Top Cyclades Islands Sailing Tours - page 4

Get up close and personal with Santorini’s most spectacular beaches and islands—and have time to swim, snorkel, and explore—aboard this half-day, small-group catamaran tour. Pick between morning and afternoon start times, and depart directly from the port at Vlichada with hotel pickup included. You’ll see the Red and White Beaches, will pass islands and volcanic scenery, and will enjoy a fresh Greek barbecue with wine on board.

Many of the sights near Mykonos can only be enjoyed from the water. Admire the island’s whitewashed houses in the distance as you sail through the Aegean Sea on this private half-day catamaran cruise. Enjoy a glass of wine as you sail by Baos Pirates Island, and dive into the crystal clear waters for a swim after dropping anchor in a cove off the coast of Rhenia.

Discover the delights of coastal Greece on this sightseeing cruise to Delos and Mykonos from Naousa. With round-trip travel from your Naousa hotel included, take to the waves with your guide at the helm, and admire uninterrupted views over Mykonos’ pretty shoreline. Explore the ruins of Ancient Greece in Delos, wander along the narrow streets of Mykonos at your leisure, and perhaps browse the luxcury boutiques you find.

Explore the hidden gems of Santorini and cruise through the caldera, a must-do for any visit to the island. This morning or sunset cruise is operated by catamaran, offering a faster and more stable ride. Spend your time sipping on local wines and beer, indulge in a seafood and barbecue dinner, swim and snorkel in crystal-clear waters, and take a dip in the hot springs. The afternoon cruise ends with a famous Santorini sunset.

Santorini’s whitewashed houses and volcanic cliffs look their best from the water. Even if you only have a short time to spare, take in the views and discover the island’s geothermal wonders on this to-the-point trip by a traditional wooden caïque—from the same port that most cruise travelers arrive at. Visit Santorini Volcano and swim in the Santorini Hot Springs: Bring cash to pay the volcano entrance fee.

Visit Volcano & Hot Springs by joining our most popular & low cost tour. An experience you don't want to miss! ideal for cruise travelers, as the boat tour begins at the port of disembarkation.

Take to the Santorini seas for fishing, swimming and snorkeling on this one-of-a-kind, private tour. Leave the crowds behind and enjoy the tranquility of these secluded spots. Explore the Santorini coast and the Aegean Sea, and sail around the grand Nea Kameni volcano, with your own captain. Personalize your schedule based on what you want to do—and do your best to make a big catch.

Enjoy amazing moments in Milos island! An ideal cruise for you in order to see the most famous spots here in Milos such as Kleftiko the old famous pirate bay with the transparent waters! A short cruise that includes everything that you wish for your dreamy vacations. Swimming, snorkelling and for the end an amazing sunset!  You are free to explore the paradise!

This daytime cruise provides a stress-free overview of Santorini’s natural and historic beauty, making it ideal for first-time visitors and travelers with limited time. Hop on the bus at the meeting point in your village, then join your traditional Greek caïque boat for a caldera cruise. You’ll scale Santorini Volcano (entrance at your own expense), swim in the Santorini Hot Springs, and enjoy free time on charismatic Thirasia island.

Watch one of Santorini’s famous sunsets from aboard a sightseeing boat with this cruise expedition. You’ll visit the caldera and its hot springs before sailing on to the island of Thirasia, where you’ll have some free time to explore. Enjoy a detailed dinner including chicken fillet, mixed meatballs, greek salad, grilled vegetables, and wine as you sail back to Santorini.

Admire a perspective of Santorini’s beaches, hot springs, and caldera that many visitors miss on this luxury or group catamaran cruise. Enjoy a stop to bathe in the warm springs of Palea Kameni, and snorkel or sightsee at the island's Red Beach. While aboard, sip local white wine and beer, and enjoy a delicious Greek meal prepared onboard. Finally, admire picture-perfect sunset views before the tour ends (if option selected).

Take a break from the beach with this cruise around Santorini's volcanic islands. Sailing from spot to spot on a traditional Greek caïque boat, explore the volcano at Nea Kameni (entrance at own expense); relax in the sulfur hot springs off Palea Kameni; and enjoy free time to explore Thirasia. After your cruise, transfer to the village Oia to watch an Aegean sunset from Santorini’s cliff edge.

Get views of Santorini from aboard a catamaran during this boat excursion. Sip unlimited beer, wine, and soft drinks while taking in glimpses of the island's beaches and volcanic landscape. Make stops at the White Beach, soak in some local hot springs, go snorkeling, and watch the sun dip below the horizon in Oia. Barbecue meal and hotel pickup and drop-off included.

