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Our most recommended Oia Romance & Special Occasions

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: Highlights Tour with Wine Tasting & Sunset in Oia

2. Santorini: Highlights Tour with Wine Tasting & Sunset in Oia

Embark on a full-day guided tour of Santorini's highlights. Visit the iconic blue-domed churches of Oia, admire the views from Profitis Ilias, and relax on the shores of Perissa Beach before some well-deserved wine tasting. After pickup from your hotel, board the luxury coach and drive to Profitis Ilias, the highest point on the island. Take in an incredible panorama of the entire island of Santorini, and the stunning deep blue color of the Aegean Sea while learning about the island´s fascinating volcanic history. Wander around the courtyard of the 18th-century monastery that sits on top of the mountain. Then visit the Saint Nektarios chapel and enjoy the tranquility of your surroundings. Continue to the village of Pyrgos, a hidden gem of Santorini. Wander through its winding alleys and immerse yourself in its traditional atmosphere. See typical houses, blue-domed churches, and quaint shops. Walk up to its imposing castle for beautiful vistas of the surrounding area. The next stop is Emporio, where you will join a guided walk and visit the small Venetian fortress. Feel like you’re on the set of Mamma Mia as you discover the many doorways, windows, alleys, and arches of this picturesque medieval village. Continue to Perissa Beach, also known as Black Beach. Here, there will be plenty of free time to go swimming in the sea or have lunch at one of the Greek tavernas facing the beach. Take the opportunity to taste local Santorinian wine, one of the most famous products of the island. Learn about the winemaking process and enjoy a private wine tasting session of 3 wines made of local grape varieties. In the early evening, arrive at the cliff-top village of Oia with its famous blue-domed churches. Embark on a guided walk from Saint George's Church in the most peaceful part of Oia. Learn about Oia´s glorious maritime past and admire elegant captains' mansions and cave-like houses along the way. Once at the bustling castle area, enjoy some free time to take some photos, shop, or have a relaxing drink. Finally, watch an incredible sunset before meeting up with your guide opposite Platsani Church. Board the bus for a relaxing evening journey with drop-off back at your hotel.

Santorini: Premium Catamaran Cruise with Fresh BBQ & Drinks

3. 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: 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: Catamaran Caldera Cruise with Meal and Drinks

5. 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: Photo Shoot with a Private Vacation Photographer

6. Santorini: Photo Shoot with a Private Vacation Photographer

Choose custom locations in Santorini for your photo shoot, whether it be a family getaway, a romantic trip, or a livelier one with friends.  You will receive confirmation of all necessary information. On the day of the shoot, just allow the photographer to work their magic, capturing your travels in your own personalized style. Your Santorini vacation photographers are highly experienced local experts who will share their knowledge of the city with you like an old friend. Afterward, you will receive a link to your personal online gallery (password protected) within 5 working days, containing your professionally edited images, all free to download. This photo tour will provide mementos that will last a lifetime.

Private Half-Day Tour in Santorini

7. Private Half-Day Tour in Santorini

Start from the north part of Santorini Island, where the spectacular villages of Oia, Firostefani and Imerovigli are located. Experience the endless panoramic views of Caldera, Thirasia Island and the volcanic islands Palea and Nea Kameni.  Have the opportunity to take pictures of white houses and blue domed churches whilst there. Later on, head toward the traditional settlement of Megalochori, where you will be able to explore it, walking through the traditional alleys and being able to see the local houses and architecture.  Finally, stop at the unique Red Beach, which is full of red iron volcanic lava rocks, and the famous 2.5-mile-long Black Sand Beach.

Santorini: Catamaran Cruise with Meals and Drinks

8. 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: Private Catamaran Cruise with BBQ Meal and Drinks

9. 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: Car Tour with a Local

10. Santorini: Car Tour with a Local

Your tour starts as your local expert picks you up from your hotel or meeting place in Fira. After settling on a final list of stops, you will embark on your Greek experience in comfort and safety as you travel to Oia Village for a little souvenir shopping. Your party will have ample opportunity to capture pictures of some of the most photogenic places in Santorini on your journey.  Take in the stark, ancient ruins dotting the hillside and capture photos of sailboats. See many old castles and churches and the whitewashed homes of Santorini residents.  Your local expert will take you by some of the most stunning churches in Pyrgos before reaching the pinnacle of Santorini, the Profitis Ilias Monastery. Here, see the island and the sea from an awe-inspiring 360-degree view. Experience a safe and enjoyable tour that exceeds your idea of learning about Greece.  A short walk through Megalochori Village gives you time to stretch your legs and traverse the rich, culture and heritage of the island. Learn local secrets and fun treasures about Greece that only a local can provide. Stop off for a refreshing swim at one of the black, sandy beaches of Perivolos or Perissa Beach where you will see why the area is unique.  This is a tailored shore excursion and you can add other options to your tour, including an exploration of the Akrotiri prehistoric city that was covered by volcanic ash more than 2,000 years ago.

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What people are saying about Oia

What a great experience from start to finish. The pickup was exactly as described and right on time. The boat was roomy and both of the crew were very friendly and full of information about the island and land marks, along with lots of local information about the island. The food was delicious, and plentiful, the drinks were ongoing from start to finish. If you want a great time with just your group, not 50 strangers, splurge, you won’t regret it. They make you feel like family! Thank you to the crew as well as the transportation folks.. Bravo!!

What was not like. Clean catamaran, good friendly and informative crew, free drinks alcoholic and soft, great weather, nice places to swim, good scenery to watch go by, see Santorini from the sea, BBQ was excellent pork chicken prawns pasta salad all made onboard at a swim stop, beautiful sunset. Overall stunning and a must do. Would hate to have missed this

It was fantastic and worth the money. The views are amazing, the drinks were good, the vibe was fun and the crew were doing their best to keep us happy. No pressure to leave tips but you'll want to because of how nice they are. The shuttle to and from was easy and made it stress free.

We had a wonderful day with Lilly (tour guide) and George (the driver)! It was such a lovely day and we felt like we learned so much about the lovely Santorini! Lilly was very knowledgable and super friendly, she made us feel at complete ease! Thank you Lilly and George!

It was a but chaotic at the dock as they assigned passengers to their boats but overall this was an excellent experience! Clean boat, great food, fun swim spots, friendly and experienced crew, unlimited drinks and a yummy cocktail during the gorgeous sunset.