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Oia Sailing trips & boat tours

Our most recommended Oia Sailing trips & boat tours

Santorini: Volcanic Islands Cruise with Hot Springs Visit

1. Santorini: Volcanic Islands Cruise with Hot Springs Visit

Sail from Athinios Port to small islands that are home to volcanos, hot springs, and traditional villages. Enjoy some free time on each island, enjoy the fantastic views and charming atmospheres of typical Greek countryside. Set sail from Athinios and enjoy live commentary on board throughout the journey. First stop at Nea Kameni where you can take the path to the crater of the active volcano as you enjoy free time to explore the island. Next, head to Palea Kameni, and swim in the volcanic hot springs. Return to the boat for a short sail to Thirassia, where you’ll have free time to explore this charming village. Then, visit Manolas, accessed by winding stairs, or by a donkey ride up to the village. There is the option of extending the tour in Oia to admire the panoramic views and a spectacular sunset. If this option is selected, after the end of the boat ride you will be transferred to Oia. Please meet your bus at the meeting point 15 minutes after the sunset.

Santorini: Premium Catamaran Cruise with Fresh BBQ & Drinks

2. Santorini: Premium Catamaran Cruise with Fresh BBQ & Drinks

Climb aboard the 74-foot Ocean Voyager or the 80-foot Tahiti catamaran for a 5-hour cruise around Santorini in the Aegean Sea. Set off on a journey of discovery that will first take you to the hot springs, then the Red Beach, and finally the White Beach. Swim and snorkel and tuck into a delicious meal onboard. Start your adventure with a comfortable hotel pickup and set sail for beautiful Red Beach to swim and snorkel for 30 minutes. Continue to a secluded White Beach, only accessible from the sea, for more swimming and snorkeling in the shadow of the towering white cliffs. Onboard the catamaran, savor a barbecue supper of salads and grilled meat and veggie options. Continue sailing inside the crescent-shaped Caldera, close to the volcano, and enjoy a final dip in the Hot Springs, before sailing back to Oia as the day ends with a spectacular sunset.

Santorini: Catamaran Caldera Cruise with Meal and Drinks

3. Santorini: Catamaran Caldera Cruise with Meal and Drinks

Enjoy the spectacular beauty of the Caldera and the beautiful Santorini sunset, while sailing with a luxury catamaran. Select from the Day Cruise or Sunset Cruise options which both offer a unique chance to admire Santorini’s beauty, sailing through the deep blue waters of the island. Start your Day Cruise journey from the old port of Ammoudi and head to Thirassia Island, a fishermen’s island ideal for swimming and admiring the unique view of Manolas village. Explore the unmanned volcanic beaches or sunbathe on the deck. Feel the energy of the volcano while heading to the hot springs. Sail towards the Black Mountain and the big light house south of the Caldera, as you head to the White Beach and the Red Beach for a swim when anchored, a delicious lunch is served onboard with wine and dessert. The Sunset Cruise begins with a stop at the Red Beach for a refreshing swim and stops at all the same locations as the Day Cruise. On the Sunset Cruise, enjoy dinner with wine and dessert served onboard.

Santorini: All-Inclusive Luxury Catamaran Small Group Cruise

4. Santorini: All-Inclusive Luxury Catamaran Small Group Cruise

Explore the clear Mediterranean waters of the Santorini Caldera on a brand new Lagoon 450 catamaran. Make 2 swimming and snorkeling stops, then feast on a barbecue meal.  Once out on the water, the first stop of the tour will be a 30-minute visit to Red Beach, so named for its bright sand. After some relaxed swimming and great snorkeling, get back aboard the sailboat and continue to White Beach, featuring equally striking rock colors and more excellent swimming and snorkeling.  After swimming, the crew members will serve a delicious barbecue meal onboard. From there, take some time to take in the views from the beach before sailing past the beautiful uninhabited islands of Aspronissi and Akrotiri.  The tour's last stop will be at the hot springs for 30 minutes of relaxation, with the chance to go for a soak in the springs. The tour finishes at the port where you'll board a minibus for a transfer.

