Top Santorini Sailing Tours - page 3

Sailing Experience from Oia

from $1,668

Board the "Thalassa" in the afternoon and depart to the small port of Nea Kameni volcano for a magical Santorini sunset cruise. Upon arrival at the volcano our guide leads you up to explore the rim of the volcanic crater. Leaving the volcano our sailing boat heads to the Hot Springs and their thermal sulfurous waters, where you can let yourself indulge in the natural-warm and soothing sea. During the remainder of our voyage, our sailing boat docks close to Thirassia giving you the opportunity to escape into the crystal clear and refreshing blue waters. In the meantime the crew prepares a delicious BBQ buffet and you'll enjoy the renowned white local wine. Next we depart for the northern tip of Santorini and the town of Oia. From our sailing boat we have a unique vantage point for viewing and photographing the lovely traditional settlement of Oia. Here you can relax and enjoy the beautiful scenery.

Santorini Sunset Sailing Cruise with Greek BBQ Dinner

Experience some of Santorini’s top sites with this private sailing yacht excursion. After a convenient hotel pickup, capture memorable photos of the Red and White Beaches, admire the Cape’s lighthouse and hot springs, and take a refreshing swim at the island of Thirasia—or do none of that, customizing the adventure as you like. Your captain will be there to get you the most of your time in Santorini.

from $95

Santorini Private Daytime Sailing Cruise with Meal, Drinks &Transfer included

(73)

from $641

Small Group Santorini Catamaran Cruise with BBQ

(16)

Santorini Volcano Half Day Tour

from $143

3.7

(23)

Experience Santorini’s volcanic landscapes from the blue Aegean when you book this great-value catamaran cruise with transfers, BBQ lunch, and soft and alcoholic drinks. Choose between a day cruise, which sails from Amoudi Bay across the caldera to Vlychada Marina, or a sunset cruise, which runs in reverse to capture the perfect sunset. Both include stops at Red Beach, White Beach or Mesa Pigadia Beach, and the Santorini Hot Springs.

from $60

Likely to Sell Out

Comfort Max Catamaran Caldera Cruise with BBQ and Drinks

4.4

(191)

This is not a cookie-cutter approach to cruise sailing! Make your own schedule with us and choose the places you wish to see! Lucky 8 represents a new level of onboard comfort in luxury yachting. Applying a sophisticated design to a day cruiser concept that allows for the gain of massive lounging space and extreme stability, a beamy alternative for classic day cruises! Why choose the Lucky 8 experience? You can create your own itinerary and explore places avoiding the touristy spots! Our captain will be your advisor. Enjoy a super luxury cruising experience with one of the most upscale Power Sunreef Catamaran on the island and premium services. Visit multiple spots of the volcanic caldera and enjoy longer stops at the points of your interest in comparison with conventional catamarans due to the powerful and speedy Sunreef engines.

from $71

Luxury Private Power Catamaran Tour in Santorini

4.5

(8)

3 hours

from $1,906

Cruise Santorini’s gorgeous coast aboard a sailing catamaran, enjoying the luxury and exclusivity of a private yacht as you swim, take mud baths, and use the boat’s snorkeling gear. With a captain and crew to tailor the experience to your group of up to 15 people, you’ll also enjoy a meal of fresh-grilled meat and vegetables, seafood, and traditional Mediterranean dishes that’s perfect for feasting on deck.

Premium Santorini Private Day Tour Elba 45, BBQ, drinks, transfer

(32)

from $596

Santorini Volcanic Sunset Cruise

Likely to Sell Out

3.8

(8)

4 to 7 hoursFree Cancellation

from $66

Likely to Sell Out

A sailing cruise is the perfect way to experience Santorini, but costs can rack up quickly. Keep finances under control when you book this all-inclusive cruise, with hotel pickup and drop-off, snorkeling basics, a seafood and barbecue feast, and free-flow local wine, beer, and soft drinks. You'll visit either Red Beach or White Beach (weather dependent), see the Lighthouse, and stop at Palea Kameni and Nea Kameni islands, including the hot springs.

