Greece · PRIVATE SAILING CHARTERS IN SANTORINI

Where to Book Private Sailing Charters in Santorini: the 15 Best

21 sailing trips  ·  from $134 a seat

This is the shortlist you would send a friend sailing here: 15 private sailing charters in Santorini worth the money, each with its price, its traveller verdict and the thing to check before you pay.

Half-Day Exclusive Catamaran Cruise in Santorini with Meal and Open Bar - Thirassia brings the longest swim and the meal
Catamaran Cruises, Catamaran Cruises in Santorini, Greece Sailing Trips, Half-Day, Private Sailing Charters, Private Sailing Charters in Santorini, Sailing Trips with an Open Bar, Sailing Trips with an Open Bar in Santorini, Sailing Trips with Lunch & BBQ, Sailing Trips with Lunch in Santorini, Santorini Sailing Trips, Tour Reviews

Half-Day Exclusive Catamaran Cruise in Santorini with Meal and Open Bar

1.Half-Day Exclusive Catamaran Cruise in Santorini with Meal and Open Bar

★★★★★★★★★★5.0 · 2,975 reviews · 5 hours (approx.) · from $133Number one

Spend about five hours aboard a catamaran from Vlychada Marina, stopping at Red Beach, the Santorini hot springs, and Thirassia. You’ll get hotel pickup, an open bar, swimming and snorkeling, and a fresh onboard meal with shrimp, mussels, Greek salad, pasta, and barbecue. Crew members may include Giannis, Natalie, Alex, Mika, Kostas, or Bill.

“What a fun day on the water! The staff Bill, Mika and Kostas were very welcoming and knowledgeable! The food was the best that we have ever had on a boat excursion. We had plenty of room to move around and it was not crowded. We had 4 different stops to swim and snorkel. It was a wonderful day on the water in Santorini!”

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Santorini: Private Catamaran Cruise with Food & Drinks - Vlychada Marina sets the day in motion
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Santorini: Private Catamaran Cruise with Food & Drinks

2.Private Catamaran Cruise with Food & Drinks

★★★★★★★★★★5.0 · 180 reviews · 5 hours · from $990 per boat

You’ll sail from Vlychada Marina with a captain and crew member, stopping near Red Beach, White Beach, the volcano, and Mésa Pigádia. Expect swimming, snorkeling, local wine, beer, soft drinks, and a fresh meal cooked onboard. Crews such as Theo, Harris, Giannes, and Kareem are often praised for warm service and good island insight.

“My family had a great experience on the tour. We booked the private sunset tour. The crew was Gannes and Kareem. They were extremely nice and provided a wonderful evening for my family. Gannes show us all the great spots and provided history of the area. Kareem cooked up one of the best meals we’ve had in a long time. I would strongly recommend this tour - it was very memorable.”

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Santorini: Private Catamaran Cruise with BBQ Meal and Drinks - Starting at Ammoudi Bay
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Santorini: Private Catamaran Cruise with BBQ Meal and Drinks

3.Private Catamaran Cruise with BBQ Meal and Drinks

★★★★★★★★★★4.9 · 174 reviews · 5 hours · from $135

Spend five hours on a private catamaran from Ammoudi Bay, with pickup in Thera, swimming at Red Beach, White Beach, Thirassia, and the hot springs when conditions allow. Your English-speaking crew, often including captains such as Kostas, prepares Greek dishes, BBQ, seafood pasta, and drinks onboard. Routes and stops can be adjusted with the captain.

“Wow! This was the best experience ever. My wife and I were gifted this cruise as a honeymoon gift, and it was the highlight of our trip! From the moment the car service picked us up, we had the best time. The captain and crew were so kind giving us a totally customizable trip. The BBQ meal was one of the best we had in Santorini and the views were unmatched. If you are looking for a cruise option in Santorini, THIS is the place to go!”

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Private Motor Yacht Cruise with BBQ, Open Bar & Transfers - Leaving Vlychada for Red Beach
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Private Motor Yacht Cruise with BBQ, Open Bar & Transfers

4.Private Motor Yacht Cruise with BBQ, Open Bar & Transfers

★★★★★★★★★★5.0 · 144 reviews · 5 hours (approx.) · from $1,149

Set out from Vlychada Marina on a private motor yacht with your own captain and crew. Swim at White Beach, Palea Kameni, Nea Kameni, and Thirassia, visit Santorini’s hot springs, enjoy a BBQ and open bar, and choose a morning or afternoon sailing. Captains such as Janos, Hector, Dimitri, and Andonis have been praised for tailoring the route and explaining the island.

