Luxury Yacht Cruises in Greece: the 11 Best Boats to Book

1.Santorini Sunset Luxury Sailing Catamaran Cruise with BBQ, drinks, transfer

★★★★★★★★★★5.0 · 1,170 reviews · 5 hours (approx.) · from $133Our pick

Spend about five hours aboard a spacious catamaran with hotel pickup, swimming stops at Red and White beaches, volcanic hot springs, snorkeling, a freshly cooked Greek barbecue, and unlimited drinks. Choose the sunset sailing for sea views of Oia, with room for no more than 20 people.

“The trip was great! Good food, vine, beer and soft drinks. Nice and friendly staff. I wish the weather and water would be warmer, but hey its November...I highly recommend to take this tour. Especially sunset one.”

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2.Santorini Luxury Sailing Catamaran Cruise with BBQ, Drinks and Transfer

★★★★★★★★★★4.5 · 422 reviews · 5 hours (approx.) · from $133

Cruise Santorini’s caldera aboard a catamaran for about five hours, stopping near the hot springs, White Beach, and Red Beach. Your crew serves a Greek barbecue with wine, beer, and soft drinks, while towels, snorkeling gear, and hotel transfers simplify the day. Routes can change with weather.

“We had a great day with sunset Oia! Pick up and drop off from the hotel was made so easy and straightforward. The bbq on the boat was nice and authentic. The staff were great and explained the history of every stop on the boat. Great day overall! Highly recommended.”

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3.Heraklion Luxury Sailing Catamaran Dia Island | Gourmet Menu

★★★★★★★★★★4.9 · 312 reviews · 5.5 hours · from $141

Set sail from Heraklion with Captain Thanasis and the EOS Yachts crew aboard a modern catamaran for a 5.5-hour trip to Dia Island. Enjoy welcome treats, chef-prepared seafood or alternative meals, an open bar, snorkeling, SUPs, canoeing, fishing, and plenty of time in a calm bay.

“What can we say - what an absolutely outstanding experience! My partner and I had an amazing time, everything was exceptional. The staff were so friendly and welcoming and really looked after us. You have time to have a dip and use paddle boards after reaching Dia island, which was so much fun! Shoutout to the chef too, for the super tasty food! It was also my birthday so was surprised with a cake! Very sweet of them going the extra mile. Sailing back into the sunset is an unforgettable experience. 10/10 highly recommended!!!”

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4.Luxury Yacht Cruise to Paxos and Antipaxos

★★★★★★★★★★4.7 · 288 reviews · 6 hours · from $82

Join captain Petro and a crew of up to 25 on a six-hour yacht trip from Lefkimmi to Paxos and Antipaxos. See Lakka and the Blue Caves, swim at Vrika Beach, then enjoy two hours for lunch and shopping in Gaios. Water, snacks, toilets, and snorkel gear are included.

“Fantastic experience! The crew were absolutely the friendliest — always checking in and making the whole day so enjoyable. After a couple of hours cruising, we stopped for a swim, and when we got back on board, fruit, crisps, and water were waiting for us. It was such a thoughtful touch. Truly the highlight of our stay in Corfu — highly recommend!”

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5.Sunset Luxury Cruise with Sushi and Open Bar

★★★★★★★★★★4.8 · 169 reviews · 3.5 - 5.5 hours · from $106

Cruise from Heraklion to protected Dia Island aboard a modern catamaran with a small group of up to 20. Enjoy Prosecco, sushi, fruit, local wine and beer, swimming, SUP, snorkeling, and a sunset at sea. Crew members may include Yannis, Renata, Kostas, or Spyros.

“Great afternoon sail with two chill young but professional guys as a crew. Prosecco as a welcome drink and then we had drinks with light snacks (local cheeses with hams and salami, later fresh fruits). Bathing & diving equipment was also well prepared. Swimming and having fun in the water for more than 1,5 hour was just enough 👌 It was our first sail with catamaran and we had beautiful experience, especially with sunset colours on way back to the port of Heraklion.”

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6.Private 5-Hour Cruise on Brand-New Luxury Yacht in Mykonos (Para Voce)

★★★★★★★★★★5.0 · 129 reviews · 5 hours (approx.)

Spend five hours aboard Para Voce, a private luxury yacht for up to four, cruising Mykonos’ southern beaches. Swim near Super Paradise, relax by Elia Beach, use the SUP and snorkeling gear, and enjoy snacks, fruit, wine, beer, and hotel, port, or airport transfers.

