Exploring Sicily’s past is most rewarding through its well-crafted historical tours. The best experiences focus on three key areas: ancient Greek and Roman sites, medieval towns, and local food traditions. We especially love the walking tours through Syracuse’s archaeological park – it’s the most efficient way to understand Sicily’s Greek colonial period. The market and street food tours in Palermo are fantastic for experiencing authentic Sicilian culture, while Ortigia’s guided walks offer the perfect mix of history and seaside charm. These tours combine expert guides with skip-the-line access to major sites, making them ideal for time-conscious travelers. Let’s look at our favorite historical tours across the island.

Good To Know

  • Sicily’s historical tours provide immersive experiences, featuring guided insights into the island’s Greek, Roman, and local cultural heritage.
  • The Syracusa Heritage Tour offers a delectable lunch and expert-led explorations of significant historical sites.
  • The well-maintained Neapolis Archaeological Park showcases impressive Greek and Roman ruins, including theaters and temples.
  • Many historical tours in Sicily accommodate accessibility needs, with options for wheelchair and stroller access, as well as pet-friendly policies.
  • Tours often meet at iconic locations, such as Teatro Massimo and Ortigia, highlighting Sicily’s architectural and cultural treasures.

Palermo Street Food Tour: Art, History and Ancient Markets

Palermo Street Food Tour: Art, History and Ancient Markets

The Palermo Street Food Tour: Art, History and Ancient Markets offers visitors a unique opportunity to enjoy the vibrant culinary and cultural heritage of Sicily’s capital city.

Recommended by 100% of travelers, the tour boasts an impressive 5.0 overall rating from 77 reviews. Guests can expect to savor local specialties like panelle, crocchè, sfincione, arancina, and cannolo, paired with water, cola, or beer.

The tour includes a visit to the stunning Cathedral of Palermo and admission to a museum, with professional guides leading the way.

Whether you’re a cruise passenger or exploring Palermo on foot, this tour provides an unforgettable taste of the city’s art, history, and ancient markets.

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Wine Tour in the Historic Baglio Florio Adamo With Lunch

Wine Tour in the Historic Baglio Florio Adamo With Lunch

Nestled amidst the rolling hills of Sicily’s countryside, the historic Baglio Florio Adamo estate invites visitors on a captivating wine tour that delves into the region’s rich vinicultural heritage.

Boasting a 98% traveler recommendation, this private tour offers a personalized experience, complete with a delectable Sicilian lunch and an opportunity to learn about the winemaking process from knowledgeable hosts Vincenzo and Liliana.

With wheelchair accessibility, free cancellation, and optional private transportation, the tour caters to a wide range of guests.

Consistently praised for its quality food, relaxed atmosphere, and family-like hospitality, the Baglio Florio Adamo wine tour is a must-visit for anyone seeking an authentic Sicilian experience.

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Bike Tour of the Historic Center of Palermo With Tasting

Bike Tour of the Historic Center of Palermo With Tasting

Departing from the charming Baglio Florio Adamo estate, this Bike Tour of the Historic Center of Palermo With Tasting offers a captivating glimpse into the city’s storied past.

With a 97% traveler recommendation rate and a Badge of Excellence, the tour is led by professional guides who share their deep knowledge of Palermo’s history and culture.

Cyclists will explore the historic center, sample local street food, and enjoy the city’s vibrant atmosphere.

While the tour isn’t recommended for those with certain medical conditions, the availability of child seats and vegetarian options caters to diverse traveler needs.

At $47.39 per person, this 60-review experience is a highly-rated way to take in Palermo’s rich heritage.

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Tour in Bike History Island Ortigia and Archeological Park Neapolis

Tour in Bike History Island Ortigia and Archeological Park Neapolis

This private Bike Tour of Ortigia and Archaeological Park Neapolis offers an engaging exploration of Sicily’s rich history and cultural heritage. Priced at $129.25 per person, the tour includes bottled water, use of a bicycle, and lunch.

Participants will meet at Via della Dogana in Siracusa and explore the historic center of Ortigia, followed by a visit to the Archaeological Park Neapolis.

With a 5.0 rating from 11 reviews, the tour is highly recommended, thanks to the knowledgeable guide, Joe, and the e-bikes that make navigating the area easy and enjoyable.

Confirmation is provided within 48 hours of booking, and a private tour ensures a personalized experience.