Deluxe Santorini Sailing with BBQ and Drinks Shared Tour

(138)

Embark on a private sailing adventure around Santorini’s volcanic wonders. Perfect for couples or small groups, this exclusive experience creates unforgettable memories. Start with a visit to the volcanic islet of Nea Kameni, where you can swim in the healing hot springs, feeling the warmth of the waters as you admire the dramatic volcanic landscape. Next, enjoy a snorkeling adventure in the crystal-clear waters, then sail to Santorini’s famous beaches, exploring hidden coves and serene shores. As the day ends, savor a Greek dinner onboard, made with fresh, local ingredients, and sip on the finest local wine as the sun sets over the caldera. This private experience is the perfect blend of romance, adventure, and serenity. Book now for an unforgettable sunset sailing experience that captures Santorini’s beauty.

from $191

Santorini Sailing for Cruise Guests A Volcano and Beach Tour

(1)

from $167

Santorini Oia: Private Sailing Yacht Cruise with Meal and Drinks

(12)

from $447

Set sail on a luxurious semi-private catamaran tour in Santorini, where you’ll explore iconic beaches and relax in volcanic hot springs. Starting from Vlychada Marina, enjoy stops at stunning Red Beach and secluded White Beach, perfect for swimming and snorkeling. A highlight is a visit to the Palea Kameni Hot Springs, offering a unique natural spa experience. Indulge in an onboard Greek BBQ feast while sipping unlimited local wine. With a maximum of 18 guests, this tour ensures personalized service and comfort throughout your 5-hour adventure. - Explore Santorini's famous beaches: Red Beach and White Beach - Relax in the therapeutic Hot Springs - Enjoy an authentic Greek BBQ lunch with unlimited Santorini wine - Experience a semi-private tour with a maximum of 18 guests for personalized service

5 Hour Semi Private Catamaran Tour in Santorini with Lunch

198

Experience the freedom of the open ocean on a private cruise when you book this stylish Lagoon 450 catamaran. Transfer direct from your accommodation in air-conditioned comfort with onboard Wi-Fi, then board your craft, which comes with snorkel gear, and set sail for Thirasia. Savor a Greek feast, washed down with unlimited beer, water, white wine and soft drinks: choose between morning or sunset cruises to fit your schedule.

from $161

Santorini Private Catamaran Cruise

(23)

from $655

• Sail along the iconic caldera, passing volcanic cliffs, the famous Red Beach, and the White Beach. • Swim in crystal-clear waters, explore hidden coves, or relax on deck with champagne in hand. • Enjoy a gourmet meal prepared with local ingredients, plus open bar service with wine, beer, and soft drinks. By the sea • Choose between a daytime adventure or a sunset cruise — with front-row views of Santorini’s world-famous sunset from the sea. Why Choose Us: • We operate the newest, most elegant yachts in Santorini. • Private and customizable – perfect for romantic couples, families, or small groups. • Professional English-speaking knowledgeable crew offering 5-star service. • Free hotel pickup and drop-off included.

Private Yacht Tour in Santorini 'Sunny Zeus' - Open Bar&Transfers

from $1,787

Exclusive Private Cocktail Sailing Tour in Santorini! Set sail on a private adventure through the stunning waters of Santorini with our Cocktail Sailing Tour! Enjoy the island’s beauty, unwind, and indulge in expertly crafted cocktails, all in the privacy of your own boat. Begin with 3 complimentary cocktails of your choice from our exclusive cocktail menu, featuring a variety of refreshing drinks made with premium spirits. As you cruise the coastline, enjoy more cocktails at special prices. Whether you prefer a classic favorite or something unique, our curated cocktail menu has something for every taste. This private sailing tour offers the perfect mix of relaxation, adventure, and luxury, all surrounded by Santorini’s natural beauty. Perfect for couples, families, or friends, this exclusive tour promises an intimate, unforgettable experience. Book your private Cocktail Sailing Tour today and experience Santorini like never before!

Private Cocktail Sailing Tour: Santorini Volcano & Hot Springs

128

from $893

Private Morning Tour Lagoon 400-380 Sailing in Santorini ,lunch, drink, transfer

(45)

from $476

Enjoy the classic tour trusted by thousands of visitors to Santorini for decades. Ideal for cruise travelers, as the boat tour begins at the port of disembarkation. Relax on a wooden traditional Greek boat and visit the active volcano of Santorini, a unique geological park built of lava. Swim in the mud baths created by the many volcanic eruptions. visit traditional Thirassia that will take you back in time 30-40 years and swim in its deep blue waters. Returning you can take pictures from the unique landscape of the village of Oia with its white houses and blue domes from the boat. Is a value for money trip aimed at visitors and families who want to enjoy nature and landscapes and avoid the hustle and bustle of the city. Post unique landscapes and the crystal clear waters of the Caldera.

