The 13 Best Sailing Trips in Capri

1.Capri Private Yacht Tour from Sorrento, Capri & Positano

★★★★★★★★★★5.0 · 35 reviews · 8 hours (approx.) · from $622Our pick

Cruise from Sorrento aboard an Itama 38 with skipper Raffaele and crew member Michaele. You’ll circle Capri, visit Anacapri, see the Blue Grotto and Faraglioni, swim from the boat, and enjoy drinks, snacks, towels, and snorkeling gear. Extra costs include fuel and grotto entry.

“Amazing four Raffaele and Michaele were very hospitable Helpful and fun The boat was large , clean and we enjoyed the Italian music they played I highly recommend this activity and these two guys They are excellent They even helped us w the restaurant reservations”

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2.Capri and Blue Grotto Yacht Tour with Snorkeling

★★★★★★★★★★4.5 · 23 reviews · from $143Best value

Set out from Sorrento on a small yacht for Capri’s Blue, White, and Green Grottos, the Faraglioni, Natural Arch, and Marina Piccola. You get drinks, snacks, swim masks, a live guide in English, Italian, or Spanish, and two hours of free time in Capri. Several extra fees apply.

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3.Private Cruise to Capri and Amalfi Coast from Sorrento or Capri – yacht 50′

★★★★★★★★★★5.0 · 16 reviews · 8 hours (approx.)

Spend eight flexible hours aboard a private 50-foot yacht with Captain Leonardo, Bianca, and the Sorrento Holiday Charter team. Cruise from Sorrento or Capri past Positano, Li Galli, Nerano, and Capri’s grottoes, with time for swimming, snorkeling, lunch, and shore walks.

“Leonardo and Marco were amazing hosts, we instantly felt welcomed on the boat. We were taken around amalfi coast, Sorrento coast and capri and probably had the most fun we have had on our Italy trip. 100% must experience! Easy communication and lovely swimming locations with beautiful views!”

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4.Private Cruise around Capri – yacht 50′

★★★★★★★★★★5.0 · 12 reviews · 8 hours (approx.)

Spend about eight hours on a private 50-foot yacht circling Capri with a captain, host, drinks, snacks, and snorkeling gear. Swim near Punta Carena, see the Faraglioni, visit Nerano, and choose your stops. Lunch and Blue Grotto tickets cost extra.

“This cruise was amazing, and the staff were very friendly and knowledgeable. Communication was seamless. Highly recommended.”

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5.Private Cruise to Capri and Amalfi coast from Sorrento or Capri – yacht 40′

★★★★★★★★★★5.0 · 9 reviews · 8 hours (approx.)

Spend about eight hours on a private 40-foot yacht with your own group, departing from Sorrento or Capri. Your skipper may be Roberto, Mario, Francesco, Enrico, or Leonardo. Expect flexible stops, swimming, snorkeling, drinks, snacks, and optional lunch at an extra cost.

“We had a wonderful day with Mario and Francesco. They did an amazing job entertaining and educating us as it was our first time in Italy. Clear blue water, beautiful surroundings, nice swimming and great lunch. Everyone enjoyed the tour a lot. Thank you guys!!”

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6.Capri Private Boat Tour from Sorrento, Positano or Naples – Yacht Klase 50

★★★★★★★★★★5.0 · 8 reviews · 7 to 8 hours (approx.) · from $1,992

Spend 7 to 8 hours aboard the M/Y Klase 50 with an English-speaking skipper such as Nello, Roberta, or Marco. Cruise Capri’s grottoes and Faraglioni, swim from the boat, stop for lunch or explore Capri, and return with Prosecco on board.

“Nello was a fabulous captain. Francesca was so accommodating!! Went with my 3 sisters,niece and husbands. It was so comfortable and the scenery was breathtaking. I can’t say anything bad about our experience! definitely do it again ❤️”

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7.Private Cruise around Capri – yacht 40′

★★★★★★★★★★5.0 · 6 reviews · 8 hours (approx.)

Board at Capri Harbour for a private 40-foot yacht day with Captain Roberto or another driver-guide. Cruise past the Blue Grotto, Faraglioni, Punta Carena, and Nerano, stopping to swim, snorkel, eat, or relax as your group prefers. Drinks, snacks, and gear are included.

