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Oia Sailing trips & boat tours

Our most recommended Oia Sailing trips & boat tours

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

1. 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: All-Inclusive Luxury Catamaran Small Group Cruise

2. 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: Volcanic Islands Cruise with Hot Springs Visit

3. 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: Luxurious Catamaran Cruise with Meal & Open Bar

4. 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: Premium Catamaran Cruise with Fresh BBQ & Drinks

5. 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 Caldera: Panorama Winter Cruise

6. Santorini Caldera: Panorama Winter Cruise

Enjoy a unique winter sailing experience in the Caldera of Santorini, visiting this sea area’s highlights but also admiring the beauty of the magnificent sunset. This area remains an all-seasons spectacular snapshot, providing incredible views of the sunset. The cruise route starts from the port of Vlychada, passing by the red and white beach. You will take a short stop at Black Mountain, before sailing close to the lighthouse south of the Caldera. Afterwards, you will be directed to the hot springs of the volcano. Your next stop will be in Thirassia, where the lunch will be served. Continuing towards the port of Ammoudi, you will have the opportunity to enjoy the spectacular views of Oia. From here you will begin your return route, stopping to browse inside the Caldera and taking in beautiful views of Fira. Your trip culminates with an amazing sunset shot, before re-entering the port of Vlychada.

Santorini: Catamaran Cruise with Meals and Drinks

7. Santorini: Catamaran Cruise with Meals and Drinks

Be driven to the luxury catamaran and take a 5-hour cruise off the coast of Santorini. Hop aboard the catamaran and explore Santorini from the water on this relaxing cruise adventure. Choose from the daytime or evening option, and feast on delicious food as you go. Experience the beauty of the island as you set sail from the southern port of Vlychada. Follow the coast to the red sands of Red Beach. Take a swim in the shallow waters of a private beach.  Venture below the Indian Rocks and marvel at the sea caves and rock formations close to an old Venetian lighthouse. Admire the volcanic landscape as you travel through the middle of the caldera. Visit the hot springs for a healing mud bath before going to a private bay at Palea Kammeni Island. For the sunset option, journey out to open waters after dinner and watch a magnificent sunset in the middle of the Aegean Sea. Then, sail back to port, where a driver will wait to take you back to your hotel.

Santorini: Catamaran Caldera Cruise with Meal and Drinks

8. 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: Luxury Sunset Cruise with Dinner & Open Bar

9. Santorini: Luxury Sunset Cruise with Dinner & Open Bar

Depart from the picturesque beach of Vlychada. Sail along Red Beach, White Beach, Black Mountain Beach, and the lighthouse south of the Caldera.  Continue along the Caldera coastline to the volcanic islands and the famous hot springs for snorkeling and swimming. Be left breathless while sailing along the beautiful coastline admiring the unique Caldera. Make your last stop at Thirassia Island for dinner with wine and dessert. On the return to the port of Ammoudi, admire the spectacular colors of the world-famous Santorini sunset. 

Santorini: Private Day Cruise

10. Santorini: Private Day Cruise

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.

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What people are saying about Oia

Overall rating

4.6 / 5

based on 3,615 reviews

An experience that we should all live. All the details have been taken care of so that you can spend a wonderful afternoon. A competent and friendly crew, an excellent catamaran and an unrepeatable nature.

Very professional organization, minibus pickup close to hotel, clean and new catamaran, pleasant and helpful crew members. Food was good and plenty of drinks were offered on board.

Great afternoon! The Captain & first mate were full of information & entertaining. The lunch was way beyond expectations. We really enjoyed the afternoon!

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

A fantastic way to see some beautiful panoramic views!!