Top Cyclades Islands On the Water - page 3

A semi-private cruise, this trip takes you on a comfortable voyage around Paros and Antiparos, allowing you to avoid large crowds while still giving you the opportunity to meet new friends. Hop aboard your luxurious catamaran and set sail. Indulge in a delectable lunch featuring authentic Greek delights as you take in the scenery. Discover both Paros and its sister island, Antiparos, on this round-trip sailing adventure.

Take a private catamaran from Ammoudi Bay to Santorini's hot spots. This flexible tour sails across the caldera with dazzling views of cliffs and beaches. The shortest cruise includes appetizers, a welcome drink, and an open bar featuring Santorini wine, Greek beer, Ouzo, and soft drinks: longer cruises add a barbecue main course. Choose the duration that works for your group—and pick between sunshine and sunset options.

Experience Santorini’s volcanic landscapes from the blue Aegean when you book this great-value catamaran cruise with transfers, BBQ lunch, and soft and alcoholic drinks. Choose between a day cruise, which sails from Amoudi Bay across the caldera to Vlychada Marina, or a sunset cruise, which runs in reverse to capture the perfect sunset. Both include stops at Red Beach, White Beach or Mesa Pigadia Beach, and the Santorini Hot Springs.

Step aboard Agia Kali, a beautifully restored kaiki, for an intimate semi-private cruise of just 12–14 guests. Glide across turquoise waters to hidden coves and pristine beaches, swim and snorkel in ever-changing shades of blue, and savor a gourmet onboard lunch celebrating authentic Greek flavors. With attentive English-speaking crew, personalized routes, and the Cyclades’ natural beauty at every turn, this voyage blends sea, sun, and the heartfelt spirit of island life. This tour is exclusively designed and operated by Anemomylos Travel. When you book this experience, you are booking directly with the original creators and official provider — not a reseller. Our in-house team manages every detail, ensuring seamless coordination, direct communication, and consistently high service standards before and during your experience.

Santorini’s most striking beaches and volcanic sites are best reached by boat—but planning separate trips to each spot can be time-consuming. This sailing cruise connects the island’s highlights in one relaxed day on the water. Visit dramatic shores such as Red Beach and White Beach, swim near the volcanic hot springs around Nea Kameni, and stop by Thirassia. Between swims, enjoy a traditional Greek meal served onboard as you cruise the Aegean.

Discover a side of Santorini that few other visitors get to experience—and make exploring beyond the mainland easy—on this half-day tour. Look forward to visiting Santorini's unique volcanic landscapes, and head to two islets accessible only by boat. Sail to Nea Kameni to hike up to the crater of the active volcano (entry tickets own expense), and to Palea Kameni, where you can soak in natural hot springs.

Visit top sights along Santorini’s rocky coastline as well as two neighboring islands during this full-day sailing excursion. Enjoy a guided tour of the Santorini volcano, take a soak in the sulfur-rich hot springs of Palea Kameni, swim near the island of Thirassia, and watch the sunset just under the stunning village of Oia over dinner and wine.

See another side of Santorini, including sights that can only be reached by sea, when you join this intimate kayaking adventure in a group no larger than Eight. Equipped with everything from water and dry bags through to sun hat, sunscreen, towels and snorkeling gear, set out from Red Beach along the Akrotiri coast. Highlights include snorkeling sea caves, cliff jumping at White Beach and paddling the Black Mountain lava formations.

Indulge a love of wine and discover the secrets of Santorini’s volcanic varieties on a half-day wine tour in an intimate group no larger than 10. Visit three family-owned wineries, hear about their production processes, and enjoy tastings at each, including wines from the barrel, alongside local nibbles. Learn about Santorini’s indigenous grapes and unique vine-growing methods as you enjoy 12–14 wine tastings. Choose between morning or sunset journeys.

Santorini’s most beautiful coves and volcanic islands are best reached by sea—but getting there without a boat of your own is tough. This catamaran cruise offers a relaxed way to explore, without any planning needed. Sail around Santorini Caldera, swim near volcanic hot springs, and snorkel in clear Aegean waters before enjoying a freshly prepared meal and open bar on board.

Combine a visit to Santorini's caldera and hot springs with a trip out to the island of Thirasia with this cruise. You'll start at Nea Kameni, a volcanic island, where you'll have time to walk around the island and swim in its hot springs. You'll the cruise on to Thirasia, where you'll have enough time to have lunch and explore before sailing back to Santorini.

