
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

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

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

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

A refined full-day private cruise along the Amalfi Coast or to Capri, with skipper, fuel, drinks and onboard comforts included, from €4400 depending on route.
From € 4400

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 £ 1184.50

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

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

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

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

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

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

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

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

Leave Capri by private yacht aboard the Raffaelli 37, ideal for groups of up to 12 people, with flexible coastal routes and prices from €1,500 per group.
From € 1500

Enjoy a private full-day yacht cruise from Capri aboard the Itama 38, with swimming, optional shore time, and professional skipper, from €1500.
From € 1500

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

Enjoy a private Saver 9 boat tour from Capri with a professional skipper, swimming stops, and a flexible route to Amalfi Coast or Sorrento from €1,200 per group.
From € 1200

Private Apreamare 45 charter from Capri with swimming, snorkelling, and flexible Amalfi Coast itineraries. From €3700 per boat.
From € 3700