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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: Luxury Small Group Catamaran w/ Meal & Open Bar

2. 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

3. 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: Premium Catamaran Cruise with Fresh BBQ & Drinks

4. 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: 7-Hour Private Catamaran Cruise with Food & Drink

5. Santorini: 7-Hour Private Catamaran Cruise with Food & Drink

Embark on an amazing day trip around Santorini, discovering the magic of this unique and beautiful island. It is a wonderful way to spend the day in Santorini and discover unique parts not reachable by car. You really get the opportunity to see the island from a completely different perspective and if you love the sea you won't be disappointed. Depart from the Vlychada Marina at 1:30 PM. Along the way, there will be many beautiful spots to relax, swim and snorkel including Vlychada Marina, Red Beach, White Beach, Indian Rock, Venetian Lighthouse, Aspronisi, Volcano, Thirassia island, Oia, Caldera sightseeing, Hot springs, Black Rock, and Mesa Pigadia. Keep your camera ready to capture the magical sunset onboard. Enjoy your meal prepared onboard with free drinks included. Spend a relaxing day at sea and let the crew take care of the rest. Your captain is at your disposal to ask for any route change and make your sea excursion an absolutely personalized experience.

Santorini: Caldera Private Power Catamaran Cruise

6. Santorini: Caldera Private Power Catamaran Cruise

Take a private cruise to discover the beautiful volcanic landscape of Santorini’s caldera. Benefit from the services of an experienced captain, who will personalize the tour to suit your needs. Choose either a 3, 4, or 5-hour cruise to fit with your schedule.  After pickup at your hotel, board a Fountaine Pajot 35 Highland 35 Pilot, a catamaran, ideal for families, couples, or small groups. Explore the Santorini coastline taking in caldera views and passing the islets of St. Nicolas and Agii Eftapedes. Stop at the volcanic hot springs for a 30-minute swim. Continue to Thirasia, a small island formed in recent centuries by volcanic activity. Explore the unique beauty of the underwater world by snorkeling or simply soak up the sun onboard the deck. Enjoy a delicious BBQ meal with the 4 and 5-hour options, or Greek appetizers with the 3-hour cruise. Make the most of an open bar and relax with a drink of wine, beer, ouzo, or soda. On the way back, admire the volcanic coastline before disembarking at Ammoudi Bay, to board a vehicle for the return transfer to your hotel.

Santorini: Private Catamaran Cruise with BBQ Meal and Drinks

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

Explore the shores of Santorini on this cruise from Ammoudi Bay. Admire sights like Indian Rock and the Venetian Lighthouse. Have the option to choose between a sunset tour with dinner or a day tour with lunch. Sip on delectable local wine with your meal. Sail in a comfortable catamaran to the warm therapeutic waters of the volcanic hot springs. Head towards Aspronissi Island and pass by the Indian Rock formation and the 19th-century Venetian Lighthouse. Stop at Mesa Pigadia which is next to the unique White beach. Indulge in a Greek barbecue lunch or dinner and pair your meal with fine regional wines. Dive into the dazzling waters of the famous Red Beach and capture pictures of its reddish sand.

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: Luxurious Catamaran Cruise with Meal & Open Bar

9. 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 Caldera: Panorama Winter Cruise

10. 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.

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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

My husband and I had a wonderful time during the cruise. The food was great and the boat was spacious! Getting to swim in multiple spots was fun and the sunset of course was amazing! Highly recommend booking!

amazing trip and the crew was super fun and made the experience worth every penny!

Very good service, great food! Price performance is right.

Great few. We had a great time even with the rough seas