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Experience Sicily's coastline aboard a classic sailing boat, enjoy local food, wine, and swimming stops, with personalized guidance on a 4-hour private tour.
Exploring Ortigia and Plemmirio by Sailing Boat: A Deep Dive into This Unique Experience
Imagine gliding smoothly through crystal-clear waters, with the sun warming your back and the scent of salty sea air filling your senses. That’s precisely what the Ortigia and Plemmirio on a sailing boat tour promises. This private 4-hour voyage offers an intimate perspective of Sicily’s stunning coastline aboard the vintage Fiesta II, a beautifully maintained 38-foot wooden sailing vessel. Whether you’re a seasoned sailor or a first-time explorer, this experience combines scenic beauty, local flavors, and personalized attention in a way that can make your Sicilian holiday truly unforgettable.
What we particularly love about this trip is the chance to enjoy exclusive access to the boat, with the opportunity to help steer under the watchful eye of a skilled skipper. The combination of sailing, swimming, and tasting regional produce is a perfect recipe for a relaxing yet engaging adventure. But, keep in mind that the tour’s success leans heavily on good weather — a factor that can influence the experience if conditions aren’t ideal. This tour suits travelers seeking a personalized, authentic maritime escapade that’s perfect for small groups or couples wanting a special way to explore Ortigia and its surroundings.

Sailing fans have several other Sicily options to choose from

The experience kicks off from Marina Yachting srl in Ortigia, a well-known hub for boat trips, conveniently close to public transportation. The total time is approximately four hours, making it an ideal half-day activity that balances sightseeing with leisure. The cost, around $1,273 for up to three guests, may seem steep at first glance, but when you consider the exclusivity, the personalized guidance, and the included tastings, it offers good value—especially for those looking for an intimate, memorable experience.

The boat itself is a major highlight. As a classic, traditional wooden sailboat, Fiesta II exudes charm and nostalgia. Many reviewers mention its beauty and the “fascino d’altri tempi,” which means it has an old-world allure that adds a special touch to the trip. Skipper Salvo, known for his experience and friendliness, makes guests feel at ease—some reviewers even mention being invited to help steer the boat, which elevates the experience from passive sightseeing to active participation.

Stop 1: Parco Marino del Plemmirio
The first stop is at the Plemmirio Marine Protected Area, a highlight for many. The water here is typically crystal-clear and inviting, perfect for swimming or just soaking in the scenery. One reviewer calls it “a sea lovers’ paradise,” noting the chance to see local marine inhabitants, which adds a dash of excitement for snorkelers and curious explorers alike. The marine park’s protected status maintains its pristine condition, making this a rewarding spot for nature lovers.
Sailing Along Ortigia and Syracuse Coast
The boat tour includes views of Ortigia from the sea, offering perspectives impossible from land. The boat may circumnavigate Ortigia, weather permitting, giving everyone a chance to admire its historic streets and charming harbor from the water. This route allows for flexible exploration, and the skipper’s intimate knowledge of the area ensures you see some hidden gems.
Swimming and Relaxation
Depending on conditions, you can jump into the water for a swim — a favorite among previous guests. The calm, clear waters of the Plemmirio make for excellent cooling dips, complemented by the chance to lounge on the boat and enjoy the sunshine.

One of the defining features of this trip is the local food and wine tasting aboard the vessel. The onboard aperitif highlights regional specialties, including products made by local farmers and producers. Reviewers rave about the “delicious tasting” experience, mentioning the quality and authenticity of the food. The selection, paired with Sicilian wines, adds a gourmet touch to the journey, turning it into a small celebration on the waves.
More ways to experience Sicily from the water include these boat tours

Many guests mention Salvo, the skipper, as a huge part of what makes this tour special. His experience and knowledge are evident, and his friendly attitude helps create a warm, intimate atmosphere. Some reviewers appreciated the chance to learn about the area’s geography and marine life, thanks to Salvo’s storytelling and tips. If you’re lucky with the weather, you’ll get to see the coast from unique angles, with the skipper offering insights into the sights.
This tour is entirely private, meaning only your group participates, which adds to its appeal for couples, friends, or small families seeking a tailored experience. The boat’s size and layout ensure everyone has a comfortable spot to relax or help out.

