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Premium Sicily and Italy in Depth

24 days
From Palermo to Venice
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Plan your adventure:
Explorer
Curated to ignite your sense of adventure
Fully Guided
An experienced guide will be with you for the entire tour
Low Intensity
Travelers can expect some light physical activities
Guided in English
Group Size 1 - 12
Ages 15+
Image of a map showing the route of the tour

Itinerary

  1. Day 1

    Palermo

    You'll be picked up at the airport and driven into Palermo. If you arrive early, there's time to wander through the cathedral and grab some local sweets at the cafes. At 6 pm, you'll meet your group and tour leader for a welcome meeting, then head out together for a traditional Sicilian dinner.

    Included Activities

    • Airport transfer
    • Welcome meeting
    • Welcome dinner at local restaurant

    Optional Activities

    • Explore Palermo cathedral
    • Cafe-hop for Sicilian sweets
    Landmarks
    Palermo Cathedral
  2. Day 2

    Palermo

    The morning is yours to walk through Palermo's alleyways and check out the market squares on your own. After lunch, your local leader takes you on a walking tour focused on anti-Mafia sites like Teatro Massimo and Cape Market, where you'll meet local shop owners involved in ethical consumer initiatives. Later, you'll cook Sicilian dishes with a local chef and enjoy dinner with local wine.

    Meals
    Dinner (Sicilian dishes prepared in cooking class with local wine)

    Included Activities

    • Free morning in Palermo
    • Anti-Mafia walking tour including Teatro Massimo, Cape Market, Piazza della Memoria, Beati Paoli Square
    • Sicilian cooking class with local chef
    • Dinner with local wine
    Landmarks
    Teatro Massimo
    Capo Market
    Piazza della Memoria
    Beati Paoli Square
  3. Day 3

    Palermo - Erice - Trapani - Marsala

    You'll leave Palermo and travel to Erice, a medieval town sitting 750m above sea level. There you'll taste traditional Genovesi pastries before taking a cable car down to Trapani. From there, head south toward Marsala, famous for its sweet dessert wines. The evening is free to explore the town or try some local wine.

    Included Activities

    • Visit Erice
    • Genovesi tasting (traditional Sicilian pastries)
    • Cable car ride from Erice to Trapani

    Optional Activities

    • Wine tasting and socializing in Marsala
    Landmarks
    Erice
    Trapani
  4. Day 4

    Marsala - Mazara del Vallo - Scala dei Turchi - Agrigento

    Travel east to Mazara del Vallo to see the Arab influences and colorful murals in the kasbah. Stop at Scala dei Turchi to see the white marble cliffs, then continue on to Agrigento. You'll stay at a 13th century boutique hotel and share a meal with your group that evening.

    Meals
    Dinner (Group dinner in Agrigento)

    Included Activities

    • Visit Mazara del Vallo kasbah (Arab Quarter)
    • Visit Scala dei Turchi
    • Welcome dinner in Agrigento
    Landmarks
    Mazara del Vallo
    Scala dei Turchi
    Itinerary Image 1
  5. Day 5

    Agrigento

    After breakfast, head to the Valley of the Temples, one of the world's largest archaeological sites. Your local guide walks you through the temples of Hera, Herakles, Zeus and Castor and Pollux, with views across the landscape to the Mediterranean Sea. By afternoon you're back in Agrigento with free time to explore the Old Town or rest at your hotel.

    Meals
    Breakfast

    Included Activities

    • Guided visit to Valley of the Temples including temples of Hera, Herakles, Zeus and Castor and Pollux

    Optional Activities

    • Explore Agrigento Old Town
    • Visit local cafe
    Landmarks
    Valley of the Temples
    Temple of Hera
    Temple of Herakles
    Temple of Zeus
    Temple of Castor and Pollux
  6. Day 6

    Agrigento - Ragusa - Modica - Noto - Siracusa

    Leave Agrigento early and travel east toward Siracusa. You'll stop in Ragusa, a scenic hilltop town, then continue to Modica to taste the local chocolate. Next, join a guided walk through Noto to see its striking limestone architecture, and then arrive in Siracusa for your two-night stay.

    Included Activities

    • Visit Ragusa
    • Visit Modica and chocolate tasting
    • Guided walking tour of Noto
    Landmarks
    Ragusa
    Modica
    Noto
    Itinerary Image 1
  7. Day 7

    Siracusa

    Walk through Ortigia, the small island connected to Siracusa, discovering ancient ruins, fountains and trattorias down narrow streets. In the afternoon you return to the main town and it's free to explore. You can visit the Greek theatre, Roman amphitheatre and ancient stone quarries, or just relax at your accommodation.

