pompeii, soak up the sunshine in the coastal town of Sorrento and explore the beautiful Amalfi Coast, before heading south to Calabria – a hidden gem for those who stray off Italy’s beaten path. Continue to bustling Sicily, with the volcanic valleys of Mt. Etna, the timeworn streets of Syracuse, the Baroque wonders of Ragusa, the ruins of the Valley of Temples and the rich anti-Mafia history of Palermo. Starring dramatic cliffside villages, clear waters and delicious seafood, this is a chance to experience the highlights of southern Italy.

Itinerary

  • Day 1

    Rome

    Buongiorno! Welcome to Italy. There are no activities planned until your welcome meeting at 6 pm, but there are plenty of things to do in Italy’s capital if you arrive early – the Colosseum, the Forum, Piazza Navona, the Spanish Steps, Via Condotti, Piazza Venezia, the Vatican City and St Peter's Basilica – so arriving early is recommended. Don’t forget to do as the Romans do and sip an espresso at one of the tiny streetside cafes or sample the many flavours of gelato that colour the city (Trastevere is a great spot for dining). For those captivated by the Eternal City, throw a coin into the Trevi Fountain to ensure a return visit. For dinner, why not head out with your group and get to know each other?

  • Day 2

    Naples / Pompeii

    Travel by train to Naples, a city brimming with passion and gastronomy. Naples has been shaped by many empires and civilisations throughout history, including the Romans, Phoenicians, Carthaginians, Venetians, Spaniards, Normans and Africans. Its historic centre is a UNESCO World Heritage site, and the famous Spanish Quarter remains one of Europe’s most densely populated residential areas. Join your leader for an orientation walk around the city centre and the Spanish Quarter, finishing with a pizza tasting – Naples is the birthplace of pizza, after all! You'll also partake in the Neapolitan custom of caffe sospeso, a gesture of anonymous charity while paying for coffee. Later this afternoon, board a train to the time capsule of Pompeii. Your accommodation tonight is conveniently located near the entrance to the archaeological excavation site.

  • Day 3

    Pompeii

    The small town of modern Pompeii has a wonderful square in Old Town – the perfect place to spend some time with the locals, drink an authentic Italian coffee and watch the world go by. Today’s highlight is a guided tour of the ruins of ancient Pompeii. Until 79 AD, Pompeii was a thriving Roman trading centre, but it was frozen in time when Mount Vesuvius erupted, burying 2000 people and their homes under a layer of ash. The city was never rebuilt and largely disappeared from people’s minds until the ruins were rediscovered in the late 16th century. The immaculately preserved ruins include villas, temples, theatres and markets, and provide insights into how Romans lived and worked 2000 years ago. The rest of the day is yours to relax, or if you like, you can visit the nearby Herculaneum, renowned for its fossilised archaeological treasures.

  • Day 4

    Mt Vesuvius / Sorrento

    A private transfer will take you to the mighty Mt Vesuvius this morning, where you’ll meet a local volcanology guide. Hike to the summit for 360-degree views over the Bay of Naples and peek inside the crater. Although Mt Vesuvius is still considered an active volcano, the last eruption was in 1944 and there's no sign of lava. See firsthand the awesome power of the volcano that engulfed the cities of Pompeii and Herculaneum in 79 AD. In the afternoon, travel by private vehicle to the resort town of Sorrento. People have been coming to the peninsula and islands of the Sorrento region for at least 2000 years. There are many options in this small seaside town with its piazzas, maze of old streets, cafes and shops. Sorrento is also famous for its lemon groves, which produce the famous limoncello, and you’ll enjoy a tasting of the liqueur this evening.

  • Day 5

    Sorrento

    You have a free day to explore the cliffside town of Sorrento. Maybe stroll along the marina or cool off in the waters of the small beaches. Visiting Capri is another option, accessible by a hydrofoil. Natural grottoes dot Capri’s rugged coastline, but go inland and you’ll find narrow roads that wind through fragrant citrus groves and villages of flat-roofed white houses. In Capri, you could also take a boat trip to the Blue Grotto (La Grotta Azzurra), where the water shines with an extraordinary blue translucence thanks to the refraction of sunlight outside. End the day the Italian way with a gelato making demonstration with your group.