Make your first scuba dive a magical one when you book this beginner scuba experience amid the volcanic reef of Santorini. Using a program designed by Scuba Schools International (SSI), your teacher will carefully introduce the basic theory and practice of scuba diving, then let you experience the underwater world under close supervision. Be amazed as you breathe underwater and experience true weightlessness for the first time.

Experience the Aegean in style on this sailing trip from Santorini aboard a luxury catamaran. Start by heading out to the volcanic area just off of Oia, with plenty of time to soak in the hot springs before moving on past the Venetian Lighthouse. Then stop at the White Beach to swim while the crew prepares a sumptuous barbecue of meats, seafood, salads, and local white wine. Set sail for Red Beach, where wrap up your experience with more swimming and cocktails.  The sunset sail follows the same itinerary in reverse.

Leave the crowds on Mykonos behind and catch the wind with this sailing cruise to two nearby Aegean islands. Set sail from Tourlos Bay to the UNESCO-listed island of Delos to explore the ancient Greek ruins at your own pace. Then head to the island of Rhenia, with a stop to swim and snorkel in the crystalline waters. Relax over lunch on board, served with wine, beer, and soft drinks.

Visit three of Santorini's top wineries in one excursion—and enjoy a delicious introduction to the island's ancient winemaking traditions—on this small-group, half-day tasting tour. Led by a local wine expert, taste up to 12 different wines across all three wineries, including whites, dessert wines, and more. As you go, enjoy a meze platter featuring cheese, charcuterie, and other local bites—and even admire the sunset (if evening option selected).

Experience Milos’ south coast and the white cliffs and coves of Kleftiko in style on this surprisingly affordable private sailboat charter, with a tender to get you right into the caves and shower and restroom too. Good for up to eight travelers, your package includes snacks, water, soft drinks and a bottle of wine, with a high-quality Bluetooth sound system for your favorite tracks: be sure to enable roaming.

Explore Santorini the way you wish on this private half- or full-day tour. Traveling by comfortable, air-conditioned vehicle, you can make the most of the custom itinerary and let your guide know what you want to see and do. Perhaps visit highlights such as the village of Oia, the Minoan ruins at Akrotiri, a traditional winery, or simply relax on a black sand beach.

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.

See Santorini from a catamaran on a private cruise with hotel transfers and onboard Wi-Fi. Your crew will be happy to personalize the route to suit your interests, whether that’s snorkeling off colored beaches, swimming in undersea hot springs, or soaking up Santorini views. Savor a barbecue feast plus snacks, a welcome drink, and free-flow Ouzo, local wine, beer, and soft drinks. Choose between sunshine and sunset experiences.

This equestrian journey starts at the stables, 15 minutes prior to the departure. Get to know your horse and fellow riders, as well as your expert guide, and then set out on an enchanting horseback ride along Santorini's majestic Caldera Beach. Sauntering along the dramatic backdrop of Caldera's towering cliffs before setting off on an odyssey through the volcanic terrains that define this breathtaking island. After that you'll head to the equally stunning Eros Beach, a gem of the southern coastline. Feel the allure of the black sands of Eros Beach as you and your steed meander along the shoreline, with waves gently breaking against the shore. Admire the Aegean as you and your horse traverse volcanic vistas and coastal splendors, all under the guidance of a skilled leader. This activity culminates back at the starting point, leaving you full of memories of the wild beauty of Santorini.

Santorini’s volcanic beaches and caldera viewpoints are best experienced from the water—but reaching them independently can be difficult. This half-day sailing tour offers a relaxed way to explore the island’s dramatic coastline. Cruise around the Santorini Caldera, stopping near Red Beach and White Beach, and swim in the warm waters around the volcanic islet of Nea Kameni.

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.

Discover Santorini’s highlights on a small-group tour with wine tasting options. Choose a classic half-day route or extend to a full-day adventure. Wander through Oia, admire panoramic views from Prophet Elias Monastery, and explore the historic village of Pyrgos. Upgrade your experience with wine tasting or Akrotiri’s ancient ruins. With seamless transport and a knowledgeable local guide, every stop feels personal and unforgettable.

Indulge in the ultimate day of fun in the sun on this full-day sailing trip to ancient Delos island, a UNESCO World Heritage Site. You also stop in scenic Rhenia Island for a refreshing swim and snorkeling session in sparkling, sun-dappled waters. A freshly prepared BBQ lunch is included, and you can upgrade to include door-to-door hotel transfers.