“This tour - and our captain - are a dream come true! Toured with friends and enjoyed the best service, views and food we could hope for. Book and enjoy!”

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8.Positano Private Yacht tour from Sorrento,Positano or Capri

★★★★★★★★★★4.5 · 6 reviews · 8 hours (approx.) · from $957

Spend eight hours on a private yacht with a skipper such as Gabriele, cruising Capri and the Amalfi Coast. Swim at the Green Grotto and Crapolla Cove, visit the Blue Grotto, and enjoy three hours each in Capri and Positano. Drinks, snacks, snorkeling gear, Prosecco, and limoncello are included.

“This was an amazing tour and or skipper Gabriele was fantastic. He booked an amazing lunch at the famous lo scoliogo restaurant in nerano. We had plenty of time to swim and enjoy the beautiful views of capri, Postitano, nerano, as well as the beautiful coast along the way. We were here for our honeymoon and we couldn’t have been happier with our private experience.”

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9.Private Cruise to Capri from Sorrento – yacht 50′

★★★★★★★★★★5.0 · 6 reviews · 8 hours (approx.)

Book a private 8-hour cruise from Sorrento for up to 12 people aboard a 50-foot yacht. Your local skipper guides you past Capri’s grottos, Faraglioni Rocks, and Punta Carena, with time for swimming, snorkeling, lunch, or a visit ashore. Leonardo may captain the boat.

“We went on a cruise to the isle of Capri with our captain Leonardo and his first mate. The seas were very rough the day we went, but they made sure we still got to see all of the things. Beautiful boat and people.”

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10.Luxury Capri Dining Experience & Aperitif with Yacht Transfer

★★★★★★★★★★5.0 · 6 reviews · 4 hours 30 minutes (approx.) · from $595

From Sorrento, your private English-speaking skipper takes you to Capri aboard a 2023 Tornado 38 yacht. Captain Marco may be at the helm, with an aperitif, open-top taxi, and dinner reservation included. You pay for the meal separately, then cruise back beneath the stars.

“A truly once-in-a-lifetime experience. Gorgeous, fun boat ride to Capri, a beautiful dinner and walk through town, then boat ride back to shore under the moonlight. Unbelievable special.”

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11.Private Cruise to Capri and Amalfi coast from Positano or Amalfi – yacht 50′

★★★★★★★★★★5.0 · 5 reviews · 8 hours (approx.)

Spend about eight hours aboard a private 50-foot yacht from Positano or Amalfi, cruising past Li Galli, Nerano, and Capri. Your crew provides live commentary, drinks, snacks, and snorkeling gear, with time for swimming, lunch, the Blue Grotto, or a walk ashore.

“Leonardo and Marco were a wonderful team who did everything possible to make it a superlative experience. We highly recommend this team and this company.”

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12.Private sailing trip along Capri and the Sorrento Coast

★★★★★★★★★★5.0 · 5 reviews · 9 hours (approx.)

Meet your captain at Marina di Cassano for a nine-hour private sailing trip along the Sorrento Coast and Capri. Swim and snorkel near Massa Lubrense, then choose between the Faraglioni rocks and Blue Grotto. Captains named Amedeo, Rocco, Giuseppe, and Ferdinando have led past trips.

“Fabulous day! Amedeo our skipper was great, we stopped and swam and snorkelled and got to go to all the places we wanted! Well worth the money and highly recommend this.”

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13.Private Cruise to Capri and Amalfi coast from Positano or Amalfi – yacht 40′

★★★★★★★★★★5.0 · 3 reviews · 8 hours (approx.)

Take an eight-hour private cruise from Positano or Amalfi aboard a 40-foot yacht. Your crew, including guides such as Leonardo and Marco, handles the route while you swim, snorkel, see Capri’s grottoes and rocks, and choose where to stop.

“Leonardo and Marco are the best. they picked us up in positano to Capri. wr were able to swim twice in the warm water. The yaght is amazing The amenities were clean and great but the beat part of the trip is Leonardo and Marco”

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