15 Sailing Trips with Food in Greece Worth a Whole Day

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.Private All-In Catamaran Cruise, with Food|Drinks

★★★★★★★★★★4.9 · 24 reviews · 5 hours · from $1,060 per boat

You’ll sail privately from Vlychada Port with a captain and crew who shape the route around your group. Swim at Red Beach, photograph White Beach, visit the caldera and hot springs, then enjoy grilled seafood, local wine, beer, and dessert aboard a modern catamaran. Captains Valentino and George have helped make proposals and special occasions memorable.

“Amazing! Exactly what we were hoping for. The crew and booking organiser were perfect and so friendly full Of knowledge”

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11.Santorini Sunset:Private All-In Catamaran Cruise (Food&Drinks)

★★★★★★★★★★5.0 · 23 reviews · from $622

You’ll sail from Vlychada on a private catamaran with a captain and crew who tailor the route to your group. Swim at Red Beach and Palea Kameni, see White Beach and Indian Rocks, enjoy a Santorinian BBQ with wine and beer, then watch the sunset at sea. Hotel pickup, towels, Wi-Fi, and a WC are included.

“Each of the crew went above and beyond to make our cruise a ton of fun and one we will not forget. They are extremely knowledgeable and shared history and legends during our ride, they were tireless hosts keeping our glasses full and snapping photos while we swam anRead more”

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12.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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13.Private All-In Catamaran Cruise (Food&Drinks)

★★★★★★★★★★5.0 · 11 reviews · 4 to 5 hours (approx.) · from $541

Spend about five hours on a private Santorini catamaran with Captain Valentino or another experienced crew member. Swim at Red Beach and Palea Kameni, see White Beach and Indian Rocks, snorkel near Mesa Pigadia, and enjoy a fresh BBQ lunch with wine, beer, and soft drinks. Hotel pickup, towels, Wi-Fi, and safety gear are included.

“Awesome! We loved our private catamaran ride! Our captain, Valentino, was the best! We loved our swimming stops and our lunch spread was delicious and a large variety! We highly recommend this trip and you must request Valentino as your guide! Enjoy!”

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14.7-Hour Private Catamaran Cruise with Food & Drink

★★★★★★★★★★5.0 · 10 reviews · 7 hours · from $1,475 per boat

Set sail from Vlychada Marina at 1:30 PM on a private catamaran for up to four people. Swim near Santorini’s Red, White, and Black beaches, visit the volcano and Thirassia, enjoy a meal with local wine, and watch sunset from the water. The captain can adjust the route, and English and Greek are spoken onboard.

“Absolutely incredible. Crew was attentive and friendly. Food was delicious. Had a great time swimming and snorkeling. Sunset views were amazing. A must do trip.”

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15.Sailing Yacht Cruise with Food & Drinks (SmallGroup)

★★★★★★★★★★4.4 · 9 reviews · 6 hours · from $132

Spend six hours aboard a sailing yacht with up to 10 to 12 people, visiting Anthony Quinn, Ladiko, and Traganou Bays. Swim, snorkel, sunbathe, and enjoy gyros or pasta with Greek salad, fruit, wine, beer, and soft drinks. English-speaking crew, optional hotel transfers, and a Mandraki Harbor meeting point keep the day simple.

“The captain had I teresti g I formation as we passed things”

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