
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.


























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 private boat tour from Trapani to Favignana and Levanzo with lunch, snorkeling, and scenic stops, max 12 people.
From € 899

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

Private luxury yacht trip from Positano, starting at €4,350 per boat. Swim, relax, and enjoy Amalfi Coast views in style.
From € 4350

Spend a full day at sea on a private Raffaelli 37 from Sorrento, with flexible routes to Capri or the Amalfi Coast and prices from €1,400 per group.
From € 1400

Experience a private boat cruise from Amalfi aboard the Itama 38, starting from €1600 per boat. Swim, snorkel, and explore Capri or the Amalfi Coast at your own pace with a professional skipper.
From € 1600

Luxury Apreamare 45 private boat from Sorrento with swimming, snorkelling, and flexible Capri or Amalfi Coast itineraries. From €3450 per boat.
From € 3450

Cruise the Capri coastline aboard the Jeranto 7.50 for a private, relaxing boat trip with swimming, snorkeling, and flexible shore stops from €900.
From € 900

Evening coastal cruise from Sorrento aboard a classic gozzo from €400. Private sunset views, drinks on board, and a relaxed two-hour escape.
From € 400

Enjoy a full-day private boat trip from Amalfi aboard the Raffaelli 37, ideal for groups of up to 12 people, with flexible routes and prices from €1,600 per group.
From € 1600

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

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

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

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

Cruise the Amalfi Coast by private boat from Amalfi aboard the Sparviero 700, with time to swim, relax on deck, and visit Positano at your own pace.
From € 1100

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

Cruise from Capri aboard the Apreamare 35 from €2050 per boat. Swim, snorkel, and explore the Capri and Amalfi Coast with a professional skipper.
From € 2050