Top Santorini Sailing Tours - page 3

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

Santorini Volcano Sunset Cruise with Dinner

6 hoursFree Cancellation

4.4

(28)

from $130

Likely to Sell Out

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

(85)

from $487

Santorini - Volcano and Hot springs Boat Trip with Bus Transfer

3 hoursFree Cancellation

4.0

(99)

from $52

Likely to Sell Out

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

7 hoursFree Cancellation

(16)

from $777

Enjoy a premium sailing experience on a semi-private catamaran cruise in Santorini, limited to a maximum of 15 guests for a more comfortable and personalized atmosphere. Choose between a refreshing morning cruise or a magical sunset experience and sail along the stunning Caldera. Discover Santorini’s most iconic locations, including Red Beach and White Beach, with stops for swimming and snorkeling in crystal-clear waters. Continue your journey to the Volcano Hot Springs, where you can enjoy a unique swim in warm, mineral-rich waters. Along the way, take in breathtaking views of the cliffs of Oia, Imerovigli and Fira. On board, relax and enjoy a freshly prepared BBQ meal, drinks and friendly service from the crew in a relaxed and welcoming environment. The sunset cruise ends near the Akrotiri Lighthouse, offering one of the most breathtaking sunset views in Santorini. Perfect for couples, friends and travelers looking for a high-quality shared experience with limited group size.

Small Group Santorini Catamaran Cruise with BBQ

Small Group Santorini Catamaran Cruise with BBQ

Santorini Oia: Private Sailing Yacht Cruise with Meal and Drinks

(16)

from $139

Likely to Sell Out

(12)

from $435

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

(60)

from $464

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

(32)

from $695

Santorini Oia: Private Sunset Cruise with Fresh Fish BBQ & Drinks

6 hoursFree Cancellation

(41)

from $869

Many Santorini sailing tours can be overcrowded—but this small-group excursion offers a more personal way to explore the island. Set sail on the Aegean Sea from Vlychada Marina, and look out for key sights from the Red Beach and Palea Kameni to the Akrotiri Lighthouse. Along the way, drop anchor to swim and snorkel in the clear water, enjoy a freshly prepared meal, and admire the sunset over the caldera.

Sunset Caldera Sailing Cruise

Santorini Sailing Dream Catcher with BBQ Lunch and Drinks

4.8

(98)

from $145

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).

4.8

(688)

from $139

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

Discover the enchanting beauty of Santorini with a full-day private tour that combines breathtaking land exploration and an exclusive boat cruise. Start in Fira, exploring iconic sites like Oia, Pyrgos, Red, and Black beach, before sailing the caldera's stunning coastline. This personalized adventure includes a luxury vehicle, expert guide, and unlimited drinks and snacks onboard your private boat, making it perfect for all ages and cruise passengers. With a flexible itinerary, you can customize your journey to see the best of Santorini at your pace. - Full-day private tour combining land and sea experiences - Explore stunning landmarks like Oia, Fira, and the Red Beach - Enjoy a private boat cruise with unlimited drinks and gourmet snacks - Convenient pickup and drop-off included

4.8

(1,707)

from $174

Special Offer

Santorini Nea Kameni Private Catamaran Sailboat Experience

Santorini Nea Kameni Private Catamaran Sailboat Experience

8 hoursFree Cancellation

Sail in style and comfort aboard our luxurious catamaran, designed for an unforgettable Santorini experience. Unlike crowded tours, our cruise takes on board up to 10 passengers, offers intimate spaces, attentive service, so you can truly enjoy the island at your pace. Dive into crystal-clear waters at hidden coves like Mesa Pigadia, float in the volcanic hot springs of Palea Kameni, and admire the striking cliffs of Red and White Beaches—all from the comfort of your spacious deck. Enjoy fresh local snacks and drinks, breathtaking sunset views, and a chance to capture stunning photos without the crowds. Whether you’re seeking relaxation, adventure, or romance, our catamaran cruise delivers a personalized and unforgettable journey, showcasing Santorini’s beauty like no other tour.

Catamaran 5 hours cruise with lunch

• 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.

