Top Santorini Sailing Tours - page 2

Santorini Volcanic Islands Cruise: Volcano, Hot Springs and Thirassia

3.9

(375)

Free Cancellation
6 hours

from $59

Step aboard our catamaran with Santorini Yachting Cruises, and join us for an incredible sailing adventure! Our Santorini day cruise sets sail from the picturesque port of Vlychada, weaving through the Aegean Sea with a first glimpse of the striking Red Beach, setting the stage for an exhilarating swim. As we navigate past the White Beach, the Indian Rocks and the iconic Venetian Lighthouse, our Sailing voyage unfolds. The highlight of our journey awaits as we enter the awe-inspiring Caldera, leading us to a stop at the renowned Hot Springs of the volcano for a rejuvenating swim. We conclude our adventure with a stop at Mesa Pigadia Beach in the island's southern reaches, where you can relish a delightful break for swimming and a traditional Greek lunch & drinks on the Catamaran. We then set sail back to Vlychada, offering you the perfect opportunity to capture the breath-taking beauty of the Caldera, enhancing the conclusion of your sailing journey with the best views of Santorini.

Santorini Catamaran Cruise: with Lunch, BBQ, Open Bar, Transfers

(199)

Free Cancellation
5 hours

from $129

Likely to Sell Out

Take a break from the beach with this cruise around Santorini's volcanic islands. Sailing from spot to spot on a traditional Greek caïque boat, explore the volcano at Nea Kameni (entrance at own expense); relax in the sulfur hot springs off Palea Kameni; and enjoy free time to explore Thirasia. After your cruise, transfer to the village Oia to watch an Aegean sunset from Santorini’s cliff edge.

Santorini Volcanic Islands Cruise: Volcano,Hot Springs,Thirassia and Oia Sunset

3.9

(139)

Free Cancellation
11 hours

from $67

See the highlights of Santorini from the water's edge on this luxurious, half-day catamaran tour. Pick from morning or afternoon tour times and, following hotel pickup, you’ll be transferred to the port. Once aboard, set sail on a sightseeing tour, and see highlights including the Red Beach, White Beach, Santorini’s caldera, and more. This private tour also includes multiple swimming stops, a full meal on board, and unlimited drinks.

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

(80)

Free Cancellation
5 hours

from $494

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.

Santorini Private Catamaran Cruise

(23)

Free Cancellation
5 hours

from $706

Santorini Sunset Cruise in Caldera

4.6

(10)

Free Cancellation
4 hours

from $53

Santorini Sailing Dream Catcher with BBQ Lunch and Drinks

(560)

Free Cancellation
5 hours

from $141

Discover a new perspective on the beaches, bays, and islands around Santorini—and enjoy a more personal sightseeing experience—on this small-group, half-day catamaran cruise. Jump offboard to swim and snorkel at the Red and White Beaches; take a dip in the volcanic hot springs; and tuck into a delicious BBQ lunch on-board. Pick between morning and afternoon departure times hotel pickup and drop-off is also included for your convenience.

Santorini Small-Group Catamaran Sailing Trip(BBQ,drinks, transfer)

(215)

Free Cancellation
5 hours

from $153

Relax and unwind as we chart a course through tranquil waters, offering half and full-day trips that allow you to savor each moment at your own pace. Our commitment to 'slow living' extends beyond the journey itself, with carefully curated snacks and homemade pies crafted with love and attention to detail. But the true magic lies in our custom off-grid experiences, where you can disconnect from the chaos of modern life and reconnect with the simple joys of nature. Whether it's a leisurely sail around Santorini or a multi-day adventure to nearby islands, the Kymatia invites you to embrace the beauty of slow living on the open sea. Join us aboard the Kymatia and experience a voyage where time stands still and every moment is savored. Book your sailing escape today and rediscover the art of living in harmony with the sea

Sailing Experience from Oia

Free Cancellation
6 hours

from $1,647

Santorini’s sunsets are famous the world over, and there’s few more indulgent ways to see one than from your own private sailing yacht. This 44-foot (13-meter) yacht has space for up to 10 travelers, while the friendly crew will provide not only free-flow beer, wine, water, and soft drinks, but a full dinner. See Red Beach, White Beach, and Palea Kameni before anchoring at Thirassia Island for your sunset feast.

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

(145)

Free Cancellation
5 hours

from $633

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

Free Cancellation
5 hours

from $94

3.7

(23)

Santorini Volcano Half Day Tour

Free Cancellation
6 hours

from $59

A rare balance between elegance and performance! Oceanis 46.1 possesses all the features of a large cruising yacht. Its stepped hull and a large number of clever customizable fittings make it easy to sail and pleasantly comfortable. The magic of the island unfolds in front of you, giving you the chance to have a completely personalized trip by visiting the nicest spots of the island and living a unique experience. Arrange a private day or sunset cruise or a full day in the Caldera of Santorini and discover the beauty of the Aegean Sea in a completely different way, relax and enjoy the sun and the sea breeze.