  • Day 6

    Amalfi Coast

    Arrive at the Amalfi Coast after a short journey by private vehicle. The Amalfi peninsula is a land of rocky coastlines, clifftop towns, bright blue seas and tiered olive groves. If you're after a relaxing walk with a few cultural highlights, stroll from one side of Amalfi town to the other and visit the Cattedrale di Sant'Andrea and the Chiostro del Paradiso. If you want something more active, maybe head to the Valley of Mills. Alternatively, catch a bus up to the Valley of Dragons to reach the town of Ravello – its lofty position and dry climate have attracted writers, artists, musicians and travellers for centuries. Tonight, you'll stay in Minori, just a 15-minute bus ride from Amalfi (the bus fare is included). Minori is quieter than the tourist hotspots while still being just a short walk from the beach.

  • Day 7

    Positano / Amalfi Coast

    This morning, take a short bus ride to Bomerano. Here, your leader will take you for a half-day hike along the narrow trail of the famous Sentiero Degli Dei (Path of the Gods) which was historically used by farmers, mules and donkeys. The path winds through diverse scenery with unrivalled views of the coast. Walk through forests and fields of wildflowers, olive groves and vineyards, past ancient stone huts and beside sheer granite cliffs. See local farmers tending their crops by hoe and herds of goats grazing along the trail. You’ll finish up in Positano, where you'll have time to explore and maybe take a dip in the sea before returning to Minori by ferry and bus. As tonight marks your final evening together, maybe gather your group for a celebratory feast to cap off your Italian adventure.

  • Day 8

    Naples

    Today morning after breakfast, take an organized transfer to Naples. You'll be given all necessary instructions, but please note your trip leader will not travel with you. Naples – the vibrant city celebrated as the birthplace of pizza. Naples is also known for its rich history and is home to many narrow, winding streets and ancient churches. You’ll have a welcome meeting at 6 pm tonight to meet your trip leader and fellow travellers. If you arrive early, perhaps stroll along the coast and find a little eatery for a pizza dinner, a glass of local wine and a view of the Gulf of Naples.

  • Day 9

    Civita

    This morning, you’ll travel to Civita by boat, train and private vehicle. Founded by Albanian refugees in the Middle Ages, Civita is recognised by the Italian government as home to an ethnic minority. The Civitesi speak Arberesh, a unique blend of Italian and Albanian, found only here and in parts of Sicily. Explore this fascinating village on foot, visit a local shop to sample regional delights or take a scenic walk in the hills.

  • Day 10

    Civita

    Make sure you get a good breakfast this morning as you have the option to hike up Mount Sellaro – one of the peaks of Pollino National Park. On the way to the mountain, stop by Cerchiara di Calabria – a little town in the National Park best known for its bread. Maybe stock up on some of the tasty local produce, then continue to a remote sanctuary built by Byzantine monks, on the rocky hillside. The hike path begins just beyond the sanctuary – although it's a reasonably long trek, it’s well worth the summit views of the Achaean coast. If you decide the hike isn’t for you, you can still enjoy the National Park. With sheer cliffs, narrow canyons and a diverse range of wildlife – including the peregrine falcon, eagle owl and the recently reintroduced Egyptian vulture – this area is a wildlife lover’s paradise.

  • Day 11

    Tropea

    After breakfast this morning, transfer from Civita to Paola, then take the train to Tropea. Known for the faded buildings and iconic fortifications that line the city’s cliffs, Tropea feels timeless. Explore the town on an orientation walk with your leader, then maybe visit the local Norman cathedral, the Duomo, which houses an icon of Madonna of Romania – the town’s revered protectress. Next to the Duomo, there’s the Museo Diocesano – a small museum in the Palazzo Vescovile full of religious art and wooden statues. If you’d prefer some time by the water, head to the beach and see the impressive structures on the nearby cliffs.