“We ported into Santorini and took the cable car up the cliff. We then walked into town and found Spiriakos travel, which is where we would get picked up and taken to the port for our private yacht excursion. On the way, Dominic explained different sites and even stopped at the winery for a great view of the Caldera. Once we got to the marina, we met our captain Hector and his partner Fayez sp?. The yacht was extremely nice, as were Victor and Fayez. We stopped at three places to snorkel and swim. The second one was the thermal bay by the volcano with the warm waters. It was…”

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Island Hopping: Santorini Catamaran Charter Cruise with a skipper - Days 2 through 6: Shape the Greek island route
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Island Hopping: Santorini Catamaran Charter Cruise with a skipper

5.Island Hopping: Santorini Catamaran Charter Cruise with a skipper

★★★★★★★★★★5.0 · 136 reviews · from $8,559 per boat

Sail for about seven days from Santorini or another Greek island aboard a private Lagoon catamaran for up to 10 people. Your skipper helps shape the route, while a hostess handles onboard service. Expect cabins with four private bathrooms, snorkeling gear, a dinghy, and a relaxed Aegean schedule. Meals, fuel, marina taxes, WiFi, and security deposit cost extra.

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Santorini Half Day Catamaran Private Cruise incl. Meal, Drinks & Free Transport - The lighthouse and Aspronisi
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Santorini Half Day Catamaran Private Cruise incl. Meal, Drinks & Free Transport

6.Santorini Half Day Catamaran Private Cruise incl. Meal, Drinks & Free Transport

★★★★★★★★★★5.0 · 80 reviews · 5 hours (approx.) · from $506

Spend about five hours aboard a private catamaran from Vlychada, visiting Red and White beaches, the lighthouse, Aspronisi, the volcano, and Mesa Pigadia. Theo, Giannis, Haris, Karim, and other crew members may host your sailing. Expect a Greek meal, open drinks, swimming stops, snorkeling gear, and hotel transfers.

“Great tour around the islands with nice staff. Food was delicious. The half day goes so quickly though”

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Private Caldera Cruise with Power Catamaran ENJOY incl. Meal & Drinks - Sailing past the volcanic island and hot springs
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Private Caldera Cruise with Power Catamaran ENJOY incl. Meal & Drinks

7.Private Caldera Cruise with Power Catamaran ENJOY incl. Meal & Drinks

★★★★★★★★★★5.0 · 79 reviews · 3 to 5 hours (approx.) · from $452

Spend 3 to 5 hours on a private Santorini catamaran with pickup, swimming stops, snorkeling gear, SUP, Greek appetizers, barbecue, wine, beer, and soft drinks. Your crew may include Phillip, Kostas, Adam, or Gianni, and the route can be adjusted to suit your group.

“My mother and I enjoyed ourselves so much! Phillip was and his deckhand were very informative about the islands and its history. & the food was on point, I will definitely book again!”

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Santorini All-inclusive Private Catamaran Cruise - Red Beach and White Beach: Santorini’s volcanic coast
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Santorini All-inclusive Private Catamaran Cruise

8.Santorini All-inclusive Private Catamaran Cruise

★★★★★★★★★★5.0 · 70 reviews · 5 hours (approx.) · from $1,159 per boat

Sail from Vlychada on a private five-hour catamaran for up to four people. Swim near Red Beach, White Beach, Thirassia, and the volcanic hot springs, then enjoy a barbecue seafood meal with local wine and beer. Morning and sunset departures are available, with hotel pickup and drop-off included.

“Excellent private catamaran tour of Santorini. The captain Nick and Maria were excellent. It was a little choppy to start so snick suggested altering our course and it was great! Food was amazing and we enjoyed swimming in the secluded bay”

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Private Full-Day Motor Yacht Cruise with Meal, Open Bar+Transfers - Starting at Vlychada, with pickup handled for you
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Private Full-Day Motor Yacht Cruise with Meal, Open Bar+Transfers

9.Private Full-Day Motor Yacht Cruise with Meal, Open Bar+Transfers

★★★★★★★★★★5.0 · 64 reviews · 10 hours (approx.) · from $2,232

Spend about 10 hours aboard a private motor yacht from Vlychada, with hotel transfers, lunch, snacks, an open bar, and snorkel gear included. Swim at Red and White beaches, visit the volcano and hot springs, and pass Thirasia and Oia. Crew names can vary by boat, with Captain Leo, Niki, Nobbi, and Elena among those praised for warm service.

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Private Luxury Santorini Catamaran Cruise with Port Pickup - Red Beach brings the first splash
Catamaran Cruises, Catamaran Cruises in Santorini, Greece Sailing Trips, Private Sailing Charters, Private Sailing Charters in Santorini, Santorini Sailing Trips, Tour Reviews

Private Luxury Santorini Catamaran Cruise with Port Pickup

10.Private Luxury Santorini Catamaran Cruise with Port Pickup

★★★★★★★★★★5.0 · 56 reviews · 5 hours (approx.) · from $1,025

Spend about five hours on a private luxury catamaran around Santorini, with hotel or port pickup, swimming at Red Beach and Palea Kameni, and a fresh Greek meal served near the volcanic islands. Choose a daytime or sunset cruise. Crew members may include Captain Isidoro, Costa, Corina, Pablo, or Hassan.