Santorini: Luxury Small Group Catamaran w/ Meal & Open Bar

5. Santorini: Luxury Small Group Catamaran w/ Meal & Open Bar

Drop anchor on a luxury catamaran tour around the Santorini caldera while enjoying a delicious traditional meal with refreshing drinks from the open bar. Sail in the morning or at sunset on a cruise with a maximum of 20 guests. After being picked up from your hotel, unwind as you’re taken straight to the port. Take advantage of the snorkeling opportunity with a half-hour stop off the coast of Red Beach, plus 1.5 hours to snorkel in the sea caves of White Beach. Bathe in the lagoon’s hot springs and snorkel in clear waters. Taste the flavors of Greece on board a menu of local Santorini delicacies for lunch or dinner, depending on the time of day you choose, with meat and vegetarian options. The menu includes barbecue skewers, dolmadakia (rice-stuffed vine leaves), Greek salad, and other local dishes. Sit back and unwind with a post-meal cocktail and music. Stay refreshed with unlimited drinks on board, including local white wine, Greek beer, and soft drinks. Continue past the two uninhabited volcano islands of Palia Kameni and Nea Kameni and take in other sights such as Aspronisi island and the Akrotiri lighthouse. Later the cruise sails in the caldera below the town of Fira and past the old port. If you chose the late afternoon option, stop below the village of Oia and be wowed by the striking sunset lights adorning the skies with vibrant, pastel colors. This is sure to be an unforgettable highlight to an already unforgettable cruise experience. At the end of your Santorini excursion, relax as your minibus driver conveniently drops you back at your hotel.

Santorini: Private Riva Yacht Cruise with Meal & Open Bar

6. Santorini: Private Riva Yacht Cruise with Meal & Open Bar

Discover the beauty of the Santorini in a different way aboard the Rolls Royce of yachts, a Riva. Take a private cruise and explore the highlights of the island. Savor a meal at a Greek tavern and enjoy an open bar throughout the cruise. Admire a spectacular sunset if you select the sunset option. After pickup at your transformation, get transferred to the port of Vlychada, where the cruise begins. Board the Riva yacht and experience its timeless beauty up close. Set off on your boat tour, and make your first stop near Red Beach for a refreshing swim. Continue to the White Beach, Black Mountain, and Akrotiri Lighthouse at the southern end of the caldera. Soak up views of the unspoiled volcanic beaches where the spectacular colors will amaze you or just sunbathe on the deck. Head toward the hot springs and feel the energy of the volcanoes and the spirit of Santorini. Upon arrival, discover the magic of geothermal energy swimming by taking a dip in the thermal springs of the volcanoes. Your next stop is Thirassia Island, a fishermen’s island. There, enjoy a delicious meal in a traditional Greek tavern with an open choice among fish or meat or vegetarian menus with white local wine. While on Thirassia, take another swim, if you like, and admire the unique view of Manolas village. The cruise ends with a bottle of semi-sweet sparkling wine and fresh seasonal fruits before you are dropped off back at your hotel.

Santorini: Private Catamaran Cruise with BBQ Meal and Drinks

7. Santorini: Private Catamaran Cruise with BBQ Meal and Drinks

Embark on a private cruise to discover the beautiful volcanic landscape of Santorini’s caldera. Explore with your own personal captain and personalize your tour route to suit your needs and interests. Choose between a daytime or sunset experience. Hop on board your private catamaran and start your cruise from the picturesque Ammoudi Bay. Visit Thirassia a fishermen’s island ideal for swimming and admiring the unique view of Manolas village, where time seems to have stopped. Feel the energy of the volcano and admire the whitewashed cliffs at Aspronissi while heading to a hot spring. Sail past White Beach, Mesa Pigadia, and Red Beach and discover hidden caves and coasts only accessible by boat. Cruise by Fira Old Port, situated under photo-worthy cliffs created by mother nature. Enjoy a BBQ meal with fresh and grilled Greek delicacies paired with Santorinian wine. Cheers to your trip at a shaded table on the sun deck as you make your way back to Ammoudi Bay. Meal Menu (Vegetarian and Vegan options available upon request): • Traditional Greek mezedes (tzatziki, dolmadakia, Greek salad, pitta bread, seafood pasta)• BBQ main course (chicken fillet or pork chops)• Open bar (Santorinian wine, Greek ouzo, beer, juice, and water)• Traditional dessert