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Etna DOC & Organic Wine Tasting and Tour of the 1815 Historic Winery

Etna DOC & Organic Wine Tasting and Tour of the 1815 Historic Winery

After exploring the historic sights of Ortigia and the Archaeological Park Neapolis, visitors can now embark on an immersive experience that celebrates Sicily’s renowned Etna DOC wines and organic viticulture.

The Etna DOC & Organic Wine Tasting and Tour of the 1815 Historic Winery offers a captivating look into the region’s winemaking heritage. Guests will sample four organic Etna DOC wines, accompanied by a selection of typical Sicilian delicacies like cheese, salami, and homemade bread.

The knowledgeable guide Guido provides insights into the winemaking process, while a delicious lunch is included. With a 5-star rating and rave reviews, this tour is a must for wine enthusiasts visiting Taormina or Mount Etna.

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Historic Winery Visit With Food and Wine Tasting in Marsala

Historic Winery Visit With Food and Wine Tasting in Marsala

Tucked away in the heart of Marsala, Sicily, the historic winery visit with food and wine tasting offers an immersive exploration of the region’s rich viticulture heritage.

Operated by Curioseety SRLS, the 5-star rated experience treats guests to a tasting of 12 local wines complemented by delectable regional delicacies.

With a maximum group size of 30, the tour’s knowledgeable guides lead an informative and accommodating journey, from the meeting point at Alagna Vini to the final return.

Wheelchair accessible and accommodating of dietary needs, this comprehensive experience showcases the best of Marsala’s wine and culinary traditions, earning rave reviews for its exceptional food and wine pairings.

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GRAND TASTE PALERMO – Artisan Food & History Walking Tour

GRAND TASTE PALERMO - Artisan Food & History Walking Tour

The Grand Taste Palermo – Artisan Food & History Walking Tour leads guests on an immersive exploration of Palermo’s rich culinary and cultural heritage.

Rated 4.0 out of 5 stars, this 4-hour experience allows visitors to savor over 20 Sicilian street food specialties and artisan delights accompanied by regional wines.

The tour includes a licensed local guide, gratuities, and hotel pickup and drop-off.

Participants must meet a strict on-time policy and have a moderate fitness level, as the tour involves standing and limited seating.

Cancellations due to weather or insufficient bookings are eligible for refunds or alternative dates.

This comprehensive walking tour offers an authentic taste of Palermo‘s vibrant food and history.

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The Complete Street Food Walking Tour – History & Tasty Bites in Palermo

The Complete Street Food Walking Tour - History & Tasty Bites in Palermo

Delving further into Sicily’s culinary gems, the Complete Street Food Walking TourHistory & Tasty Bites in Palermo offers an immersive experience that showcases the vibrant food culture and rich history of Palermo.

Lasting 5-6 hours, the tour takes visitors on a flavorful journey through the city, sampling delights like sfincione pizza, arancina, and cannoli. Guests will also learn about Palermo’s past while exploring the Capo market and Porta Felice.

With a range of lunch options, the tour caters to various dietary needs. Despite a few booking issues reported, the tour generally receives positive feedback, providing an authentic taste of Sicilian street food and culture.

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Private Walking Tour in the Alleys of the Historic Center of Palermo

Private Walking Tour in the Alleys of the Historic Center of Palermo

This private walking tour offers an immersive exploration of Palermo’s historic city center, guiding visitors through the vibrant alleyways and captivating landmarks.

At just $64.63 per person, the tour provides excellent value, with a private guide, transportation, and all fees included.

The meeting point is centrally located, and the tour culminates at the iconic Teatro Massimo.

With a 5-star rating based on Viator and Tripadvisor reviews, and free cancellation up to 24 hours in advance, this tour is a must-do for anyone seeking an authentic and enriching experience in the heart of Palermo.

It’s wheelchair and stroller accessible, making it inclusive for all travelers.

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Organic Wine Tasting at Our Historic Cantina

Organic Wine Tasting at Our Historic Cantina

Nestled within the historic Chiarelli Rossotti Winery, this organic wine tasting experience transports visitors on a sensory journey through Sicily’s renowned viticulture.

Over the course of 90 minutes, participants indulge in a selection of three biodynamic wines, complemented by a spread of cold antipasti and organic cheese.

Accommodating up to 20 travelers, the tasting is accessible to all, with wheelchair access, infant seats, and service animals welcome.

Booking is hassle-free, with a confirmation received upon reservation and flexible cancellation policies.

Whether a seasoned oenophile or a curious explorer, this organic wine tasting offers a unique opportunity to explore Sicily’s rich winemaking heritage.