“This was honestly the highlight of our trip. Amazing home cooked meal, hosts were kind and knowledgable about the island, spectacular sunset from a unique view! My favorite parts were the volcanic springs and swimming in the bay to snorkel. They have noodles so don't be scared if you can't swim well. The privacy was great and worth the extra cost. Fun way to spend with friends and unforgettable memories!”

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Santorini Caldera Private Sailing Boat Cruise - Red Beach and White Beach from the sea
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Santorini Caldera Private Sailing Boat Cruise

11.Santorini Caldera Private Sailing Boat Cruise

★★★★★★★★★★5.0 · 48 reviews · 5 hours (approx.) · from $961 per boat

Sail privately from Vlychada with up to four people, stopping at Red Beach, White Beach, the volcano, hot springs, and Thirassia. Your crew handles the route, swimming gear, towels, drinks, and a barbecue-style meal with seafood or vegetarian choices. Hotel pickup and sunset departures are available.

“Amazing! Must do when traveling to santorini. Our captain looked like jack sparrow, it was just absolutely gorgeous”

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Santorini: Caldera Private Power Catamaran Cruise - From Thera to Ammoudi Bay
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Santorini: Caldera Private Power Catamaran Cruise

12.Caldera Private Power Catamaran Cruise

★★★★★★★★★★4.9 · 45 reviews · 3 - 5 hours · from $172

You’ll cruise from Ammoudi Bay on a private power catamaran with a captain and crew such as George, Dimitri, Philip, or Yanis. Swim at the volcano and White Beach, see Thirassia and Oia, enjoy Greek mezedes, BBQ, wine, and an open bar. Choose a 3, 4, or 5-hour day or sunset sailing.

“Absolutely amazing experience. Our captain happened to be a previous restaurant owner and is an incredible chef so our food was 10/10. Was the perfect addition to my birthday trip!”

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Santorini: Private Catamaran Tour with BBQ Meal and Drinks - Leaving Vlychada for the Red and White Beaches
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Santorini: Private Catamaran Tour with BBQ Meal and Drinks

13.Private Catamaran Tour with BBQ Meal and Drinks

★★★★★★★★★★5.0 · 43 reviews · 5 hours · from $1,826 per boat

Sail privately from Vlychada with your own group of up to four, guided in English or Greek by a professional crew. You’ll see Red and White Beaches, Indian Rocks, the Venetian Lighthouse, the caldera, and the volcano, with three swim stops, sulfur springs, a Greek barbecue, and an open bar. George and Freda are among the crew members praised for warm, attentive service.

“Amazing. Great service from beginning to end. Made all of our group feel special. From little kids to adults.”

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Explore Santorini and its volcanic wonders with Alex Private Boat - Palea Kameni and the second swim
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Explore Santorini and its volcanic wonders with Alex Private Boat

14.Explore Santorini and its volcanic wonders with Alex Private Boat

★★★★★★★★★★5.0 · 43 reviews · 3 hours (approx.) · from $601 per boat

You’ll spend about three hours on a private boat from Santorini Old Harbor, swimming near Nea Kameni and Palea Kameni. Alex, Panos, George, or another crew member may lead your outing, with stops for snorkeling, volcanic views, Greek food, wine, refreshments, and music. Bring an old swimsuit for the sulfur water.

“Alex was very friendly and knowledgeable. Swimming in the clear water and the meal Alex and George prepared was delicious!”

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Santorini: Private Diamond 36 Motor Yacht Caldera Cruise - Starting at Ammoudi Bay below Oia
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Santorini: Private Diamond 36 Motor Yacht Caldera Cruise

15.Private Diamond 36 Motor Yacht Caldera Cruise

★★★★★★★★★★5.0 · 40 reviews · 3 - 5 hours · from $147

Build your own 3 to 5-hour Santorini cruise aboard the Diamond 36 from Ammoudi Bay. Swim at Thirassia, the volcano, White Beach, or Red Beach, then enjoy fresh BBQ, Greek appetizers, local wine, and a sunset option. Captains such as George, Adam, and Phillip have been praised for attentive service.

“This is highly recommended. We were picked up from our hotel on time without any delays and taken to the area where the Yacht was. Our captains were George and Adam. They were both extremely polite and attentive. The food was delicious and made fresh on the Yacht for us. It was extremely healthy and well made with ample choices. The view while eating the food was serene and a huge highlight. We were taken around the volcano and then back to Oia. We had the Yacht to ourselves and even though you do have to pay more it is well worth it as we just had the most peaceful…”

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Santorini Oia: Private Sunset Catamaran Cruise with BBQ & Drinks - The southern coast brings the best swimming stops
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Santorini Oia: Private Sunset Catamaran Cruise with BBQ & Drinks

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