    Included Activities

    • Orientation walk through Ortigia

    Optional Activities

    • Visit Neapolis Archaeological Site (Greek theatre, Roman amphitheatre, ancient stone quarries)
    • Explore Siracusa town
    Landmarks
    Ortigia
    Neapolis Archaeological Site
    Greek Theatre of Syracuse
    Roman Amphitheatre of Syracuse
  8. Day 8

    Siracusa - Mt Etna - Catania

    Travel to Mt Etna, Europe's largest active volcano. At around 2000m altitude, you'll walk into an extinct crater and explore a lava cave with helmets and torches. Walk among the cold lava streams of Piano Provenzana, a former ski resort destroyed in 2002. Later, continue to Catania to spend the afternoon exploring grand piazzas and UNESCO World Heritage Late Baroque architecture.

    Included Activities

    • Mount Etna visit including crater walk and lava cave exploration
    Landmarks
    Mount Etna
    Piano Provenzana
  9. Day 9

    Catania - Taormina - Catania

    Take a day trip to Taormina where your guide points out Greek influences in the architecture while walking through back streets and gardens to the famous Greek theatre and cathedral. The afternoon is yours to explore at your own pace, grab a drink, try traditional Sicilian pasta, or just wander around. You return to Catania for your final night and a farewell dinner with your group.

    Meals
    Breakfast, Dinner (Farewell dinner with travel group)

    Included Activities

    • Guided walk of Taormina
    • Greek theatre visit
    • Cathedral visit
    • Farewell dinner in Catania
    Landmarks
    Greek Theatre of Taormina
    Taormina Cathedral
  10. Day 10

    Catania - Alberobello - Polignano a Mare - Bari

    Travel inland to Alberobello, a town filled with unique beehive-shaped trulli dwellings built from limestone in the 14th century. Your local guide explores Rione Monti Old Town and Rione Aia Piccola, explaining the spire shapes and religious roof symbols. You'll visit the Church de Sant'Antonio built in trulli style, then continue to coastal Polignano a Mare to explore beaches and clifftop dwellings. Return to Bari for an orientation walk and a free evening.

    Meals
    Dinner (Dinner in local restaurant)

    Included Activities

    • Local guide tour of Alberobello including Rione Monti and Rione Aia Piccola
    • Visit Church de Sant'Antonio
    • Visit Polignano a Mare
    • Orientation walk of Bari

    Optional Activities

    • Dinner at local restaurant in Bari Vecchia
    • Passeggiata (evening stroll) along seafront promenade
    Landmarks
    Alberobello
    Rione Monti
    Rione Aia Piccola
    Church de Sant'Antonio
    Polignano a Mare
    Itinerary Image 1Itinerary Image 2
  11. Day 11

    Bari

    Travel inland to Alberobello, a town filled with unique beehive-shaped trulli dwellings built from limestone in the 14th century. Your local guide explores Rione Monti Old Town and Rione Aia Piccola, explaining the spire shapes and religious roof symbols. You'll visit the Church de Sant'Antonio built in trulli style, then continue to coastal Polignano a Mare to explore beaches and clifftop dwellings. Return to Bari for an orientation walk and a free evening.

    Meals
    Dinner (Dinner in local restaurant)

    Included Activities

    • Local guide tour of Alberobello including Rione Monti and Rione Aia Piccola
    • Visit Church de Sant'Antonio
    • Visit Polignano a Mare
    • Orientation walk of Bari

    Optional Activities

    • Dinner at local restaurant in Bari Vecchia
    • Passeggiata (evening stroll) along seafront promenade
    Landmarks
    Alberobello
    Rione Monti
    Rione Aia Piccola
    Church de Sant'Antonio
    Polignano a Mare
  12. Day 12

    Bari - Ostuni - Nardo

    Visit a local olive oil producer on a farm that's been active since Roman times, learning how production techniques changed over centuries. Taste the olive oil and have an included lunch of regional dishes. Later, explore the small city of Ostuni with its whitewashed streets and Gothic, Romanesque and Byzantine buildings. Travel to Nardo for a walking tour through the Old Town with over a dozen grand palazzos. Stay at a converted 13th century Baronial Palace complex with an on-site restaurant.

