Boat trips · SAILING TRIPS IN GREECE
The 15 best sailing trips in Greece you can book today, with what each costs, how long you are aboard and who it suits. Number one is top for a reason; start there.
Sail from Heraklion to Dia Island for swimming, snorkeling, a Mediterranean meal, unlimited drinks, and a relaxed small-group cruise.
“It was amazing experience. Definitely a highlight of my vacation. Mariana and Manos was fun and helpful. Good food and beautiful views.”
Sail around Milos and Polyaigos, swim at Kleftiko and Gerakas, enjoy lunch and drinks, and see coastlines unreachable by road.
“All super amazing. Due to the bad weather condition, we could not go to Polyaigos, following alternative course focusing on the south and the west Milos. But I couldn't find anything that I can complain since everything including the staffs, course, food, vibes, people etc. Special thanks to Dora taking care of us from sea sickness as well as your kindness, letting us have some memorable experience at Milos!”
Review of Santorini’s 5-hour catamaran cruise with swimming, volcano views, BBQ, drinks, hotel pickup, and sunset sailing.
“I booked this trip at the very last minute, and the team stepped forward in the most awesome ways. First, the woman at the office was very helpful, she quickly arranged transportation after we landed at the airport (they picked us up in 9 minutes!) My friend is 83 years old and walks a little slower than others, but they made a point to accomodate him at every juncture. This 3-person team worked in tandem throughout the trip. They helped another guest who was sick the entire trip, while making sure all other guests were having a great experience. We went to three different locations, where we could jump in…”
Sail from Heraklion to Dia Island for swimming, snorkeling, lunch, wine, and clear-water views aboard a comfortable yacht.
“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 Santorini’s 5-hour luxury catamaran cruise with swimming, Greek barbecue, hot springs, drinks, transfers, and sunset views.
“The entire experience was incredible. Beautiful day crew was awesome the scenery spectacular the sunset in Oia breathtaking. The BBQ lunch and beverage provided delicious. Couldn’t have asked for a better time.”
Review of Santorini’s sunset catamaran cruise with hotel pickup, swimming stops, BBQ, drinks, hot springs, and sunset views.
“The crew were fantastic, taking care of all their guests. Pleased to see they also played Greek music and kept the experience authentic. Food was great as well”
Sail from Gouvia along Corfu’s northeast coast, swim at clear bays, snorkel by caves, cliff jump, and enjoy lunch on a small yacht.
“Great trip! We stopped in really beautiful bays, plenty of time for swimming and chilling ☀️ Thanks so much!”
Sail from Heraklion to Dia Island for swimming, snorkeling, paddleboarding, a Greek meal, drinks, and sunset views aboard a small yacht.
“The most magical and romantic experience to end our trip in Crete. Hosts were delightful, the snacks and drinks were excellent, the equipment and amenities provided for snorkelling, fishing and paddle boarding were amazing! The sights on the way and from the island were incredible - recommend the evening trip for the sunset. 100/10 couldn’t recommend more! So so worth the money!”
Review of the Dia Island sailing cruise from Heraklion, with snorkeling, paddleboarding, food, drinks, crew details, value, and practical tips.
“The crew was super friendly. Even the weather condition was not the best, the travel went quite smooth. The bays are there just amazing. Only dis thing was, I was expecting to swim in more spots (we did 2), but the places we swam was fantastic 🥰 The food was not great but it tastes good since you became super hungry 😁”
Sail Milos from Adamas to Kleftiko for snorkeling, cave exploring, Greek food, swimming stops, and sunset views aboard a comfortable yacht.
“Great value for money and the guides are full of laughs. Great day great company, I would highly recommend”
Review of Santorini’s 5-hour catamaran cruise with hotel transfers, swimming stops, BBQ lunch, wine, snorkeling, and caldera views.
“The crew were amazing. They took care of us well! Food the food, the music and the time that give to swim was great. And the best of all the sunset were gorgeous!”
Review of Heraklion’s Dia Island sunset cruise, with snorkeling, sailing, paddleboarding, Greek food, drinks, and practical booking advice.
“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!”
Review of a six-hour sailing trip from Heraklion to Dia Island with lunch, swimming, snorkeling, SUP, drinks, and a small crew.
“The crew were all so lovely and such sweet people! We sailed out to Dia island and did some snorkelling but mainly relaxed on the catamaran with some drinks. It was such a relaxing day chilling on beanbags and enjoying the water. Would love to do this again- such a cool experience!”
Review of the Balos and Gramvousa luxury catamaran cruise from Kissamos, with food, drinks, swimming, transfers, costs, and practical tips.
“Great day out on the water, great crew who looked after us all day.”
Review of Heraklion’s private Dia Island sailing trip, with snorkeling, paddleboards, fishing, drinks, fruit, meal options, and practical tips.
“very friendly guide, bad luck with the weather, but nevertheless definitely recommended”
River hour, cave run, whale ground or a deck with lunch on it.
