
The Best Sailing Trips to Book This Year
Below is a hand-picked selection of sailing trips on adventuro, with a closer look at what makes each destination special.

Italy stretches from the Dolomites down the Apennines to volcanic islands, with thousands of kilometres of coast. Via-ferrata and ski-tour the Alps, sail and powerboat the seas, climb in Sicily, wild-swim and sea-kayak the coast and cycle iconic passes. Italian instructors and centres on Adventuro run mountain and water trips year-round.

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Shared small-group boat tour from Sorrento to Capri from €125 pp. Coastal cruising, swim stops, free time on Capri, and limoncello tasting included.
From € 125

Small-group catamaran tour in La Maddalena with swim stops, snorkelling and aperitif on board. Relaxed 3.5-hour experience from €75pp
From € 75

Egadi Islands boat tour from Trapani with lunch, snorkeling, Favignana and Levanzo, crystal-clear waters, Mediterranean day trip, 8-hour excursion, 24 passengers max
From € 85

Private boat tour around Favignana and Levanzo with lunch on board, snorkelling stops, island time, skipper-led experience from Trapani, up to 12 people.
From € 899

Sail the Amalfi Coast on a private boat from Sorrento, visiting Positano and Amalfi with swimming stops and free time ashore, from €1,000
From € 1000

A high-performance yacht experience from Amalfi, combining speed, space, and comfort for a full day on the water, with flexible routes towards Capri or along the Amalfi Coast. From €5,200 per boat.
From € 5200

Join a Sardinia sailing flotilla from £1,184.50 pp. Spend a week exploring clear waters, anchorages and harbour towns aboard a Lagoon 52 catamaran.
From £ 1185

Egadi Islands private boat tour from Trapani to Favignana and Levanzo, max 24 people, includes lunch, aperitif, snorkelling, and historical island stops.
From € 1449

Shared dinghy tour from Trapani to Favignana and Levanzo, including lunch, snorkeling, swimming, and scenic stops for up to 12 passengers.
From € 70

With skipper, spacious Italian gozzo design, flexible routes to Capri or the Amalfi Coast, swimming stops and onboard amenities, from €1,400 per group.
From € 1400

Cruise the Amalfi Coast or head to Capri on a private Saver 9 charter from Amalfi, with swimming stops, panoramic views, and a professional skipper, from €1,600 per group.
From € 1600

Traditional gozzo cruising from Positano aboard the Jeranto 9. Private full-day boat trip with skipper, swim stops, drinks included. From €1,700 per group.
From € 1600

Traditional gozzo boat trip from Sorrento with skipper, swim stops, drinks on board, and flexible coastal routing. From €1,300 per group.
From € 1300

Experience a private Capri to Amalfi and Positano boat tour from €1,400 with swimming, snorkeling, and flexible, personalised stops along the Amalfi Coast
From € 1400

Experience a private full-day yacht charter aboard the Itama 38, cruising the Amalfi Coast or Capri with swimming stops, sun decks, onboard refreshments, and a professional skipper.
From € 1500

Private sunset boat cruise from Sorrento aboard a traditional gozzo from €400. Golden-hour coastal views, drinks, and an intimate atmosphere.
From € 400

Enjoy a private 2-day sailing adventure along the Ligurian coast from Lavagna to Portofino and Baia del Silenzio for up to 6 guests from €1850.
From € 1850

Private full-day catamaran experience through La Maddalena with swim stops, snorkelling and Sardinian brunch on board. Exclusive charter from €1000 per group
From € 1000

Full-day catamaran experience with swim stops, snorkelling and Sardinian brunch on board. Small-group sailing through clear waters from €115pp
From € 115

Sail along the Amalfi Coast on a private boat from Amalfi, with swimming, snorkeling, and panoramic views from €1,100
From € 1100