Santorini 3 Islands Trip by Sailing boat

(2)

5 hours 30 minutesFree Cancellation

from $42

Explore the beautiful caldera of Santorini with your very own chartered catamaran. This full-day cruise sails around the popular Greek island allowing visitors to take in the famous sights such as the lighthouse of Akrotiri, the steep caldera cliffs, the Red Beach, and much more. Swim, snorkel, and soak up the sun and enjoy a traditional Greek dinner, including an open bar and dessert, on board the vessel.

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

(15)

7 hoursFree Cancellation

from $798

Enjoy swimming & snorkeling in the clear blue waters of the Aegean Sea. You can go snorkeling near the shore and experience the amazing underwater activity on the seabed near the Santorini shores. Enjoy traditional Greek dishes! Explore the most unique secret spots of Santorini, where you are invited to discover inaccessible from the land paths. Find Perfect Photo shoot spots for memorable images! Step into the picture of the spectacular overview of Santorini!

Santorini Private Cruise Sightseeing Tour with BBQ and Drinks

(10)

from $506

Santorini Morning or Sunset Romance Private Sailing Volcano Tour

128

from $1,191

Private Yacht Tour in Santorini 'Demetrius' - Open Bar&Transfers

from $3,097

Private Yacht Tour in Santorini 'Bugatti' - Open Bar&Transfers

from $2,144

Private Yacht Tour in Santorini (Technohull) - Open Bar&Transfers

from $1,072

Santorini Fishing Private Cruise boat tour - BBQ, Snorkeling

1 2 3 4

Top Attractions in Santorini

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Attractions

What are people saying about Santorini

John_S, Nov 2025

Private fishing and island tour

The captain and the mate are amazing. They gave me much more than a fishing experience. They gave me a complete education of all the islands and history along with a nice barbecue on the water with the fresh fish I caught and of course they brought fresh salad bread and other sides for me to enjoy. I would highly recommend this fishing tour 21 who loves the open waters to get a great history and education of the islands.

Comfort Max Catamaran Caldera Cruise with BBQ and Drinks

John_G, Oct 2025

Beautiful Rain or Shine

This catamaran cruise was a highlight of our trip. The food was delicious, too. The weather was rainy and it would have been nice to have a text confirmation that we were still on prior to the trip. Also, people should know that you park nearby & must shuttle down to the boat. It was really a very fun experience overall - these are only small tips! Def recommend! Very beautiful experience.

Santorini - Volcano and Hot springs

Noorjhan_A, Oct 2025

3hr leisurely boat trip

Nice 3hr trip on a lovely old fashioned type of vessel. The guide on the trip was very knowledgeable about the volcano and guided us up to the top. There was also a stop for us to try the hot springs and the crew were very mindful of who should swim in the sea.

Santorini Private Sunset Sailing Tour with Dinner, Drinks &Transfer included

Elizabeth_R, Sep 2025

Outstanding personal boat tour!

George was a terrific host, captain and guide! His boat was very comfortable - much better than a standard catamaran- and he took us to unique spots and a terrific swimming area where it was less crowded. Our meal was delicious and we really enjoyed his knowledge of Santorini and the sea. Highly recommend this tour! Well worth the money!

Santorini Caldera Private Sailing Boat Cruise

isabel_l, Sep 2025

Trip of a lifetime!

Trip of a lifetime! Captain Constantine and 1st mate Karina gave us a most wonderful experience. We were picked up at our hotel by Tony in a beautiful Mercedes and transported to the port and our sailing yacht. Taking a private charter for the four of us was the way to go. We had such personalized service that was first rate. We had a beautiful cruise around the caldera to our first swimming spot. Constantine threw some bread in the water to bring the fish out and we were then able to jump in and snorkel or swim. The sailboat was pretty easy to get in and out of even for someone with a bad knee! While we were swimming, Constantine and Karina prepared our lunch. This was much more gourmet than we expected. Grape leaves, mussels with a lemon sauce, Greek salad, grilled chicken and sausage, shrimp saganaki, wine, beer soft drinks… This was not a typical Bbq lunch but a great spread. After lunch we sailed to our next spot and Constantine was able to put the sail up for a short time and that was a treat. Diving into the water again, we had another great swim in the Aegean Sea. I cannot recommend this private tour highly enough!!!! We’ve been on snorkeling trips before in the Caribbean but this was beyond expectations. Constantine and Karina were the perfect pair on our cruise. I loved talking to Karina about her continuing education and her experience in medical school. If you are in Santorini BOOK THIS PRIVATE SAILING CRUISE.

