Sailing Tours & Trips in Italy
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10 best Sailing Italy tour packages
Compiled by
MelissaItaly travel expert at TourRadar
- Amalfi Coast Sailing Adventure
- Delicious Amalfi Coast - Luxury Sailing Catamaran ALL INCLUSIVE
- Following Ulysses - Luxury Sailing Boat ALL INCLUSIVE
- Yoga Sailing in Sardinia and Corsica
- Pride Sailing in Sardinia and Corsica
- Private Mini-Cruise around Gulf of Naples, 3 Days (Klase 50) (On Request)
- Private Mini-Cruise around Gulf of Naples, 3 Days (Conam 58) (On Request)
- Aeolian Islands Cruise in Gulet 2025
- A week on board a fantastic motor boat in the Gulf of Naples between the Amalfi and Sorrento coasts
- New Gulet Cruise among Aeolian Islands, Sicily
Amalfi Coast Sailing Adventure
8 Reviews by TourRadar travelers“Our stops and the general itinerary was perfect for our full week sailing adventure. Value for money exceptional!”
SUSAN, traveled in September
A 48-52ft yacht takes you along Italy's stunning coastline, sailing from Procida's colorful marina to Capri's limestone cliffs. Learn basic sailing skills while gliding through Ischia's thermal waters and anchoring at secluded coves. Seven nights at sea provide access to hidden beaches and traditional fishing villages.
Duration 8 days Destinations Procida, Ischia, Sorrento, Pompeii, Amalfi, Capri, Forio Age Range Ages 15+ Operator Intrepid Travel From $4,940
30% Off- NZ$3,458+$155 local paymentsYou save $1,482
Delicious Amalfi Coast - Luxury Sailing Catamaran ALL INCLUSIVE
1 Review by TourRadar travelers“This is a great opportunity to discover the Amalfi coast in great company. He will make you feel like home even on the other side of the world!”
Barney, traveled in September
A 43ft luxury catamaran takes you through Italy's finest waters, visiting eight destinations from Procida to Pompeii. Secluded bays like San Pancrazio and hidden caves near Recommone await. Professional crew offers sailing lessons while guiding through scenic coastlines.
Duration 7 days Destinations Castellammare di Stabia, Procida, Ischia, Capri, Positano, Amalfi, Sorrento, Pompeii Age Range All Ages Welcome Operated in English, Italian Operator Sail And Experience From
30% Off- NZ$10,187+$970 local payments
The Bavaria C57 carries you through Italy's stunning waters as you master sailing skills between Castellammare di Stabia and the Pontine Islands. Practice anchoring techniques at Palmarola's Cala Del Porto and sailing maneuvers around Ponza's dramatic coastline. Professional skipper provides instruction throughout.
Duration 7 days Destinations Castellammare di Stabia, Ischia, Ventotene Island, Ponza, Procida Age Range All Ages Welcome Operated in English, Italian Operator Sail And Experience From
30% Off- NZ$8,731+$970 local payments
The Lagoon 42 catamaran combines sailing and yoga along Italy's stunning coastline. Practice poses overlooking Olbia's harbor and Tavolara's dramatic cliffs. The journey includes Costa Smeralda's pristine waters and Caprera Island's sunrise sessions, with freshly prepared Mediterranean meals.
Duration 8 days Destinations Olbia, Cannigione, La Maddalena, Bonifacio, Caprera Island Age Range Ages 18+ Operator Med Sailing Holidays From
30% Off- NZ$4,249
A Lagoon 42 catamaran awaits in Olbia for navigation through Sardinia's stunning coastline. Perfect your sailing skills while visiting Cannigione's markets, Tavolara's marine parks, and the exclusive Costa Smeralda. Includes professional instruction, snorkeling gear, and half-board catering.
Duration 8 days Destinations Olbia, Cannigione, La Maddalena, Bonifacio, Caprera Island Age Range Ages 18+ Operator Med Sailing Holidays From
30% Off- NZ$3,861
Duration 3 days Destinations Sorrento, Capri, Amalfi Age Range All Ages Welcome Operator TUI Italia From $19,422
10% Off- NZ$17,480You save $1,942
Duration 3 days Destinations Sorrento, Capri, Amalfi Age Range All Ages Welcome Operator TUI Italia From $12,492
10% Off- NZ$11,243You save $1,249
Aeolian Islands Cruise in Gulet 2025
1 Review by TourRadar travelers“Food, itinerary, crew were excellent. Had a lovely time.”
Jacqueline, traveled in July
A luxurious 26-meter gulet takes you through Italy's Aeolian archipelago. Seven volcanic islands await, from Stromboli to Filicudi, with swimming at Lipari's pumice beaches and snorkeling in Panarea's crystal waters. Expert crew handles navigation while you relax.
