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Private Sailing Trips Sicily

7 Offers with the Best Prices 2025/2026
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Popular Options
Locations
Included services
Ideal for
Languages
Duration
Picture of a sailboat from Penelope Tour Castellammare in the sea during the Private Sailing Trip from Castellammare to Riserva dello ZingaroPenelope Tour Castellammare
Private Sailing Trip from Castellammare to Riserva dello Zingaro
Penelope Tour Castellammare
Starting from: Castellammare del Golfo
4 hours
Free cancellation
Aperitif available
Aperitif available
From
800 €
Check availability
Private Sailing Boat Trip to Favignana and Levanzo from Trapani with Snorkeling from Mare and More Tour Trapani.Mare and More Tour Trapani
Private Sailing Boat Trip to Favignana and Levanzo from Trapani with Snorkeling
Mare and More Tour Trapani
Starting from: Trapani
8 hours 30 minutes
Drinks available
Drinks available
From
1200 €
Check availability
Some girls celebrate a bachelorette party during the private boat trip from Palermo to Mondello Beach with apéritif with Seica Boat.Seica Boat Palermo
Private Boat Trip from Palermo to Mondello Beach with Apéritif
Seica Boat Palermo
5.0(1)
Starting from: Palermo
8 hours
Aperitif available
5.0(1)
Aperitif available
From
900 €
Check availability
Private Sailing Trip to the Protected Marine Area of Cyclopean Islands with Lunch.Sicilian Sail Catania
Private Sailing Trip to the Protected Marine Area of Cyclopean Islands with Lunch
Sicilian Sail Catania
5.0(1)
Starting from: Catania
6 hours
Free cancellation
Food & Drinks available
5.0(1)
Food & Drinks available
From
680 €
Check availability
Private Sailing Trip from Catania to Ulysses Caves with Apéritif from Sicilian Sail Catania.Sicilian Sail Catania
Private Sailing Trip from Catania to Ulysses Caves with Apéritif
Sicilian Sail Catania
Starting from: Catania
3 hours
Free cancellation
Aperitif available
Aperitif available
From
480 €
Check availability
Private Sailing Trip along the Coast of Ulysses with Apéritif, SUP & Snorkeling from Papa Sail Catania.NewPapa Sail Catania
Private Sailing Trip along the Coast of Ulysses with Apéritif, SUP & Snorkeling
Papa Sail Catania
Starting from: Catania
4 hours
Free cancellation
Aperitif available
Aperitif available
From
580 €
Check availability
Private Sunset Sailing Trip from Catania to Ulysses Caves with Apéritif from Sicilian Sail Catania.Sicilian Sail Catania
Private Sunset Sailing Trip from Catania to Ulysses Caves with Apéritif
Sicilian Sail Catania
Starting from: Catania
3 hours
Free cancellation
Aperitif available
Aperitif available
From
480 €
Check availability

What customers love about boat trips in Sicily

5
2 reviews
Boat Trip to Riserva dello Zingaro and San Vito lo Capo with Lunch from Na.vi.gest Terrasini.Na.vi.gest TerrasiniBoat Trip to Riserva dello Zingaro and San Vito lo Capo with Lunch
38 Reviews
Ramona · Group of friendsGBUnited Kingdom

"The trip was great! The places we stopped for swimming were stunning , the lunch was authentic and delicious , and the crew was amazing !!!!🥲"

One of Tarnav Tours Eolie's boats during the boat trip to Lipari and Vulcano.Tarnav Tours EolieBoat Trip to Lipari & Vulcano from Milazzo
66 Reviews
Matthias · CoupleDEGermany

"Worked great. Everything was perfect. Highly recommended."

Boat Trip from Castellammare del Golfo to Riserva dello Zingaro with Snack from Na.vi.gest Terrasini.Na.vi.gest TerrasiniBoat Trip from Castellammare del Golfo to Riserva dello Zingaro with Snack
23 Reviews
pietro · CoupleITItaly

"Good morning. I took the tour departing from Terrasini on the Sandokan boat, also operated by Navigest. The lady who handles bookings and boarding is wonderful. The boat crew is very professional, from the captain to the various crew members. The atmosphere is family-friendly, and everyone is very courteous. I had a reservation from Castellammare di Stabia, and the lady kindly changed my departure port. On board, they served a first course with wine and water, and fruit with Prosecco. Several people even got a second helping of the first course and fruit. Everything was wonderful. The speaker is also very good. Recommended by us."

Popular Boat Tour Providers in Sicily

Penelope Tour CastellammarePenelope Tour Castellammare
157 Reviews
4 Offers
Picture of the sea with a sailboat and a catamaran from Penelope Tour Castellammare.
Free cancellation for all offers
Silvia · FamilyITItaly

"Perfect"

Mare and More Tour TrapaniMare and More Tour Trapani
94 Reviews
13 Offers
You can dive in the beautiful sea of the Egadi Islands during one of our boat trips.
Instant booking confirmation for all offers
Teresa · FamilyFRFrance

"A fantastic trip to visit wonderful places! And above all, Stefano was the perfect captain: friendly, kind, and professional! I recommend this trip without hesitation!"

Seica Boat PalermoSeica Boat Palermo
60 Reviews
4 Offers
The Seica Boat sailing boat.
Free cancellation for all group offers
Robert · CoupleAUAustralia

"It’s a wonderful experience to see the beaches from out of sea and to swim in the beautiful blue waters over Mediterranean life doesn’t get much better."

Sicilian Sail CataniaSicilian Sail Catania
11 Reviews
4 Offers
null-null-hero
Free cancellation for all offers
Instant booking confirmation for all offers
Isabel · Group of friendsESSpain

"Antonella and Gianluca were incredibly kind to us and made things very easy from the start. I highly recommend this experience. In our case, there were seven of us at a bachelorette party, and we couldn't have had a better time."

Papa Sail CataniaPapa Sail Catania
2 Reviews
2 Offers
The view of Ulysses Coast from above.
Free cancellation for all offers
Instant booking confirmation for all offers
Valentino Marco · FamilyITItaly

"Perfect trip, friendly and knowledgeable staff! A wonderful experience, definitely worth repeating."

Trending boat trips in Sicily

Sunset Boat Trip to Panarea & Stromboli from Milazzo with Tarnav Tours EolieTarnav Tours EolieSunset Boat Trip to Panarea & Stromboli from Milazzo
Bestseller
Free cancellation
From49 €
Boat Trip to Riserva dello Zingaro and San Vito lo Capo with Lunch from Na.vi.gest Terrasini.Na.vi.gest TerrasiniBoat Trip to Riserva dello Zingaro and San Vito lo Capo with Lunch
Bestseller
Free cancellation
From10 €
One of Tarnav Tours Eolie's boats during the boat trip to Lipari and Vulcano.Tarnav Tours EolieBoat Trip to Lipari & Vulcano from Milazzo
Bestseller
Free cancellation
From34 €

Sicily: All locations

Private Sailing Trip to the Protected Marine Area of Cyclopean Islands with Lunch.
Catania region

4 offers

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One of Tarnav Tours Eolie's boats during the boat trip to Lipari and Vulcano.
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View over the catamaran at night during the Sunset Catamaran Trip to Macari with Aperitif with Nautical Service San Vito lo Capo.
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Our boat Liliana sailing across the sea during our sunset boat trip around Lampedusa with dinner, organised by Gita in Barca Liliana Lampedusa.
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A boat is sailing on the crystal water in during one of the boat trips from Tropea to Capo Vaticano - Sunset tour.
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