GREECE

The 15 Best Sailing Tours with an Open Bar in Greece

20 sailing trips  ·  from $35 a head

The 15 best sailing tours with an open bar in Greece you can book right now, with the price a head, how long each one runs and whether the sails go up. Number one is first for a reason.

Santorini: Sailing Catamaran Cruise with BBQ and Drinks - Palea Kameni and the Santorini volcano
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Santorini: Sailing Catamaran Cruise with BBQ and Drinks

Heraklion: Sailboat Cruise to Dia Island with Drinks & Lunch - Dia Island’s clear water and quiet cove
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Heraklion: Sailboat Cruise to Dia Island with Drinks & Lunch

2.Sailboat Cruise to Dia Island with Drinks & Lunch

★★★★★★★★★★4.8 · 1,405 reviews · 1 hour - 390 minutes · from $35Best value

Review of Crete’s Dia Island sailing trip from Heraklion, with yacht views, swimming, snorkeling, lunch, drinks, costs, and practical tips.

“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 - Hotel pickup makes the port connection easy
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Sunset Sailing Catamaran Cruise in Santorini with BBQ and Drinks

Gouvia: Corfu Island Sailing Trip with Snack and Soft Drinks - Barbati Beach brings the first clear-water swim
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Gouvia: Corfu Island Sailing Trip with Snack and Soft Drinks

4.Gouvia: Corfu Island Sailing Trip with Snack and Soft Drinks

★★★★★★★★★★4.8 · 851 reviews · 5 - 10 hours · from $69

Review of Corfu’s Gouvia sailing trip, with small groups, clear-water swims, cliff jumping, snacks, drinks, and Blue Cave views.

“Fantastic day out!! Definitely would recommend booking! We had booked for a hen party with 11 girls and we had the best time! Ari, our skipper, was second to none and joined in on the fun, taking pictures and tailoring our stops to suit us. we had plenty of time on each stop to jump in, swim or to stay on board and enjoy a drink. We were able to buy alcohol on-board and the prices were very reasonable! Ari made us a light lunch also which was perfect! 10/10 would recommend!!!”

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Heraklion: Sailing Cruise to Dia Island with Drinks and Meal - The one-hour sail to Dia Island
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Heraklion: Sailing Cruise to Dia Island with Drinks and Meal

5.Sailing Cruise to Dia Island with Drinks and Meal

★★★★★★★★★★4.9 · 778 reviews · 6 hours · from $106

Review of Sailing Grace’s six-hour cruise from Heraklion to Dia Island, with swimming, snorkeling, SUP, lunch, drinks, and sunset views.

“This was truly an incredible day! So relaxing in such a beautiful place. They made lunch on the boat and it was amazing. Swimming, walking the beach and soaking up the sun on the deck - absolute perfection.”

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Mykonos Sail Cruise to Rhenia, Guided Tour of Delos, Lunch&Drinks - Starting at the Yacht in Mykonos
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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

Sail from Mykonos to Rhenia and Delos for swimming, lunch, Greek ruins, wine, and a guided island tour in six hours.

“The experience was incredible and genuinely memorable. The onboard crew were excellent, attentive, and responsive to our needs. Communication before the trip was clear, especially when they let us know our morning cruise was moved to the afternoon due to wind conditions. The food was a bit too carb-heavy for my preference. It included pasta, salad, bread, and cheese, served family style with other passengers. Drinks were complimentary but needed to be requested directly from the crew. The biggest issue was time management, or more accurately, the lack of clarity around how long we had at each stop. We spent a lot of time at Rhenia, which was enjoyable, but…”

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Santorini Sailing Dream Catcher with BBQ Lunch and Drinks - Sailing past Indian Head Mountain and the lighthouse
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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 $145Top rated

Sail Santorini’s caldera, swim at volcanic springs, enjoy a Greek BBQ, and sip unlimited drinks on this five-hour catamaran cruise.

“Me and my husband had done this tour exactly 10 years ago when we were still dating. This was our first international trip and it was a highlight of our holiday! So…we decided to do it again 10 years later and take some then and now photos! It was great and everything we remember. It was also amazing to get out of the crowds. We hope to see you in another 10 years!!!”

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Dia Sailing Cruise With All-inclusive Meal And Drinks - The One-Hour Sail to Dia Island
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Dia Sailing Cruise With All-inclusive Meal And Drinks

8.Dia Sailing Cruise With All-inclusive Meal And Drinks

★★★★★★★★★★4.6 · 422 reviews · 5.5 hours · from $76

Review of Crete’s Dia sailing cruise, with a Mediterranean meal, unlimited drinks, swimming, snorkeling, SUP, sunset views, and hotel pickup options.