Skip the ferries and crowded tourist beaches; take a luxury catamaran out into the Aegean Sea instead. On this small-group cruise, sail along the picturesque south coast of Mykonos or set out for Delos, a UNESCO World Heritage Site and home to a large range of ruins, sculptures, and ancient mosaics. Spend most of the day relaxing on your own terms: swim, snorkel, sunbathe on the beach or explore the sites without anyone to rush you through it.

Explore the beautiful caldera of Santorini with your very own chartered catamaran. This full-day cruise sails around the popular Greek island allowing visitors to take in the famous sights such as the lighthouse of Akrotiri, the steep caldera cliffs, the Red Beach, and much more. Swim, snorkel, and soak up the sun and enjoy a traditional Greek dinner, including an open bar and dessert, on board the vessel.

Experience some of the top attractions around Santorini on this boating adventure. After a convenient hotel pickup, enjoy activities that include sailing across Santorini’s caldera to Palea Kameni and Thirasia, marveling at Santorini’s scenic beauty on the way to Nea Kameni, relaxing in thermal pools, and upgrading for a sunset excursion in Oia.

Experience Delos without the stress of planning logistics on a day trip. Ride the ferry from Mykonos to Delos with a local guide who shares expert knowledge about the UNESCO World Heritage–listed island. Unveil the drama of Delos during this half-day walking tour through the excavated ruins of its main archaeological site. See the Terrace of the Lions, House of Dionysus, Archaeological Museum of Delos, and more as you learn about the sacred isle’s place in Ancient Greek history.

Skip the crowded beaches and enjoy a leisurely private cruise along Santorini’s stunning rocky coastline. Private tours include a swimming stop off the coast of Nea Kameni—a tiny volcanic island that most visitors miss—and another swimming or snorkeling stop by Thirassia. Snorkeling equipment will be provided and tours end with a sampling of traditional Greek refreshments.

Explore beyond the Santorini mainland—and see sights many visitors miss—on this full-day island-hopping adventure. Head to the port in the morning, hop aboard your three-masted sailing ship, and set off. You'll head to Nea Kameni to see a volcanic crater, swim in the warm waters off Palea Kameni, and enjoy some free time to explore Thirasia. En route back to port, admire views of Oia from the water's edge.

Explore Santorini’s stunning caldera on this cruise with pickup from the Port of Athinios. You’ll see the  active crater on the lava island Nea Kameni and dip your feet in the hot springs of Palea Kameni. On Thirassia, you’ll have free time to swim at the beach, have a waterside lunch at your own expense, or simply explore the Village of Manolas.

Experience the magic of Milos on a luxury catamaran cruise designed for total comfort and adventure. Your journey begins at Adamantas, sailing first to the otherworldly lunar landscape of Sarakiniko for breathtaking photos of its famous white rocks. Next, dive into the electric blue waters of Galazia Nera on Polyegos Island, a hidden paradise known for its striking turquoise color. We continue to the tranquil Spathi Beach for a relaxing swim and a freshly prepared Greek lunch featuring organic, local ingredients. Afterwards, we reach the legendary Kleftiko, a former pirate hideout with towering cliffs and sea caves. Here, the sea becomes your playground – enjoy snorkeling, stand-up paddleboarding, or relaxing on our iconic pink flamingo. The return journey is equally spectacular. Capture photos of the majestic Sykia Cave and dramatic Cape Vani before sailing past the colorful "syrmata" boat garages of Klima village. With an open bar, professional crew, and elegant atmosphere.

Sail from Athinios Port by caique - a traditional wooden fishing boat common to the waters of the Ionian and Aegean Seas - to swim in volcanic mineral waters and enjoy a scenic sunset over the white-washed village of Oia. Splash away the last of the day with a glass of white wine on board, as the sun descends on Santorini.

Experiencing Santorini’s magical offshore islands need not cost a fortune. Enjoy two signature experiences—sunset from the cliff-top village of Oia and an island cruise—for one great price on this guided package with bus transfers to and from a range of island locations. Cruise to Nea Kameni (volcano hike at own expense), Palea Kameni with its hot springs, and Thirassia island, then catch the sunset before returning by bus.

Spend the morning swimming, snorkelling and sunbathing around Santorini on this 5-hour cruise. Along the way, see landmarks such as Indian Head Mountain and the Old Venetian Lighthouse; visit the Red and White Beaches; and take a dip in the Hot Springs. Tour includes hotel pickup and a delicious BBQ lunch on-board.