Sicily’s sailing scene offers practical, enriching ways to experience the island’s coast and culture. The best routes combine island-hopping with chances to swim and explore local life. Small-group tours to the Egadi Islands stand out for their mix of adventure and authenticity, while day trips from Catania showcase the dramatic volcanic coastline. The intimate sailing excursion to Ortigia proves perfect for history buffs, featuring ancient Greek ruins alongside hidden swimming coves. For those seeking a special splurge, private catamaran tours deliver excellent value with included local wines and fresh-caught seafood. These sailing trips work best from May through October. Check out our favorite Sicily sailing tours below.
Key Points
-
The Cyclops Islands Group Tour offers a personalized volcanic island experience with an experienced crew, on-board lunch, and a farewell drink.
-
The Ortigia Coastal Sailing Tour provides a 4-hour cruise along Ortigia’s picturesque coastline, including an exclusive aperitif with local snacks and drinks.
-
The Egadi Islands Full-Day Sailing Tour from Trapani, Sicily, features activities like snorkeling, beach lounging, and a relaxing cruise, with a maximum of 7 travelers.
-
The Lampedusa Yacht Excursion offers a 7-hour experience with opportunities to swim and snorkel in stunning bays, accompanied by a delicious fish-based lunch.
-
The Private Catamaran Tour in Lampedusa provides a luxurious full-day experience with services such as a total body massage, five-star dining, and snorkeling gear for up to 10 participants.
Sailing to Cyclops Islands Group Tour
This sailing experience off the coast of Sicily allows you to explore the Cyclops Islands, a captivating group of volcanic islands near Catania.
You’ll admire the dramatic shoreline, swim, sunbathe, and learn sailing basics from the experienced crew.
The tour includes refreshments, a delicious on-board lunch, and a farewell drink on land after the cruise.
With 97% traveler recommendation and a Badge of Excellence, this small-group tour (maximum 10 travelers) is a great way to experience the beauty of the Sicilian coast.
Just remember to bring your towel, swimsuit, sunglasses, and sunblock, as the tour isn’t wheelchair accessible, and participants should be able to swim.
Read our full review: Sailing to Cyclops Islands Group Tour Review
Book now: Check availability
Ortigia: Coastal Sailing Tour With Aperitif Experience
Sail along Ortigia’s picturesque coastline on this captivating 4-hour cruise.
Explore the island’s historic architecture and natural beauty from the water, stopping to swim in the crystal-clear seas.
Complement your journey with an exclusive aperitif featuring local snacks and drinks.
This small-group tour, limited to 10 participants, provides personalized attention from an experienced crew.
Benefit from free cancellation up to 24 hours in advance and flexibility to book now and pay later.
With an overall 5/5 rating, this tour promises an unforgettable Sicilian sailing experience.
Discover hidden coves, snap stunning photos, and savor the flavors of the coast on this exceptional Ortigia adventure.
Read our full review: Ortigia: Coastal Sailing Tour With Aperitif Experience Review
Book now: Check availability
Full Day Sailing Boat Tour to the Egadi Islands
Discover the breathtaking Egadi Islands on this full-day sailing adventure departing from Trapani.
You’ll embark on a relaxing cruise around these stunning islands aboard a comfortable sailing boat, with a maximum of 7 travelers. Snorkel in the crystal-clear waters, lounge on the beach with a provided towel, and savor a delicious lunch.
Though recent reviews suggest meals may not be provided, you’re sure to enjoy the knowledgeable hosts and cozy atmosphere. This tour is highly recommended, with 96% of travelers giving it a 5-star rating.
Don’t miss the opportunity to explore the Egadi Islands in style on this exceptional sailing experience.
Read our full review: Full Day Sailing Boat Tour to the Egadi Islands Review
Book now: Check availability
Lampedusa: Yacht Excursion, Swimming Stops and Typical Lunch
Set out on a captivating yacht excursion around Lampedusa, where you’ll learn about the island’s natural wonders.
This 7-hour tour takes you on a journey from 9 am to 5 pm, exploring stunning bays and pristine beaches.
Swim and snorkel at Tabaccara Bay, Isola dei Conigli, Cala Pulcino, Capo Ponente, and Punta Muro Vecchio.
Savor a delicious fish-based lunch served on board, including local specialties.
Enjoy the boat’s amenities, such as freshwater showers, life jackets, and shaded seating.
With an experienced English-speaking guide and a 5-star rating from over 50 travelers, this excursion offers exceptional value for just $84.55 per person.
