Top Cyclades Islands Sailing Tours - page 3

Discover the wonders of Delos on a half-day tour from Mykonos, where ancient history comes alive. With an expert guide, uncover the fascinating stories behind the temples, sanctuaries, and artifacts, and explore hidden highlights that you might otherwise miss. This immersive experience ensures you leave with a deep appreciation of the island’s classical treasures.

See the highlights of Santorini from the water's edge on this luxurious, half-day catamaran tour. Pick from morning or afternoon tour times and, following hotel pickup, you’ll be transferred to the port. Once aboard, set sail on a sightseeing tour, and see highlights including the Red Beach, White Beach, Santorini’s caldera, and more. This private tour also includes multiple swimming stops, a full meal on board, and unlimited drinks.

Experience many of Santorini’s top sites with this private sailing yacht excursion. After a convenient hotel pickup, capture memorable photos of the Red and White Beaches, admire the Cape’s lighthouse and hot springs, and take a refreshing swim at the island of Thirasia—or do none of that, customizing the adventure as you like. Your captain will be there to make the most of your time in Santorini.

Explore the stunning volcanic coastline of Milos—and enjoy three swim stops plus a stop in Kleftiko—during this full-day sailing excursion. Enjoy close-up views of Milos' attractions, from the colorful fishing village of Klima to the rock formations of Cape Vani. Other highlights include a swim and snorkel stop at the ancient pirate hideout of Kleftiko, and swimming at Kalogries Beach and Agios Dimitrios.

The Little Italy area of Mykonos can get crowded, but this Mykonos Sunset Cruise with Drinks from Tourlos takes you on the water, away from the tourists on land. Cruise the water and enjoy drinks and snacks as you take in views of the area. Your boat drops anchor right at sunset so you can fully enjoy the picturesque views of the setting sun over the ocean.

The small islands and swimming coves between Paros and Naxos are only reachable by boat, which most visitors don't have access to. Sail across in a small group instead, with the crew adjusting the route to the conditions on the day. Snorkel a WWII-era wreck and swim at spots around Schoinousa, Koufonissia, and the Naxos coast, and enjoy lunch and drinks served on board.

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.

Some of Milos’ most beautiful spots can only be reached from the sea. Soak up the views in style on this small-group cruise by charming sailboat. Discover Kleftiko Beach’s sculptural formations, drop anchor at cliff-framed Gerakas beach, and swim in the turquoise waters of Poliegos, an uninhabited island. Your day includes breakfast, lunch, and drinks, including alcoholic beverages, for maximum comfort.

A sailing cruise is the perfect way to experience Santorini, but costs can rack up quickly. Keep finances under control when you book this all-inclusive cruise, with hotel pickup and drop-off, snorkeling basics, a seafood and barbecue feast, and free-flow local wine, beer, and soft drinks. You'll visit either Red Beach or White Beach (weather dependent), see the Lighthouse, and stop at Palea Kameni and Nea Kameni islands, including the hot springs.

Sail the sea near Santorini in style aboard your own private catamaran, on this relaxing excursion with 2-way hotel transfers. Spend the day swimming, snorkeling, and sunbathing amidst this Greek island’s most secluded beaches. You’ll also get to marvel at Santorini’s unique rock formations, swim in undersea hot springs, and enjoy a barbecue meal with wine, beer, and soft drinks. Choose between daytime and sunset cruises.

Step aboard our catamaran with Santorini Yachting Cruises, and join us for an incredible sailing adventure! Our day cruise sets sail from the port of Vlychada, sailing through the Aegean Sea with a first glimpse of the striking Red Beach, setting the stage for our first swim stop & snorkelling in crystal-clear waters. As we navigate past the White Beach, the Indian Rocks and the iconic Venetian Lighthouse, our sailing trip unfolds. The highlight of our journey awaits as we enter the amazing Caldera, leading us to a stop at the renowned Hot Springs of the volcano for a rejuvenating swim. We conclude our adventure with a stop at Mesa Pigadia Beach in the island's southern reaches, where you can enjoy a delightful break for swimming and a traditional Greek lunch with drinks on the Catamaran. We then set sail back to Vlychada, offering you the perfect opportunity to capture the breath-taking beauty of the Caldera, concluding your sailing journey with the best views of Santorini.

You came to your vacation in Paros, there is one thing you must do! Sail and swim in the Blue Lagoon with Paros Sail. You Don't need the whole day to sail there, you can enjoy from 4 perfect hours swimming in the most turquoise sea that Paros has to offer. And then continue your vacation. In this cruise you will have a long stop in the Blue Lagoon and you will manage to see the highlight that Paros has to offer.

Set sail aboard one of the most luxurious vessels in Santorini, the one-of-a-kind Ipanema 58 catamaran. On this tour, feel like a member of the jet-set as you cruise inside the caldera for a soak in volcanic hot springs, swim and snorkel at the island’s Red and White Beaches, and watch a famous Santorini sunset from the water (if later time selected). Relax on spacious deck lounges and be pampered by an attentive crew, who serve up a delicious Greek barbecue lunch.

Take a boat trip out to the Santorini Volcano and its adjacent hot springs with this boat tour. You'll dock right by the volcano, where you'll have just over an hour to explore the volcano on foot. You'll then sail out to the nearby hot springs, where you'll have a chance to soak in hot thermal waters before returning to mainland Santorini.

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.

Milos is renowned for its stunning Aegean coastlines, but many of the island’s most spectacular sights are only reachable from the water. Spend the day out on the open sea during this full-day small-group sailing and snorkeling excursion, covering Milos’ western side. Tours include five get-down stops, from the volcanic sands of Kleftiko Beach to the bay of Agios Dimitrios. Top it off with Breakfast, alcoholic drinks, and a traditional Greek lunch.

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.

Join this group catamaran cruise that goes to both Milos and Poliegos, plus serves up a homemade menu with barbeque and drinks. You don’t need to organize anything. Just show up ready to swim in turquoise water, snorkel, hang out on the beaches, and maybe swim in natural hot springs. You can also check out a traditional fishing village, Kilma.

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.

Experience the freedom of the open ocean on a private cruise when you book this stylish Lagoon 450 catamaran. Transfer direct from your accommodation in air-conditioned comfort with onboard Wi-Fi, then board your craft, which comes with snorkel gear, and set sail for Thirasia. Savor a Greek feast, washed down with unlimited beer, water, white wine and soft drinks: choose between morning or sunset cruises to fit your schedule.

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.

The coastline of the island of Milos is home to many beaches and coves you can’t reach by land. Explore the natural seascapes and dive into deep blue waters on this full-day sailing cruise as you swim and snorkel at various spots around the island, and explore the bright limestone rocks of Kleftiko, an old pirate cave.

Santorini’s sunsets are famous worldwide, best enjoyed from your own private 44-foot (13-meter) yacht. This exclusive cruise accommodates up to 10 guests and includes hotel pickup and drop-off, unlimited beer, wine, soft drinks, and a full dinner, so you won't have to plan a thing. Sail past Red Beach, White Beach, and more before anchoring at Thirassia Island for your sunset meal.

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.