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Private Sailing Trips Sicily7 Offers with the Best Prices 2025/2026

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Popular Options

Locations

Included services

Ideal for

Languages

Duration

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 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
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 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 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
Private Sailing Trip along the Coast of Ulysses with Apéritif, SUP & Snorkeling from Papa Sail Catania.
NEW
Papa 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

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 Terrasini

Boat Trip to Riserva dello Zingaro and San Vito lo Capo with Lunch

37 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 !!!!🥲"
View over the catamaran in the sea during our Catamaran Trip to the Riserva dello Zingaro and Scopello with Nautica Service San Vito lo Capo.Nautical Service San Vito Lo Capo

Catamaran Trip to Riserva Naturale dello Zingaro & Scopello

44 Reviews
Angela ITItaly "We found not only kindness and helpfulness, but also courtesy and attention to detail in making us feel at ease, not to mention the patience they showed with Vito (our 2.5-year-old son). Thanks to Massimo for his explanations and stories of this beautiful land, and last but not least, Andrea, the captain of this catamaran, who so kindly shared his experience and knowledge of the sea. THANK YOU!! 🥰"
Boat Trip to Ortigia & the Sea Caves with Snorkeling from Ortigia Island Excursion.Ortigia Island Excursion

Boat Trip to Ortigia & the Sea Caves with Snorkeling

66 Reviews
Bruna · FamilyITItaly "Despite the strong winds and very rough seas, Ciccio the captain made us feel in good hands and led the excursion professionally and very friendly. Two aperitifs with fruit, drinks, and prosecco, and two swimming breaks, rounded off the whole experience very pleasantly. I highly recommend it!"

Trending boat trips in Sicily

Boat Trip to Riserva dello Zingaro and San Vito lo Capo with Lunch from Na.vi.gest Terrasini.Na.vi.gest Terrasini

Boat Trip to Riserva dello Zingaro and San Vito lo Capo with Lunch

Bestseller
Free cancellation

From

10 €
One of Tarnav Tours Eolie's boats during the boat trip to Lipari and Vulcano.Tarnav Tours Eolie

Boat Trip to Lipari & Vulcano from Milazzo

Bestseller
Free cancellation

From

34 €
Sunset Boat Trip to Panarea & Stromboli from Milazzo with Tarnav Tours EolieTarnav Tours Eolie

Sunset Boat Trip to Panarea & Stromboli from Milazzo

Bestseller
Free cancellation

From

49 €

Popular Boat Tour Providers in Sicily

Penelope Tour Castellammare

Penelope Tour Castellammare

156 Reviews
4 Offers
Picture of the sea with a sailboat and a catamaran from Penelope Tour Castellammare.
Free cancellation for all offers
Silvia · FamilyITItaly "Fantastic experience"
Mare and More Tour Trapani

Mare and More Tour Trapani

93 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
Michael · CoupleCHSwitzerland "A top-notch experience. A vacation within a vacation. A wonderful sailing trip to the Aegadian Islands with swimming bays and a stop in Favignana. Skipper Marcello gave us a fantastic day. Beautiful boat, water, wine and fruit, and good explanations and tips. Thank you very much!"
Seica Boat Palermo

Seica 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 Catania

Sicilian Sail Catania

11 Reviews
4 Offers
null-null-hero
Free cancellation for all offers
Instant booking confirmation for all offers
katharina · CoupleDEGermany "It was a very nice day trip. The captain was very friendly and spoke perfect English. You could also see dolphins. Highly recommended"
Papa Sail Catania

Papa Sail Catania

2 Reviews
2 Offers
The view of Ulysses Coast from above.
Free cancellation for all offers
Instant booking confirmation for all offers
Daniela · CoupleESSpain "The activity was great. The instructors were very pleasant and attentive, making the experience very interesting with their explanations of the local mythology. We were also pleasantly surprised by the appetizers, which were plentiful and featured high-quality ingredients, both food and drink. Highly recommended!"

Sicily: All locations

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

Catania region

4 offers

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View over the catamaran in the sea during our Catamaran Trip to the Riserva dello Zingaro and Scopello with Nautica Service San Vito lo Capo.

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The sea at sunset during the Sunset Boat Trip along the Coast of Palermo with Aperitif with Mini Crociere in Barca Palermo.

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Our wonderful yacht with clients on board during a private yacht trip from Cefalù to Palermo with a ride in an Ape Calessino and lunch with Margy Charter.

Boat Trips with Lunch Sicily

45 offers
View over the catamaran at night during the Sunset Catamaran Trip to Macari with Aperitif with Nautical Service San Vito lo Capo.

Catamaran Trips Sicily

21 offers
One of Tarnav Tours Eolie's boats during the boat trip to Lipari and Vulcano.

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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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