Under sail · FOOD & DRINK

The 12 Best Sailings with Food & Drink in Greece

12 sailings  ·  from $76 a head

Good sailings with food & drink fill up weeks ahead and the settled-weather days go first. Below: the 12 to book early, what each includes and how they differ.

Santorini: Catamaran Cruise with Food and Drinks - Red Beach and White Beach: Santorini’s volcanic face
Catamaran Cruises, Catamaran Cruises in Santorini, Food, Food & Drink, Greece Sailing Trips, Sailing Trips with an Open Bar, Sailing Trips with an Open Bar in Santorini, Santorini Sailing Trips, Tour Reviews

Santorini: Catamaran Cruise with Food and Drinks

1.Catamaran Cruise with Food and Drinks

★★★★★★★★★★4.6 · 257 reviews · 5 hours · from $100Our pick

Sail Santorini’s caldera by catamaran, swim at Red Beach and Hot Springs, snorkel at Mesa Pigadia, and enjoy a Greek BBQ.

“The tour was great!! They were incredible with our safety always at the forefront! An amazing lunch cooked by the crew with unforgettable sights and experiences! The crew (Spiros in particular! Shout you, king!) was a great and knowledgeable guide about all things Santorini! We spent the perfect amount of time swimming and then sailing! The whole crew made us feel at home and me and my partner had a perfect trip ! Would highly recommend to anyone!”

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Naxos: Catamaran Cruise with Swim Stops, Food, and Drinks - Boarding one of four spacious catamarans
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Naxos: Catamaran Cruise with Swim Stops, Food, and Drinks

Milos: Full-Day Sailboat Cruise with Food and Open Bar - Starting at Adamantas and meeting the crew
Drinking Tours, Food, Food & Drink, Full-Day, Greece Sailing Trips, Milos Sailing Trips, Sailing Trips with an Open Bar, Sailing Trips with an Open Bar in Milos, Tour Reviews

Milos: Full-Day Sailboat Cruise with Food and Open Bar

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

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

Review of Milos’ 9-hour sail to Kleftiko and Poliegos, with swimming stops, Greek food, beer, wine, snorkeling gear, and practical tips.

“Amazing, took us to the most beautiful places. our crew: Silvan, Panos and JP were so fun. food was amazing, clearest waters i’ve ever seen, the swims stops where so fun. it was definitely a must do in milos!”

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Catamaran Semi Cruise Paros Antiparos includes Food and Drinks - Antiparos, secluded beaches, and the famous blue water
Catamaran Cruises, Food, Food & Drink, Greece Sailing Trips, Island Hopping Sailing Trips, Paros Sailing Trips, Sailing Trips with an Open Bar, Tour Reviews

Catamaran Semi Cruise Paros Antiparos includes Food and Drinks

4.Catamaran Semi Cruise Paros Antiparos includes Food and Drinks

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

Review of the Paros and Antiparos catamaran cruise with Greek lunch, drinks, swimming stops, snorkeling, and small-group service.

“This was my favorite boat tour I’ve ever taken. It was a small group which was perfect and the boat was so so nice probably the nicest I have ever been on. The crew were amazing from the facts to the service to the chef. She even made accommodations to the meal due to me being gluten free. Was one of the most enjoyable experiences and so thankful for such a wonderful crew. Transportation was also included which made our trip easy to take!”

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Santorini: Private Catamaran Cruise with Food & Drinks - Pickup to Vlychada Marina
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Santorini: Private Catamaran Cruise with Food & Drinks

5.Private Catamaran Cruise with Food & Drinks

★★★★★★★★★★5.0 · 180 reviews · 5 hours

Review of Santorini’s private catamaran cruise, with Caldera views, swimming, Greek food, drinks, sunset options, pricing, and practical tips.

“This is one of the best parts of our Santorini trip. The private boat trip is tailor made for us. The food and drinks are so good. Phil is an experienced captain who advised us where to go for sightseeing and where to swim. Yanis is a good chef and photographer, of course he is also a good sailor. Both of them are very friendly and professional. The whole trip was wonderful and I will definitely recommend it to my friends”

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Milos: Full-Day Catamaran Cruise with Food and Open Bar - From Adamantas to Cape Vani
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Milos: Full-Day Catamaran Cruise with Food and Open Bar

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

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

Review of Milos’ 10-hour catamaran cruise with Kleftiko swims, Greek food, open bar, Poliegos, and practical booking advice.

“We absolutely loved our catamaran cruise around Milos. Fay and the crew were top-notch. They were kind, so friendly, and so easy to be around for the day. The food was delicious and plentiful, and there was a very friendly, comfortable, fun vibe to the group. My family of five (including 3 teens) loved this and would highly recommend it.”

