Under sail · ISLAND HOPPING SAILING TRIPS IN ITALY

10 Island Hopping Sailing Trips in Italy to Book

10 sailing trips  ·  seats from $77 each

Wind permitting, any of these 10 island hopping sailing trips in Italy makes the day. Each is priced and timed so you can choose before the coffee goes cold.

Sailboat tour from PALAU to the Maddalena Archipelago. - La Maddalena National Park and the natural swimming pool
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Sailboat tour from PALAU to the Maddalena Archipelago.

1.Sailboat tour from PALAU to the Maddalena Archipelago.

★★★★★★★★★★5.0 · 952 reviews · 7 to 8 hours (approx.) · from $107Top of the fleet

Set out from Palau at 9:30 a.m. for a 7 to 8 hour sailing day through La Maddalena National Park. With a maximum of 12 people, your crew, which may include Giuseppe, Simone, Claudia, Alberto, or other Sardinia Sailing Tour skippers, serves Sardinian snacks, pasta, wine, and drinks between swimming stops. The route changes with the weather.

“Sailing with Gaetano and Max was fun. I enjoyed watching them work to get sails up. Water and beaches were beautiful. Lunch was delicious. Safety was of great importance to them. My friend's first time on a boat. She was very nervous and hesitant about going. By the end of the trip, she was relaxed with a big smile. Forget the big crowded boats. Spend a little more and do this. Thanks for a memorable day!”

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From Palau or La Maddalena: Archipelago Sailing Ship Tour - From Palau or La Maddalena: choosing your starting point
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From Palau or La Maddalena: Archipelago Sailing Ship Tour

2.From Palau or La Maddalena: Archipelago Sailing Ship Tour

★★★★★★★★★★4.4 · 903 reviews · 7 hours · from $77Lowest fare aboard

Join a multilingual crew, often led by Letizia, for a seven-hour motorsailer trip from Palau or La Maddalena. See Budelli’s pink beach from the water, swim near Santa Maria, and visit Cala Corsara on Spargi. Bring lunch or buy pasta and drinks aboard. Expect limited shade, boat transfers, and some climbing.

“Loved it! Amazing islands! Leticia was super nice and making sure everyone was Ok”

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Sailing boat from Santa Teresa di Gallura to the Maddalena Archipelago - Pink Beach, seen without stepping onto it
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Sailing boat from Santa Teresa di Gallura to the Maddalena Archipelago

3.Sailing boat from Santa Teresa di Gallura to the Maddalena Archipelago

★★★★★★★★★★5.0 · 628 reviews · 7 to 8 hours (approx.) · from $119

Set out at 9:30 a.m. from Santa Teresa di Gallura aboard a small sailing boat for a full day around La Maddalena. With up to 12 people, you’ll visit protected Pink Beach, Port Madonna, Spargi, and Cala Santa Maria, with swimming, snorkeling, lunch, wine, coffee, and soft drinks included. The crew may include Carlo, Andrea, Marco, Lorenzo, or other Sardinia Sailing Tour staff.

“Marco and Lorenzo were great hosts, lots of drinks available, food was great and the boat in good shape. The itinerary is too much for sailing most of the time however if that is what you are looking for. We did get of engine with the sails up for a little bit which was appreciated as two of us are keen sailors.”

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Tour Sailboat 15 mt. BOARDING FROM LA MADDALENA islands Archipelago - Pink Beach is a protected spectacle
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Tour Sailboat 15 mt. BOARDING FROM LA MADDALENA islands Archipelago

4.Tour Sailboat 15 mt. BOARDING FROM LA MADDALENA islands Archipelago

★★★★★★★★★★5.0 · 306 reviews · 8 hours (approx.) · from $119

Spend about eight hours aboard a 15-meter sailboat from La Maddalena, visiting Spargi, Pink Beach, Port Madonna, and Cala Santa Maria. The English-language crew, often including Giuseppe, Salvatore, Max, Denny, or Ettore, serves Sardinian food, wine, mirto, and drinks while you swim and snorkel. The group is limited to 12 people.

“Max was an incredible skipper! Very knowledgeable, best service with food and drinks. Always made sure everyone on board was happy and getting anything they needed. The weather wasn’t the best but it was still an incredible sail!”

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Sailing boat tour in the Maddalena Archipelago - Starting from La Maddalena or Palau
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Sailing boat tour in the Maddalena Archipelago

5.Sailing boat tour in the Maddalena Archipelago

★★★★★★★★★★5.0 · 217 reviews · 7 hours (approx.) · from $145

Spend about seven hours sailing from La Maddalena or Palau through Sardinia’s island chain. With a skipper and crew such as Samuel, Yuri, Ines, or Antonella, you’ll stop near Budelli and Spargi for swimming, snorkeling, and SUP, then eat a generous onboard lunch with wine, beer, spritz, coffee, and local snacks. The boat holds up to 14 people.