    Meals
    Lunch (Regional favourites at olive oil farm), Dinner (Gourmet dinner in Palazzo Mignano restaurant with local ingredients, Salento dishes with modern twist, panoramic view from terrace)

    Included Activities

    • Olive oil farm visit with tasting (active since Roman times)
    • Lunch at olive oil farm
    • Ostuni visit
    • Nardo Old Town walking tour
    • Gourmet dinner with local ingredients honoring traditional Tuscan dishes with modern twist
    Landmarks
    Ostuni
    Nardo Old Town
  13. Day 13

    Nardo

    If you'd like, take an optional walk through your Feature Stay's historic 'secret garden' before breakfast. Travel to Lecce and explore ornate baroque buildings, the lively university and ancient Roman ruins. Your local guide shows you hidden corners and shares the city's history. There's free time to wander before returning to Nardo for an afternoon cooking class on traditional Puglia regional cuisine.

    Meals
    Dinner

    Included Activities

    • Lecce guided city tour
    • Cooking class on traditional Puglia regional cuisine

    Optional Activities

    • Walk through Feature Stay's historic 'secret garden' before breakfast
    Landmarks
    Lecce
  14. Day 14

    Nardo - Matera

    Enjoy a final morning at your Feature Stay with coffee and scenery. Travel to Matera, an ancient city perched on a rocky outcrop. Stop at a local winery for wine tasting and lunch. Matera is believed to be the third-longest continuously inhabited human settlement in the world. That evening, take a walk through the city to discover its churches, traditional restaurants and thousands of years of history.

    Meals
    Lunch (Lunch at local winery)

    Included Activities

    • Winery visit with wine tasting and lunch

    Optional Activities

    • Evening walk around Matera to explore churches, traditional restaurants and history
    Landmarks
    Matera
    Itinerary Image 1
  15. Day 15

    Matera

    Dive into Matera's Old Town made famous by the sassi, over 3000 stone houses formed from natural grottoes and tufo cliffs, some dating to the 8th century. Your local guide leads you through staircases and alleyways through limestone ravines, visiting ancient sassi houses. Learn how the sassi were once considered the 'Shame of Italy' until government intervention. Visit an ancient underground neighbourhood with houses, streets, cisterns and churches.

    Included Activities

    • Local guide tour through Old Town sassi district
    • Ipogeo underground cistern visit
    Landmarks
    Sassi of Matera
  16. Day 16

    Matera - Pompeii - Naples

    Drive to Pompeii and join a local guide exploring one of Europe's most well-known archaeological sites. Walk among well-preserved villas, temples, theatres, markets and chariot-marked streets from the Roman trading centre buried by Mt Vesuvius in 79 AD. See the Roman Forum, basilica, temples, public baths and Odeon. Travel to Naples for a final dinner and group reflection.

    Meals
    Dinner (Final dinner in Naples with group)

    Included Activities

    • Guided visit to Pompeii archaeological site
    • Dinner in Naples
    Landmarks
    Pompeii
    Roman Forum at Pompeii
    Mount Vesuvius
  17. Day 17

    Naples - Rome

    You'll arrive in Rome and receive a complimentary transfer to your hotel. If you get there early, spend time exploring the historic city. At 6 pm, meet your local leader and fellow travellers at your welcome meeting. After that, enjoy an included dinner at a local restaurant.

    Meals
    Dinner (Welcome dinner at local restaurant)

    Included Activities

    • Complimentary airport transfer
    • Welcome meeting
    • Welcome dinner at local restaurant

    Optional Activities

    • Explore Rome if arriving early (visit espresso bar, explore streets)
    Itinerary Image 1Itinerary Image 2
  18. Day 18

    Rome

    With your private guide, visit Spanish Steps, Trevi Fountain, Piazza Navona and inside the Pantheon, then reach Campo de Fiori where the fresh produce market has operated since 1869. Stop at a local bar for a granita (iced Italian espresso) then have lunch at a classic local restaurant frequented by Romans. In the afternoon, take a guided tour of the Colosseum, one of the Seven Wonders. The evening is free to explore.

    Meals
    Breakfast, Snack (Granita (iced Italian espresso) at local bar), Lunch (Lunch at classic local restaurant frequented by Romans)

    Included Activities

    • Private guide walking tour including Spanish Steps, Trevi Fountain, Piazza Navona, Pantheon, and Campo de Fiori
    • Visit local bar for granita
    • Lunch at classic local restaurant
    • Guided tour of Colosseum

    Optional Activities

    • Free evening exploration
    Landmarks
    Spanish Steps
    Trevi Fountain
    Piazza Navona
    Pantheon
    Campo de Fiori
    Colosseum
  19. Day 19

    Rome - Siena - Monteriggioni - San Gimignano Region

    Take a private vehicle to Siena for an orientation walk showing the most interesting sights. See Piazza del Campo, home to the biannual Palio horse race, and the Siena Cathedral nearby. Continue to Monteriggioni, a medieval walled town with over a dozen towers built to defend against Florentines. Arrive at your Feature Stay country hotel near San Gimignano with views, pool and on-site restaurant. That evening, enjoy an included gourmet dinner with local ingredients in modern Tuscan style.