“What a great day out, unfortunately due to the wind we couldn’t go to Dia so we sailed to another cove, it was a great spot for swimming. The crew and the food were excellent. Do yourself a favour and book this tour”

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Naxos: Sailing Cruise with Lunch & Drinks - What the first hour feels like
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Naxos: Sailing Cruise with Lunch & Drinks

9.Naxos: Sailing Cruise with Lunch & Drinks

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

Sail Naxos and Paros with swim stops, Greek lunch, local wine, snorkeling, and sunset views aboard a comfortable small-group yacht.

“We booked the sailing excursion with Actionseaze and had the most wonderful day of our holidays. Nico and Andy are charming and warm, the boat is wonderful and the group size is just enough to not feel overwhelming while making it easy to spark discussions and exchanges We had the chance to sail to Pharos and discover a beautiful small corner of the island with a natural cave and enjoy a great weather before coming back to Naxos and enjoy another great part of this island. The food was fantastic and suited perfectly the journey. It’s a must for your holidays here!”

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Rethymno: Sailing Catamaran Cruise with Meal & Drinks - What makes Karina comfortable
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Rethymno: Sailing Catamaran Cruise with Meal & Drinks

Santorini Caldera Sailing Tour with BBQ Lunch and Drinks - Red Beach and White Beach by boat
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Santorini Caldera Sailing Tour with BBQ Lunch and Drinks

11.Santorini Caldera Sailing Tour with BBQ Lunch and Drinks

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

Sail Santorini’s caldera, swim by volcanic beaches, enjoy a seafood BBQ, and watch the sunset with drinks and hotel pickup.

“This was the 4th time we have been to Santorini and wanted to do something different. This was by far our best excursion in any port for the trip, and the crew and food were phenomenal. We are well seasoned travelers over 40 cruises and have done many catamaran trips but all those others paled in comparison. Great trip, and well worth the cost.”

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Milos: Full-Day Sailboat Cruise with Food and Open Bar - Skinopi, Klima, and Milos from the sea
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Milos: Full-Day Sailboat Cruise with Food and Open Bar

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

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

Sail Milos for nine hours with stops at Kleftiko, Poliegos, and Blue Bay, plus swimming, local food, snorkeling gear, and drinks.

“We booked without any expectations as it was extremely windy and the authorities were banning tours around the northern part of the island. To our surprise, the team planned a route that allowed us to see and swim in amazing coves, turquoise beaches and iconic Milos places (like Kleftiko, Tsigrado etc). Food and drinks were amazing. Thanks so so much George and Minoas! We had an amazing day (perhaps THE best day we spent in Milos)”

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Athens Riviera Catamaran tour with fresh Meal Drinks and Swimming - First stop at Vouliagmeni Bay
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Athens Riviera Catamaran tour with fresh Meal Drinks and Swimming

13.Athens Riviera Catamaran tour with fresh Meal Drinks and Swimming

★★★★★★★★★★5.0 · 210 reviews · 5 hours (approx.) · from $157

Cruise the Athens Riviera on a small-group catamaran with two swim stops, Greek lunch, drinks, snorkeling, and sunset options.

“Our captain and chef were amazing! Safety was their main concern, and everyone had a wonderful time. The fresh food was made while we traversed to our 2 different swim stops. Don't be shy, grab a pool noodle and a snorkel mask and explore! So beautiful you could see to the bottom. We had a 7 and 10 year old with us, and they said they had an amazing time too. Thank you for making our 10 year olds birthday very special!!”

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Dia Island Catamaran – Premium Lunch, Open Bar, Small Group - What the small group really changes
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Dia Island Catamaran – Premium Lunch, Open Bar, Small Group

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

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

Review of Crete’s Dia Island catamaran cruise, with a small group, fresh Mediterranean lunch, open bar, swimming, snorkeling, and SUPs.

“This was a great experience. The captain and the crew were awesome. Crew answered all questions and were very pleasant at all time. The captain was amazing. He engaged all passengers trying to teach us typical Greek dance and later put on a concert as Johnny Depp. The lunch was amazing. Made fresh as we were all swimming. It was great. This was truly a 5 star trip.”

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Sunset Sail Cruise to Rhenia, Mykonos Beach Safari, Dinner&Drinks - Meeting the yacht at Agios Ioannis Diakoftis
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Sunset Sail Cruise to Rhenia, Mykonos Beach Safari, Dinner&Drinks

15.Sunset Sail Cruise to Rhenia, Mykonos Beach Safari, Dinner&Drinks

★★★★★★★★★★4.5 · 116 reviews · 5 hours (approx.) · from $114

Sail from Mykonos to quiet Rhenia, swim and snorkel from a yacht, enjoy a Greek buffet, drinks, and sunset views for $114.89.

“Super fun trip! The boat was great and there wasn’t too many people onboard- something I had been a bit worried about. We stopped to swim a couple of times and the views as you sail around are incredible. Lunch was pretty tasty but quite late in the day so I was quite hungry by that point- maybe take some snacks ! The booze was unlimited but I wouldn’t say free flowing. We had to keep asking for a drink/ trying to find the guy to ask but all in all a very fun day with ALOT of sun and even some dolphins!”

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