Luxury Small-Group Catamaran Cruise with BBQ, Open bar & Transfer

John_S, Sep 2025

Overall very enjoyable,...

Overall very enjoyable, staff was exceptional, cat in good condition. Expected mixed drinks before after dinner although wine and beer available entire cruise. Food was good. A little disappointed we never stopped to see sunset to take pics etc. overall good experience and would do again.

Luxury Santorini Catamaran Cruise: Lunch, BBQ, Drinks, Transfers

Doug_P, Aug 2025

Santorini Catamaran Cruise

If you are on a cruise ship you will have to make your way to the upper cable car station. if you have to reach shore by ship tender a morning cruise can get dicey to make your pickup time. With that said Luxury Cruises. helped us reach out driver and went out of their way to make sure we made it on time. Once on board, the Catamaran cruise was absolutely wonderful, stopping at several spots to swim and snorkel. However, their were. masks and snorkel but no fins. You may want to bring your own. Food and drinks aboard were delicious and the crew were super accommodating.

Santorini Private Catamaran Cruise with BBQ, Open Bar & Transfers

petermikhail, Aug 2025

Seven Seas- Spiridakos private catamaran cruise in Santorini - 5 Stars

Our experience on the Seven Seas - Spiridakos private catamaran cruise in Santorini couldn’t have been any more spectacular! We were greeted at the pier and guided over to the area where our catamaran awaited. Captain Endri, George, and Bohan greeted us immediately with such welcoming Greek hospitality! We settled in and began our relaxing journey. George did a fantastic job of entertaining us with the history and stories about the area, and he threw bits of food into the water to draw the fish closer while we snorkeled. We’ve snorkeled in many different areas of the world and the locations this crew took us to were unlike anything we’ve ever experienced before! They took such great care of us — always making sure we were having a fantastic time, that we had something to drink, and that we were comfortable. We never had to ask for a single thing! And the food they cooked for us was an absolutely delicious feast — honestly tastier than the restaurants we ate in while we were in Athens! Our kids (15, 13, and 10) simply adored George and had the best time dancing to ABBA songs and doing the Macarena with him as we sailed back into port. We saw other passengers on different catamarans start dancing as well as our music and joyous energy sailed past them — I know they were wishing they were on our boat! This crew provided us with an experience we will never, ever forget. We’ll be booking with Captain Endri, George, and Bohan again in a heartbeat for our next getaway. What an incredible, family-bonding Seven Seas Spiridakos experience—thank you so much, team!

Santorini Sailing Dream Catcher with BBQ Lunch and Drinks

Haris_C, Aug 2025

Argentinian captain the and the 2 Greek NJ boys SANTONIRINI TRIP A++

THE Argentinian captain the and the 2 Greek NJ boys from Bergen County NJ were just amazing. Food , drinks and views kept on coming for 5 hours. Well worth it $$$ best money spent in Greece. Plus the Argentianians play list was Awesome. I went with my wife and 2 boys(19) and (16yrs ) they loved every second of the trip.

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

Stan_R, Jul 2025

Best day!

Amazing experience! By far the highlight of our trip! Captain went slow and ride was so relaxing I actually fell asleep on the way back to the port. Comfortable seats/cushions are on the front. The assistant was very attentive, kept our drinks full the whole day. Food was absolutely delicious and was a feast! Assistant also was an excellent photographer and took pictures of us throughout the day.

Santorini Caldera Sunset Sailing Cruise with Dinner and Wine

Maritza_D, Jul 2025

Amazing experience, very welcoming, superb tour!

This tour was the perfect activity to wrap up our trip to Greece. Toto, the tour guide was phenomenal on the way up to the volcano, during dinner, and dancing on the boat. The views from the boat were breathtaking, the food was excellent, the swimming was very refreshing. Everyone on the hast was very courteous and welcoming. Lifting the sails on the boat to see the sunset made it even more memorable. I highly recommend this tour. Truly out of this world!

Santorini Luxury Sailing Catamaran Cruise with BBQ, Drinks and Transfer

Perri_S, Jun 2025

Fun activity in Santorini!

Fun activity for family! Had a great time, good food, and the staff were very nice and friendly. Some things to note but didn’t detract from the experience: The catamaran only motored (no sail). Even though you pass through some sites, not much was told about them. Also you get dropped off at a different port than where you started.