While the overall experience is highly praised, a few factors are worth noting. The tour’s success hinges on good weather—a common caveat for sailing trips—so it’s wise to check the forecast before booking. Cancellation is free if weather conditions are poor, and you’ll be offered an alternative date or full refund, which offers peace of mind.
The four-hour length is perfect for a leisurely exploration without feeling rushed. However, travelers should be prepared for the possibility of a slightly longer or shorter trip depending on weather and sea conditions. The price, at just over $400 per person, is on the higher side, but it includes everything—skipper, fuel, and regional food and wine—making it a convenient all-in-one package.
Reviewers consistently describe the boat as “beautiful, traditional, and charming,” with Salvo being “very experienced and informative.” One even called the boat a “true luxury with its old-world charm.” The chance to help steer the boat adds an interactive element, which many found memorable and fun.
The food and wine tasting is another standout. Guests loved sampling local products, with one saying, “The tasting of food and wine made by local farmers and producers is a delicious experience.” The combination of scenic views, a classic vessel, and regional flavors makes this trip more than just a boat ride—it’s a mini Sicily in motion.
This experience appeals most to those who value authentic, personalized outings over large group excursions. It’s ideal for couples celebrating something special, small groups seeking intimacy, or anyone craving a unique perspective of Ortigia and Syracuse’s coast. It’s also perfect for travelers interested in regional food, wine, and marine life, looking for a leisurely, sensory-rich adventure.
The limited group size and detailed attention from the skipper make it less suitable for those seeking a high-energy, fast-paced tour—they’re better off exploring via larger boat trips or bus tours.
In essence, the Ortigia and Plemmirio sailing trip is a refined, intimate way to experience Sicily’s coastline. It’s about combining scenic beauty with cultural flavors, all wrapped in a beautifully crafted vessel. The inclusion of local food and wine, along with expert guidance from Salvo, ensures that this trip is both relaxing and enriching.
This tour is best suited for travelers craving a private, authentic, and scenic experience that goes beyond typical land-based sightseeing. It’s perfect for those who appreciate history and nature, combined with a touch of luxury and regional culinary delights.
While weather can influence the day’s flow, the overall value, attention to detail, and unforgettable views make this a worthwhile addition to your Sicilian itinerary. It’s a memorable way to celebrate the island’s maritime charm and create stories to tell long after returning home.
How many people can participate?
This is a private tour for up to three guests, making it ideal for small groups or couples.
What is included in the price?
The fee covers the skipper, fuel, and a tasting of local food and wine.
Where does the tour start?
It begins at Marina Yachting srl in Ortigia, Siracusa, near public transportation.
How long is the tour?
Approximately four hours, offering a balanced mix of sailing, sightseeing, and relaxing.
Can I help steer the boat?
Yes, the skipper often invites guests to help steer, providing a hands-on experience.
Is swimming allowed?
Yes, weather permitting, you can make swimming stops at Plemmirio, known for its clear waters.
What should I wear?
Bring casual, comfortable clothes suitable for sailing and sun protection like hats and sunscreen.
Is this experience suitable for everyone?
Most travelers can participate, but those with mobility issues should check with the provider.
What happens if the weather is bad?
The tour is weather-dependent. If canceled due to poor weather, you’ll be offered a different date or a full refund.
How far in advance should I book?
On average, this experience is booked about 25 days ahead, so early planning is recommended.
This private sailing trip offers a rare glimpse into Sicily’s maritime charm and regional flavors, providing a blend of adventure, relaxation, and culture. Perfect for those seeking a personalized, scenic escape on the water.