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Private Treasure Hunt in the Historic Center of Palermo

Private Treasure Hunt in the Historic Center of Palermo

Set out on a captivating treasure hunt through the historic center of Palermo, Sicily’s vibrant capital.

This private adventure is perfect for children, who’ll receive a game kit with a simplified route map, activity book, pens, and colors.

Savor the flavors of traditional Palermo street food, including panelle, crocchè, and arancina.

The meeting point is the iconic Teatro Massimo, and the end point is the grand Ficus macrophylla subsp. columnaris tree in Villa Garibaldi.

The tour is accessible, with wheelchair and stroller options, as well as service animals allowed.

While antibacterial gel is provided, participants should bring their own masks.

Be aware of the mixed reviews, with one customer noting a negative experience due to unresponsive operators.

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Naturalistic and Cultural Tour Around the Valley of the Temples

Naturalistic and Cultural Tour Around the Valley of the Temples

Travelers exploring Sicily’s renowned Valley of the Temples will discover a captivating naturalistic and cultural tour that immerses them in the region’s rich history and stunning natural landscapes.

Priced from $43.08 per person, this tour accommodates up to 20 travelers and includes snacks, taxes, and access to the Temple of Vulcan and Kolymbethra Garden.

The tour departs from a designated parking lot in the Valley of the Temples and returns to the same location. Available daily from 9 AM to 6 PM, the tour offers free cancellation up to 24 hours in advance.

While not wheelchair accessible, the experience is suitable for most travelers, excluding those with mobility issues or serious medical conditions.

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Wine Tasting in a Castle and Historical Garden Near Syracuse

Wine Tasting in a Castle and Historical Garden Near Syracuse

After exploring the captivating Valley of the Temples, visitors can embark on a delightful wine tasting experience in a castle and historical garden near Syracuse.

This tour includes three wines and small bites, with a maximum of 15 travelers per group. The meeting point is the Azienda Agricola Pupillo winery, where a tour of the facility is included.

Travellers will learn about the winery’s history and enjoy the quality of the wines, as evidenced by the impressive 5-star ratings from past participants.

Though not wheelchair accessible, most travelers can participate in this informative and entertaining experience operated by Wonderful Italy Experiences.

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PRIVATE Palermo Historic Walking Tour and Street Food

PRIVATE Palermo Historic Walking Tour and Street Food

Visitors to Palermo can enjoy the historic heart of the Sicilian capital with a private walking tour highlighting the city’s iconic landmarks and tantalizing street food.

Priced from $269.28 for a group of up to 10, this 3-hour tour is led by a professional, licensed guide who provides an insider’s perspective on Palermo’s rich history and culinary traditions.

Guests will savor classic Sicilian street snacks like panelle, crocché, sfincione, arancina, and cannolicchio, accompanied by refreshing Coca-Cola, water, or beer.

Flexible start times are available, and the tour is both stroller and public transportation accessible, though not wheelchair-friendly.

With free cancellation and unlimited rescheduling, this highly-rated 5-star experience is an excellent way to discover Palermo’s charms.

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TOUR PALERMO ARABA a Dip in the Historical Markets and Street Food

The Arab Palermo Tour provides an immersive journey through the historical markets and vibrant street food scene of Sicily’s capital city.

This 4-hour excursion offers an air-conditioned vehicle, bottled water, and a local lunch to fuel your exploration. Departing from Piazza Giuseppe Verdi, the tour visits renowned markets like the Ballarò and the Vucciria, where you’ll savor authentic Sicilian street food.

With a maximum of 6 participants, this private tour ensures a personalized experience. Suitable for most travelers, except pregnant women, the tour is wheelchair, stroller, and infant seat accessible.

Priced at $215.42 per group, it’s a comprehensive way to uncover the Arab influences that have shaped Palermo’s captivating identity.

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Ortigia, Walking Tour of History and Architecture

Ortigia, Walking Tour of History and Architecture

Exploring the historic island of Ortigia offers travelers a captivating glimpse into Sicily’s rich architectural and cultural heritage.

This walking tour focuses on the area’s history and stunning buildings, with a knowledgeable guide leading participants through the streets. The tour starts at the iconic Syracuse Cathedral and ends at the picturesque Arethusa Spring.

Accessibility is excellent, with the route being wheelchair and stroller-friendly, and service animals welcomed. With a maximum of 50 travelers, the intimate group size ensures a personalized experience.

Reviewers rave about the guide’s expertise, praising the insightful historical details shared throughout the tour.