(3)

from $168

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

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

Set sail in luxury aboard your own private catamaran and discover the beauty of Santorini on a fully personalised sailing experience. Relax, swim, snorkel, and explore at your own pace while our experienced crew takes care of every detail. Departing from the picturesque port of Vlychada, you'll cruise along Santorini's spectacular coastline, passing the White Beach, Indian Rocks, and the historic Venetian Lighthouse. Enjoy your first swim stop at the famous Red Beach or the secluded Mesa Pigadia Beach, where crystal-clear waters are perfect for swimming and snorkelling. Sail into the breathtaking Caldera and stop at the volcanic Hot Springs before continuing to the peaceful island of Thirasia. Here you'll enjoy another swim followed by a freshly prepared Greek lunch with BBQ and an open bar featuring local wine, beers, soft drinks, and water. Your private cruise can be tailored to your preferences. Hotel and cruise ship transfers are included for a seamless, stress-free day.

from $1,043

Per group

Santorini Private Catamaran Cruise and Therasia Island

Santorini Private Catamaran Cruise and Therasia Island

(9)

from $927

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

(44)

from $580

Half day Private Sailing cruise in Santorini island up to 6 pax

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.

(6)

from $1,043

Per group

Santorini Sunset Sailing Cruise with Greek BBQ Dinner

Santorini Sunset Sailing Cruise with Greek BBQ Dinner

Santorini Catamaran cruise Tours will be memorable for family and friends for long time with our 13 meter with a very experienced crew. Let our professional crew of the show you the captivating blue crystal waters and the breathtaking sunset of the Caldera. Enjoy the cruise while relaxing on the waves, sunbathing and watching the magnificent sunset or the beautiful view of Santorini during day time Day Time Tour Itinerary : The cruise starts from Vlychand Port at 10:00AM We are the only Catamaran Cruise tour that goes all around Santorini Island. We start from the East side to South then west to see the Volcano, Hot springs, Fira, Act then we go Noth by Oia Village and we and up on the East side again where we start.

from $93

Santorini Catamaran cruise

Cover ground you couldn’t hope to cover independently on this action-packed 2-day Santorini bus tour. Experience red and black sand beaches, the Monastery of Profitis Ilias, Emporio village, Akrotiri archaeological site, a wine tasting and sunset. The next day, cruise to an active volcano, swim in volcanic hot springs, and visit cute Thirasia island. Your package includes guiding, transfers, cruise and wine tasting but excludes entrance fees, meals and accommodation.

(1)

from $156

2-Day Santorini Bus Tour with Volcanic Cruise

2 daysFree Cancellation

Santorini Caldera Sailing Tour with BBQ Lunch and Drinks

(4)

from $116

Explore Santorini's beautiful caldera on this sailing tour

Santorini Private Tour Half-Day Sailing Platinum Catamaran Cruise

(308)

from $220

(9)

from $1,429

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

1 2 3 4

Top Attractions in Santorini

1 / 2

Attractions

What are people saying about Santorini

Cindy_H, Jul 2026

Wow!

What an incredible experience on the Anna catamaran! Roomy and comfortable, The crew was top notch, appearing before we had to ask to refill our cups of wine and anticipated our requests! The food was delicious and plentiful! And the views were too die for! Swimming in the Aegean was a cold but awesome experience! And the fellow passengers were friendly and fun to be with! The crew was personable and knowledgeable. A great time was had by all!

Santorini Caldera Sunset Sailing Cruise with Dinner and Wine

Brian_T, Jul 2026

Great Experience. Highly recommend

Had a great experience with my girlfriend and would highly recommend. My only recommendation would be cautioned that the sulfur during the first swim will stain and ruin your cloths and the music was uncomfortably loud on the return but was only for a brief time. Other than that the whole experience was amazing and we absolutely enjoyed the experience from pickup to drop off and would highly recommend it to any one traveling to Santorini.

Santorini Sunset Cruise in Caldera

Mimi_G, Jul 2026

Amazing Experience with Konstantinos!

We had a great time on our sunset Santorini caldera cruise! The guided tour to the volcano was incredibly informative, and swimming in the hot springs was such a unique experience. Our guide, Konstantinos, was excellent and provided fantastic information throughout the whole cruise.He was exceptionally friendly and went above and beyond to make the trip special, even playing some music and singing for us during the sunset. It made the entire experience so much more enjoyable. Highly recommend!

Santorini Gold Catamaran Cruise with BBQ, Drinks and Hotel Pickup

Tylo_R, Jul 2026

100% Recommendable!

