8 Sailing Trips in Positano to Build a Day Around

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”

Check availability →Read our full review

2.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 ❤️”

Check availability →Read our full review

3.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.”

Check availability →Read our full review

4.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! ☺️”

Check availability →Read our full review

5.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.”

Check availability →Read our full review

6.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.”

Check availability →Read our full review

7.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.”

Check availability →Read our full review

8.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”

Check availability →Read our full review