Santorini: Luxurious Catamaran Cruise with Meal & Open Bar

8. Santorini: Luxurious Catamaran Cruise with Meal & Open Bar

Sail along the caldera and explore the scenic beauty on a luxurious catamaran cruise. Dive into the waters of the Red and White beaches of Santorini for swimming or snorkeling before marveling at the magical sunset colors of the skyline. Sail to Santorini's famous hot springs and swim for half an hour. Continue beyond Aspronisi Island, Akrotiri, the Indian rock, and the Ancient lighthouse to reach the next stop at the Red Beach, where you can swim and snorkel for another half an hour.  Sail to the White Beach area on a 1.5-hour cruise and enjoy a barbecue feast before another round of swimming, snorkeling, or relaxing on board the catamaran. Return to Ammoudi and, if enjoying the sunset tour, experience the sunset from the sea.

Santorini: Private Day Cruise with a BBQ meal and Open Bar

9. Santorini: Private Day Cruise with a BBQ meal and Open Bar

Set out on a morning sailing adventure. Depart from the picturesque settlement of Oia at the postcard-like Ammoudi port. The morning cruise takes you to the volcanic archipelago and allows you to see up close the islet of Thirassia. Enjoy a great swim here. Continue to the volcanic islands and hot springs with therapeutic water for snorkeling or swimming. Sail along the emblematic Caldera coastline, by the Black Rock of the Indian and the lunar-shaped beaches of the island. Admire the unearthly Black Mountain Beach, White Beach and Red Beach, which is where lunch, dessert, and wine are served. Finish the cruise at the picturesque beach of Vlychada.

Santorini: Private Customizable Cruise with Meal & Drinks

10. Santorini: Private Customizable Cruise with Meal & Drinks

Embark on a sunset cruise around Santorini by private motorboat with a walk-around deck. See the island from another perspective and stop more easily at sites not reachable by car. Spend a relaxing day at sea and let the crew take care of the rest.  Depart from the Vlychada Marina at 10:30 or 15:30 PM. Make stops at a number of beautiful spots to relax, swim, and snorkel including Vlychada Beach, Red Beach, White Beach, Indian Rock, the Venetian Lighthouse, Aspronisi, Thirasia Island, Oia, Imerovigli, Firostefani, and the Fira old port. Explore Santorini from another perspective. See a number of different stunning natural formations including the volcano, hot springs, and black lava rock. Sit back and keep your camera ready to get a shot of the magical sunset on board. Enjoy complimentary cold soft drinks and refreshments on board as well as free Wi-Fi, bluetooth music streaming, sunsade on aft cabin and captains cockpit, snacks and unlimited drinks. Make a stop for a meal at a traditional Greek restaurant on Thirasia Island, with local wine and cold beer. Your captain is at your disposal for any route change requests and to make your sea excursion an absolutely personalized experience (depending on the weather conditions).

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What people are saying about Oia

Overall rating

4.6 / 5

based on 3,615 reviews

This was absolutely amazing. The hotel pick up and drop off is great cause you don’t have to worry about extra transport. The staff on the boat were so nice, the food was great and the overall energy was perfect. There were plenty of opportunities to get in the water (I didn’t do that but watched others enjoy their time in the water). As a solo traveller, I really enjoyed being able to connect with others but also have plenty of space and time to enjoy the views and scenario alone. I highly recommend this experience. 10/10

It was truly breathtaking. The captain and the guide were very kind and gave all instructions. The guide even called my phone before the boat left the harbor just to make sure we were coming. The first stop is the volcano hill climb which was amazing and beautiful. So many beautiful sights, it was truly one of a kind. 2nd stop was the hotsprings, It really was warm hotub feeling once you swim over, the boat can only get so close. Hightly recommend.

I booked this as a gift, it was perfect and definitely worth the cost in my eyes. The food and drinks were plenty too. the sightseeing and swimming opportunities were great. The people we went with were friendly which made the experience in itself. Would highly recommend.

Great tour! The company was very organized - we had a wonderful time. Definitely recommend during your trip!

Nice trip to explore the volcanic mountain and swim in the sea. Beautiful views, really enjoyed it.