Greece · SAILING & SNORKELING TRIPS

Sailing and Snorkelling in Greece — Our Top 15

16 sailing trips  ·  from $37 a seat

Clear water, not much marine life, and that is the honest version. These 15 trips are ranked on where they anchor, whether the gear is included and how long you are actually left in the sea.

Santorini Gold Catamaran Cruise with Snorkel, BBQ & Open Bar - Red Beach and the first swim
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Santorini Gold Catamaran Cruise with Snorkel, BBQ & Open Bar

1.Santorini Gold Catamaran Cruise with Snorkel, BBQ & Open Bar

★★★★★★★★★★4.8 · 2,822 reviews · 5 hours · from $117Number one

Spend five hours aboard a spacious catamaran from Vlychada Marina, stopping at Red Beach, the volcano hot springs, and Mesa Pigadia. You’ll snorkel, swim, hear island stories in English, and eat a Greek BBQ with unlimited white wine, soft drinks, water, and hotel pickup included. Sunset departures are available.

“We had a wonderful afternoon/early evening, swimming and cruising along on the Mediterranean Sea. Bill, Mika and Eva did everything to make our day very special! The food was delicious, the drinks were flowing and everyone was in a jolly mood. Thank you, again!”

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Heraklion: Dia Island Sailing Cruise with Snorkeling - Reaching quiet Dia Island
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Heraklion: Dia Island Sailing Cruise with Snorkeling

2.Dia Island Sailing Cruise with Snorkeling

★★★★★★★★★★4.7 · 742 reviews · 4.5 - 7 hours · from $82

Join Ernesto, George, and the Sailing Crete crew for a small-group cruise from Heraklion’s Venetian harbor to Dia Island. Sail for about an hour, then swim, snorkel, paddleboard, and eat onboard in a quiet bay. Choose a half-day or full-day trip, with hotel transfers available outside central Heraklion.

“The team,the activities snd spots with clear water”

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Adamas: Kleftiko Sailing Day Trip with Snorkeling and Lunch - From Adamas to Cape Vani
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Adamas: Kleftiko Sailing Day Trip with Snorkeling and Lunch

3.Kleftiko Sailing Day Trip with Snorkeling and Lunch

★★★★★★★★★★4.8 · 713 reviews · 8 hours · from $170

Spend eight hours sailing from Adamas along Milos’ west coast with an experienced crew, stopping at Kalogries, Kleftiko, and Agios Dimitrios. You’ll snorkel through white-rock caves by yacht and RIB, enjoy breakfast snacks, a Greek lunch, drinks, and underwater photos. Crew names have included Captain Giannis, Juliano, Christos, Dionysis, and the two Georges.

“We really loved the whole day, there was plenty of adventure, swimming, great food and drinks, new information about Milos and perfect entrance into Pirate Bay. We had amazing time sailing around Milos. It was definitely the best tour from our trip.”

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Heraklion: Sunset Sailing Cruise Dia Island with Snorkeling - What makes Dia Island worth the crossing
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Heraklion: Sunset Sailing Cruise Dia Island with Snorkeling

4.Sunset Sailing Cruise Dia Island with Snorkeling

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

Sail from Heraklion to uninhabited Dia Island with a professional crew such as Andreas, Manos, or George. Swim and snorkel in a quiet bay, use the paddleboard, eat Greek food onboard, and sail home at sunset. Shared and private options are available, with hotel pickup offered from selected areas.

“This was one of the best experiences I’ve ever had!! Stella and Elena are two wonderful hosts who did everything to make the trip amazing! Thank you to them! We had a delicious dinner with pasta, salad, and fruit, the chance to enjoy the beauty of the sea, and saw an incredible sunset! I highly recommend it to everyone!”

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Best of Milos and Poliegos Catamaran snorkelling Cruise with BBQ - Poliegos and the Blue Lagoon at Galazia Nera
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Best of Milos and Poliegos Catamaran snorkelling Cruise with BBQ

5.Best of Milos and Poliegos Catamaran snorkelling Cruise with BBQ

★★★★★★★★★★5.0 · 460 reviews · 9 hours (approx.) · from $241Highest rated

Spend about nine hours aboard POLCO Sailing’s Lagoon 440, cruising from Adamantas to Poliegos, Kleftiko, Gerakas, Kalogries, and more. Expect swimming, snorkeling, paddleboarding, Greek tapas, a BBQ lunch, drinks, Wi-Fi, and underwater GoPro photos. The crew may include Yannis, Dina, Flo, Elena, or other POLCO team members.

