Cyclades
Itinerary

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Our most recommended Cyclades Itinerary

  • Santorini: Premium Catamaran Cruise with Fresh BBQ & Drinks

    1. 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 sunset 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. You will start at the Ammoudi Port of Oia or at your hotel, if you upgrade to include a hotel pickup and drop-off service, 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.

    My husband and I had so much fun on this catamaran trip. The views were gorgeous and we stopped twice to get in the water which was so much fun. They barbecued on the boat so we had a delicious, fresh meal. The sunset was obviously the highlight, and it was so special to see it from the water. They also brought us a special cocktail while we watched the sunset. It was also a huge bonus that they pick you up and drop you off as well since transportation to the port can be kind of tricky. Highly recommend!!

  • Santorini: All-Inclusive Luxury Catamaran Small Group Cruise

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

    Explore the clear blue Mediterranean waters of the Santorini Caldera aboard the brand new Lagoon 450 catamaran, boasting the most modern-technology and high-comfort amenities. A round-trip transfer from your hotel by minibus is included in the price. Once out on the water, the first stop of the 5-hour tour will be a half-hour 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...

    Fantastic sunset cruise. Very nice crew. Couldn’t be a more beautiful place to sail. Food was surprisingly good as well.

  • Santorini: 5-Hour Catamaran Cruise with Meals and Drinks

    3. Santorini: 5-Hour Catamaran Cruise with Meals and Drinks

    Benefit from pick-up at your hotel, and then journey by air-conditioned minivan to board a luxury catamaran and take a 5-hour cruise off the coast of Santorini. Experience the romance and beauty of the island as you set sail from the southern port of Vlychada. Choose from a morning or afternoon departure and follow the coast to the red sands of Red Beach. Jump in for a swim in the shallow waters of a private beach, if you desire. Benefit from the services and amenities of a fully equipped vessel, including complimentary towels and snorkeling equipment. Venture below the imposing Indian Rocks and marvel at the sea caves and rock formations close to an old Venetian lighthouse. Get breathtaking views of the volcanic landscape as you travel through the middle of the caldera. Visit the hot springs for a healing mud bath, and then go to a private bay at Palea Kammeni Island to relax on deck ...

    Amazing experience! Food was delicious and crew was wonderful. This was the highlight of our whole time in Santorini. My only complaint is the size of the group was a little large for the size of the boat during covid times. We had to sit side by side, squeezed together to accommodate the 20 people.

  • From Mykonos: Transfer to Delos Island by Boat

    4. From Mykonos: Transfer to Delos Island by Boat

    Departing from the old port of Mykonos, relax on the 40 minute boat cruise, feel the sea breeze and view the island of Rhenia from a distance. When you reach the island of Delos you have a few hours to explore at your own pace. The entry ticket to the site is not included in this price but you can easily obtain one at the entrance, along with a guide if you wish. Later you will use the same ticket to board the boat and get transferred back to the old port of Mykonos after a day discovering an ancient civilization.

    Ticket was cheaper to buy in a ticket booth on the sore, unfortunately I didn’t expect that. Stay on the island is too short . But this is only boat going there.. so I am glad I got there at least. Thank You.

  • Mykonos: Discover Authentic Mykonos Tour

    5. Mykonos: Discover Authentic Mykonos Tour

    Discover a more authentic side to Mykonos on a unique half-day island tour. Head to the port of St. Ioannis to see the church and cell where the saint lived. Then, get a stunning view of the airport before going to the village of Ano Mera. Pass local farms to get a glimpse at island life. Learn more about the folk traditions on a guided tour of the Mykonian Spiti farm, where you will be invited to take part in traditional farming activities and can meet some of the animals. Explore the chambers of the Panagia Tourliani monastery in the village square, and join the locals at the open-air market. Enjoy a light lunch before leaving Ano Mera to discover hidden beaches, such as Kalo Livadi, Kalafati and Agia Anna. See some of the abandoned mines where lignite was extracted from the soil. Stroll the narrow streets of Maou, where a dam was constructed to meet the island's irrigation needs. T...

    We were the only people booked so it was like a private tour. Margarita was a super guide, very friendly and chatty and took us to many great places including beaches, a monastery and a small holding where we sampled some local food. We learned a lot about Mykonos and thoroughly enjoyed this experience. Thank you.

  • Santorini Wine Roads: Tour of 3 Wineries with a Sommelier

    6. Santorini Wine Roads: Tour of 3 Wineries with a Sommelier

    Explore three estate wineries on this wonderful small group 'Santorini Wine Roads' package tour with a maximum of 10 participants. Accompanied by the accomplished sommelier, Vaios Panagiotoulas and his team, you will learn about the soil and microclimate, the indigenous grape varietals and cultivating techniques, and more – all tailored to your level of wine knowledge – as you sip on dry white wines. Moving from one winery to the next, you also have a chance to see the biggest part of the island, pull over to visit a vineyard, and see how the vines are grown in the kouloura method for protection from the strong winds and harsh summer sun. Enjoy a unique tasting of distinctive volcanic wines in the wineries. 

    We really enjoyed this! The wine and history was fantastic, as was our guide Elsa. It was a fun way to meet other travelers (our group was 4 people in total). We would highly recommend this!

