Top Cyclades Islands Multi-day Cruises

Explore three of the Aegean’s most beautiful islands from the water on a private overnight sailing adventure. Cruise to Milos, Kimolos, and Polyaigos, reaching secluded coves and beaches that are inaccessible by land while spending the night aboard your sailboat. With meals and drinks included, you can focus on swimming, relaxing, and enjoying the islands at an unhurried pace.

Set sail on an adventure that combines history and relaxation. Cruise from Mykonos to Rhenia, admiring the sea views along the way, then explore the ancient ruins of the Archaeological Site of Delos on a guided tour. Take the opportunity to swim or snorkel in Rhenia’s turquoise waters. Everything you need is included: a freshly prepared Greek lunch, beverages, snorkeling gear, and floatation devices.

Start or finish your vacation with a sailing cruise on a catamaran charter. Sail across and explore the Aegean with your own personalized sailing route to any location of your choice. Get the royal treatment with skippers, hostesses, private accommodation, and complimentary services made available to you. We can pick you up from any port you are in.

Cover ground you couldn’t hope to cover independently on this action-packed 2-day Santorini bus tour. Experience red and black sand beaches, the Monastery of Profitis Ilias, Emporio village, Akrotiri archaeological site, a wine tasting and sunset. The next day, cruise to an active volcano, swim in volcanic hot springs, and visit cute Thirasia island. Your package includes guiding, transfers, cruise and wine tasting but excludes entrance fees, meals and accommodation.

Embark on a 36-hour private sailing adventure aboard a fully crewed yacht with a professional captain and attentive hostess. Perfect for those seeking comfort, privacy, and authentic island life, this cruise reveals the wonders of Milos and its neighboring islands. Departing from Adamas, dive into Kleftiko’s legendary rock formations and snorkel in Sykia’s crystal-clear waters, then sail to charming Kimolos for an overnight stay amid its traditional village and local flavors. Day two brings the untouched beauty of Polyaigos, ideal for swimming and relaxation, before returning to Milos for a full circumnavigation—so you experience all three islands: Milos, Kimolos, and Polyaigos. The price thoughtfully covers all expenses, ensuring a seamless, unforgettable private cruise with breathtaking scenery and personalized service.