The 15 Best Sailing Tours with Lunch in Greece

Adamas: Milos & Polyaigos Full-Day Sailboat Tour with Lunch - From Adamas to Sarakiniko’s white rock

★★★★★★★★★★4.9 · 1,646 reviews · 10 hours · from $147Top of the fleet

Spend 10 hours circling Milos and visiting Polyaigos, with swim stops at Gerakas and Kleftiko, snorkel gear, lunch, snacks, and drinks included. Guides such as Dora, Niki, and Alexandra share island stories, while the crew adjusts the route when wind makes the northern coast rough.

“Best trip we have ever been on! The boat was amazing, the food was amazing (we were fed fresh yummy food multiple times and there was unlimited drinks). Our tour guide Dora was amazing, very friendly and knowledgeable about the tour stops. She made the tour great! Couldn’t recommend enough, she even taught us traditional Greek dances - amazing vibes and very fun. The tour stops were amazing, 3 amazing places to swim. Kleftiko is a must visit, swimming into the caves is a highlight! - 10/10 would recommend, worth the money!”

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Santorini: Sailing Catamaran Cruise with BBQ and Drinks

2.Santorini: Sailing Catamaran Cruise with BBQ and Drinks

★★★★★★★★★★4.7 · 1,452 reviews · 5 hours · from $117

You’ll cruise Santorini aboard a luxury catamaran with an English or Greek-speaking crew, stopping at Red Beach, Mesa Pigadia, Palea Kameni, and the hot springs. Expect three swim stops, snorkeling gear, towels, a BBQ, wine, soft drinks, and sunset views. Maria, Neta, and Liz are among the crew members praised for warm, attentive service.

“This was excellent!!!! We wished there was an all day option. The crew on board, our driver, the people answering all my crazy questions on WhatsApp, were fantastic. They were even able accommodate a vegan diet which we were so thankful for as well. This is a top notch company and it shows. For anyone visiting Santorini looking for a great cruise look no further.”

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Heraklion: Sailboat Cruise to Dia Island with Drinks & Lunch

3.Heraklion: Sailboat Cruise to Dia Island with Drinks & Lunch

★★★★★★★★★★4.8 · 1,405 reviews · 1 hour - 390 minutes · from $35Lowest fare aboard

Choose a shared half-day sail to Dia Island, a private yacht trip, or a one-hour coastal cruise from Heraklion. The Dia route includes lunch, unlimited water, soft drinks and local wine, plus snorkeling, paddleboards, and optional fishing. Crew members may include Stavroula, Dennis, Mido, or Miso.

“A very choppy crossing to the island. Very well handled by the skipper though The boat was comfortable and safety was well looked after Food was very good. Would have been nice to have beer as an option perhaps Time went very quickly”

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Sunset Sailing Catamaran Cruise in Santorini with BBQ and Drinks

4.Sunset Sailing Catamaran Cruise in Santorini with BBQ and Drinks

★★★★★★★★★★4.5 · 1,105 reviews · 5 hours (approx.) · from $95

Spend about five hours sailing from Ammoudi or Athinios, with hotel pickup, swims near the volcano, Red Beach and White Beach, plus a BBQ buffet, Santorinian wine, soft drinks and music. The later departure may include sunset views toward Oia. Expect a lively boat with up to 55 passengers, shade, restrooms and snorkeling gear.

“Not sure this was the right trip for us. Didn't know was a party catamaran. However the company running this do have a more semi private opinion The BBQ was very good, actually enjoyed it and the crew was very good too Just the experience was not enough. A bit more could have been better The snorkeling equipment was not clean”

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Adamas: Kleftiko Sailing Day Trip with Snorkeling and Lunch

5.Adamas: Kleftiko Sailing Day Trip with Snorkeling and Lunch

★★★★★★★★★★4.8 · 713 reviews · 8 hours · from $170

Spend eight hours sailing west from Adamas with Excellent Yachting, stopping at Kalogries, Kleftiko, and Agios Dimitrios. The crew provides snorkeling gear, underwater photos, a RIB cave tour, breakfast snacks, Greek lunch, and drinks. Captains such as Giannis and guides including Christos, Dionysis, and the two Georges add island stories and plenty of good humor.

