Rhodes
Day 1
Rhodes - Symi
Day 2
Symi - Nisyros (Pali)
Day 3
Nisyros - Kos
Day 4
Kos - Tilos
Day 5
Tilos - Chalki
Day 6
Chalki - Rhodes (Lindos)
Day 7
Rhodes - Check-out
Detailed Itinerary by days
Day 1Rhodes - Symi
Starting your journey at Rhodes, where crusaders' stories and mediaeval walls set the scene, Sail to Symi, a postcard-perfect harbor where ochre and peach blushing neoclassical homes abound. Climb the 500 steps to Panormitis Monastery, whose bells resound over blue seas, then feast on symian shrimp at a riverside bara as the sun sets behind the hills. Arriving early will help you to avoid the noon boat throngs.
Day 2Symi - Nisyros (Pali)
Glide to Nisyros, an island still under ground disturbance. Trekking into the Stefanos Crater, its sulfur vents screaming like dragons, then meander Mandraki's cobbled paths lined with cobalt-domed churches. Then sip soumada, or almond drink, under a vine-draped pergola after soaking in the hot springs of Loutra. Don't miss: Snag a jar from a local stand; the volcanic soil of the island produces the most fragrant capers from Aegean.
Day 3Nisyros - Kos
Sail to Kos, the Hippocrates birthplace. After cycling the Asklepion, historic ruins where medicine started, immerse into Therma Beach's hot springs. Join residents of Kos Town under a 2,400-year-old plane tree late at night for kleftiko, slow-roasted lamb. Pro tip: See secret coves around Alykes Salt Lake by renting an e-bike.
Day 4Kos - Tilos
Anchor at Tilos, a green haven run totally on solar energy. Trekking to the Monastery of Agios Panteleimonas, wild peacocks prance among olive gardens. Savoring mizithra cheese drizzled with thyme honey, dine in Mikro Chorio, a ghost town rebuilt as a taverna-lit haven. Eco-win: Toast with organic wine—Tilos is the first zero-waste island in Greece.
Day 5Tilos - Chalki
Sail to Chalki free of cars, where donkeys still walk cobblestones. After swimming in the neon-blue waters of Snorkel Pontamos Cove, ascend to the Knights' Castle for sunset views of Turkey's coast. At Taverna Giorgos, the harbour lights sparkle like fireflies while you feast on pougia, sun-dried octopus. Local secret: From Yiannis' backstreet distillery, get a jar of souma (fig spirit).
Day 6Chalki - Rhodes (Lindos)
Go back to Rhodes via Lindos, where a hill of whitewashed anarchy sits atop an ancient city crown. Trek the donkey road to the Temple of Athena, then cool yourself in St. Paul's Bay, a crescent of aquamarine flanked by rocks. Dine on melekouni, sesame-honey bars, under a rooftop taverna while the Aegean breeze dances through your hair. Steer clear of crowds. See the city first thing in morning; gates open at eight AM.
Day 7Rhodes - Check-out
Say goodbye in mediaeval Old Town of Rhodes. From a street vendor, grab last koulouria—sesame rings—then walk the Street of the Knights, where Gothic arches speak of Crusader glory. Last bite: Brunch under Byzantine walls at Marco Polo Café, a secret garden offering pitaroudia (chickpea fritters). Though not farewell, the charm of the Aegean clings like salt on your skin.