“Wonderful time all around! They went above and beyond in every way to make sure that we were taken care of.”

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7.Dia Island Luxury Sailing Trip with Meal & Drinks

★★★★★★★★★★4.7 · 107 reviews · from $68Cheapest seat

Sail from Heraklion’s Venetian Port to protected Dia Island aboard TREATON or JACKPOT. Swim, snorkel, paddleboard, fish, and enjoy shrimp pasta, Greek salad, fruit, beer, wine, and soft drinks. Choose a shared, private, morning, sunset, or full-day cruise.

“Overall was an amazing experience, definitely worth the money. Would do it again in a heartbeat. The guides were fantastic and very knowledgable about the island. They also made us an amazing lunch and served fruit afterwards! Thank you for an amazing day!!”

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8.Private Luxury Boat Tour to Kleftiko Milos

★★★★★★★★★★5.0 · 56 reviews · 4 to 8 hours (approx.)

Charter a 33-foot private RIB for up to six people and cruise Milos with captains such as Mike, Matt, Manolis, or Mickalis. Swim at Kleftiko, enter Sykia Cave, explore purple rock formations, and use the SUP or Yamaha Seascooter. Snacks, drinks, Wi-Fi, a restroom, and a shower are included.

“My family had a fantastic trip! Thanks so much to Matt for the wonderful day and for being so patient with us! We were in awe of all the beaches and were never quite ready to move on.”

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9.Three Greek Islands Full-Day Private Luxury Boat Tour

★★★★★★★★★★5.0 · 48 reviews · 8 hours (approx.)

Set out from Milos at 10:00 a.m. with captain Manolis for an eight-hour private boat trip around Milos, Kimolos, and Poliegos. Expect turquoise coves, volcanic caves, sulfur mines, snorkeling, a sea scooter, onboard Wi-Fi, and room to shape the day around your group.

“Definitely the highlight of our trip to beautiful Milos! Our captain, Manolis, was so knowledgeable about the area and was happy to answer all of our questions. He took us to the most picturesque places where the water was unbelievable shades of blue, and into caves and coves that we would have never seen otherwise! We had a great time swimming off of the boat and using the sea scooter. By far, the best far to enjoy the beauty of the island. We would recommend this tour to anyone. Thank you to Manolis and Salty Rides for the trip of a lifetime!”

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10.Sunset Luxury Cruise with Sushi and Open Bar

★★★★★★★★★★5.0 · 46 reviews · 3 hours 30 minutes (approx.) · from $108

Sail from Heraklion to Dia on a luxury catamaran with an English-speaking crew, swimming and snorkeling in a clear-water cove, sushi, Cretan snacks, local wine, beer, and sunset views. The cruise lasts about three and a half hours and returns to Marina Cafe.

“No vacation is complete without getting on a boat at least once. Our scheduled sailing cruise had to be postponed one day due to inclement weather, but this was no problem for us. The folks at DanEri Yachts were easy to work with and communicated clearly. We had no problem meeting up on the port side of the Marina Café in Heraklion for our sunset cruise. The hosts were polite and gracious with drinks (juice, wine, etc.) and a spread of snacks (fresh fruit, chicken nuggets, cheese, breadsticks, charcuterie, etc.). The sunset cruise took us out to a cove in the southwest corner of the uninhabited isle of Dia -…”

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11.Luxury Boat Trip to Symi Island with Swimming at St. George Bay

★★★★★★★★★★4.5 · 38 reviews · 8 hours (approx.) · from $88

Spend a full day at sea aboard the Doll, cruising from Rhodes to Symi and stopping at St. George Bay for a clear-water swim. You get about three hours on Symi, snorkeling equipment, and optional hotel pickup for an extra fee. Lunch and drinks are your responsibility.

“From booking through trip to the actual excursion the communication was excellent I instantly received an email with all the details and the day before received a WhatsApp message and email confirming pickup details. We got picked up from our hotel at 07:30, and arrived at the port by 09:10. Collected information and made our way to the boat (Doll) The crew were welcoming, and the boat was clean and well presented The journey to St Georges Bay (first stop) for a swim was good - slightly bouncy but that’s to be expected in the sea SGB was lush - has an hour to swim in crystal clear waters. On…”

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