GREECE
The good island hopping sailing trips in Greece fill up weeks ahead and the small boats go first. Below: the 15 to book early, what each includes and how they differ.
Sail from Heraklion to protected Dia Island for swimming, snorkeling, a Mediterranean meal, unlimited drinks, and sunset sea views.
“It was amazing experience. Definitely a highlight of my vacation. Mariana and Manos was fun and helpful. Good food and beautiful views.”
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”
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!!!”
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.”
Sail from Heraklion to uninhabited Dia Island for swimming, snorkeling, paddleboarding, Greek food, wine, and clear-water bays.
“A beautiful day, great weather, calm sea. Crew were kind and great to talk with. Really enjoyed snorkelling, the water was magical!”
Review of Mykonos sailing to Delos and Rhenia, with ruins, swimming, snorkeling, barbecue lunch, drinks, costs, and practical tips.
“The sailing trip to Delos and Renia was maybe our favorite activity of our time in Mykonos. It was a good mix of relaxation and activity — enjoying a relaxing drink and lunch on the boat, exploring on our own in Delos, and a refreshing swim at Renia. I would have liked a little bit more time on Delos, but other than that, it was perfect. Staff/crew was very attentive to the needs of all passengers.”
Review of Heraklion’s sunset sail to Dia Island, with snorkeling, paddleboarding, Greek food, practical tips, pricing, and honest drawbacks.
“A pleasant sail with lovely hosts who are very skilled sailors.”
Sail from Heraklion to Dia Island for swimming, snorkeling, paddleboarding, lunch, drinks, and a relaxed five-hour Greek sea outing.
“This was one of the best tours we booked! Amalia was amazing! We had a blast swimming, snorkeling and paddle boarding in the beautiful area of Dia Island!”
Review of Crete’s six-hour sailing trip from Heraklion to Dia Island, with lunch, swimming, snorkeling, SUP, drinks, and a small crew.
“It was a fun and entertaining experience, super friendly hosts, food was also very delicious. Definitely recommend. Ευχαριστώ”
Review of Heraklion’s private Dia Island sailing trip, with snorkeling, fishing, lunch options, pricing, timing, and practical tips.
“It was a lovely sailing experience. It was beautiful and well organised. The staff was very friendly and kind. The overall experience was amazing and would 10/10 recommend it!”
Review of EOS Yachts’ luxury catamaran cruise from Heraklion to Dia Island, with gourmet lunch, swimming, snorkeling, SUP, and open-bar drinks.
“This was the best value-for-money experience we’ve ever had! A beautiful yacht, plenty of delicious food all day, great equipment for snorkeling, canoeing, and SUP, plus a crew that looked after everyone with true discretion. Spacious, comfortable, and unforgettable - Having traveled a lot, we can confidently say this service should cost more than it does, it truly exceeded all expectations. An absolutely perfect 10/10 recommendation from all of us!!!”
Sail from Heraklion to quiet Dia Island for clear-water swimming, snorkeling, local lunch, wildlife, and a relaxed small-group day at sea.
“We had amazing time on this trip. Crew were very helpful and friendly. Amazing view from the sailing boat. We stopped in very beautiful shore, where we could swim in the sea and have relaxing time. Served food was also great. All in all 100 percent I would recommend this experience. Maybe I would suggest taking a day time trip, because it gets a bit chilly in the evening. But even in the cold weather I had a good time.”
Review of the Dia Island sailing trip from Heraklion, with lunch, swimming, snorkeling, wildlife, pickup details, value, and practical tips.
“Absolutely fantastic excursion! We ended up having the entire boat to ourselves and the team really accommodated us and ensured we really had an amazing time. Lunch/wine onboard was delicious and they were fantastic photographers making sure we got ample amount of photos”
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.”
Review of Corfu’s private half-day sailing yacht cruise, with turquoise bays, swimming stops, snacks, drinks, SUP, snorkeling, and crew tips.
“Beautiful boat. Lovely crew- Tannos and Athena did a wonderful job. A highlight of our trip. This was a favorite outing for our group of adults. Snorkeling, drinks and great snacks. We enjoyed the blue caves and private snorkel area along the coastline.”
Pick a rig, a coast or an afternoon.