“Sebastian and Antonella were fabulous hosts. We really enjoyed this trip. Comfortable boat with 12 people, plenty of food - we had to pass on the last course because we ate so much. Option to go to beaches or swim off boat . If you have the opportunity, spend the extra $ and do this tour. We loved it!”

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La Maddalena Archipelago Sailing Tour with Lunch from Palau - Cala di Santa Maria: the first swim in turquoise water
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La Maddalena Archipelago Sailing Tour with Lunch from Palau

6.La Maddalena Archipelago Sailing Tour with Lunch from Palau

★★★★★★★★★★5.0 · 121 reviews · 7 hours (approx.) · from $108

Spend about seven hours sailing from Palau with a crew such as Yuri, Ines, Andre, or Samuel. Swim at Cala di Santa Maria and Cala Granara, visit Budelli and Spiaggia Rosa by dinghy, and enjoy aperitivo, a pasta lunch, wine, beer, coffee, and dessert aboard a boat limited to 14 people.

“Day trip very well organized, amazing food, amazing personnel, amazing places being visited, sail boat well spacious and with all the amenities (toilet, parasol, etc...)”

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Sailing to Cyclops Islands Group Tour - Learning the basics while the yacht gets underway
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Sailing to Cyclops Islands Group Tour

7.Sailing to Cyclops Islands Group Tour

★★★★★★★★★★5.0 · 77 reviews · from $138

Spend about six hours sailing from Catania’s Club Nautico to Aci Trezza and the Cyclops Islands. Your crew teaches basic sailing, serves lunch, drinks, and snacks, and stops for swimming. You’ll also see Aci Castello, Ognina, and the volcanic coast linked to Mount Etna. The group is limited to 10 people.

“Excellent captain and first mate, one of the best ways to see Catania, learn some Sicilian history, and take a dip in the Mediterranean Sea”

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Sailing La Maddalena Archipelago with a USCG licensed captain. - Isola di Spargi and the first swim
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Sailing La Maddalena Archipelago with a USCG licensed captain.

8.Sailing La Maddalena Archipelago with a USCG licensed captain.

★★★★★★★★★★5.0 · 67 reviews · 8 hours (approx.) · from $181

Join captain Italo for an eight-hour sailing trip from Palau aboard a 12-meter boat limited to 10 people. You’ll reach quiet coves around Spargi, Budelli, Cala Santa Maria, and Razzoli, swim and snorkel from the boat, learn about sailing and Sardinia, and enjoy prosecco with local cheese and salami.

“Local guide, takes us to very nice beaches around the area! Great boat, I recommend brining sunscreen, water and food :) If you love sailing, you can help the captain. Perfect for couples, families…”

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Private Sailing Tour to Cyclops Islands from Catania - Sailing past Ognina and Catania’s old sulfur oven
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Private Sailing Tour to Cyclops Islands from Catania

9.Private Sailing Tour to Cyclops Islands from Catania

★★★★★★★★★★5.0 · 45 reviews

Spend about six hours sailing from Catania’s port to Ulysses’ Caves, Aci Castello, and the Cyclops Islands. Your crew handles the sailing while you swim, eat a Sicilian lunch, sip prosecco, and hear stories about Etna and the coast. The tour is private for up to 10 people, with dietary alternatives available.

“It was a great experience! We had a lot of fun. Views was breath taking. The crue was amazing really good young people 🤩 the best day of my holidays.”

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Maddalena Archipelago Private Sailboat Tour from PALAU - The Natural Pools Between Budelli, Santa Maria, and Razzoli
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Maddalena Archipelago Private Sailboat Tour from PALAU

10.Maddalena Archipelago Private Sailboat Tour from PALAU

★★★★★★★★★★5.0 · 24 reviews · 7 hours (approx.)

Set out from Palau at 9:30 a.m. for a private seven-hour sail around La Maddalena. Your crew, including Alberto and Olivia, can adjust the route for weather and sea conditions. Expect protected beaches, clear swimming coves, snorkeling gear, Sardinian fish lunch, Vermentino, and room for up to 12 people.

“Everything about this trip was amazing. The hosts/crew (Alberto and Olivia) were so accommodating. The food was fantastic and the tour was wonderful. We would do it all over again. Worth every penny.”

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Other ways to get on the water

Sunset Sailing CruisesCatamaran Sailing TripsSailing and Snorkeling TripsPrivate Sailing ChartersIsland Hopping Sailing TripsTall Ship and Schooner Sailing
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