  • Day 12

    Tropea / Stromboli

    If the weather permits, you’ll set out on a boat trip to the island of Stromboli this morning. When you arrive, visit San Vincenzo, where you can swim in the blue sea of the Aeolian Islands, shop along the main street or dine at a local restaurant. Depending on the season, you’ll depart Stromboli in the evening and cruise to the Sciara del Fuoco (Steam of Fire) to see the path of lava that flows during Stromboli's eruptions.

  • Day 13

    Reggio Calabria

    Take a train to Reggio Calabria – the gateway to Sicily. The city is in a major earthquake zone and has experienced much destruction over the years, leaving fewer historical sites compared to the rest of Italy. However, this has resulted in a unique mix of old buildings and modern structures, which you’ll see on an orientation walk. Visit the renowned National Archaeological Museum of Reggio – this museum is home to a collection of exhibits from Greek-influenced sites across Calabria, including the Bronzi di Riace (two giant bronze statues found on the seafloor in the 1970s). Tonight, maybe hunt down one of the city's best restaurants for local dishes like grilled swordfish or pasta with cauliflower and broccoli.

  • Day 14

    Taormina/Catania

    This morning, drive to Taormina on the east coast for a private boat excursion. Sailing along the Sicilian coast, you’ll check out the bays and caves of Taormina, characterised by the imposing rocks that surround them. Soak up the sunshine, enjoy an aperitif with snacks and learn about the village from your skipper. Maybe even stop for a swim to cool off before continuing on to Catania. When you arrive, you have a free night to explore the city’s bar culture and find a good spot for dinner.

  • Day 15

    Catania

    Wake up in Catania this morning and head out for an orientation walk with your leader to see the city. Wander through the grand piazzas and wide streets, then be treated to a granita tasting (a semi-frozen dessert made with sugar, water and various flavours). Then, maybe see the UNESCO World Heritage site of Val di Noto, famed for its Late Baroque architecture or head out with your group for a farewell dinner. Wherever you end up tonight, make sure to toast to a trip well travelled.

  • Day 16

    Catania

    Enjoy a free day in the charming Catania. Maybe walk through the cobblestone laneways with the Mt Etna volcano towering above and visit the Piazza del Duomo. Tonight, you’ll have a welcome meeting at 6 pm to meet the new travellers joining you. After, maybe head out for dinner with your group and get to know each other.

  • Day 17

    Syracuse

    Come face-to-face with the volcano that towered over you yesterday, with a daytrip to Mt Etna – Europe’s largest active volcano. At an altitude of approximately 2000 m on the northern side, you’ll visit a lava cave with helmets and torches and walk into the centre of extinct craters on the Sartorius Mountains. After, hit the road to Syracuse where your leader will take you on an orientation walk through the most interesting parts of the city. The evening is yours to explore or chill out, as you wish.

  • Day 18

    Syracuse

    Wake up without an alarm today – you’ve got the day free to explore Syracuse however you like. Perhaps wander through the streets and check out the crumbling building facades and balconies supported for centuries by a host of stone lions, tigers, bears, dragons, moors, satyrs, devils, angels, kings, paupers, wenches and cherubs. Maybe take a boat trip around the island of Ortigia for a scenic view of the walled off cityscape or visit the Neapolis Archaeological Site. Alternately, fill your whole day just wandering aimlessly through the city, stopping by cafes, restaurants and grabbing a granita in the afternoon.

  • Day 19

    Noto/Ragusa/Agrigento

    After breakfast today, head for the city of Agrigento. Along the way, stop at Noto – a small town with limestone buildings that dazzle on a sunlit afternoon. You’ll then see the ‘new’ baroque city of Ragusa that was completely rebuilt after the devastating earthquake of 1693, resulting in two vastly different sides to the same city. After exploring the tangled alleyways and baroque palazzi, travel on to Agrigento. Arrive late in the afternoon and enjoy some free time to maybe find the historic centre that extends up the Colle di Girgenti hill. Head to Via Atenea and Viale della Vittoria for a panoramic view over the valley (Valley of the Temples) and the sea for sunset and be sure to try the famous gelato pecorino in one of the local cafés or patisseries.

