Our Top 11 Food & Drink Sailings in Greece

1.Catamaran Cruise with Food and Drinks

★★★★★★★★★★4.6 · 257 reviews · 5 hours · from $100Number one

Spend five hours aboard a modern catamaran from Vlychada Port, with stops at Red Beach, Palea Kameni’s warm waters, and Mesa Pigadia. Swim, snorkel, eat a fresh Greek BBQ, and sail past Santorini’s volcanic cliffs. The crew speaks English and Greek, and pickup is available from selected locations.

“Great crew, delicious food, lovely sailing with just the right time for swim and eating breaks and with a lovely 7 strong party including ourselves. All in all a beautiful way to spend an afternoon and we have come away feeling very fortunate and grateful. Thanks so much for the memories!”

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2.Catamaran Cruise with Swim Stops, Food, and Drinks

★★★★★★★★★★4.8 · 235 reviews · 150 - 390 minutes · from $194

Spend 150 to 390 minutes aboard a Naxos Yachting catamaran, with the captain choosing sheltered coves according to the weather. Swim, snorkel, sunbathe, and enjoy onboard coffee, fruit, local wine, beer, raki, and a traditional lunch. Boats include Danae, Rena, Anassa, and Steve π, with English and Greek-speaking crews.

“Truly an amazing day! Anna and Panos were overall fantastic - helpful, friendly, fun, and professional. The boat, food, and everything else was top-notch. Highly recommend!”

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3.Full-Day Sailboat Cruise with Food and Open Bar

★★★★★★★★★★4.8 · 233 reviews · 9 hours · from $212

Set sail from Adamas for nine hours around Milos, stopping at Kleftiko, Gerakas, Poliegos, Blue Bay, and more. Captain George and crew members such as Minoas often handle the sailing, cooking, drinks, and island stories. You get breakfast, lunch, fruit, beer, wine, snorkel gear, and several chances to swim.

“Great tour of all the beaches of Milos! So much swimming in various places. Great day in Milos would definitely recommend. Our crew was also so nice and friendly !”

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4.Catamaran Semi Cruise Paros Antiparos includes Food and Drinks

★★★★★★★★★★5.0 · 208 reviews · 9 hours (approx.) · from $326Highest rated

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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5.Private Catamaran Cruise with Food & Drinks

★★★★★★★★★★5.0 · 180 reviews · 5 hours · from $990 per boat

You’ll sail from Vlychada Marina with a captain and crew member, stopping near Red Beach, White Beach, the volcano, and Mésa Pigádia. Expect swimming, snorkeling, local wine, beer, soft drinks, and a fresh meal cooked onboard. Crews such as Theo, Harris, Giannes, and Kareem are often praised for warm service and good island insight.

“My family had a great experience on the tour. We booked the private sunset tour. The crew was Gannes and Kareem. They were extremely nice and provided a wonderful evening for my family. Gannes show us all the great spots and provided history of the area. Kareem cooked up one of the best meals we’ve had in a long time. I would strongly recommend this tour - it was very memorable.”

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6.Full-Day Catamaran Cruise with Food and Open Bar

★★★★★★★★★★4.8 · 102 reviews · 10 hours · from $281

Join Odysseus A. Cruises aboard the catamaran Together for a 10-hour Milos and Poliegos sailing day. Swim at Kalogries, Kleftiko, Gerakas, and the Blue Lagoon, with stops shaped by weather. JP, Nikos, Syvan, and the skipper serve fresh onboard meals, drinks, snorkeling gear, and island stories.

“The team was amazing! From the capital to the skipper to the chef - Truly so accommodating and kind. We loved it and would 100% recommend!!”

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7.Standard Small-Group Catamaran Cruise with Food/Drinks

★★★★★★★★★★5.0 · 58 reviews · 4 to 6 hours (approx.) · from $102

Cruise from Vlychada along Santorini’s volcanic coast on a small catamaran capped at 21 people. Swim at Red Beach and Mesa Pigadia, stop near the Nea Kameni hot springs, and enjoy a Greek BBQ with wine and soft drinks. Choose daytime or sunset sailing, with optional hotel pickup and drop-off.

“Positives: It was great to have a transfer from your suite back and forth in an air conditioned vehicle The meal prepared was plentiful and tasty The captain was nice The sunset was amazing Towels were provided Drinks were provided throughout (wine, beer, soft drinks) Negatives: The boat had about 16 people… expected less but in the end it was ok…. There wasn’t enough time at all at each of the stops to “swim” The initial meeting point and overview is a bit odd, but I guess it’s Greece You weren’t allowed to sit on the nets while moving, but we saw many other boats that allowed it (that’s part…”

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8.Sailing tour around Lindos with food and drinks

★★★★★★★★★★4.8 · 54 reviews · 3 - 8 hours · from $76Cheapest deck

Sail from Lindos with Georgios, a local skipper who lets you help trim the sails and steer when conditions allow. Swim and snorkel at Red Sand, Agathi, Lindos Bay, St. Paul’s Bay, and nearby caves, then enjoy Greek lunch, fruit, prosecco, beer, wine, and soft drinks aboard a spacious yacht for up to 13 people.

“perfect for seeing lindos and surrounding hidden beaches with drinks and a lovely lunch , the host was very nice and knowledgeable and we had a really good time sailing around, we definitely recommend this trip to others.”

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9.Premium Small-Group Catamaran Cruise with Food/Drinks

★★★★★★★★★★4.5 · 39 reviews · 4 to 6 hours (approx.) · from $119

Set sail from Vlychada on a catamaran capped at 21 people. Swim at Red Beach and Mesa Pigadia, pass White Beach and the lighthouse, pause near Nea Kameni’s hot springs, and enjoy a BBQ buffet with wine, beer, soft drinks, towels, Wi-Fi, and hotel pickup.

“Superb experience with great memories made… the crew is awesome and prepared food right there on the boat. Excellent food with good choices. Serve beer, white wine plus soda/water. Recommend getting their pickup transfer from your stay place and back… worth it. Stunning pics taken during the boat ride!!”

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10.Thassos Island: Sailing Day Cruise Beer & Snack

★★★★★★★★★★4.3 · 30 reviews · 5 hours · from $88

Spend five hours along Thassos’s pine-lined coast aboard a 40 to 44 foot sailboat with a local English or Greek speaking skipper. You’ll stop to swim in clear coves, often including Marble Beach and Paradise Beach, with a sandwich, bottled water, and beer or a soft drink included. Pickup runs between Prinos and Limenas.

“The tour was amazing, and Dimitris is just the best guide you can have.”

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11.Catamaran Day Cruise – Swim, Snorkel, Food & Drinks!

★★★★★★★★★★4.9 · 18 reviews · 7 hours · from $212

You’ll sail from Kos harbor to Pserimos with an English-speaking crew, stopping in two clear-water bays for swimming and snorkeling. Coffee, snacks, lunch, water, soft drinks, beer, and white wine are included. Bring a towel and non-oily sunscreen, and note that the trip is for ages 12 to 75.

“Crew super freundlich, tolles Essen. Einfach ein entspannter Tag ☀️🤩⛱️”

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