  • Fira: The Greek Wedding Show

    7. Fira: The Greek Wedding Show

    Enjoy a night of interactive theater, Greek culture, and delicious food. Enter a 200-year-old building situated in the capital town of Fira. Accept your invitation to a Greek wedding taking place during the post-war years of the 1940s. The show consists of an interactive performance of approximately 90 minutes, with singing, dancing, acting, and live Greek music. Your theater experience begins inside the home of the Greek family. There you’ll have a chance to get to know your hosts.  Afterward, move out onto the patio where the guests are seated. After being brought to your table you’ll be served cold traditional mezedes, water, and local wine. Enjoy the food, singing, dancing, and plate-breaking of the party. Mezedes Tzatziki with carrot sticks Anthotiro cheese mixed with roasted red pepper Greek salad with Feta cheese Melitzano-salad, Mavro...

    An excellent show. Great music, dance, performance, and food. The venue was well decorated and cozy. The performers were fun and lively. I strongly recommend this show as an evening activity in Santorini.

  • Milos: Half-Day Morning Cruise to Kleftiko and Gerakas

    8. Milos: Half-Day Morning Cruise to Kleftiko and Gerakas

    After meeting at Adamas port, set sail along the coastline and leave Milos bay behind. Pass by the traditional fishing villages of Skinopi, Klima, Areti, and Fourkovouni and admire their colorful little houses — called "Sirmata" — built by the seaside. Then, visit Arkoudes, a complex of lava rocks, which takes its name from its characteristic shape, a bear. Opening the sails, head to the impressive Cape Vani for your first swimming stop in the natural bay of Kalogries, ideal for diving from the catamaran into the transparent waters. From there, move on the stunning cave of Siki to enjoy the view and see the characteristic hole in the roof and entrance of the cave. Next, stop for 2 hours to swim in the famous old pirates' bay of Kleftiko with its numerous caves, white rocks, and transparent waters. The crew will guide you to the best caves to swim and snorkel to discover a wonder of col...

    Very nice half day boat trip, friendly crew and delicious lunch, amazing even, considering it was all cooked on the boat.

  • Santorini Sunset Fishing Trip with Dinner and Drinks

    9. Santorini Sunset Fishing Trip with Dinner and Drinks

    Take part in an amazing fishing trip off the coast of Santorini at sunset. Set sail from Vlychada harbor, and then watch or join in as the crew pulls in the shrimp nets they laid out the night before. Cruise past beautiful Red Beach, White Beach and Black Beach, and get stunning views of the volcanic landscapes, such as Indian Rock. Drop anchor at one of these spectacular settings to cool down with a refreshing swim in the Aegean Sea. Snorkel with the marine life, or top up your tan at the end of the day. Listen to traditional music, and get some more time to fish using rods, lines and bait provided by the crew. Help clean and cook the fish if you wish, and then enjoy a delicious dinner and unlimited local drinks. Sail back across the open sea and watch a magical sunset out on the water.

    This was a fun opportunity for us to try our hand at fishing with a local family fishing business. Captain Anthi and the team did a wonderful job of explaining the different fish we would likely encounter and teaching us different ways for us to catch them based on the type - everyone on the boat eventually caught something. The meal that was prepared was great and we had an opportunity to do a bit of snorkeling in the middle of fishing. Captain Anthi is clearly very knowledgeable and passionate about what she does and did a great job engaging folks across multiple languages and nationalities.

  • Mykonos Full-Day Off-Road Safari

    10. Mykonos Full-Day Off-Road Safari

    Get behind the wheel of a jeep and spend the day exploring the rugged landscapes of Mykonos. Access parts of the island that other vehicles can't reach. Depart from the Old Port of Mykonos Town and drive along the coast to Houlakia Beach. Continue up to the lighthouse for some panoramic views, and then make your way through Marathi. Pass Panormos Beach on the drive to Agios Sostis Bay. Enjoy the peace and quiet of Ano Mera, and stop to admire the ruins of a Venetian castle at Paleokastro. Discover an old abandoned mine as you explore the area around Ano Mera, far from the hustle and bustle of Mykonos Town. Stop for lunch at a picturesque spot before continuing along the south coast past Kalafatis and Kalo Livadi. Continue through the lush green area of Halara. Take in the stunning views from Agrari Beach, where you can enjoy a coffee and cool down with a swim in the sea. Head back to ...

    We were the only two booked for the tour that day (in late October), but Claudio was great. He kept the entire tour entertaining and fun, and it was great to be shown around the island by a local!

Other Sightseeing Options in Cyclades

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What people are saying about Cyclades

This was a great sailing tour, we've been to Santorini before and I'd say this was just as good as any other popular tour companies on the island. Food was good, drinks were plenty, transportation was on time and the boat was not too crowded which made it feel covid safe. Swimming spots were both really nice, I would definitely book this again.

Amazing experience! Food was delicious and crew was wonderful. This was the highlight of our whole time in Santorini. My only complaint is the size of the group was a little large for the size of the boat during covid times. We had to sit side by side, squeezed together to accommodate the 20 people.

It was an amazing tour! Food was great guides were awesome and views spectacular. Hot springs were not hot that’s the only negative.

Wonderful! The crew was awesome and lunch was incredible! Great swimming and views as well.

We sang, danced, laughed, drank, it was all just great I recommend !!!