Under sail · SUNSET SAILING CRUISES IN GREECE

Top 5 Sunset Sailing Cruises in Greece

5 sailing trips  ·  seats from $82 each

Wind permitting, any of these 5 sunset sailing cruises in Greece makes the day. Each is priced and timed so you can choose before the coffee goes cold.

Sunset Sailing Catamaran Cruise in Santorini with BBQ and Drinks - Leaving Ammoudi or Athinios for the caldera
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Sunset Sailing Catamaran Cruise in Santorini with BBQ and Drinks

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

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

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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Heraklion: Sunset Sailing Cruise Dia Island with Snorkeling - What makes Dia Island different
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Heraklion: Sunset Sailing Cruise Dia Island with Snorkeling

2.Heraklion: Sunset Sailing Cruise Dia Island with Snorkeling

★★★★★★★★★★4.7 · 529 reviews · 4.5 - 7 hours · from $82Lowest fare aboard

Sail from Heraklion to uninhabited Dia Island with a small crew of 10 to 18 people. You can snorkel, paddleboard, swim, eat Greek food, and watch the sunset from a catamaran. Half-day and full-day options are available, with hotel pickup offered from selected areas.

“We had a wonderful time! There were a lot of people on the boat but it didn’t feel crowded. The cove where we anchored was lovely — our only complaint was that a party boat anchored nearby and played loud (bad) house music the whole time. It made the experience slightly less idyllic, but we tuned it out eventually, food was delicious, guides were friendly and cooked a delicious dinner, and the sunset was dreamy. A perfect way to spend our afternoon/evening in Heraklion!”

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Mykonos: Sunset Sail Cruise to Rhenia, Beach Hopping, Dinner - Meeting the crew and leaving Mykonos
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Mykonos: Sunset Sail Cruise to Rhenia, Beach Hopping, Dinner

3.Mykonos: Sunset Sail Cruise to Rhenia, Beach Hopping, Dinner

★★★★★★★★★★4.8 · 122 reviews · 5 hours · from $111

Spend five hours sailing past Mykonos beaches to quiet Rhenia, where you swim and snorkel from the yacht. Captain Stelios, Anastasis, or another assigned crew team serves a Greek buffet, wine, beer, and soft drinks before sunset. Expect changing meeting points, no shore landing, and possible extra charges for transfers.

“We really liked it and the Captain Stelios along with Anastasis were so kind and willing to help , explain and show us the beauty of this island. Totally recomended!!!”

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Sunset Sail Cruise to Rhenia, Mykonos Beach Safari, Dinner&Drinks - Two hours in a quiet Aegean cove
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Sunset Sail Cruise to Rhenia, Mykonos Beach Safari, Dinner&Drinks

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

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

Join Sunfos Alessia Yachting for a five-hour sailing trip from Agios Ioannis to Rhenia. You’ll pass Mykonos beaches, swim from the yacht, use free snorkeling gear, and eat a Greek buffet with wine, beer, and soft drinks. Crew names vary, with Costas, Joanna, Bobi, Foti, and others praised on past departures.

“It was a great excursion. Everyone enjoyed themselves and would certainly do it again. The staff was great as well.”

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Corfu: Sunset Cruise on a Traditional Wooden Sailing Yacht - Who will enjoy Odysseia most
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Corfu: Sunset Cruise on a Traditional Wooden Sailing Yacht

5.Corfu: Sunset Cruise on a Traditional Wooden Sailing Yacht

★★★★★★★★★★5.0 · 34 reviews Best loved

Spend two hours aboard Odysseia, a certified Greek heritage sailing yacht, leaving Benitses Marina for Corfu’s old port, Garitsa Bay, Mon Repos, and Pontikonisi. You’ll have a signature cocktail, local wine, beer, or soft drink, plus finger foods and music. The boat is intimate, though the stated maximum varies between 20 and 22 people.

“Stunning views, amazing people, felt safe and at ease! Really recommend x”

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Other ways to get on the water

Sunset Sailing CruisesCatamaran Sailing TripsSailing and Snorkeling TripsPrivate Sailing ChartersIsland Hopping Sailing TripsTall Ship and Schooner Sailing
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