Sailing Tours & Trips in Italy
4.5 stars on(8,092 reviews)- Choose from 23 Italy tours
- 45 verified reviews from TourRadar travelers
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10 best Sailing Italy tour packages
Compiled by
MelissaItaly travel expert at TourRadar
- Delicious Amalfi Coast - Luxury Sailing Catamaran ALL INCLUSIVE
- Amalfi Coast Sailing Adventure
- Following Ulysses - Luxury Sailing Boat ALL INCLUSIVE
- Med Sailing in Sicily
- Pride Sailing in Sardinia and Corsica
- Aeolian Islands Cruise in Gulet 2025
- New Gulet Cruise among Aeolian Islands, Sicily
- Enchanting Italian Coastlines
- French & Italian Rivieras with Corsica 2026 - 8 Days (from Cannes to Civitavecchia)
- Italian Treasures: Amalfi Coast, Sicily and Malta
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 up to 70 year olds Operated in English, Italian Operator Sail And Experience From
- NZ$10,044+$956 local payments
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 15 to 99 year olds Operator Intrepid Travel From $4,760
30% Off- NZ$3,332+$153 local paymentsYou save $1,428
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 up to 70 year olds Operated in English, Italian Operator Sail And Experience From
30% Off- NZ$8,609+$956 local payments
A Lagoon 42 catamaran departs Messina, taking you through Italian waters to seven Aeolian Islands. Master sailing techniques while visiting Vulcano's black beaches, Panarea's hidden coves, and Stromboli's active volcano. Professional skipper shares navigation skills during this 8-day Mediterranean adventure.
Duration 8 days Destinations Messina, Vulcano, Panarea Island, Stromboli, Salina, Filicudi Island, Lipari Age Range 18 to 80 year olds Operator Med Sailing Holidays From
30% Off- NZ$3,807
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 up to 80 year olds Operator Med Sailing Holidays From
30% Off- NZ$3,807
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 6 to 90 year olds Operated in English, German, Italian, French, Spanish Operator Dimensione Sicilia - Dimsi Incoming Operator Srl From
30% Off- NZ$3,444+$784 local payments
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 up to 90 year olds Operator Soleto Travel From
30% Off- NZ$3,788
Duration 8 days Destinations Civitavecchia, Amalfi, Capri, Sorrento, Gaeta, Porto Cervo, Bonifacio Age Range up to 90 year olds Operator Emerald Cruises From $19,652
50% Off- NZ$9,818You save $9,834
The Emerald Azzurra glides through Italy's most coveted coastlines, from Santa Margherita's elegant promenade to Porto Venere's UNESCO heritage. Savor Portofino's harbor-side dining, Livorno's seafood specialties, and Marina di Carrara's marble cliffs. Luxury yacht offers 72 crew members serving maximum 100 passengers.
Duration 8 days Destinations France, Monaco, Italy Age Range up to 90 year olds Operator Emerald Cruises From $20,652
50% Off- NZ$10,323You save $10,329
The ultra-luxury Scenic Eclipse II takes you along Italy's most picturesque coastlines. Your journey from Civitavecchia to Pozzallo includes Capri's marina, Amalfi's historic port, and Lipari's volcanic shores. 6-star luxury features butler service and gourmet dining.
Duration 8 days Destinations Civitavecchia, Capri, Amalfi, Lipari, Giardini Naxos, Pozzallo, Mgarr, Valletta Age Range up to 99 year olds Operator Scenic Luxury Cruises & Tours From $17,555
17% Off- NZ$14,555You save $3,000
What people love about Sailing Tours in Italy
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.
- New Gulet Cruise among Aeolian Islands, Sicily
This was a fun and friendly tour around the island...it could have been a little less windy :-/ Thanos and crew did a greta job!
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."