“Tour was on Sept. 9, 2024. What an amazing tour! The staff members were fantastic, very friendly and chatty. The food was delicious and exceeded expectations. It really was freshly prepared on the catamaran. One of the best things was that this wasn't a "drink your face off" party boat. There was music playing but it wasn't loud at all. It really was a relaxed and enjoyable experience. Highly recommend.”

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Milos Sailing Tour with snorkeling and lunch - The route around Milos, from Adamas or Pollonia
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Milos Sailing Tour with snorkeling and lunch

6.Milos Sailing Tour with snorkeling and lunch

★★★★★★★★★★5.0 · 270 reviews · 8 hours (approx.) · from $181

Spend about eight hours sailing around Milos from Pollonia or Adamas, with stops at Kleftiko, Sykia, Fyrligos, or Gerakas. You’ll snorkel with crew guidance, explore caves by small boat, eat Greek food, and enjoy drinks throughout the day. The crew may include Juliano, Vitaly, RJ, Effi, Christo, or Vasili.

“Vitaly, and the rest of the crew were amazing to ride with! The scenery was spectacular. The accommodations (food, drink, additional small boat explorations) were great. Would HIGHLY recommend joining this excursion. Thanks all!”

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Round of Milos and Poliegos Sailing boat snorkelling cruise - From Adamantas to Cape Vani
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Round of Milos and Poliegos Sailing boat snorkelling cruise

7.Round of Milos and Poliegos Sailing boat snorkelling cruise

★★★★★★★★★★5.0 · 262 reviews · 9 hours (approx.) · from $193

Spend about nine hours aboard a small sailing boat with a crew such as Andreas, Spyros, Dina, or Nick, visiting Kleftiko, Gerakas, Poliegos, Kalogries, and more. Snorkeling gear, homemade lunch, drinks, WiFi, and emailed GoPro photos are included. Expect a relaxed day on the water, with limited shade and no hotel pickup.

“Amazing boat day! Dina, Spiros, and Andreas were great - we had plenty of time to jump in the water and relax on the boat. The food that Dina made was INCREDIBLE!!! There was no snorkeling or paddle boarding, but the overall experience was terrific.”

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Milos caves snorkelling Catamaran Cruise in a small group - Kalogries gives you an easy first swim
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Milos caves snorkelling Catamaran Cruise in a small group

8.Milos caves snorkelling Catamaran Cruise in a small group

★★★★★★★★★★5.0 · 199 reviews · 8 to 9 hours (approx.) · from $241

Spend 8 to 9 hours sailing around Milos aboard a shaded catamaran limited to 12 people. Swim at Kalogries, Sykia, Kleftiko, and Agios Dimitrios, enter caves by dinghy, and enjoy homemade Greek food, drinks, snorkel gear, Wi-Fi, and GoPro photos.

“Great trip, Georgina and Marcus were the best. Food, swimming and cave venturing was was the highlight . Highly recommend”

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Santorini: Adventurous Catamaran Experience with Snorkeling - From Fira to Vlychada port
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Santorini Adventurous Catamaran Experience with Snorkeling

9.Santorini Adventurous Catamaran Experience with Snorkeling

★★★★★★★★★★5.0 · 180 reviews · 5 hours (approx.) · from $116

Spend about five hours sailing from Vlychada around Santorini’s caldera, with stops near Red Beach, White Beach, Mesa Pigadia, the volcano, and hot springs. A maximum of 16 people share the boat, with hotel transfers, snorkeling gear, BBQ lunch or dinner, local wine, and soft drinks included.

“Super relaxing cruise around the Caldera. Very friendly crew, food was delicious. I’m glad I decided to go!”

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Kleftiko Full Day Sailing Cruise with Snorkeling & Lunch - What happens at the Kleftiko stop
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Kleftiko Full Day Sailing Cruise with Snorkeling & Lunch

10.Kleftiko Full Day Sailing Cruise with Snorkeling & Lunch

★★★★★★★★★★5.0 · 157 reviews · 9 to 10 hours (approx.) · from $169

Spend 9 to 10 hours sailing around Milos with a small group of up to 20 people. Julio and the two Georges may guide you through Kleftiko’s caves, sea tunnels, swimming spots, and local stories, with snorkeling gear, meals, drinks, and onboard facilities included. Choose a departure from Adamas or Pollonia.

