The 14 Best Sunset Sailing Cruises in Italy

1.Catamaran Sunset Jazz Cruise with Aperitivo

★★★★★★★★★★4.7 · 1,206 reviews · 1.5 hours · from $94Our pick

Join Andreas and his friendly crew for a 90-minute sunset cruise from Riva dei Sette Martiri. Sail past San Marco Bay, the Giudecca Canal, and toward Lido while a saxophonist plays jazz and bossa nova. Enjoy cicchetti, one drink, roomy deck seating, and sunset views.

“We were recommended this trip by a friend and it did not disappoint. The weather was great and timing perfect for the cruise seeing Venice at sunset from the sea. Food and drink were good and you can buy additional drinks if needed. Boat had the perfect number of guests, not crowded at all, and the music was the perfect vibe for the trip.”

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2.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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3.Dolphin Catamaran Sunset Tour with Aperetif

★★★★★★★★★★4.0 · 218 reviews · 3 hours · from $65

Spend three hours sailing from Giardini Naxos along Taormina’s coast, using binoculars and a hydrophone to search for dolphins. You’ll visit Isola Bella and the Blue Grotto, swim in clear water, and enjoy Sicilian cheeses, nuts, fruit, bread, and Prosecco as Mount Etna fades into sunset.

“Amazing, saw dolphins, toured round the coast and watched the sunset over Taormina. Run by really nice guys”

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4.Spritz and Sunset Sailing Tour

★★★★★★★★★★4.8 · 141 reviews · 3 hours · from $77

Join skipper Bruno or another English- and Italian-speaking professional for a three-hour sailing trip from Catania’s port. Cruise the Ulysses coast, swim or snorkel near the sea caves, learn a little sailing, and enjoy local snacks with wine, beer, or an Aperol Spritz as the sun sets.

“Such a wonderful experience on the boat with Bruno! He taught Us so much about the area and the history as well as providing great food and drinks”

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5.Sunset sailing on lake Como with Private Skipper

★★★★★★★★★★5.0 · 88 reviews · 2 hours (approx.) Top rated

Set out from Bellagio on a private two-hour sunset sail aboard a 38-foot yacht. Your skipper, possibly Marco, Federico, Stefano, or another local captain, shares stories about villas and lakeside towns while you enjoy Prosecco, Italian aperitivo snacks, and changing views of Lake Como.

“We had an amazing time! Federico was very knowledgeable about Bellagio and the surrounding towns. The weather was pretty windy but Peter and Federico did a great job and we hardly noticed.”

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6.Alghero catamaran sunset tour Alghero

★★★★★★★★★★4.9 · 82 reviews · 1 day · from $53Best value

Join Fabrizio and Andrea for a two-hour sunset sail from Alghero. You’ll cruise past the Catalan old-town walls, stop near La Maddalenetta for swimming, snorkeling, and stand-up paddleboarding, then enjoy Sardinian wine and local snacks as the sun drops.

“Great catamaran with space for everyone! Fabrizio was a fantastic captain and made sure we had fairly calm water for swimming and SUP. They provided an excellent local Sardinian white wine and charcuterie! We were in a fabulous spot to watch the beautiful sunset! Highly recommend this tour!!!”

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7.Sunset Apéritif on a 15m sailing boat

★★★★★★★★★★5.0 · 79 reviews · 2 hours · from $59

Join Davide and Camilla for a two-hour sunset sail from Alghero. You’ll pass the old town walls, anchor near Maddalenetta Island, and enjoy Sardinian snacks, wine, beer, or a spritz. With only 10 people aboard, there is room to swim, snorkel, paddleboard, or simply watch the sun go down.

“Che dire, è stata un'esperienza che è andata oltre le mie aspettative.. I gestori della barca sono stati eccellenti, ci siamo divertiti tantissimo.. La qualità dell'aperitivo era da 100 e lode.. Complimenti!! Non vediamo l'ora di tornare!!”

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8.Guided Sunset Sailing Trip with Aperitif & Prosecco

★★★★★★★★★★4.7 · 67 reviews

Meet your skipper at Catania Nautical Club for a three-hour sunset sail along Sicily’s Etna Coast. The route reaches Ulysses Caves, with time for a swim, sunset views, prosecco, and local appetizers. Crew members may include Giulia, Sergio, Carlo, Benjamin, or Ivan.

“Definitely recommend. Our guides so welcoming and friendly. They really created a fun but relaxed atmosphere. The views were worth it.”

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9.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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10.Sunset and Aperitif on a Sailing Boat in Alghero

★★★★★★★★★★4.5 · 24 reviews · 2 hours (approx.) · from $66

You’ll cruise from Alghero’s marina past the Catalan-Aragonese walls, then stop at Maddalenetta for a sunset swim, local wine, snacks, and music. Captains such as Alessandro, Andreas, and Alejandro are known for a lively atmosphere. The boat may motor rather than sail.

“The trip was lovely, sunset amazing. Our skipper was just doing his job, showed us the historic wall of city with no explanation of history, we continued on to stop off for sunset view, we did not experience the sail part of the trip not sure why no explanation given once again, other vessels had their sail up, luck of the draw.”

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11.2-hour sunset tour by sailboat with aperitif.

★★★★★★★★★★5.0 · 19 reviews · 2 hours (approx.) · from $60

Join Lidia and Sergio for a two-hour sunset sail from Alghero. You’ll pass the old Spanish walls, pause near Maddalenetta for an optional night swim, hear location-based audio stories, and enjoy a light aperitif with local wine before returning in the dark.

“It was a very personal experience, we were the only two passengers and we felt like we were part of the family. Hospitality and welcome was wonderful, very knowledgeable and informative. The boat was very special.”

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12.sunset on a sailing boat with aperitif

★★★★★★★★★★4.8 · 14 reviews · 2 - 3 hours · from $91

Join skipper Sergio aboard the 13-meter Cetacea sailing boat for a 2 to 3-hour evening cruise from Alghero. You will sail toward La Maddalenetta Island, watch the sunset near Capo Caccia, share a Sardinian aperitif, and may swim from the boat after dark.

“Superbe expérience dans ce voilier, magnifique coucher de soleil ! C'était la première fois que l'on faisait une excursion au coucher du soleil et c'était exceptionnel ! Guide sympa Le petit plus : un bel apéritif était inclus”

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13.Sunset Sailing Lago Maggiore

★★★★★★★★★★5.0 · 12 reviews · 2 hours · from $93

Join skipper Adrian for a two-hour sunset sail from Cannero Riviera, limited to seven people. Cruise past the Castelli di Cannero, hear local stories, enjoy included drinks and snacks, and possibly take the helm when conditions allow. Adrian’s dogs, Eva and Libby, may join the crew.

“Bellissima esperienza, giornata perfetta con il un capitano molto simpatico, le mie bambine si sono divertite tantissimo grande disponibilità del capitano ad intrattenerle con attività avventurose. Consigliata sia ad adulti che a ragazzi da rifare.”

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14.Sunset catamaran excursion with aperitif

★★★★★★★★★★4.9 · 8 reviews · 3 hours · from $91

Spend three hours aboard a 2021 catamaran in Porto Conte Natural Park. You’ll sail toward Capo Caccia, stop at Cala Bramassa for swimming and snorkeling, then enjoy pecorino, sausage, water, and white wine as the sun sets. The skipper speaks Italian, English, and French.

“Very good experience. Good fun and with beautiful views.”

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