Sorrento Coast · SAILING

15 Sailing Trips around Sorrento Worth Booking

22 tours  ·  from $144

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

Small Group Sailing Tour in Amalfi Coast with Aperitif - Amalfi’s cliffs, arch, and watchtowers
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Small Group Sailing Tour in Amalfi Coast with Aperitif

1.Small Group Sailing Tour in Amalfi Coast with Aperitif

★★★★★★★★★★5.0 · 93 reviews · 3 hours to 3 hours 30 minutes (approx.) · from $272Our pick

Sail the Amalfi Coast aboard a 47-foot boat with Fabio, Elvira, or another experienced crew member. Expect cliff views, Pandora’s Cave, swimming stops, Prosecco, fruit, cheese, and optional seafood lunch. The advertised group is small, but confirm the final size and meeting point before booking.

“Fabio and Elvira both made our Amalfi coast visit all the better! Fabio was telling us the ins and outs of Amalfi, it's history and its history. We had such an amazing time!”

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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

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

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

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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Amalfi Skip the Crowds Private Chill Experience on a Sail Yacht - Sailing past Maiori and Pandora’s Cave
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Amalfi Skip the Crowds Private Chill Experience on a Sail Yacht

3.Amalfi Skip the Crowds Private Chill Experience on a Sail Yacht

★★★★★★★★★★5.0 · 25 reviews · 3 hours 30 minutes to 7 hours (approx.)

Join Fabio Sorrentino and his English-speaking crew aboard a private 47-foot sail yacht for 3.5 to 7 hours along the Amalfi Coast. Swim at quiet coves, visit Pandora’s Cave, pass Positano and Furore, enjoy an Italian aperitif, and add a cliffside seafood lunch.

“We had a truly excellent experience seeing the Almafi Coast from the water! The operators hospitality and knowledge of the region were extraordinary! The tour was the highlight of our stay in positano and we highly recommend this awesome experience!”

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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′

5.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 around Capri - yacht 50' - Capri Harbour to Punta Carena
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Private Cruise around Capri – yacht 50′

6.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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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′

7.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

8.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!

9.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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Half Day in Amalfi Coast with Private Luxury Yacht Tour - Fiordo di Furore, a narrow coastal landmark
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Half Day in Amalfi Coast with Private Luxury Yacht Tour

10.Half Day in Amalfi Coast with Private Luxury Yacht Tour

★★★★★★★★★★5.0 · 7 reviews · 4 hours (approx.)

Cruise the Amalfi Coast privately for about four hours, with time near Praiano, Fiordo di Furore, Conca dei Marini, and a two-hour stop in Amalfi. Your boat includes drinks, snacks, Wi-Fi, and snorkeling gear. Enzo has earned special praise as a captain and guide, when available.

“Me and my husband LOVED this trip, truly a highlight of our Italy trip. Our guide was so attentive &smart he knew his history about the entire amalfi coast. He made us feel comfortable and safe the entire time! He even got us the best table at the Capri restaurant Dior pop up. (Which was amazing). We just want to thank our captain and his helper for a great experience. Highly recommend this tour! ☺️”

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Private Cruise around Capri - yacht 40' - Cruising Capri from Punta Carena to Marina Piccola
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Private Cruise around Capri – yacht 40′

11.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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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

12.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′

13.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

14.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

15.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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Explore the Sorrento coast

Pick a harbour, a ruin or a farm kitchen.