“Great value for money and the guides are full of laughs. Great day great company, I would highly recommend”

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Mykonos Sail Cruise to Rhenia, Guided Tour of Delos, Lunch&Drinks

6.Mykonos Sail Cruise to Rhenia, Guided Tour of Delos, Lunch&Drinks

★★★★★★★★★★4.5 · 608 reviews · 6 hours (approx.) · from $145

Spend about six hours sailing from Mykonos to Rhenia and Delos. Swim from the yacht in clear Aegean water, use the free snorkel gear, eat lunch with wine and soft drinks, then tour Delos with a licensed English-speaking guide. The group can reach 35 people, though yacht size and numbers vary.

“Thld was the highlight of our trip--swimming in the Mediterranean Sea with my son. The crew of Chris, Thanos and The Captain (I don't want to butcher his name) was incredibly hospitable with our 3 yr old. The only very minor complaint was the extended 2 hrs stay on Delos given the heat, but that's just Greece. The whine was minor, and my child just hung at the boat. Hopefully you are as lucky as us and we were with 2 other amazing families that we really enjoyed sharing the boat with......the other boat looked miserable based on the demanding and rude guests at check-in (lol & dodged that boat).…”

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Santorini Sailing Dream Catcher with BBQ Lunch and Drinks

7.Santorini Sailing Dream Catcher with BBQ Lunch and Drinks

★★★★★★★★★★5.0 · 560 reviews · 5 hours (approx.) · from $145Best loved

Spend about five hours on a catamaran sailing Santorini’s caldera, with hotel pickup, swim stops at Red or White Beach, warm volcanic springs, a Greek BBQ, and unlimited beer, wine, and soft drinks. Morning departures leave Vlichada Marina, while afternoon sailings begin near Akrotiri and may include sunset views.

“Great half day event with excellent crew. Definitely must do in Santorini! Two stops for swimming, dinner and sunset - everyhting was just perfect. Me and my kids enjoyed this trip.”

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Sailing Cruise to Dia Island with Meal and Water Activities

8.Sailing Cruise to Dia Island with Meal and Water Activities

★★★★★★★★★★4.5 · 526 reviews · 5 hours 30 minutes (approx.) · from $96

Sail from Heraklion to uninhabited Dia Island aboard a yacht or catamaran with a maximum of 14 people. Swim in a protected cove, snorkel, paddleboard, fish, and enjoy shrimp linguine, Greek salad, fruit, beer, wine, and soft drinks. Pickup is available across much of Crete.

“Wonderful experience. The crew was great and the food was so fresh and delicious. Perfect day trip !”

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Heraklion: Sailing Trip to Dia Island with Lunch & Swimming

9.Heraklion: Sailing Trip to Dia Island with Lunch & Swimming

★★★★★★★★★★4.8 · 517 reviews · 6 hours · from $100

Sail six nautical miles from Heraklion to Dia Island with a maximum of 10 people. Captains George, Panos, and Vaso bring local stories and easygoing Cretan hospitality, while you swim, snorkel, paddleboard, fish, and eat shrimp or vegetarian pasta with unlimited drinks.

“George and Marco were friendly and informative and made the trip very enjoyable. We spent a good amount of time snorkelling using the equipment they provided and enjoyed a nice lunch of pasta, salad and fruit. It’s a small group of 10 so the boat isn’t overcrowded and you get to know the people well. Highly recommend”

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Kolimvari: Sailing Cruise with Meal & Water Activities

10.Kolimvari: Sailing Cruise with Meal & Water Activities

★★★★★★★★★★4.7 · 390 reviews · 5 hours · from $129

Sail the north coast of Chania from Kolimvari to Agioi Theodoroi, the island known for its protected Kri-Kri goats. The five-hour cruise includes swimming, snorkeling, SUP, a three-course meal, and unlimited drinks. Crew members such as Lucas, Loukas, Jason, and Paul are praised for friendly service, careful sailing, and fresh food prepared aboard.

