Sorrento Coast · SAILING TRIPS IN SORRENTO

15 Sailing Trips in Sorrento Worth Booking

15 tours  ·  from $144

Every trip here has one free day too few. These 15 sailing trips in Sorrento justify the slot, priced and timed so you can decide in minutes and get back to the lemon groves.

Capri Private Yacht Tour from Sorrento, Capri & Positano - Grottos, swimming, and the best use of your time
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Capri Private Yacht Tour from Sorrento, Capri & Positano

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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Sorrento: Capri and Blue Grotto Yacht Tour with Snorkeling - Pickup from Sorrento and the nearby coast
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Sorrento: Capri and Blue Grotto Yacht Tour with Snorkeling

Private Cruise to Capri and Amalfi Coast from Sorrento or Capri - yacht 50' - Leaving Sorrento or Capri
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Private Cruise to Capri and Amalfi Coast from Sorrento or Capri – yacht 50′

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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Private Cruise to Capri and Amalfi coast from Sorrento or Capri - yacht 40' - Leaving Sorrento or Capri Harbour
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Private Cruise to Capri and Amalfi coast from Sorrento or Capri – yacht 40′

4.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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Capri Private Boat Tour from Sorrento, Positano or Naples - Yacht Klase 50 - Picking the right starting point: Sorrento, Positano, or Naples
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Capri Private Boat Tour from Sorrento, Positano or Naples – Yacht Klase 50

5.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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Amalfi Coast Private Yacht Cruise: Explore Positano and Amalfi! - From Marina Piccola to Queen Giovanna’s pool
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Amalfi Coast Private Yacht Cruise: Explore Positano and Amalfi!

6.Amalfi Coast Private Yacht Cruise: Explore Positano and Amalfi!

★★★★★★★★★★5.0 · 8 reviews · 7 hours (approx.)

From Marina Piccola in Sorrento, your private yacht follows the Sorrentine coast past Queen Giovanna’s pool, Massa Lubrense, Li Galli, Praiano, and Conca dei Marini. You get about two hours each in Positano and Amalfi, with snacks, drinks, towels, WiFi, and crew support from Damien and Mateo.

“Damien and Mateo were great! They were very knowledgeable about the coast and they coordinated our stops during the day to maximize our time on the yacht. They made a reservation for our lunch after they offered several different options. Our kids thought this was the best day of the trip. We would definitely book this trip again if we went back to Sorrento.”

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Capri-Positano Private Yacht tour from Sorrento,Positano or Capri - Blue Grotto: spectacular, but not included
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Capri-Positano Private Yacht tour from Sorrento,Positano or Capri

7.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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Private Cruise to Capri from Sorrento - yacht 50' - Leaving Sorrento for Capri in About 20 Minutes
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Private Cruise to Capri from Sorrento – yacht 50′

8.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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Ischia and Procida Private Yacht Tour from Sorrento - Aragonese Castle from the water
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Ischia and Procida Private Yacht Tour from Sorrento

9.Ischia and Procida Private Yacht Tour from Sorrento

★★★★★★★★★★5.0 · 6 reviews · 7 to 8 hours (approx.) · from $1,554

Set out from Sorrento with an English-speaking skipper for a private yacht day around Ischia and Procida. Swim at the Green Grotto, see Aragonese Castle, explore colorful Corricella, enjoy snacks and drinks, and return with limoncello. Pickup covers Sorrento and nearby towns.

“Ross and Frank were great. Ischia is amazing. The hot springs is a must. Don’t miss. Super informative. Great tour. The boat ride was super fun!”

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Private VIP Amalfi Coast Sunset Yacht Cruise with Aperitif - What the two-hour route gives you
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Private VIP Amalfi Coast Sunset Yacht Cruise with Aperitif

10.Private VIP Amalfi Coast Sunset Yacht Cruise with Aperitif

★★★★★★★★★★5.0 · 6 reviews · 2 hours (approx.) · from $524

You’ll cruise privately from Sorrento along the Amalfi Coast aboard a Tornado 38 luxury yacht. An English-speaking skipper such as Alessandro or Marco handles the boat, shares coastal sights, and serves drinks, snacks, and an aperitif during the two-hour sunset outing.

“Alessandro was personable and incredibly knowledgeable about the Italian coast, as well as about Italy in general. He was a wonderful host — generous with food and drinks, and made the whole experience feel relaxed and enjoyable.”

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Appreciate the Amalfi coast on a luxury yacht! - Positano: two hours among steep lanes and bright houses
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Appreciate the Amalfi coast on a luxury yacht!

11.Appreciate the Amalfi coast on a luxury yacht!

★★★★★★★★★★5.0 · 6 reviews

Set out from Sorrento on a private yacht for six to eight hours along the Amalfi Coast. Your English-speaking crew can tailor the route, with time for Positano, Amalfi, Li Galli, Fiordo di Furore, Nerano, swimming, snorkeling, snacks, and prosecco.

“Door to door professional service. The 38’ was perfect for a family of 7. Plenty of room to lay out or just sit and enjoy the beautiful views the Almalfi cost has to offer. Captain Luca allowed us to create our own itinerary but also made sure we diRead more”

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Luxury Capri Dining Experience & Aperitif with Yacht Transfer - Capri by open-top taxi
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Luxury Capri Dining Experience & Aperitif with Yacht Transfer

12.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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VIP Private Amalfi Coast Yacht Experience - A Look at the 2023 Tornado 38
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VIP Private Amalfi Coast Yacht Experience

13.VIP Private Amalfi Coast Yacht Experience

★★★★★★★★★★5.0 · 6 reviews · from $894

Spend about seven hours aboard a private Tornado 38 from Sorrento, sailing past Positano, Amalfi, Atrani, caves, coves, and islands. Your English-speaking skipper handles the route, while towels, drinks, snacks, shade, and swimming time keep the day easy.

“Great day with Macro touring the Amalfi Coast! The boat was great, as was the weather and the guide! Couldn’t have been a better day. Highly recommend booking!”

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Amalfi Private Boat Tour from Sorrento or Positano Yacht Klase 50 - Ieranto and Nerano: coves made for a swim
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Amalfi Private Boat Tour from Sorrento or Positano Yacht Klase 50

14.Amalfi Private Boat Tour from Sorrento or Positano Yacht Klase 50

★★★★★★★★★★5.0 · 5 reviews · from $2,023

Spend 7 to 8 hours aboard a private Klase 50 HT yacht with an English-speaking skipper such as Luca, Giovanni, or Francesco. Cruise from Sorrento or Positano, swim near Ieranto and Li Galli, visit Positano and Amalfi, and enjoy snacks, drinks, towels, and snorkel gear.

“Ross and Franc was amazing tour guides for the trip. It was really great! We saw Positano and the amalfi cost, we could swim 3 times and get unlimited drinks.”

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Private sailing trip along Capri and the Sorrento Coast - Sailing onward to Capri
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Private sailing trip along Capri and the Sorrento Coast

15.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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Explore the Sorrento coast

Pick a harbour, a ruin or a farm kitchen.