Duration 8 days Destinations Milazzo, Stromboli, Panarea Island, Lipari, Filicudi Island, Salina, Vulcano Age Range Ages 6+ Operated in English, German, Italian, French, Spanish Operator Dimensione Sicilia - Dimsi Incoming Operator Srl From
10% Off- NZ$3,493+$796 local payments
Duration 7 days Destinations Forio, Procida, Capri, Sorrento, Nerano, Positano, Amalfi, Vietri sul Mare, Ischia Age Range Ages 6+ Operated in Only: Italian Operator Campania Overland From
10% Off- NZ$23,283
New Gulet Cruise among Aeolian Islands, Sicily
2 Reviews by TourRadar travelers“This was a fun and friendly tour around the island.”
Fred, traveled in June
A traditional gulet takes you through Italy's Tyrrhenian Sea to the Aeolian archipelago's volcanic islands. Highlights include Strombolicchio lighthouse, Cala Junco's prehistoric site, and swimming in Vulcano's Pool of Venus. Expert crew guides you to hidden coves.
Duration 8 days Destinations Milazzo, Stromboli, Panarea Island, Lipari, Filicudi Island, Salina, Vulcano Age Range Ages 18+ Operator Soleto Travel From
10% Off- NZ$3,842
What people love about Sailing Tours in Italy
- Amalfi Coast Sailing Adventure
It was fabulous and would do it again. I didn't want to leave!
This is a great opportunity to discover the Amalfi coast in great company. Sergio is a genuine nice guy and is very customer focused. He will make you feel like home even on the other side of the world !
Delicious Amalfi Coast - Luxury Sailing Catamaran ALL INCLUSIVE
- Aeolian Islands Cruise in Gulet 2025
Food, itinerary, crew were excellent. Had a lovely time.
What our customers ask about Sailing Tours & Trips in Italy
What are the best routes and destinations covered on Italy sailing tours?
Italy sailing tours take travelers through three main regions: the Aeolian Islands Amalfi Coast and Sardinia. From Castellammare di Stabia boats navigate to well-known destinations like Capri Positano and the small island of Procida. The Aeolian Islands route takes sailors past active volcanoes including Stromboli Vulcano and Panarea. Sardinia's routes focus on the Costa Smeralda with stops in Tavolara and Bonifacio. As one TourRadar traveler noted: "Beautiful landscapes, pleasant sailing, nice team, excellent skipper. The landscapes along the Amalfi coast were absolutely stunning."
What is the best time of year to sail in Italy?
The best sailing months run from May to September with each region offering different advantages. The Amalfi Coast offers clear skies and calm waters from June to September with temperatures between 75-85°F. Sardinia works best in July and August. May and September see fewer tourists and temperatures around 70°F making these months good alternatives. According to TourRadar travelers: "We had some rough weather during our trip, but our skipper Noon chose spots to anchor or harbors that were safe and out of the bad weather, making the experience still enjoyable."
What type of boats are typically used for Italian sailing tours?
Tours use various boats ranging from modern catamarans to traditional vessels. In Sardinia the Lagoon 42 catamaran is common featuring 4 en-suite cabins and open living spaces. Amalfi Coast operators prefer 48-52ft yachts that fit 8 guests in 4 double-share cabins. Companies like Soleto Travel use traditional wooden gulets with 7 cabins for Aeolian Islands trips. As one TourRadar traveler noted: "The boat was in great condition. The Bavaria 51 was a delight to sail. Very stable, responsive and fast."
What kind of meals are typically included on Italian sailing tours?
Most tours provide breakfast and lunch on board while dinner happens at local restaurants. The food focuses on local ingredients with plenty of seafood pasta and regional dishes. Aeolian Islands tours often include half-board arrangements where an on-board cook prepares breakfast and lunch. A TourRadar traveler praised: "Paolo cooked food for us and that was some of the best Italian food I have ever had. At harbors he took us to fantastic restaurants and great little bars."
What are the best activities to enjoy during stopovers?
Each stop offers unique experiences from exploring Pompeii to swimming in secluded coves. Visitors can see the Blue Grotto in Capri walk the Path of Gods on the Amalfi Coast visit local wineries or go snorkeling in the Maddalena Archipelago. As one TourRadar traveler noted: "We had the perfect balance of cultural visits, swimming in beautiful bays, and exploring charming coastal towns."
What's the typical group size on Italian sailing tours?
These tours keep groups small with 8-14 passengers per boat. Sardinia's luxury catamarans usually take 8-10 guests while traditional gulets in the Aeolian Islands can accommodate up to 14 people. A TourRadar traveler shared: "With only 8 people on board, we really got to know each other and the skipper could give us personalized attention and recommendations."