15 Sailing Trips with Lunch in Crete Worth a Whole Day

1.Sailboat Cruise to Dia Island with Drinks & Lunch

★★★★★★★★★★4.8 · 1,405 reviews · 1 hour - 390 minutes · from $35Number one

Sail from Heraklion with an experienced crew on a luxury yacht, choosing a shared half-day trip to Dia Island, a private cruise, or a one-hour coastal sail. The island option includes swimming, snorkeling, fishing gear, paddleboards, lunch, fruit, and unlimited drinks. Crew members such as Stavroula and Dennis are noted for warm, capable service.

“Nice shorter activity 4 hr, Friendly crew! Good lunch with plenty of water and wine! Beautiful day! ❤️🥂”

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2.Balos Gramvousa Sailing Cruise with Lunch

★★★★★★★★★★4.9 · 257 reviews · 7.5 hours · from $229

Sail from Kissamos with an experienced skipper to Balos Lagoon and Gramvousa Island. You’ll have time to swim, snorkel, hike to the Venetian castle, and eat a fresh Cretan lunch cooked aboard. Small-group and private options are available, with beer, soft drinks, fruit, towels, and snorkeling gear included.

“Was great overall experience. Crew were amazing. Lunch was delicious. Would do it again!!!”

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3.Dia island : Small Group Sailing Trip to Dia Island with Lunch

★★★★★★★★★★5.0 · 162 reviews · 4 hours 30 minutes (approx.) · from $72Highest rated

Set sail from Heraklion’s Old Venetian port with a certified crew, such as Costas, Mario, George, or Harry, for Dia Island’s quiet coves. You’ll have about 90 minutes for swimming, SUP, snorkeling, and sunbathing, followed by an organic lunch, fruit, soft drinks, and wine. Pickup is included within 10 kilometers.

“Friendly skipper and crew, great first time sailing experience for my friend and excellent anchorage choice as well. Would return to them again!”

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4.Luxury Catamaran Cruise, Dia Island –Open Bar & Lunch -Top Rated!

★★★★★★★★★★5.0 · 143 reviews · 5 hours 30 minutes (approx.) · from $145

From Cafe Marina in Heraklion, you sail with Eos Yachts to Dia Island for about three hours of swimming, snorkeling, SUP boarding, fishing, and canoeing. A certified English-speaking crew serves welcome coffee, Cretan treats, seafood or vegetarian lunch, fruit, dessert, beer, wine, and soft drinks. The catamaran returns to the same meeting point after roughly five and a half hours.

“What a day Amazing food as a first Amazing boat Amazing staff Amazing day and amazing trip 20/10 thanks again . Check out my page for some photos also @seriouslyscrumptiouseats”

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5.Dia Island Catamaran – Premium Lunch, Open Bar, Small Group

★★★★★★★★★★5.0 · 126 reviews · 6 hours 30 minutes (approx.) · from $181

From Heraklion, sail with an English-speaking crew to Dia Island aboard a catamaran limited to 14 people. Expect a light brunch, fresh Mediterranean lunch, local beer and wine, swimming, snorkeling, paddleboarding, fishing, Wi-Fi, and time to relax in a sheltered bay.

“This is the company to use for a snorkel sailing adventure. Thomas, Anise, and Alexander took great care of us. Water was crystal clear. Plenty of time at Dia in a secluded cove. A wonderful day, high recommend! Dolphins were an added bonus.”

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6.Panormo: Luxury Catamaran Cruise with Lunch & Open Bar

★★★★★★★★★★5.0 · 80 reviews · 6 hours 30 minutes (approx.) · from $174

Sail from Panormo Port on a six-and-a-half-hour catamaran cruise for up to 20 people. You’ll get a light breakfast, gourmet Mediterranean lunch, unlimited soft drinks, Greek beer, Cretan white wine, snorkeling gear, SUP boards, and time to swim in a quiet bay. Mario may also take memorable photos on board.

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7.Rethymno Catamaran Cruise: Healthy Lunch & Open Bar

★★★★★★★★★★4.5 · 79 reviews · 6 hours 30 minutes (approx.) · from $174

Sail from Rethymno to Georgioupoli Bay aboard a modern catamaran with a professional English-speaking crew. Enjoy a light breakfast, nutritionist-designed Cretan lunch, unlimited beer, wine, soft drinks, and water. Swim, snorkel, paddleboard, fish, or relax on a sunbed during this six-and-a-half-hour cruise for up to 25 people.

“Excellent accommodation and service. Crew was professional and attentive. They were ready to go on time. Very friendly and helpful.”

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8.Catamaran Sailing to Dia with Lunch in Heraklion, Crete(EST 2024)

★★★★★★★★★★5.0 · 64 reviews · from $142

Spend about five and a half hours sailing from Heraklion to Dia Island aboard a Lagoon 46 catamaran. Swim in a quiet cove, snorkel, use the included SUP boards, sunbathe, and enjoy freshly made traditional Cretan pasta with fruit, soft drinks, wine, and beer. The crew serves a maximum of 17 people.