This was, without a doubt, the absolute highlight of our Santorini trip! From the moment we booked until we were dropped off afterwards, everything was perfectly organised. The pickup, transfer to the catamaran, and communication throughout the entire experience were seamless and made everything completely stress-free. The cruise itself was simply breathtaking. The views were absolutely spectacular, the atmosphere was fun and relaxing. It's a memory that we'll treasure for years to come. A huge thank you to the incredible crew! They were warm, friendly, professional, and genuinely passionate about making sure everyone had an amazing time. They went above and beyond by offering to take photos, answering questions, and making each guest feel welcome and looked after. Another shout-out for the incredible food served during the cruise! Swimming in the crystal-clear blue waters was definitely one of the highlights and is an absolute must! The crew also provided goggles and floating noodles, making the swimming stops even more enjoyable. If you're visiting Santorini, don't hesitate to book this experience. It was worth every cent and exceeded all of our expectations. We couldn't recommend it more highly!

Santorini Private Catamaran Cruise with BBQ, Open Bar & Transfers

Nina_Z, Jun 2026

This experience was the...

This experience was the highlight of our time in Santorini!! Our catamaran from Spirdakos was in pristine condition. Our crew- Yanis, Vito and Zina were fantastic. They were professional and attended to our every need. We saw amazing scenery. Had several stops for swimming and they cooked us a fantastic lunch- one of our best meals on the trip. We saw lots of catamarans from this company on the water and they are clearly a very well run, organized company with amazing boats and great crews. I usually have sea sickness and had none on this boat. This will be one of our best memories of our trip to Greece. Worth every penny!! I can’t say enough about how amazing it was. And our driver Kostas that got us back and forth to the dock was awesome too!! Gave us some history of the island and was also waiting for us after our boat ride. Highly recommend this excursion!!!

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

Jacqueline_S, Jun 2026

Catamaran Cruise

Great way to see the different island formations. The crew was fabulous — knowledgeable and funny, but always put safety first. Delicious meal on board also. They provide blankets for the latter part of the cruise as watching the sunset can get chilly on the water. Definitely recommend.

Santorini Luxury Sailing Catamaran Cruise with BBQ, Drinks and Transfer

Andrew_B, Apr 2026

Very pleasant catamaran cruise.

Very pleasant. Pick up was on time, boat departure was prompt and well organised. Cruise was very pleasant. We met and chatted to a dozen very pleasant people from around the world. BBQ lunch was tasty and varied. Ample drinks of all types. Maybe could have offered tea and coffee as well. Disembarkation was also efficient and mini bus transfer was also efficient. 3 swim sports offered. I Had a swim at red beach where we were out of the wind. A little coolish to start with for a 74 year old Aussie at the end of April but fun anyway. Nice sunny day with about 20km wind from the north west. Good day out and recommended.

Santorini Fishing Private Cruise boat tour - BBQ, Snorkeling

Danielle_G, Nov 2025

Unforgettable Fishing Trip with Pirate Captain Makis!

Our fishing trip in Santorini with Pirate Captain Makis and first mate Elias was one of the absolute highlights of our entire vacation! From the moment we stepped on board, Captain Makis made us feel welcome, safe, and ready for an adventure. They are genuinely nice guys—equal parts knowledgeable fisherman and entertaining “pirate”—and kept the experience relaxed, enjoyable, and full of laughs. The fishing itself was incredible, but what made the trip truly special was the amazing meal he prepared right on the boat. He cooked the fish my husband caught along with some homemade tomato fritters, and it was honestly one of the best meals we had in Greece. Simple, fresh, and absolutely delicious. Eating a meal you just caught, overlooking the caldera, felt unforgettable. Captain Makis’ passion for the sea, storytelling, and hospitality shines through every moment of the tour. Whether you’re an experienced angler or trying fishing for the first time, you’ll feel completely taken care of. We left with great memories, beautiful photos, and full hearts. We can’t recommend this experience highly enough. If you’re visiting Santorini, don’t miss a day out on the water with Pirate Captain Mikos—it was pure magic!

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 Caldera Private Sailing Boat Cruise

Danna_S, Sep 2025

Sailing and lunch with a side of snorkeling and swimming

From pick up to drop off it was perfect. Constantine and Karina had the best meal made for us of shrimp mussels salad chicken sausage bread the best appetizer bevies and yogurt with sour cherries. The swim/snorkle areas phenomenal. They shared their knowledge along the way. I would highly recommend. We did 10 am trip.

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

Boris_N, Aug 2025

Great catamaran tour

Great catamaran tour overall, and the crew was excellent as well. We got to see various parts of Santorini that could be better appreciated from the water, though we would have enjoyed more time sailing in the caldera. The lunch prepared on board was very good as well. Hotel pick-up and drop-off were smooth as well. Some communication from the company was a bit harsh - such as, tour cancellation if you are 10 min late for the pick-up and the requirement to bring passports, although no one every asked for them. It was not a problem for us as we are usually on time, but the messaging could have been a bit softer and friendler.