Our Top 15 Paros Sailing Trips

1.Catamaran Semi Cruise Paros Antiparos includes Food and Drinks

★★★★★★★★★★5.0 · 208 reviews · 9 hours (approx.) · from $326Number one

Spend about nine hours sailing from Paroikia around Paros, Antiparos, Despotiko, and Panteronisi aboard a luxury catamaran. Expect three swim stops, snorkeling gear, paddle boards, local food prepared onboard, drinks, towels, and a crew that may include Captain Angel, chef Georgina, and sailor Giotis.

“A Paros MUST do! Friendly and attentive staff. The private chef treated us to a four course tasty and traditional meal. We felt cared for and pampered. Book immediately!”

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2.Iraklia, Schinoussa, & Naxos Sailing Tour with Lunch

★★★★★★★★★★4.6 · 131 reviews · 9 hours · from $200

Spend nine hours sailing from Piso Livadi with Lady K Sailing Cruises, stopping at Iraklia, Schinoussa, and south Naxos. You can snorkel above a sunken WWII hydroplane, swim in quiet coves, and eat fresh lunch with wine or beer onboard. Crews may include Kostas, Lido, Harry, Manos, or other English-speaking guides.

“We were a group of 8 people and had an amazing day on the boat together with our two guides Nick & Harry who greatly took care of us! Thanks so much for this amazing day and we can 100% recommend the experience and our two skippers!”

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3.Catamaran Cruise with Swimming, Meal and Drinks

★★★★★★★★★★5.0 · 108 reviews · 9 hours · from $318

Spend a full day aboard a spacious catamaran with a crew such as Angeli, Yoti, and Jo. From Paros, you’ll reach Antiparos, Despotiko, and Panteronisi, stopping for swimming, snorkeling, paddleboarding, snacks, and a freshly cooked Greek lunch. Hotel pickup, towels, equipment, and unlimited drinks are included.

“The days was so good!! Angeli the captain ! Yoti and Jo were so accommodating and professional!! Loved the whole day.”

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4.Full-Day Sailing Yacht Cruise

★★★★★★★★★★4.8 · 88 reviews · 9 hours · from $259

Spend nine hours sailing from Piso Livadi with a skipper and crew, stopping at Rina’s Cave, Schoinousa or Koufonissia, and southern Naxos. Swim, snorkel, sunbathe, and enjoy a light lunch of Greek dishes with wine or beer. Small-group and private options are available.

“My two girlfriends and I had a wonderful time on our sailboat cruise. It was not super nice weather (very windy, a bit overcast, not super warm) but despite that, we still had a great time. The lunch was pesto pasta, Greek salad, and spinach pie and it was delicious. Our captain and skipper were very nice and made it a great experience. There were 4 other guests on the boat and we had such a fun time getting to know each other. It got quite windy and a bit rough on the ride back, but fortunately none of us got sea sick. I would be careful booking this if…”

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5.Mykonos Full-Day Trip by Catamaran

★★★★★★★★★★4.0 · 54 reviews · from $79Cheapest deck

Cruise from Paros to Mykonos aboard the air-conditioned catamaran Alexander of Cycladic Cruises. You get six hours to explore Chora independently, from the narrow alleys and Little Venice to the windmills, shops, galleries, cafés, and restaurants. Hotel pickup may be available from main resort areas.

“Very good Trip! Its worth the Price :) very friendly Lady organised a personal pickup and dropoff from to our hotel :) plenty of time in Mykonos We arrived at 11:00 ish and discharged again at 17:00 :)”

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6.Delos & Mykonos Full-Day Trip by Catamaran

★★★★★★★★★★4.3 · 51 reviews · from $79

Spend nine hours at sea on an air-conditioned catamaran from Paros, visiting Delos and Mykonos. You get three hours at the ancient sanctuary and 3.5 hours in Mykonos Town, with time for Little Venice, windmills, galleries, cafés, and shops. Delos entry, food, drinks, and a guide cost extra.

“We had a great time on the day trip. The crew were clear with the departure times and we had enough time for a quick explore on both islands.”

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7.Full Day Catamaran Cruise in Paros

★★★★★★★★★★5.0 · 44 reviews · 8 hours (approx.) · from $192

Set sail from Paros at 9:30 a.m. on a catamaran limited to 23 people. Captain Yannis and his crew take you to swimming spots around Paros and Antiparos, including Blue Lagoon, Faneromeni, Tripiti cave, Farangas Beach, and Simadoura. Expect a Greek BBQ lunch, drinks, and a full day in the sun.