“The activity offered excellent value for money. Our guides were extremely friendly, and the food and drinks were fantastic — they even catered perfectly to gluten- and dairy-free diets. The snorkeling and SUP equipment was well maintained and easy to use. Overall, it was a perfect morning and a truly memorable experience!”

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Naxos: Sailing Cruise with Lunch & Drinks

11.Naxos: Sailing Cruise with Lunch & Drinks

★★★★★★★★★★4.8 · 347 reviews · 2 - 7 hours · from $188

Spend 2 to 7 hours aboard an Actionseaze sailing yacht with captains and crew such as Nikos, Eri, Xarris, Eric, and Harry. Swim and snorkel at weather-chosen stops near Naxos and Paros, eat a Greek lunch, and enjoy wine, beer, fruit, and coffee. The boat usually carries a small group, with private trips available.

“It was a beautiful boat and perfect weather conditions! The crew was sympathetic, the spots well picked and the food fitting. All in all amazing experience.”

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Skiathos: Full-Day Sailing Cruise with Lunch

12.Skiathos: Full-Day Sailing Cruise with Lunch

★★★★★★★★★★4.9 · 307 reviews · 7 hours · from $165

Set sail from Skiathos at 10:15 with Lambros, Anastasia, and George aboard a spacious yacht. Expect four swim stops, Skopelos and Mamma Mia’s Kastani Beach, sea caves when weather allows, snorkeling, paddleboarding, and a freshly cooked Greek lunch with drinks. Shared and private options are available.

“Me and my wife were in the Sporades to get married, and other than that day, this was probably our favourite day of the whole trip! We enjoyed our time on the water so much, in fact, that since getting back to the UK we have both joined sailing clubs to get more experience on the water with the hope of getting our own yacht one day. Our hosts were lovely, the food was absolutely wonderful, some of the best we ate in our time over there, and the scenery was out of this world. The day was spent swimming, sun bathing, chatting and relaxing. I honestly can't recommend it…”

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Rethymno: Sailing Catamaran Cruise with Meal & Drinks

13.Rethymno: Sailing Catamaran Cruise with Meal & Drinks

★★★★★★★★★★4.7 · 285 reviews · from $164

Sail from Rethymno Marina aboard DanEri Yachts’ spacious catamaran Karina for 6.5 hours. Expect welcome treats, music, WiFi, a swim stop near Georgioupoli, SUP boards, snorkeling gear, inflatables, a fresh Mediterranean lunch, and unlimited soft drinks, beer, and white wine. Hotel transfers are optional.

“Very happy with the trip, would really recommend! A small inprovement idea would be that it would be great if there was more variety in snacks and drinks. Overall a great experience!”

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Milos Sailing Tour with snorkeling and lunch

14.Milos Sailing Tour with snorkeling and lunch

★★★★★★★★★★5.0 · 270 reviews · 8 hours (approx.) · from $181

Spend about eight hours sailing around Milos from Pollonia or Adamas, with stops at Kleftiko, Sykia, Fyrligos, or Gerakas. You’ll snorkel with crew guidance, explore caves by small boat, eat a Greek lunch, and keep drinks and snacks close at hand. The route and ports can change with wind and weather.

“Vitaly, and the rest of the crew were amazing to ride with! The scenery was spectacular. The accommodations (food, drink, additional small boat explorations) were great. Would HIGHLY recommend joining this excursion. Thanks all!”

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Santorini Caldera Sailing Tour with BBQ Lunch and Drinks

15.Santorini Caldera Sailing Tour with BBQ Lunch and Drinks

★★★★★★★★★★5.0 · 268 reviews · 5 hours (approx.) · from $229

Spend about five hours aboard a small catamaran from Vlychada Marina, with hotel pickup, swimming near Red and White beaches, views of the Venetian Lighthouse and Indian Head Mountain, hot springs at Nea Kameni, and a fresh BBQ lunch with beer, wine, and soft drinks. Day and sunset departures are available.