    Meals
    Breakfast, Dinner (Gourmet dinner with local ingredients, traditional Tuscan dishes with modern twist)

    Included Activities

    • Siena orientation walk
    • Monteriggioni orientation walk
    • Gourmet dinner with local ingredients, traditional Tuscan dishes with modern twist
    Landmarks
    Siena
    Piazza del Campo
    Siena Cathedral
    Monteriggioni
  20. Day 20

    San Gimignano Region

    Visit San Gimignano, the 'Town of Fine Towers', and explore the medieval Old Town centre with its Gothic and Romanesque architecture. This region is famous for Vernaccia grapes used in one of Tuscany's finest white wines. Visit a local agriturismo to explore vineyards and sample their wine before an included lunch with regional cheese, fine olive oil and bruschetta. Return to your Feature Stay for another delicious dinner.

    Meals
    Breakfast, Lunch (Regional cheese, fine olive oil and bruschetta at agriturismo), Dinner

    Included Activities

    • San Gimignano visit with leader
    • Local agriturismo vineyard tour with wine tasting
    • Lunch with regional cheese, fine olive oil and bruschetta
    • Dinner at Feature Stay
    Landmarks
    San Gimignano
  21. Day 21

    San Gimignano Region - Pisa - Lucca - Florence

    Visit Pisa where your leader shares the history of the legendary Leaning Tower. While climbing may not always be possible, you'll have a chance to photograph it from the ground. Continue to historic Lucca, an underrated Italian city, for a short walk along its beautifully preserved Renaissance walls. Take the short journey to Florence where the evening is yours to walk cobbled streets, eat gelato and soak up the Tuscan atmosphere.

    Meals
    Breakfast

    Included Activities

    • Pisa visit and orientation walk
    • Lucca city walls walk
    Landmarks
    Leaning Tower of Pisa
    Lucca
    Lucca Renaissance Walls
    Itinerary Image 1
  22. Day 22

    Florence

    Join a private guided walk of Florence including the Galleria dell'Accademia with its sculpture collection including Michelangelo's David. You then have a free afternoon to explore on your own pace. The Uffizi Gallery is highly recommended as one of the world's oldest galleries. Visit Piazzale Michelangelo for sweeping views of Florence's skyline and sample Tuscan culinary specialties featuring olive oil, beans and herbs.

    Meals
    Breakfast

    Included Activities

    • Private guided walking tour of Florence
    • Galleria dell'Accademia visit including Michelangelo's David

    Optional Activities

    • Visit Uffizi Gallery
    • Visit Piazzale Michelangelo for views
    • Sample Tuscan food
    Landmarks
    Galleria dell'Accademia
    Uffizi Gallery
    Piazzale Michelangelo
  23. Day 23

    Florence - Venice

    Head to the railway station and take a high-speed train to Venice. Your leader gives an orientation walk through the city's maze of canals. You'll visit Atelier Lunardelli, a historical atelier combining glass and timber design, and Palazzo Pisani, once home to a powerful Venetian dynasty and now housing the Music Conservatory. Climb to the rooftop for spectacular aerial views, then end at a glass blowing factory to learn about Venetian glass production. Free afternoon before a Venetian dinner with your group.

    Meals
    Breakfast, Dinner (Venetian dinner with group)

    Included Activities

    • High-speed train to Venice
    • Orientation walk through Venice's canals
    • Visit Atelier Lunardelli
    • Visit Palazzo Pisani with rooftop access
    • Glass blowing factory visit
    • Venetian dinner
    Landmarks
    Palazzo Pisani
    Itinerary Image 1
  24. Day 24

    Venice

    Your trip comes to an end after breakfast with no activities planned. If you'd like to extend your stay, contact your booking agent about additional accommodation options.

    Meals
    Breakfast
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  • WEN-CHUAN
    · May 28th, 2025
    A well balanced, very enjoyable tour
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  • joe
    · October 21st, 2024
    The actual trip was great but I would have appreciated more scenery and nature stops rather than just mentions that we were passing them Also I didn’t appreciate our guide stating our driver was paid tip money because it was a premium trip but failed to mention she was also given tip money so all passengers tipped her according to the guidelines set out by Intrepid
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Tour ID: 326120

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