Santorini: Caldera Private Sailing Boat Cruise with Beneteau Oceanis 46.1

(15)

Free Cancellation
5 hours

from $518

Explore Santorini in style with this private sailing charter. You'll start with a visit to Red Beach for some swimming and snorkeling before heading onwards to the picturesque White Beach. You'll then sail past the 19th-century Akrotiri Lighthouse before heading to the caldera for swimming and snorkeling at the Nea Kameni Hot Springs. You'll wrap your trip up with more snorkeling and swimming off the island of Thirassia.

Santorini Caldera Private Sailing Boat Cruise

(48)

Free Cancellation
5 hours

from $941

Live the dream and reach parts of Santorini that only boats can access when you book this stylish catamaran cruise, available as daytime or sunset options. Bathe in the healing waters of Santorini Hot Springs; snorkel in the crystal sea off Thirasia island; and savor a hearty meal with seafood, Greek signatures, a glass of Prosecco and an open bar. Your comprehensive package includes guide and hotel transfers.

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

(2,985)

Free Cancellation
5 hours

from $129

Explore the hidden gems of Santorini and cruise through the caldera, a must-do for any visit to the island. This morning or sunset cruise is operated by catamaran, offering a faster and more stable ride. Spend your time sipping on local wines and beer, indulge in a seafood and barbecue dinner, swim and snorkel in crystal-clear waters, and take a dip in the hot springs. The afternoon cruise ends with a famous Santorini sunset.

Santorini Platinum Catamaran Cruise with Meal, BBQ and Open Bar

(728)

Free Cancellation
5 hours

from $118

Mesa Pigadia dinner time close to sunset

The limited number of participants makes this catamaran sailing experience unique and different. At most, 12-20 guests take place on this catamaran sailing tour. It is a less crowded experience, more personalized. In this semi-private experience, you can interact with the other participants and get to know people from different areas. Moreover, safety is guaranteed by the captain and highly professional crew. The variety of freshly prepared Greek dishes with local flavors and ingredients and the captain and crew's hospitality are other highlights of this sailing experience. Please note that the itinerary may change due to weather conditions or safety regulations on the day of sailing. The captain and crew prioritize your safety and well-being. Local Insider Tip: When you visit the hot springs, remember that the water has a unique rusty color due to the volcanic minerals.

Sailsational Luxury Santorini Catamaran Sunset Cruise with Dinner

(15)

Free Cancellation
5 to 6 hours

from $223

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.

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

(73)

Free Cancellation
5 hours

from $633

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.

Likely to Sell Out

Comfort Max Catamaran Caldera Cruise with BBQ and Drinks

4.4

(191)

Free Cancellation
5 hours

from $71

Santorini Private Tour Half-Day Sailing Platinum Catamaran Cruise

(8)

Free Cancellation
5 hours

from $806

Santorini Fishing Private Cruise boat tour - BBQ, Snorkeling

(355)

Free Cancellation
5 hours

from $500

• 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

Free Cancellation
5 hours

from $1,764

3 to 5 Hours Private Yacht Experience

427

Free Cancellation
3 hours

from $941

Admire a perspective of Santorini’s beaches, hot springs, and caldera that many visitors miss on this luxury or group catamaran cruise. Enjoy a stop to bathe in the warm springs of Palea Kameni, and snorkel or sightsee at the island's Red Beach. While aboard, sip local white wine and beer, and enjoy a delicious Greek meal prepared onboard. Finally, admire picture-perfect sunset views before the tour ends (if option selected).

Santorini Catamaran Cruise with Swim-Stops, Greek Meal and Sunset

(1,695)

Free Cancellation
5 hours

from $176

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Top Attractions in Santorini

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What are people saying about Santorini

Santorini Fishing Private Cruise boat tour - BBQ, Snorkeling

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.

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 Private Catamaran Cruise with BBQ, Open Bar & Transfers

Rebecca_D, Sep 2025

Great day on the water. Viator has awful customer service, book direct!

What a wonderful outing we had. The boat and staff were phenomenal. It was one of the best meals we had in Greece. I would take this trip daily if I could! BOOK directly with the boat company. Viator screwed up the reservation and they are trying to charge me for it. Just call the company directly and you won’t regret it.

Santorini Caldera Sunset Sailing Cruise with Dinner and Wine

Faisal_A, Sep 2025

I went solo and made...

I went solo and made friends so fast there. The crew members are so friendly and amazing. The vibe in the boat is great and fantastic. I recommend it as a solo traveler and based on the couples I met there. The food is a buffet and it includes different types of foods (all Greek) and it’s delicious.

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 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 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.