“Exceptional experience, friendly staff, food and beverages were outstanding, highly recommended, great for couples and families, take the plunge and do it 😊”

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8.Paros Semi private Full day Sailing cruise

★★★★★★★★★★4.5 · 42 reviews · 9 hours (approx.) · from $264

Set sail from Piso Livadi at 9:30 am on a small-group yacht cruise toward Rina’s Cave, Schoinousa or Koufonissia, and southern Naxos. You’ll swim and snorkel at several stops, explore a wreck site, and enjoy fruit, snacks, a light Greek lunch, beer, and wine. The crew may include Yiannis, Marissa, Kostas, or Maria, depending on the boat and date.

“If you’re looking for a memorable thing to do on Paros, I highly recommend this trip! We had a group of 5, and we absolutely had a BLAST! The experience on the water was so memorable, and the crew was absolutely amazing. It felt like hanging out with old friends while spending the day at sea. We are so grateful for the memories made. 10/10!! - Sarah”

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9.Private Full Day Catamaran Cruise from Paros with Lunch

★★★★★★★★★★5.0 · 20 reviews · 9 hours (approx.) · from $1,620

Spend about nine hours on a private catamaran from Paros with Brama Catamarans. Swim and snorkel at Panteronisi, see Faneromeni Beach, explore Antiparos coves, and stop at ancient Despotiko. Lunch, local snacks, drinks, paddle board, WiFi, pickup, and an English-speaking crew are included.

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10.Private full day cruise to Antiparos with Paros Sail

★★★★★★★★★★5.0 · 19 reviews · 7 hours (approx.) · from $1,883 per boat

Spend seven hours on a private Paros Sail yacht with Captain Dov and his crew. From Aliki, you’ll sail to Faneromeni Beach, Epitafios Cave, and Panteronisi’s Blue Lagoon for swimming, snorkeling, fruit, sweets, and quiet time at sea. The boat carries up to 10 people, making it a relaxed choice for families or small groups.

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11.Private half day cruise The Blue Lagoon with Paros Sail

★★★★★★★★★★5.0 · 17 reviews · 4 hours (approx.) · from $1,423 per boat

Sail privately from Aliki with Captain Dov and Seagal to Faragas Beach, Tripiti marine cave, and the turquoise Blue Lagoon at Panteronisi. Swim, snorkel, float with a noodle, enjoy watermelon and finger food, and share a bottle of rosé. The boat carries up to 10 people and returns to Aliki.

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12.Koufonisia & Naxos Sailing Cruise with Lunch

★★★★★★★★★★4.5 · 10 reviews · 9 hours · from $2,003 per boat

Set sail from Piso Livadi with Lady K Sailing Cruises for a nine-hour private cruise to Kato Koufonisi and Rina Cave in Naxos. Expect secluded swimming stops, onboard Greek lunch, local wine, snorkeling gear, and a crew led by skippers such as Yannis, Phillip, or Thasos, depending on the departure.

“Phillip and Thasos were amazing! Early in the season we got lucky and it was just us on the sailboat, so it ended up being a private trip. It was cool to experience sailing even though the day wasn’t very windy, the views were spectacular and well worth it. We had plenty of time to swim, explore and take pictures during the stops, and the time sailing in the sea didn’t seem too long, we were able to enjoy the views, sunbath and relax. If you enjoy spending time in the sea or sailing then this is a great experience. Thank you so much for a great day!”

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13.Private Catamaran Cruise with Lunch, Drinks & SUP

★★★★★★★★★★5.0 · 7 reviews · 6 hours · from $2,887 per boat

Spend six hours on a private catamaran from Piso Livadi, sailing around Paros and Naxos as weather allows. Swim, snorkel, use the SUP and underwater scooter, then enjoy Greek food, fruit, coffee, wine, beer, and soft drinks. The crew, including names such as Nicholas, Sildi, Nikos, and Dimitris on past trips, shapes the route around the wind.

“Incredible day out on the water with Nicholas behind the wheel and Sildi with top notch service and attention to detail!! Food was delicious, we had a lot of control over where we went and how long we stayed at places. The two crew had great recommendations on locations to visit in line with the wind direction on the day. Could not fault - would highly recommend.”

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14.One Full Day of True Sailing to South Naxos & Koufonisi SY AGERAS

★★★★★★★★★★5.0 · 3 reviews · 10 hours (approx.) · from $217

Set out from Piso Livadi at 9:00 a.m. aboard SY AGERAS for a full day of true sailing toward Kato Koufonisi. Skipper Zoe leads a small group of up to 10, with swimming, deck time, secluded beaches, lunch, drinks, WiFi, and snorkeling gear included. The boat returns to Yin Yang Concept in the afternoon.

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15.Kefalonia: Private Sailing Cruise with Local Lunch & Snacks

★★★★★★★★★★5.0 · 2 reviews · 8 hours · from $530

From Poros Port, your English-speaking skipper takes you by boat to Koutsoupia Beach, Pera Pigadi, Lygia, and either St. Andrews Bay or Blue Lake. Swim, snorkel, use the SUP, and enjoy local lunch, snacks, beer, wine, and soda. The small group is limited to six people.

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