ITALY

The 15 Best Island Hopping Sailing Trips in Italy

27 sailing trips  ·  from $77 a head

This is the shortlist you would send a friend: 15 island hopping sailing trips in Italy worth the money, each with its price, what the crew serves and the one thing to know before you pay.

Sailboat tour from PALAU to the Maddalena Archipelago. - Leaving Palau at 9:30 in the morning
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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 $107Our pick

Review of a small-group sailing tour from Palau to La Maddalena, with Sardinian food, wine, swimming, snorkeling, and pink beach views.

“We had a wonderful experience with the best captains, Alberto and Augustine. They really made our trip fun and memorable. The food was delicious and the views were gorgeous even on a cloudy day. All four of us left very happy and we would go again in a heartbeat. Thank you!!”

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From Palau or La Maddalena: Archipelago Sailing Ship Tour - Budelli and the famous pink beach
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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 $77Best value

Sail La Maddalena’s turquoise waters from Palau or Maddalena, with Budelli, Santa Maria, Spargi, beach time, swimming, and a vintage boat.

“Really enjoyed our day on this tour! It was one of the only tours we could find that started from La Maddalena island at a reasonable price. The boat is not too big which meant we didn’t have too many people on board. I liked that we could bring our own food on board but the food they served looked delicious too. All the destinations we went to were unbelievable, such stunning water and landscape. We had 3 swim spots, 2 beaches and one dive spot. I would recommend bringing a sun umbrella for the last beach as we spent 2 hours there and there was little shade. Also bring…”

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Sailing boat from Santa Teresa di Gallura to the Maddalena Archipelago - Razzoli, Santa Maria, and the Port Madonna Lagoon
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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

Review of the Santa Teresa sailing trip to La Maddalena, with swimming stops, lunch, snorkeling, practical tips, and honest drawbacks.

“Fantastic cruise to the islands of the Maddalena archipelago. WhatsApp messages the night before giving clear directions of where to park at the marina and how to find the pier. Marco and Lorenzo our crew were brilliant. Such lovely guys with a great attitude making sure everyone had the best time. Stopped at 3 beautiful bays for swimming. Were served food and drink several times between stops. Such a great day out. Highly recommend this excursion!”

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Tour Sailboat 15 mt. BOARDING FROM LA MADDALENA islands Archipelago - Budelli and the famous Pink Beach
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Tour Sailboat 15 mt. BOARDING FROM LA MADDALENA islands Archipelago

Sailing boat tour in the Maddalena Archipelago - Spargi and Cala Granara: the first real swim
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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

Sail Sardinia’s Maddalena Archipelago with swim stops, Budelli’s pink beach, Spargi, onboard lunch, drinks, and a small group.

“Great trip and really experienced crew with Bruno as the captain. Felt safe throughout the trip. A relaxing trip where we got to see some of the most beautiful places close to Sardinia.”

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Tour of the island of Ischia in schooner - Starting in Forio at 10:00 a.m.
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Tour of the island of Ischia in schooner

6.Tour of the island of Ischia in schooner

★★★★★★★★★★5.0 · 208 reviews · 7 hours (approx.) · from $82

Sail around Ischia on a renovated schooner, swim at five bays, enjoy island dishes, and see castles, villages, and cliffs from the sea.

“wonderful day trip. great crew and food and great swimming opportunities and a great way to see the island”

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La Maddalena Archipelago Sailing Tour with Lunch from Palau - Budelli, Spiaggia Rosa, and lunch aboard
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La Maddalena Archipelago Sailing Tour with Lunch from Palau

7.La Maddalena Archipelago Sailing Tour with Lunch from Palau

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

Review of the La Maddalena sailing tour from Palau, with turquoise coves, Spiaggia Rosa, lunch, swimming, and practical booking tips.

“The boat was state of the art. Better than that is the crew on board. They were so welcoming and friendly, besides being top notch sailors. The sailing was exhilarating, the places we stopped beautiful and the snacks and lunch delicious. Do yourself a favor and book this tour. You won't be disappointed!”

