
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.


























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

Private sailing trip from Amalfi to Capri from €1,800 with swimming, snorkeling, and flexible itinerary along iconic coastal scenery
From € 1800

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

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

Shared sunset boat tour from Sorrento from €80. Two-hour small-group evening cruise with coastal views, drinks, and relaxed time on the water.
From € 80

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

From € 1100

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

Powerful cruising and generous onboard space combine for a full-day yachting experience from Sorrento, ideal for groups who want comfort, speed, and flexibility on the water. From €4,000 per boat.
From € 4000

Elegant Apreamare 38 private boat tour from Capri with skipper, spacious Sorrento gozzo, island cruising or Amalfi Coast route, swimming stops and onboard facilities, from €1,500 per group.
From € 1500

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

Cruise from Capri to Positano from €1,000 on a private boat, swim, snorkel, and enjoy a fully customised coastal itinerary
From € 1000

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

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

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

From Positano, enjoy a private luxury yacht charter with skipper, fuel, drinks and swim stops included, cruising towards Capri or Amalfi from €4,750 per boat.
From € 4750

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

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

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