“STOP LOOKING FOR OTHER MILOS SAILING TOURS. Book this one now. The captain and crew were terrific. Knowledgeable, friendly and caring guys. Amazing sights, history, food and swimming. Swim in caves, cliff jumping spot too! THE BEST.”

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Sailing Trip to Dia with Snorkeling, Dining & Sunset Option - St. George’s Bay, Dia Island’s calm swimming stop
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Sailing Trip to Dia with Snorkeling, Dining & Sunset Option

11.Sailing Trip to Dia with Snorkeling, Dining & Sunset Option

★★★★★★★★★★5.0 · 142 reviews · 4 hours 30 minutes (approx.) · from $36Cheapest deck

Sail from Heraklion to Dia Island aboard a small yacht with a crew such as Markos, Alexandra, Magda, or Georges. Swim in calm St. George’s Bay, use the included snorkeling gear, enjoy a filling Cretan meal with wine and soft drinks, then return across the sea, with a sunset option available.

“Fabulous trip and experience, great food and friendly staff made the experience special. We travelled as two couples and one vegetarian and accommodated”

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Heraklion: Dia Island Morning Sailing Trip with Snorkeling - The 75-minute sail to Dia Island
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Heraklion: Dia Island Morning Sailing Trip with Snorkeling

12.Dia Island Morning Sailing Trip with Snorkeling

★★★★★★★★★★4.9 · 100 reviews · 6 hours · from $82

Sail from Heraklion’s Old Port to Dia Island with Cretan Yachts for a six-hour morning on the water. You’ll receive sailing guidance, swim and snorkel in a sheltered bay, enjoy fruit, snacks, wine, music, and refreshments, and return with a captain and crew who may let you try the helm.

“I liked captais and his saler. Tasty snacks, drinks snorkling goods was inthe boat, i like this trip”

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Single day Sail boat cruise with swimming, snorkeling, drinks and lunch - Three bays, changing views, and time to slow down
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Single day Sail boat cruise with swimming, snorkeling, drinks and lunch

13.Single day Sail boat cruise with swimming, snorkeling, drinks and lunch

★★★★★★★★★★5.0 · 68 reviews · from $116

Spend about seven hours aboard Thetis I, sailing from Rhodes Town to quiet bays along the east coast. The crew, including captains such as George and Adonis, handles the boat while you swim, snorkel, eat a fresh lunch, and enjoy beer, wine, soft drinks, and water. The boat takes up to 10 people.

“Had a really nice day out with a very friendly crew. The food was amazing. Went to a few different bays down the east coast of the island. Would recommend.”

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Skiathos: Private Sailing Trip with Lunch and Snorkeling - First swim at Tsougrias Islands
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Skiathos: Private Sailing Trip with Lunch and Snorkeling

14.Private Sailing Trip with Lunch and Snorkeling

★★★★★★★★★★4.9 · 26 reviews · 8 hours · from $1,767 per boat

Join Captain George for an eight-hour private sailing trip from Skiathos to Tsougrias, Skopelos, and Arkos. Swim, snorkel, try stand-up paddleboarding, visit Kastani Beach and the Dasia blue sea cave, and eat lunch at a traditional taverna in Neo Klima. The boat carries up to 12 people, with snacks, coffee, soft drinks, Wi-Fi, and fruit included.

“Wonderful experience. Captain George was fantastic. Beautiful sights and had plenty of time at the swimming locations. Highly recommend. Was the highlight of our holiday.”

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KOS: Catamaran Day Cruise – Swim, Snorkel, Food & Drinks! - Two bays for swimming and snorkeling
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KOS: Catamaran Day Cruise – Swim, Snorkel, Food & Drinks!

15.Catamaran Day Cruise – Swim, Snorkel, Food & Drinks!

★★★★★★★★★★4.9 · 18 reviews · 7 hours · from $212

You’ll sail from Kos harbor to Pserimos with an English-speaking crew, stopping in two clear-water bays for swimming and snorkeling. Coffee, snacks, lunch, water, soft drinks, beer, and white wine are included. Bring a towel and non-oily sunscreen, and note that the trip is for ages 12 to 75.

“Crew super freundlich, tolles Essen. Einfach ein entspannter Tag ☀️🤩⛱️”

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