Read our full review: Lampedusa: Yacht Excursion, Swimming Stops and Typical Lunch Review
Book now: Check availability
Private Sailing Tour to Cyclops Islands From Catania
Set sail on a private adventure to the captivating Cyclops Islands, departing from the port of Catania.
This 5-star rated tour includes Sicilian aperitifs, Prosecco, and use of snorkeling gear.
You’ll visit the volcanic Cyclops Islands, famous for their mythical history.
No sailing experience is needed, as the crew handles the sailing.
Just remember to bring your towel, swimsuit, and sun protection.
After a day of exploring and relaxing, you’ll return to the Catania port.
With 45 stellar reviews, this private sailing tour is a must-try for your Sicilian adventure.
Read our full review: Private Sailing Tour to Cyclops Islands From Catania Review
Book now: Check availability
Lampedusa: PRIVATE Catamaran Tour With Massage Service
Escape the bustling crowds and learn about the tranquil beauty of Lampedusa’s coastline on this private catamaran tour.
At just €50,478 for up to 10 participants, you’ll enjoy a full day on a luxury catamaran, with a live Italian guide, free cancellation, and complimentary services like a total body massage, five-star dining, and snorkeling gear.
The experienced skipper and catering team ensure a seamless experience as you sail along the enchanting island.
Upgrade your Sicilian adventure with this exclusive tour, and let the stresses of daily life melt away in the magical sea surroundings.
Read our full review: Lampedusa: PRIVATE Catamaran Tour With Massage Service Review
Book now: Check availability
Discovering Cefalùs Coastline Activity on a Mini Catamaran
Frequently, visitors to Cefalù seek out the opportunity to explore the region’s picturesque coastline from a unique perspective – aboard a private mini catamaran.
This 5-star activity accommodates up to 12 passengers and offers morning, afternoon, or sunset tours.
You’ll enjoy comfortable amenities, including drinks and snacks, with the option to add swimming, snorkeling, and paddleboarding for an additional fee.
The friendly and accommodating hosts ensure a memorable experience, and 100% of travelers recommend this activity.
With prices starting at $53.86 per person and free cancellation up to 24 hours before the tour, it’s an excellent choice for families and groups looking to discover Cefalù’s stunning coastline.
Read our full review: Discovering Cefalùs Coastline Activity on a Mini Catamaran Review
Book now: Check availability
Lampedusa: Catamaran Tour Around the Island With Lunch
Seeking a more immersive experience beyond Cefalù’s picturesque coastline? Consider Lampedusa’s Catamaran Tour around the island with lunch.
Spend 1 hour exploring the island’s stunning sea caves and hidden coves aboard a comfortable catamaran. Admire the turquoise waters and dramatic cliffs that define this remote southern Italian destination.
Enjoy a delicious local lunch served on board as you sail. This 4.7-rated tour (847 reviews) is priced at $21.14, offering excellent value.
Whether you’re a seasoned sailor or a first-time adventurer, this Lampedusa excursion promises an unforgettable day of leisure and discovery along Sicily’s stunning southern shores.
Read our full review: Lampedusa: Catamaran Tour Around the Island With Lunch Review
Book now: Check availability
4 Hours Catamaran Tour to the Scala Dei Turchi
Set out on a captivating 4-hour catamaran tour that will whisk you away to the striking Scala dei Turchi along Sicily’s southern coast.
This highly rated experience boasts 100% traveler recommendation, with guests praising the knowledgeable skipper, Giuseppe, and the stunning sunset views.
Enjoy swimming in the clear waters, stand-up paddleboarding, and relax on the beach with provided towels and sunscreen.
The tour accommodates a maximum of 8 travelers and departs from the Rotonda dei 4 Venti in Porto Empedocle.
With convenient booking and free cancellation up to 24 hours in advance, this catamaran excursion promises an unforgettable day on the Sicilian seas.
Read our full review: 4 Hours Catamaran Tour to the Scala Dei Turchi Review
Book now: Check availability
The Sum Up
Whether you’re looking to explore the stunning Cyclops Islands, sail along the picturesque Ortigia coast, or discover the serene Egadi Islands, Sicily offers a wealth of incredible sailing experiences. From private yacht tours to group outings, you’ll find plenty of options to suit your preferences and create lasting memories on the beautiful Mediterranean waters. Don’t miss the chance to learn about Sicily’s coastal charm during your next sailing adventure.