Itinerary
- Day 1
Piraeus
You'll arrive in Piraeus, the main port for Athens, and have the whole day to walk around the harbor areas and waterfront before your evening boat departs. The eastern side around Zea Marina and Mikrolimano is where you'll find the best cafes and restaurants, so it's a good spot to grab lunch and get a feel for the place. You can wander along the water, check out the different marinas, and relax before heading to your ship.
- Start point
- Pireas, Attica, Greece (port Piraeus, 20:00 - 22:00)
Optional Activities
- Explore Zea Marina harbour
- Explore Mikrolimano harbour
- Dine at waterfront restaurants and cafes
Landmarks Zea Marina Mikrolimano - Day 2
Kea
Landing on Kea in the morning, you'll head to Ioulida, the main village where no cars are allowed, so you can rent a donkey if you want something different. From there, it's worth checking out the Monastery of Panagia Kastriani up on Kastri hill, a local pottery workshop where artisans still work, and the ancient ruins at Karthea. Later, take the cobblestone paths out to Poles beach, which stays pretty quiet and isolated. The whole island has this artistic, unhurried vibe that takes time to appreciate.
Optional Activities
- Donkey ride around Ioulida
- Climb Kastri hill to Monastery of Panagia Kastriani
- Visit authentic family pottery workshop
- Walk medieval cobblestone paths to Ancient Karthea
- Visit Archaeological Site of Karthea
- Visit secluded beach of Poles
- Swimming at shipwrecks
- Visit Royal Oak Forest
- Visit ancient lion site
Landmarks Ioulida Monastery of Panagia Kastriani Kastri Hill Archaeological Site of Karthea Beach of Poles - Day 3
Syros
You'll arrive on Syros and see right away how it mixes Cycladic style with Venetian influences in its buildings and layout. Start with Ermoupoli, the capital, where colorful mansions and neoclassical architecture line the streets, then head up to Ano Syros for the medieval streets and older feel. Check out Dellagracia village, walk through the Botanical Garden, and find Saint Stefanos chapel built inside a cave. Come evening, sit at a seaside tavern and try the local cheese and grilled octopus, which are really the standout dishes here.
Optional Activities
- Visit Ermoupoli, the capital
- Visit Town Hall building
- Visit Apollo Theater
- Visit Pallas cinema
- Explore medieval district of Ano Syros
- Visit Dellagracia village in Posidonia
- Visit Botanical Garden in Chroussa village
- Visit Saint Stefanos chapel
- Taste San Mihalis cheese at Ai Mihalis village
- Dine at taverns in Galissas
- Visit Galissas beach
Landmarks Ermoupoli Apollo Theater Pallas Cinema Ano Syros Saint Stefanos Chapel Botanical Garden, Chroussa Galissas Beach 
- Day 4
Delos and Mykonos
Your morning starts at Delos, the ancient sanctuary connected to Apollo and Artemis in Greek mythology and recognized by UNESCO for its cultural importance. After a few hours exploring the ruins, you'll depart mid-afternoon for Mykonos. Once there, check out the Folklore Museum, catch a film at the open-air cinema, or head to Ano Mera to see the traditional side of the island away from the main town. Dinner options range from casual taverns to upscale spots with views overlooking the sea.
Optional Activities
- Visit Delos archaeological sanctuary
- Visit Folklore Museum of Mykonos
- Watch classic movies at Cine Manto
- Visit traditional village of Ano Mera
- Dine at Kiki's Tavern
- Dine at Farma farm-to-table restaurant
Landmarks Delos Archaeological Sanctuary Folklore Museum of Mykonos Cine Manto Ano Mera 
- Day 5
Amorgos
Amorgos is quieter than many Cyclades islands, with steep hills and simple white architecture throughout. Start in Hora, the medieval settlement, then head to the water to swim around the Olympia shipwreck or explore underwater caves if you're up for it. The Archaeological Museum is small but worth an hour, and the clifftop Monastery of Panagia Hozoviotissa is dramatic and memorable. You can take a boat to nearby empty islands, eat at local taverns in Aegiali village, and enjoy the nightlife there, which is casual but lively.