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Santorini: Standard Small-Group Catamaran Cruise with Food/Drinks - Red Beach and Santorini’s southern cliffs
Catamaran Cruises, Catamaran Cruises in Santorini, Food, Food & Drink, Greece Sailing Trips, Sailing Trips with an Open Bar, Sailing Trips with an Open Bar in Santorini, Santorini Sailing Trips, Semi-Private Sailing Cruises, Tour Reviews

Santorini: Standard Small-Group Catamaran Cruise with Food/Drinks

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

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

Review of Santorini’s small-group catamaran cruise with swimming, BBQ, drinks, sunset views, hotel pickup, and practical tips.

“The sailing cruise is nice, however not a deal for the price (120€). It passes by the red and white beach, then stops for a 20 minutes swim, cruises again towards the lighthouse, stops across the sulfuric waters and in the end leaves you an hour and a half to swim in Mesa Pigadia beach and eat the so called “buffet”. It’s definitely not a buffet and not as described on the website. They give you overcooked spaghetti, rice, greek salad, bread, and leathery chicken, all in the same platter. The view of the sunset from the caldera is amazing. The boat was clean, new, and not too crowded, which…”

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Sailing tour around Lindos with food and drinks - Sailing from Lindos with a hands-on skipper
Food, Food & Drink, Greece Sailing Trips, Rhodes Sailing Trips, Sailing Trips with an Open Bar, Sailing Trips with an Open Bar in Rhodes, Tour Reviews, Tours

Sailing tour around Lindos with food and drinks

8.Sailing tour around Lindos with food and drinks

★★★★★★★★★★4.8 · 54 reviews · 3 - 8 hours · from $76Best value

Sail around Lindos with a local skipper, swim at Red Sand and St. Paul's Bay, steer the yacht, and enjoy Greek lunch, fruit, and drinks.

“Our sailing trip with Georgios on Gin Tonic Lindos Sailing was a relaxing and well-curated experience. Georgios was a very professional sailor and guide; he also taught and let people sail during our trip. I invite anyone who wants the experience of small group sailing with beautiful beaches, good food, and a down-to-earth host to book this activity. It’s a great escape from the conventional large group & impersonal boat experiences offered elsewhere on the island.”

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Santorini: Premium Small-Group Catamaran Cruise with Food/Drinks - Pickup at Vlychada and the first sail
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Santorini: Premium Small-Group Catamaran Cruise with Food/Drinks

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

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

Review of Santorini’s small-group catamaran cruise, with Red Beach, hot springs, snorkeling, BBQ lunch, drinks, pickup, and practical tips.

“Best excursion I have every been on. Our captain and first mate were so amazing. The sights, the food, and the small amount of people-9 only, made this an amazing experience. Highly recommended.”

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Thassos Island: Sailing Day Cruise Beer & Snack - Setting out from Prinos or Limenas
Drinking Tours, Food & Drink, Greece Sailing Trips, Island Hopping Sailing Trips, Sailing Trips with an Open Bar, Tour Reviews

Thassos Island: Sailing Day Cruise Beer & Snack

KOS: Catamaran Day Cruise – Swim, Snorkel, Food & Drinks! - Two bays, clear water, and time to swim
Catamaran Cruises, Food, Food & Drink, Greece Sailing Trips, Kos Sailing Trips, Sailing & Snorkeling Trips, Sailing Trips with an Open Bar, Swim Stop & Beach Sailing Trips, Tour Reviews

KOS: Catamaran Day Cruise – Swim, Snorkel, Food & Drinks!

Corfu: Private Sailing Cruise- Swim Stops with Food & Drinks - The First Swim Near the Caves
Corfu Sailing Trips, Food, Food & Drink, Greece Sailing Trips, Private Sailing Charters, Sailing Trips with an Open Bar, Swim Stop & Beach Sailing Trips, Tour Reviews

Corfu: Private Sailing Cruise- Swim Stops with Food & Drinks

12.Private Sailing Cruise- Swim Stops with Food & Drinks

★★★★★★★★★★5.0 · 2 reviews · 4 hours

Private Corfu sailing from Gouvia with quiet swim stops, Greek meze, drinks, snorkeling, paddleboarding, and beach time for six.

“We had a truly fabulous morning on the boat exploring the Corfu coast with some swim and snorkelling stops. My daughters really enjoyed the stand up paddle boarding and tanning on the front of the boat. Danae was extremely attentive providing us with endless drinks and a fantastic meze lunch including home grown ingredients. Danae was also able to accommodate my daughter’s food allergies. The Aussie skipper was very knowledgeable and gave us a lot of information about the local area. Would highly recommend to anyone wanting to have fun in the Corfu waters!”

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