“My family enjoyed a very memorable day on board this luxury Catamaran . Nothing more could have been done or provided by the professional crew. The only sad part of the day is that we had to leave. The crew is able to take you to very peaceful cove on the island, where you can paddle board and snorkel . Lunch was an added value to our day”

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9.Luxury Sunset Catamaran Cruise Sushi & Open Bar

★★★★★★★★★★5.0 · 61 reviews · 3 hours 30 minutes (approx.) · from $96

Sail from Hersonissos toward Malia Bay and Agios Georgios Bay aboard a modern catamaran for about three and a half hours. Enjoy Prosecco, sushi, fruit, local beer, white wine, and soft drinks, with time for swimming, snorkeling, paddleboarding, and fishing. The English-speaking crew welcomes families, couples, and small groups.

“Great sunset sail! They message you on WhatsApp with any updates which was great. We sailed from about 4:15-7:45pm so definitely a nice, long sail! The staff were so friendly and kept filling our glasses up. They really try to get the crowd excited and into it. The views can’t be beat either! We loved it!”

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10.Sailing to Dia Island with lunch on Bavaria 51 Heraklion, Crete

★★★★★★★★★★5.0 · 58 reviews · from $116

Sail from Heraklion to Dia Island on a Bavaria 51 with skippers Giannis and Alex. Spend time swimming, snorkeling, paddleboarding, fishing, and sunbathing, then enjoy fresh pasta, fruit, soft drinks, water, and wine. The shared trip carries up to 10 people and returns to Cafe Marina in about four hours.

“It was a lot of fun snorkeling and hanging out on the boat and in the water. Also was served the most delicious pasta dish. The water was beautiful and the caption and guide was very good.”

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11.Ag. Nikolaos: Catamaran Trip with Sushi, Drinks, & Water Toys

★★★★★★★★★★4.5 · 43 reviews · 5 hours (approx.) · from $150

Join the Artemis catamaran from Agios Nikolaos for about five hours on Mirabello Gulf. You’ll see Spinalonga Island, stop in calm bays for swimming, snorkeling, SUP, kayaking, fishing, and a water slide, then enjoy a prepared meal, drinks, music, and Wi-Fi. The English-speaking crew serves a maximum of 20 people.

“Generally very good. Staff were excellent. But no sailing just motoring. The meeting point is vague so we spent a lot of time trying to find the boat. Food was good but limited. Swim stops were great. Overall more pluses than minuses”

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12.Dia Island Catamaran – Premium Lunch, Open Bar, Small Group

★★★★★★★★★★4.9 · 42 reviews · 6.5 - 8.5 hours · from $176

Spend 6.5 to 8.5 hours sailing from Crete to Dia Island aboard a new catamaran for up to 15 people. You’ll get espresso, brunch, an organic Mediterranean lunch, unlimited local wine and beer, and time to swim, snorkel, fish, or paddleboard. The crew speaks English and Greek, with hotel pickup available from selected areas.

“The Sunset Cruise was very enjoyable with plenty of space on board the catamaran, excellent service, a great crew and delicious food, highly recommended!!!”

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13.Balos and Gramvousa Private Sailing Trip with Meal

★★★★★★★★★★4.8 · 41 reviews · 8 hours · from $931 per boat

Spend eight hours aboard the private sailboat Izabela with your own group and crew. Sail from Kissamos to Balos Lagoon and Imeri Gramvousa, swim and snorkel, hike to a Venetian fortress, and enjoy Cretan dishes, fruit, wine, beer, and soft drinks onboard. The boat has a grey bimini, covered seating, a cabin, and a bathroom with shower.

“Highly recommend for a small group of friends! We debated driving to Balos vs boating and we were so grateful we chose this experience. We stopped at Gramvousa island first and hiked to the top for beautiful views and photo opportunities of Balos. Then had a delicious lunch and swim. Short trip over to Balos where we spent a couple hours enjoying the beach. We walked to the main shore and greeted the goats. It felt like perfect amounts of time allotted to each stop, we never felt rushed and we enjoyed the experience to the fullest. One tip- take a Gravol before you set sail, the way there was…”

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14.Chania Morning Catamaran Cruise with Premium Lunch & Drinks

★★★★★★★★★★5.0 · 40 reviews · 5 hours (approx.) · from $167

Set sail from Kolymvari on a spacious DanEri catamaran for a five-hour morning cruise to Agioi Theodoroi. Swim, snorkel, fish, or paddleboard from a quiet bay, then enjoy a fresh Mediterranean lunch, snacks, protein drinks, local beer, and white wine. The crew may include Roman, Sakis, Francisco, Anna, or Kris, depending on the sailing.

“We had a wonderful cruise to Thodoroy Island on a beautiful sunny day. Anchored for over 2 hours, swam, snorkeled and paddleboarded….and had a great lunch with drinks. Crew was very accommodating and it was a perfect day.”

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15.Panormo: Luxury Sunset Catamaran Cruise Sushi & Open Bar

★★★★★★★★★★5.0 · 39 reviews · 3 hours 30 minutes (approx.) · from $101

From Panormo Port, you’ll sail for about 3.5 hours toward Bali Bay or Skaleta aboard a modern catamaran. Expect Prosecco, Greek wine, beer, sushi, fruit, swimming, snorkeling, SUP boards, and a sunset sail. An English-speaking crew serves up to 20 people, with shaded lounges, sunbeds, Wi-Fi, and an onboard WC.

“The trip was perfect from start to finish! Brilliant crew, spacious boat, not too many people, good quality food and drink. The sunset and Coast as we sailed were just magical.”

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