
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

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

Relax on a private Sparviero 700 boat tour from Sorrento, choosing stops like Capri, Positano, or Amalfi for swimming, snorkelling, and coastal views.
From € 850

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

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

A traditional wooden gozzo cruise from Bari Old Port with swim stops and an Apulian aperitif on deck. From EUR 130.
From € 65

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

A boat tour through the sea caves of Santa Maria di Leuca. Choose 1.5 or 3 hours with swim stops. From EUR 90.
From € 45

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

A high-end private yacht experience along Capri and the Amalfi Coast, with skipper, fuel, drinks and onboard service included, from €4,200 per boat.
From € 4200

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

Private Saver 9 boat charter from Sorrento with skipper, flexible routes to Capri or the Amalfi Coast, swimming and snorkelling stops, from €1,000 per group.
From € 1000

Luxury Conam 58 yacht trip from Capri with skipper, drinks, swimming stops, and flexible routes along the Amalfi Coast for small groups.
From € 4400

Private sunset boat cruise from Sorrento aboard a spacious Raffaelli 40 from €500. Two-hour evening experience with drinks, relaxed cruising, and open deck space.
From € 500

Sail aboard the Jeranto 7.50 from Sorrento for a private coastal experience with swimming, sightseeing, and optional stops in Capri, Positano, or Amalfi. Prices from €850.
From € 850

Private boat tour from Positano to Capri from €1,100 with swimming, snorkeling, and flexible, personalised stops along iconic Mediterranean coastlines
From € 1100

From € 1100

Classic gozzo day trip from Amalfi with private skipper, swim stops, onboard drinks and flexible routing to Capri or Positano. From €1,600 per group.
From € 1600

Enjoy a private Capri to Positano and Amalfi boat tour from €1,100 with swimming, snorkeling, and flexible, personalised stops along the Amalfi Coast
From € 1100

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