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Sailing Cruise in Maddalena Archipelago from Maddalena - Santa Maria: the first swim in Cala Santa Maria
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Sailing Cruise in Maddalena Archipelago from Maddalena

Tour to the islands of the La Maddalena Archipelago by sailing boat - Swimming, Snorkeling, and the Paddle Board
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Tour to the islands of the La Maddalena Archipelago by sailing boat

9.Tour to the islands of the La Maddalena Archipelago by sailing boat

★★★★★★★★★★4.5 · 81 reviews · 7 hours (approx.) · from $120

Review of a 7-hour La Maddalena sailing tour with island beaches, swimming, lunch, drinks, snorkeling, and a small-group boat experience.

“We had a wonderful day. Gianpiero and Antonella were amazing hosts. They served a great and very local aperitivo before lunch, we had great pasta for lunch and coffee and cake afterwards. We spent more than an hour in each stop we made, there was plenty of time to relax and enjoy the experience. The only reason I gave 4 instead of 5 stars is because due to weather conditions we couldn’t do Isola Spargi, Budelli and Santa Maria, which is basically what I paid for, so that was a bit disappointing but it was no one’s fault. Instead we explored Isola di Stefano and Caprera Island which were amazing…”

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Sailing to Cyclops Islands Group Tour - Aci Trezza and the Faraglioni rocks
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Sailing to Cyclops Islands Group Tour

10.Sailing to Cyclops Islands Group Tour

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

Sail from Catania to the Cyclops Islands with lunch, drinks, swimming, sailing tips, Etna views, and a small group of up to 10.

“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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Five Star Relax Cruise Sailing Yacht Islands of La Maddalena - Sailing through the Maddalena Archipelago
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Five Star Relax Cruise Sailing Yacht Islands of La Maddalena

11.Five Star Relax Cruise Sailing Yacht Islands of La Maddalena

★★★★★★★★★★5.0 · 65 reviews · 8 hours (approx.) · from $337

Sail the La Maddalena Archipelago from Cannigione on a small yacht with Sardinian food, wine, swimming stops, and personal service.

“Francesco and Paola were awesome hosts. They made us feel safe and welcomed from the moment we boarded. Francesco is a skilled and experienced skipper, and Paola is a competent deckhand who also prepared a delicious Sardinian Appetitivo and a delicious lunch. Paolo adjusted our itinerary to account for the winds to make sailing the most comfortable. The scenery was unforgettable, and our stops for swimming were pristine. Pictures don’t do the Maddalena archipelago justice - you have to see it in person to believe it.”

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Maddalena Archipelago: Full-Day Sailboat Tour with Lunch - Mady rock and the first look at Spargi
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Maddalena Archipelago: Full-Day Sailboat Tour with Lunch

Private Sailing Tour to Cyclops Islands from Catania - Ognina and the Old Sulfur Oven
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Private Sailing Tour to Cyclops Islands from Catania

13.Private Sailing Tour to Cyclops Islands from Catania

★★★★★★★★★★5.0 · 45 reviews

Review of Catania’s private Cyclops Islands sailing tour, with Etna views, swimming, Sicilian lunch, prosecco, and practical booking tips.

“This was a really great experience. You stop for a couple of swims, have an apperitivo and a light lunch on board, and can enjoy cood prosecco while sailing near Catania coast. Sailing boat was good and clean. Crew were very nice guys, didn’t hestitate to share a lot of cool stories about Sicily, Etna and sailing in general.”

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Poltu Quatu: La Maddalena Archipelago Sailboat full-day trip - The first stretch of open water
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Poltu Quatu: La Maddalena Archipelago Sailboat full-day trip

14.Poltu Quatu: La Maddalena Archipelago Sailboat full-day trip

★★★★★★★★★★4.8 · 36 reviews · from $192

Sail from Poltu Quatu around La Maddalena, with three swim stops, local food, wine, and a small multilingual crew aboard Rosa Velata.

“I was very happy that we booked this activity. It’s really good experience. Cindy and Mario was always kind and supportive, we asked a lot about the boat, they’re very patient with every question. We stopped at three locations which are stunning, it’s healing and relaxing day for us. Highly recommended.”

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Porto San Paolo: Tavolara Island Sailboat Cruise with Lunch - Tavolara and Molara by Sailboat
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Porto San Paolo: Tavolara Island Sailboat Cruise with Lunch

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