Sailing Tours & Trips in Italy
Picture this: you're sailing past Procida's colorful houses, soaking in Ischia's hot springs, and wandering through ancient Pompeii before it gets too crowded. Cruise around Capri's grottoes, stroll Amalfi's winding streets, relax in Positano, and maybe even catch Stromboli erupting at night. Honestly, the Mediterranean doesn't get much better than this. Italy's waiting.
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- Choose from 23 Italy tours
- 9 verified reviews from TourRadar travelers
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Food, itinerary, crew were excellent. Had a lovely time.
Aeolian Islands Cruise in GuletBeautiful landscapes, pleasant sailing, nice team, excellent skipper. Two points must be mentioned : 1) The « walking with the gods » itinerary is splendid may be physically difficult for people over 70 and overweight (which is my case). Mountain shoes and walking poles are recommended. 2) Unfortunately counter-wind forced the skipper to use the engine most of the time.
Amalfi Coast by Luxury Sailing Boat - Walking with the GodsThis 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
10 best Sailing Italy tour packages
Compiled by
MelissaItaly travel expert at TourRadar
- Sailing the Amalfi Coast: Capri, Positano & Coastal Bliss
- Amalfi Coast Sailing Adventure
- Pride Sailing in Sardinia and Corsica
- Aeolian Islands Cruise in Gulet
- Capri and Amalfi Coast by Catamaran
- Amalfi Coast, Sicily & Malta 2027
- French & Italian Rivieras with Corsica 2027 - 8 Days (from Nice to Rome)
- Amalfi Coast by Luxury Sailing Boat - Walking with the Gods
- Discover the Splendors of French & Italian coastlines 2028
- Delicious Amalfi Coast - Luxury Sailing Catamaran ALL INCLUSIVE
Duration 7 days Destinations Naples, Procida, Ischia, Capri, Positano, Amalfi, Ravello, Sorrento Age Range Ages 12+ Operator G Adventures From
- US$2,649
Amalfi Coast Sailing Adventure
“It's a great (and cheap) way to see a stretch of coast that is super expensive to stay on. All the local produce tastes ridonc'a'donk.”
Kris, traveled in August
Duration 7 days Destinations Naples, Procida, Ischia, Sorrento, Pompeii, Mount Vesuvius, Amalfi, Capri, Anacapri Age Range Ages 15+ Operator Intrepid Travel From
- US$3,480+$101 local payments
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, Porto Pollo, Sassari, Caprera Island Age Range Ages 18+ Operator Med Sailing Holidays From
- US$2,567
Aeolian Islands Cruise in Gulet
“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, Panarea Island, Stromboli, Lipari, Filicudi Island, Salina, Vulcano Age Range Ages 6+ Operated in English, Italian, French, Spanish Operator Dimensione Sicilia - Dimsi Incoming Operator Srl From
- US$2,657
A luxury catamaran with A/C and watermaker carries you through Italy's finest waters. This three-day journey from Marina di Stabia features Blue Grotto exploration and Faraglioni Rock passage. Expert crew guides sailing through Amalfi Coast's hidden coves.
Duration 3 days Destinations Castellammare di Stabia, Sorrento, Capri, Amalfi, Positano Age Range All Ages Welcome Operated in English, Italian Operator Sail And Experience From
- US$1,962+$281 local payments
Duration 10 days Destinations Rome, Civitavecchia, Porto Ercole, Gaeta, Sperlonga, Montecassino, Sorrento, Pompeii, Capri, AmalfiSee all destinations Age Range Ages 12+ Operator Emerald Cruises From $8,795
16% off- US$7,400
Duration 8 days Destinations France, Monaco, Italy Age Range Ages 12+ Operator Emerald Cruises From $10,065
10% off- US$9,106
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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."