The drinking scene in Sicily combines centuries-old wine traditions with modern cocktail culture.
The two standout experiences are rooftop wine tastings in Taormina and evening pub crawls through Palermo’s historic quarter. We love Taormina’s sunset tastings for their intimate atmosphere and expert-led introductions to Sicilian wines.
In Palermo, the guided bar hopping excursions offer great value with drink specials and local insights you won’t find on your own.
Both cities deliver memorable nights out that showcase Sicily’s best libations. Check out our carefully selected tours below.
Good To Know
- Taormina Premium Food & Wine Tour offers a private, 5-star rated experience with premium Sicilian wines and a shared pizza dinner.
- Taormina Rooftop & High End Cocktail Bar Walking Tour provides a sophisticated experience with four cocktails and stunning rooftop views.
- Pub Crawl Palermo is a highly recommended, social experience with exclusive drink deals at six bars in the historic center.
- All three tours cater to different preferences, from fine dining and wine to lively social events.
- The tours vary in accessibility, group size, and recommended traveler profiles, allowing visitors to choose the best fit.
Taormina Premium Food & Wine Tour at Rooftops and Upscale Bars
The Taormina Premium Food & Wine Tour offers visitors a chance to indulge in the finest Sicilian culinary and wine experiences. This private tour starts at 7:00 PM, with pickup options from either the San Domenico Palace or Porta Messina.
During the tour, you will enjoy a significant amount of walking, including stairs, so comfortable shoes are recommended.
The tour includes a variety of premium Sicilian wines, as well as bottled water and alcoholic beverages. Guests will also savor a shared pizza dinner and snacks/finger food to pair with the wines.
The tour concludes at Porta Catania, the small stone arch at the other end of Corso Umberto.
With a 5.0 overall rating from 5 reviews, this private tour promises an exceptional experience for those seeking to explore Taormina’s vibrant food and wine scene.
However, it’s important to note that the tour isn’t wheelchair accessible and isn’t recommended for pregnant travelers.
Read our full review: Taormina Premium Food & Wine Tour at Rooftops and Upscale Bars Review
Book now: Check availability
Taormina Rooftop & High End Cocktail Bar Walking Tour
For those seeking to further explore Taormina’s vibrant nightlife, the Taormina Rooftop & High End Cocktail Bar Walking Tour offers an exquisite experience.
Led by Thomas la Dolce Vita Connoisseur in Sicily, this 5-star rated tour takes guests on a journey through Taormina’s rooftop bars and high-end cocktail lounges. Over the course of the private tour, you will enjoy four delicious cocktails while taking in the stunning views from Taormina’s rooftops.
The tour starts at Porta Messina, where guests will meet their guide – a long-haired individual standing under a small stone arch. From there, the group will embark on a walking tour, exploring the city’s charming streets before ending at Porta Catania.
Along the way, the guide will provide insights into Taormina’s vibrant nightlife and the unique cocktail offerings at each hotel. With a focus on accessibility and a flexible booking policy, this tour is an ideal way to indulge in Taormina’s sophisticated drinking scene.
Read our full review: Taormina Rooftop & High End Cocktail Bar Walking Tour Review
Book now: Check availability
Pub Crawl Palermo
Frequently, travelers and locals alike embark on the Pub Crawl Palermo, a highly recommended experience that boasts a Badge of Excellence in Sicily, Italy.
With 522 reviews and a 99% recommendation rate, this tour is designed to help participants meet new people while exploring Palermo’s vibrant nightlife. The crawl visits six bars in the historic center, including Finch, El Barrio, Crash, Gigi il Troione, and Maddalenas, where guests receive a free shot and exclusive drink deals at each stop.
The event starts at 9:30 PM from Piazzetta Monteleone, 5, and ends at Discesa Caracciolo, offering a chance to discover lively places, especially on Friday and Saturday nights.
While the tour isn’t wheelchair accessible and not recommended for pregnant travelers or those with serious medical conditions, the maximum group size of 50 travelers ensures a manageable experience.
Read our full review: Pub Crawl Palermo Review
Book now: Check availability
Questions About Staying Here
Do All Tours Include Transportation to and From the Starting Point?
Many drinking tours include transportation to and from the starting point, though it’s best to check the specific details of each tour. Some tours may require guests to make their own way to the meeting location.
Are the Tours Suitable for Children or Families?
The tours may not be suitable for children or families, as they often focus on wine tastings and other adult activities. Some operators may offer specialized family-friendly options, but this should be confirmed with the tour provider beforehand.
Are There Any Dietary Restrictions or Special Accommodations Available?
Many Sicily tour operators offer dietary accommodations, such as vegetarian or gluten-free options, with advance notice. Special needs can often be accommodated as well. It’s best to inquire about specific requirements when booking a tour.
What Is the Average Group Size for Each Tour?
The average group size for most drinking tours varies, but is typically around 10-15 participants. Many companies offer small group tours to provide a more personalized experience. Group sizes may also depend on the specific tour and location.
Do the Tours Require Any Physical Activity or Fitness Level?
The tours generally don’t require strenuous physical activity, but some involve light walking and moderate fitness levels may be needed. Participants should check with the tour operator to ensure the activity level suits their abilities.
Worth The Stay
Sicily’s drinking tours offer a unique opportunity to explore the island’s vibrant bar scene. From the premium food and wine experience in Taormina to the upscale cocktail bars and lively pub crawl in Palermo, these tours provide an immersive taste of Sicily’s diverse drinking culture. Whether you’re a wine connoisseur or a cocktail enthusiast, these tours cater to all preferences, ensuring a memorable and enjoyable experience.