7 Sailing Trips with an Open Bar in Italy to Build a Day Around

1.Sail Tour of Cyclops Coast with Sicilian Aperitif

★★★★★★★★★★4.7 · 548 reviews · 4 hours · from $69Our pick

Sail from Catania with an English or Italian guide toward Aci Trezza and the Cyclopean Isles. You can swim, snorkel, or use a SUP near volcanic rocks, then enjoy Prosecco, cheese, tomatoes, cold cuts, bread, and pesto. Guides such as Jennifer, Sergio, Lulu, and Gabriele are often praised for their warm, attentive style.

“Fantastic guide! The trip was really nice with plenty of time to swimm, eat and relax! Also we had enough space for each of us. The tour guide was so friendly and nice, explaining us about the sights”

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2.Catamaran Tour, Swimming, Snorkeling, & Prosecco

★★★★★★★★★★4.9 · 487 reviews · 3 hours · from $72Top rated

Join Alma Sailing Charter for a three-hour catamaran trip from Cagliari’s Portus Karalis. With up to 12 people aboard, you’ll visit Cala Mosca, Cala Fighera, and the Devil’s Saddle for swimming and snorkeling, hear local stories, and toast with prosecco.

“What a wonderful afternoon we had out on the sailboat! Alma and our captain were friendly and attenti e, poi ting out the sights and navigating in bits of right weather like it was nothing. The highlight was seimming in the warm mediterranean sea.”

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3.Lagoon Catamaran Cruise with Music and Drinks

★★★★★★★★★★4.7 · 419 reviews · 1.5 hours · from $47Best value

Sail from Riva dei Sette Martiri past San Marco, down the Giudecca Canal, across to Lido, and back by Sant’Elena and the Biennale gardens. Your 90-minute catamaran ride includes one drink, music, toilets, and multilingual hosting, with open deck seating and wheelchair access.

“Very relaxing on the main lake sipping Aperol Spritz.”

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4.Sunset Sailing Aperitif Experience

★★★★★★★★★★4.9 · 367 reviews · 2 hours · from $65

Join Andrea aboard a small sailboat for a two-hour evening cruise from Alghero Port. Sail toward Maddalenetta, swim in clear water, use the snorkel gear, then enjoy Sardinian snacks, wine, beer, soft drinks, music, and sunset views of Capo Caccia.

“Andrea is an exceptional person and entertainer. He connected strangers during the cruise, which was amazing. Some of us later met in the city on a drink ☺️ I recommend all the stars”

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5.Half-day catamaran tour with aperitif

★★★★★★★★★★4.8 · 228 reviews · 3 hours · from $91

Join Toni, also listed as Tony, for a three-hour catamaran trip from Marina di Porto Conte. Sail toward Capo Caccia, stop at Cala Dragunara for swimming, snorkeling, and SUP, then enjoy Sardinian sausage, pecorino, white wine, and water aboard a comfortable 2021 catamaran.

“Tony was an amazing host and a great skipper. He told us a lot of interesting facts about the sights we saw and he expertly managed the boat close to the rocks so we could experience the best views. We had a lovely time swimming around the boat when it was anchored in one of the bays. Afterwards we were treated to local cheese and sausage and local wine. We had a wonderful afternoon!”

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6.All inclusive Yacht Tour

★★★★★★★★★★4.8 · 191 reviews

Join Fabio and his crew for a seven-hour yacht trip from Palau or La Maddalena. Swim at Spargi, Budelli, and Santa Maria, see Pink Beach, and enjoy aperitivo, seafood pasta, drinks, and swim gear aboard a boat limited to 10 people.

“We had an amazing trip around the Maddalena archipelago with Fabbio. We were so well looked after from the very beginning, even before we got there he called to make sure we would find the boat. We were in a very small group on the boat which was exactly the experience we were looking for. Fabbio made it really an unbelievable experience for our family (2 young children). The aperitivo, lunch and everything was so nice too. Amazing swimming spots and great company and explanation about the islands. Highly recommended. A memorable trip, thank you!!!”

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7.Sorrento Sunset Aperitif Cruise: Sip, Sail & Soak in the Views

★★★★★★★★★★4.5 · 30 reviews · 2 hours (approx.) · from $124

Set out from Marina Piccola at 6:00 pm for a two-hour sunset cruise along Sorrento’s coast. A skipper may guide you in several languages while you pass Bagni Regina Giovanna, Puolo, Punta Campanella, and a fishing village. The boat holds no more than 12 people, with swimsuits and smart-casual clothing suggested.

“This was a wonderful experience! The tour guide was friendly and very knowledgeable about the landmarks. The booking agent was delightful, and the experience was one-of-a-kind, offering a relaxing way to explore the coast of Sorrento. Would 100% do this again during my next visit.”

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