Optional Activities
- Explore Hora, the capital
- Swim at Olympia shipwreck in Bay of Liveros
- Swim or dive in underwater caves near Mouros beach
- Visit Archaeological Museum in Tower of Gavras
- Visit Archaeological Site of Minoa
- Hike to Monastery of Panagia Hozoviotissa
- Take excursion boats to Nikouria and Gramvousa isles
- Hike to Village of Asfondylitis
- Visit Church of Agios Giannis Theologos
- Visit Chapel of Agia Triada
- Visit Chapel of Agia Anna
- Explore northern Natura 2000 protected areas
- Explore Aegiali village
- Diving experiences (shipwrecks, reefs, caves)
- Hike Palea Strata trail
- Stargazing at Tholaria village
- Dine at taverns in Arkesini
- Taste homemade rakomelo and local delicacies
Landmarks Hora Bay of Liveros Mouros Beach Archaeological Museum, Tower of Gavras Archaeological Site of Minoa Monastery of Panagia Hozoviotissa Nikouria Isle Gramvousa Isle Village of Asfondylitis Church of Agios Giannis Theologos Chapel of Agia Triada Chapel of Agia Anna Aegiali Palea Strata Hiking Route Tholaria Village Arkesini - Day 6
Naxos
Naxos is the biggest island in the Cyclades, and there's a lot to fit in. Start with the Castle of Naxos and the ancient temples dedicated to Zeus, Dionysus, Apollo, and Demeter scattered across the island. Stop by the Archaeological Museum, then seek out local producers making cheese and olive oil to sample their work. Visit ceramic workshops to see potters at work, and if you're interested in history, head inland to see monasteries and mountain villages like Apiranthos, which has marble houses and Venetian towers. The citrus spirits are worth trying too.
Optional Activities
- Visit Castle of Naxos
- Visit Apollo Temple on islet next to old town
- Visit Naxos Archaeological Museum
- Sample cheese at Koufopoulos cheese factory
- Visit Olive Oil Mill and Museum Eggaron in Eggares
- Visit Halki citrus distillery in Drimalia
- Visit Monastery of Panagia Ypsilotera near Galini
- Shop and learn at Damarionas ceramic workshop in Damalas
- Explore Emery Mines or Smirida in Za valley
- Travel Galanado road to Halki
- Visit mountainous village of Apiranthos
- Visit museums in Apiranthos
Landmarks Castle of Naxos Apollo Temple Naxos Archaeological Museum Monastery of Panagia Ypsilotera Apiranthos 
- Day 7
Kythnos
Kythnos is known for having Greece's first thermal spa and a long history of pottery making that's still active today. You'll want to check out the Cave of Katafyki and the Monastery of Panagia Kanala, then relax at the historic thermal springs if your schedule allows. Messaria shows off traditional Cycladic architecture, and the Mesolithic site at Maroulas offers a different kind of history. The unusual Kolona beach is worth seeing, and there's a pottery workshop here that's actually won recognition from UNESCO.
Optional Activities
- Visit Cave of Katafyki
- Sample mulberries and apricots
- Visit Monastery of Panagia Kanala
- Use thermal springs of Loutra
- Visit hydrotherapy center and spa
- Explore Messaria, the capital
- Visit Archaeological Site of Maroulas
- Visit Kolona beach
- Try spearfishing at Agios Ioannis beach
- Try spearfishing at Naoussa beach
- Visit UNESCO-awarded pottery workshop
Landmarks Cave of Katafyki Monastery of Panagia Kanala Thermal Springs of Loutra Messaria Archaeological Site of Maroulas Kolona Beach - Day 8
Piraeus
You'll return to Piraeus in the morning as your tour ends. This busy maritime hub is where ferries, large ships, and hydrofoils all come and go, so it's always active and full of people traveling to various islands. The port itself is interesting to walk around, and if you need time before heading inland to Athens, there are cafes and shops nearby.
- End point
- Pireas, Attica, Greece (port Piraeus, 07:00 - 07:00)
Landmarks Zea Marina Mikrolimano