  • Day 20

    Valley of the Temples/Marsala

    Take a step back in time today as you explore the nearby Valley of the Temples. Your local guide will bring this classical Greek site to life as you visit the temples of Hera, Herakles, Zeus and Castor and Pollux. Try to nab a window seat today, as along the way you’ll have great views of the sweeping landscape and Mediterranean Sea. After the guided tour in the Valley of the Temples, you’ll head on to Marsala – a coastal town in the west of Sicily.

  • Day 21

    Erice/Palermo

    Today, set your sights on Palermo, making a few scenic stops along the way. First, you’ll explore the beautifully preserved medieval town of Erice. Despite being handed from one ruling army to the next, there are plenty of beautiful buildings in this town, each showcasing architectural styles from a varied history. Before you get back on the road, be sure to pick yourself up a Genovesi (a traditional Sicilian pastry filled with custard or ricotta cream). Then, make your way to the capital of Sicily, Palermo. When you arrive, you’ll have a free the afternoon to explore as you wish. You might like to wander the labyrinth of small alleyways, buzzing market squares and winding roads. Or, check out some of the main monuments like the 12th century cathedral in the old heart of the city.

  • Day 22

    Palermo

    Take part in a walking tour with a local guide this morning and uncover symbolic places of rebellion and anti-Mafia racketeering. Places such as the Teatro Massimo, Cape Market, Piazza della Memoria and Beati Paoli Square all have a rich history in civil mobilisation – plus, they are known to serve delicious street food. You’ll get a chance to meet shop owners who have had the courage to denounce their extortionists, then you have the option to visit nearby Monreale – situated in a panoramic position above Palermo with fantastic views over the city and the sea. Visit the cathedral here, described as one of the ‘wonders of the medieval world’, and climb to its roof. Alternately, you might like to wander the city of Palermo at your own will. Tonight, maybe head out for dinner and toast to a beautiful adventure.

  • Day 23

    Palermo

    Your adventures come to an end today after breakfast. If you’d like to stay and explore more in Palermo, just speak to your booking agent ahead of time.

What's Included

  • Accommodation

    Hotel (20 nights), Guesthouse (2 nights)

  • Meals

    Breakfasts: 22, Lunches: 0, Dinners: 0

    Vegetarian options are available on all meals throughout the adventure.

    Vegetarian options available

  • Transport

    Train, Public bus, Private vehicle, Ferry, Metro, Cable car

  • Local Guide

    Guided

    This adventure is led by a local guide throughout. The main language of this adventure is English. Please contact us for other languages available.

  • Wifi

    Wifi is available during the adventure. In some areas and / or accommodation / transport Wifi may be free.

Dates & Prices

  • Aug 2026

    from £7,059
  • Sep 2026

    from £7,187
  • Oct 2026

    from £7,019
  • Apr 2027

    from £6,762
  • May 2027

    from £6,529
  • Jun 2027

    from £6,460
  • Aug 2027

    from £6,460
  • Sep 2027

    from £6,529
  • Oct 2027

    from £6,460
  • Apr 2028

    from £6,772
  • May 2028

    from £6,772
  • Jun 2028

    from £6,772
  • Aug 2028

    from £6,772
  • Sep 2028

    from £6,772
  • Oct 2028

    from £6,772
  • Save 1%
    Sunday 6 Jun 2027to Monday 28 Jun 2027
    6+ spaces of 12 left
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    Pay Monthly
    Book for£250 today, pay the rest later
    Private Room from +£1,396
  • Save 1%
    Sunday 27 Jun 2027to Monday 19 Jul 2027
    6+ spaces of 12 left
    £6,525£6,460
    Pay MonthlyBest offer
    Book for£250 today, pay the rest later
    Private Room from +£1,396

Customer reviews & ratings

(5 out of 5)
Based on 9 reviews
  • This trip provides a great overview of southern Italy's environment, food and the way the Italians live along the coast and in the hilltop towns. Making limoncello and fresh goats milk cheese really gives an insight into local living off the main tourist path.

    Nicole Aug, 2019 Verified

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Our Important Notes and Packing List cover all essentials, from necessary equipment to inclusions, ensuring you're fully equipped and informed for this extraordinary adventure and more.

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