The Mediterranean · ISLAND HOPPING TRIPS IN CRETE

The Mediterranean’s 12 Best Island Hopping Trips in Crete

12 tours  ·  from $20 a head

Good island hopping trips in Crete fill up weeks ahead in high season and the great ones go first. Below: the 12 to book early, what each fare covers and how they differ.

Heraklion: Sailboat Cruise to Dia Island with Drinks & Lunch - Meeting the skipper at Heraklion Port
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Heraklion: Sailboat Cruise to Dia Island with Drinks & Lunch

1.Sailboat Cruise to Dia Island with Drinks & Lunch

★★★★★★★★★★4.8 · 1,405 reviews · 1 hour - 390 minutes · from $35Our pick

Sail from Heraklion to Dia Island for swimming, snorkeling, lunch, drinks, and beautiful Crete views on a flexible yacht trip.

“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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Chania Areas/Kalyves:Gramvousa Island & Balos,Boat Tkt Extra - Pickup from Chania, Kalyves, and nearby villages
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Chania Areas/Kalyves:Gramvousa Island & Balos,Boat Tkt Extra

2.Chania Areas/Kalyves:Gramvousa Island & Balos,Boat Tkt Extra

★★★★★★★★★★4.2 · 992 reviews · 10 - 12 hours · from $23

Review of the Chania to Gramvousa and Balos day trip, with ferry costs, swimming stops, fortress views, pickup details, and practical tips.

“Really nice guide and welcoming, was a comfy ride to the port and back. Our guide was really friendly and kept us informed and updated with the itinerary and what to expect. The Gramvousa Island was amazing, definitely recommend walking up to the Fortress first and then spending the rest of the time on the beach. Note there are no cafes or food on the island, only one small souvenir shop. Spent 2.75 hours which was a good amount of time to do both. It’s worth noting that you can’t actually go into the Balos beach due to the new conservation rules unless you swim to it from the boat.…”

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Rethymno Area: Gramvousa Island & Balos, Boat Ticket Extra - The early bus ride from Rethymno to Kissamos
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Rethymno Area: Gramvousa Island & Balos, Boat Ticket Extra

Heraklion: Private Half-Day Sailing Trip to Dia Island - Leaving Heraklion by sailboat
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Heraklion: Private Half-Day Sailing Trip to Dia Island

Dia island : Small Group Sailing Trip to Dia Island with Lunch - Why Dia Island is more than a rocky outcrop
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Dia island : Small Group Sailing Trip to Dia Island with Lunch

5.Dia island : Small Group Sailing Trip to Dia Island with Lunch

★★★★★★★★★★5.0 · 162 reviews · 4 hours 30 minutes (approx.) · from $72Top rated

Review of Crete’s small-group sailing trip to Dia Island, with swimming, snorkeling, lunch, drinks, wildlife, hotel pickup, and practical booking advice.

“Awesome sailing trip thanks to friendly and passionate about their job skippers. Picking up was really chaos, we were said to remain at Marina Cafe at 16h and 16h30 we still didn’t know what was happening. Other companies staff came and asked to people about their sailing activities but not our contact. After running from one side to another, we found by ourselves the boat. Somethig to be corrected, for sure. After that bad moments, everything changed thanks to Costas and Mario Young skippers, explaining interesting things and very professional. We had time to swim as snorkelling, a lovely and tasty dinner and we were enjoying sunset coming back.”

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Luxury Catamaran Cruise, Dia Island –Open Bar & Lunch -Top Rated! - What the Open Bar Really Includes
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Luxury Catamaran Cruise, Dia Island –Open Bar & Lunch -Top Rated!

6.Luxury Catamaran Cruise, Dia Island –Open Bar & Lunch -Top Rated!

★★★★★★★★★★5.0 · 143 reviews · 5 hours 30 minutes (approx.) · from $145

Review of Crete’s luxury Dia Island catamaran cruise, with seafood lunch, open bar, water sports, sunset options, and practical booking tips.

“We had an absolutely amazing experience! The skippers were the best – professional, friendly, and very attentive. The food was fantastic and the open bar with snacks made it a true all-inclusive, worry-free package. We booked the 3:30 pm tour and were rewarded with a breathtaking sunset right in the middle of the sea – simply unforgettable. There was plenty of equipment available for water activities, and everything was well organized. Highly recommended! ☀️⛵️🍸”

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Heraklion: Private Full-Day Sailing Trip to Dia Island - The cruise across the Cretan Sea
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Heraklion: Private Full-Day Sailing Trip to Dia Island

Dia Island Catamaran – Premium Lunch, Open Bar, Small Group - Leaving Heraklion with Coffee and Cretan Pastries
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Dia Island Catamaran – Premium Lunch, Open Bar, Small Group

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

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

Review of Crete’s small-group Dia Island catamaran cruise, with fresh lunch, open bar, swimming, snorkeling, SUP boards, and practical tips.

“Despite a choppy sea, the crew (Sergey & George) were excellent and reassuring. George was a fantastic crew man, full of stories, charm and funny. Excellent food as well from both and an all round relaxing, enjoyable and memorable. trip.”

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Sailing Trip to Dia Island - All Inclusive - Three Hours Around the Island
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Sailing Trip to Dia Island – All Inclusive

9.Sailing Trip to Dia Island – All Inclusive

★★★★★★★★★★5.0 · 67 reviews · 6 to 8 hours (approx.) · from $90

Review of Crete’s all-inclusive sailing trip to Dia Island, with seafood lunch, drinks, snorkeling, paddleboarding, pricing, and practical tips.

“A great day out! George and Niko were incrediblley friendly and I feel like we became fast friends through the day. The water was cool but clear as crystal, easy to see the fish! The sun was great at drying us off upon leaving the ocean for a fresh made meal which we enjoyed with our new found friends (including the other visitors) on the boat. The island is practically untouched and has only a few buildings. Stunning views all round, throughout the whole trip...”

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Sailing to Dia Island with lunch on Bavaria 51 Heraklion, Crete - Lunch on Deck with Simple Greek Hospitality
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Sailing to Dia Island with lunch on Bavaria 51 Heraklion, Crete

Dia Island Catamaran – Premium Lunch, Open Bar, Small Group - Leaving Heraklion with Coffee and Cretan Pastries
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Dia Island Catamaran – Premium Lunch, Open Bar, Small Group

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

★★★★★★★★★★4.9 · 42 reviews · 6.5 - 8.5 hours · from $176

Review of Crete’s Dia Island catamaran cruise, with gourmet lunch, open bar, swimming, snorkeling, and practical booking advice.

“The catamaran looks so new and classy! Very friendly and accommodating staff. Super tasty food, and there are plenty of things to do! Everyone on board loved it! We all made new friends and had amazing time! The best yacht cruise I ever had! Thank you, guys!”

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Heraklion, Malia & Agia Pelagi:Boat Trip to Koufonisi Island - Boarding Eydokia for the Libyan Sea
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Heraklion, Malia & Agia Pelagi:Boat Trip to Koufonisi Island

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