
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.

Southern Italy — Amalfi, Puglia and the deep south — is warm seas and dramatic coast. Powerboat and sail the Mediterranean, snorkel and wild-swim hidden coves, and explore by sea-kayak, with a good range of courses and centres.

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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

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

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

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

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

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

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

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

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