Sicily’s drinking tours offer authentic ways to experience the island’s celebrated wine and cocktail culture.

Local experts lead outstanding excursions like the efficient Palermo Pub Crawl – perfect for sampling six distinct bars while meeting fellow travelers.

We love the Taormina rooftop cocktail experience for its spectacular views paired with masterfully mixed drinks.

The premium food and wine tour stands out by combining top-quality Sicilian vintages with regional specialties.

Let’s explore our carefully selected favorite drinking tours across Sicily.

Key Points

  • Pub Crawl Palermo offers an exploration of Palermo’s vibrant nightlife, with visits to six bars, five free shots, and exclusive drink deals.
  • Taormina Rooftop & High End Cocktail Bar Walking Tour provides an evening of indulgence with 4 cocktails and alcoholic beverages included.
  • Taormina Premium Food & Wine Tour immerses guests in Sicilian gastronomic delights, including sampling of 4 premium Sicilian wines and a shared pizza dinner.
  • Drinking tours in Sicily offer a range of experiences, from affordable pub crawls to high-end cocktail and wine tastings.
  • Safety concerns should be considered, especially for female participants, and tour accessibility should be verified based on individual needs.

Pub Crawl Palermo

Pub Crawl Palermo

Pub Crawl Palermo offers travelers an exhilarating opportunity to explore Palermo’s vibrant nightlife. With 522 reviews and a 99% traveler recommendation, this tour allows participants to discover the city’s bars while meeting new people.

The event includes visits to six bars in the historic center, with a focus on Friday and Saturday nights. Each participant receives five free shots and exclusive drink deals at the bars. The crawl starts at Piazzetta Monteleone, 5 and ends at Discesa Caracciolo, with an approximate duration of 35-45 minutes at the first bar.

The maximum group size is 50 travelers, ensuring a lively atmosphere. Priced at $16.12 per person, the tour offers free cancellation up to 24 hours before the experience.

While most travelers can participate, the event isn’t wheelchair accessible and isn’t recommended for pregnant travelers or those with serious medical conditions. Some safety concerns have been raised by female participants, which the host aims to address for future improvements.

Read our full review: Pub Crawl Palermo Review
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Taormina Rooftop & High End Cocktail Bar Walking Tour

Taormina Rooftop & High End Cocktail Bar Walking Tour

Taormina, Sicily’s picturesque hilltop town, sets the stage for an unparalleled rooftop and high-end cocktail bar experience. The “Taormina Rooftop & High End Cocktail Bar Walking Tour” by Thomas la Dolce Vita Connoisseur in Sicily promises an evening of indulgence, with 4 delicious cocktails and alcoholic beverages included.

Starting at 7:30 PM, the tour takes participants on a journey through Taormina’s charming streets, culminating at the Porta Catania. Along the way, the guide, identifiable by their long blond hair, will lead the group to stunning rooftop bars and high-end cocktail lounges.

With a perfect 5.0 rating across 8 reviews, this tour is a must-try for those seeking an elevated drinking experience in Sicily.

The tour is priced at $209.60 and isn’t wheelchair accessible, though it’s located near public transportation. Guests should wear comfortable shoes and be prepared to navigate stairs, as the tour requires the ability to walk up and down.

Confirmation is received within 48 hours, and free cancellation is available up to 24 hours before the experience.

Read our full review: Taormina Rooftop & High End Cocktail Bar Walking Tour Review
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Taormina Premium Food & Wine Tour at Rooftops and Upscale Bars

Taormina Premium Food & Wine Tour at Rooftops and Upscale Bars

The “Taormina Premium Food & Wine Tour” by Thomas la Dolce Vita Connoisseur in Sicily immerses guests in the region’s gastronomic delights.

This highly-rated private tour has a 5.0 rating based on 5 reviews and costs $483.70 per person. Over the course of the evening, guests will sample 4 premium Sicilian wines and enjoy a shared pizza dinner.

The tour starts at 7:00 PM and includes bottled water, snacks, and finger foods to pair with the wines.

Participants must be prepared for a lot of walking up and down stairs, so comfortable shoes are a must. The tour isn’t wheelchair accessible and isn’t recommended for pregnant travelers.

The meeting point is at the San Domenico Palace hotel or Porta Messina, and the tour ends at Porta Catania. A guide with long blond hair will be waiting under the arch at Porta Messina to greet the group.

Confirmation is received within 48 hours of booking, subject to availability, and only your group will participate.

Read our full review: Taormina Premium Food & Wine Tour at Rooftops and Upscale Bars Review
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Recap

Sicily’s drinking tours provide an immersive experience, allowing visitors to explore the island’s vibrant nightlife, savor local wines and cocktails, and indulge in delectable Sicilian cuisine. From the lively pub crawl in Palermo to the rooftop cocktail bars in Taormina, these tours offer a well-curated and premium experience, perfect for those seeking to fully enjoy Sicily’s rich culinary and beverage culture.