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Messina Full Day: The Beach And The History

Messina Full Day: The Beach And The History

Situated in the northeasternmost tip of Sicily, Messina beckons travelers with its captivating blend of coastal allure and historical significance.

The Messina Full Day: The Beach And The History tour offers a comprehensive exploration of this gem, providing visitors with an air-conditioned vehicle, private transportation, and a knowledgeable guide.

Priced at $129.25 per person, the tour accommodates a maximum of 10 travelers, ensuring a personalized experience.

Accessibility features like infant seats, wheelchair accessibility, and service animal allowance make the tour inclusive.

While non-refundable, the tour’s inclusions, such as bottled water and on-board WiFi, enhance the overall value.

This immersive experience allows travelers to explore Messina’s rich history and bask in its coastal beauty.

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Marsala Wine Tasting in Historic Winery

Marsala Wine Tasting in Historic Winery

Visitors seeking to enjoy the storied winemaking legacy of Sicily will find the Marsala Wine Tasting in Historic Winery tour a captivating experience.

Located at the Cantine Florio in Marsala, this activity offers participants the opportunity to sample three distinct Marsala wines paired with chocolate. The historic winery setting provides a unique backdrop, transporting guests back in time.

While the tour isn’t wheelchair accessible, most travelers can participate, though it’s not recommended for pregnant women.

With a maximum of 20 participants, the intimate group size ensures a personalized experience. Confirmation is provided within 48 hours of booking, subject to availability.

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Best of Palermo – Walking Tour in the Historic City Center

Best of Palermo - Walking Tour in the Historic City Center

Immersing oneself in Palermo’s storied past, the Best of Palermo – Walking Tour in the Historic City Center offers a captivating exploration of this Sicilian gem.

Operated by Keys Of Italy, the private tour takes visitors on a journey through the city’s historic center, led by an expert local guide. For $206.80 per person, participants can discover Palermo’s Royal Palace, Teatro Massimo, and other iconic landmarks.

The tour, which starts at 9 am, includes entrance tickets and a memory photo. While not wheelchair-accessible, the tour is suitable for most travelers and is conveniently located near public transportation.

With a free cancellation policy and a lowest price guarantee, this tour promises an unforgettable experience in the heart of Sicily.

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Syracusa Heritage Tour

Syracusa Heritage Tour

The Syracusa Heritage Tour offers travelers a captivating exploration of Sicily’s ancient past. This full-day excursion takes participants through the historic city of Syracuse, showcasing its rich cultural heritage.

The tour includes transport, a knowledgeable guide, and a local guide to provide insider insights. Travelers will enjoy a delicious lunch and have the opportunity to explore the Neapolis Archaeological Park, home to impressive Greek and Roman ruins.

While not suitable for those with certain medical conditions, the tour is accessible to most visitors. With flexible booking options and a reasonable price of SEK 649.06 per person, the Syracusa Heritage Tour is an excellent way to take in Sicily’s remarkable history.

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Frequently Asked Questions

What Is the Typical Duration of the Tours?

The typical duration of historical tours varies, but they generally last between 2-4 hours, allowing visitors ample time to explore key sites and gain a comprehensive understanding of the region’s rich cultural heritage.

Are the Tours Suitable for Families With Children?

The tours are generally suitable for families with children. Many offer engaging activities and educational content tailored to younger audiences, ensuring an enjoyable and enriching experience for the whole family. However, it’s always best to check specific tour details beforehand.

Do the Tours Accommodate Vegetarian or Gluten-Free Dietary Needs?

Many historical tour companies in Sicily accommodate vegetarian and gluten-free dietary needs. They work closely with local providers to ensure all participants can enjoy the cultural experiences, regardless of any dietary restrictions.

Are the Tours Wheelchair Accessible?

Many historical tours are designed with wheelchair accessibility in mind, providing ramps, elevators, and spacious pathways. Visitors should inquire about specific tour accommodations to ensure a comfortable and inclusive experience.

Can the Tours Be Customized to Suit Individual Interests?

Many tour operators offer customizable tours, allowing guests to tailor the experience to their individual interests. Travelers can often modify itineraries, focus on specific themes, or request accommodations to suit their personal preferences.

The Sum Up

Sicily’s historical tours offer visitors a unique opportunity to explore the island’s rich cultural heritage. From the street food of Palermo to the ancient ruins of Ortigia, these tours provide a comprehensive and immersive experience. Whether you’re interested in wine tasting, biking, or walking through historic city centers, Sicily’s diverse range of tours ensures there’s something for every traveler.