Itinerary
- Day 1
Limassol
You'll arrive in Limassol, Cyprus's second largest city, with the day stretching ahead until your 18:00 departure. The coastline between Pissouri and Governor's Beach offers plenty of options whether you're looking to relax on the sand or try some water activities. The city itself has a lot going on - you can wander through areas with ancient history, check out medieval churches, or see the neoclassical architecture mixed throughout. It's really a place where you can set your own pace and soak in the local energy.
- Start point
- 3601, Λεμεσός, Limassol, Cyprus (Limassol Marina St 3601, Limassol 3014, Cyprus, 16:00 - 18:00)
Optional Activities
- Beach exploration along Pissouri to Governor's Beach coastline
- Visit ancient kingdoms and historical sites
- Explore medieval churches
- Experience neoclassical city center architecture
- Water activities at various beaches
- Relax at family-oriented beaches
- Nightlife and entertainment venues
Landmarks Limassol - Day 2
Tall Ship Sailing
This is a full day on a traditional tall ship where you'll experience how maritime life actually works. You start with a tour of the ship including the bridge and engine room to get a feel for the whole operation. Then you'll get to try things like learning sailor's knots from the Boatswain, and if you're up for it, attempt mast climbing. The Captain and Officers run master classes on celestial navigation and sail setting, and you'll even get a turn at the helm to steer the ship yourself.
- Meals
- Breakfast (Full board - buffet or a la carte meals made from finest ingredients with local delicacies and fresh seafood; Mediterranean cuisine with Greek tradition), Lunch (Full board - buffet or a la carte meals made from finest ingredients with local delicacies and fresh seafood; Mediterranean cuisine with Greek tradition), Dinner (Full board - buffet or a la carte meals made from finest ingredients with local delicacies and fresh seafood; Mediterranean cuisine with Greek tradition)
Included Activities
- Tall ship sailing tour
- Bridge tour
- Engine tour
- Sailor's knots instruction with Boatswain
- Mast climbing
- Celestial navigation master-class
- Sail setting instruction
- Steering the ship under captain guidance
- Day 3
Kastelorizo
You arrive at 08:00 in Kastelorizio, Greece's remotest and easternmost island sitting just off the coast of Asia Minor. The island has neoclassical mansions, red fortresses, and caves with dramatic rock formations set against clear blue water. Divers can head to the country's largest underwater cave, or you can take a boat to the Isle of Ro. Spend time walking along the colorful seaside promenade, eat fresh fish at waterfront taverns, and climb up to the Red Castle for views across the water. You'll depart at 18:00.
- Meals
- Breakfast (Full board - buffet or a la carte meals made from finest ingredients with local delicacies and fresh seafood; Mediterranean cuisine with Greek tradition), Lunch (Full board - buffet or a la carte meals made from finest ingredients with local delicacies and fresh seafood; Mediterranean cuisine with Greek tradition), Dinner (Full board - buffet or a la carte meals made from finest ingredients with local delicacies and fresh seafood; Mediterranean cuisine with Greek tradition)
Included Activities
- Explore neoclassical mansions
- Visit Red Fortresses
- Explore phantasmagorical caves
- Dive in the largest underwater cave
- Boat trip to Isle of Ro
- View neoclassical houses of the seaside promenade
- Climb to Red Castle for panoramic views
Optional Activities
- Taste fresh fish at seaside taverns
Landmarks Kastelorizo Red Castle Isle of Ro - Day 4
Symi
Arriving at 08:00 in Symi, you'll see why the harbor stands out with its neoclassical buildings painted in pastel colors. The main town has the Roloi clock tower, Town Hall, cathedral, and Naval Museum worth checking out. Beyond the town center, there are coastal hikes and swimming coves to explore. The Panormitis monastery and castle ruins offer some historic context, and you can visit the Pontikokastro (castle of mice) and see a prehistoric tomb. In the Kourkouniotis forest area, there are 120 Byzantine wine presses still visible. You'll depart at 20:00.
- Meals
- Breakfast (Full board - buffet or a la carte meals made from finest ingredients with local delicacies and fresh seafood; Mediterranean cuisine with Greek tradition), Lunch (Full board - buffet or a la carte meals made from finest ingredients with local delicacies and fresh seafood; Mediterranean cuisine with Greek tradition), Dinner (Full board - buffet or a la carte meals made from finest ingredients with local delicacies and fresh seafood; Mediterranean cuisine with Greek tradition)
Included Activities
- Explore neoclassical harbor
- Visit Roloi clock tower
- See Town Hall and cathedral
- Visit Naval Museum of Symi
- Explore Panormitis monastery
- Visit castle ruins
- Explore Pontikokastro
- View prehistoric tomb
- Visit Byzantine wine presses forest at Kourkouniotis
Optional Activities
- Coastal hikes
- Swimming at coves
- Visit old mills
Landmarks Roloi Clock Tower Naval Museum of Symi Panormitis Monastery Pontikokastro Kourkouniotis Byzantine Wine Presses Forest - Day 5
Astypalaia
Astypalaia hasn't gotten as much attention as other Greek islands, which is part of its appeal. You arrive at 08:00 to find a Venetian castle on a hilltop, traditional windmills, and whitewashed houses creating the kind of setting that feels genuine. Most of the beaches here are fairly secluded and not crowded, perfect if you want space. Tourist boats head out from Pera Yalos or Maltezana to reach Kaminakia beach (where they serve boiled goat stew, a local specialty) and Vatses beach with its cave featuring stalactites and stalagmites. The local people are welcoming and the island has kept its authentic character. Departure is at 20:00.
- Meals
- Breakfast (Full board - buffet or a la carte meals made from finest ingredients with local delicacies and fresh seafood; Mediterranean cuisine with Greek tradition), Lunch (Full board - buffet or a la carte meals made from finest ingredients with local delicacies and fresh seafood; Mediterranean cuisine with Greek tradition), Dinner (Full board - buffet or a la carte meals made from finest ingredients with local delicacies and fresh seafood; Mediterranean cuisine with Greek tradition)
Included Activities
- Visit Venetian Castle
- Explore traditional windmills
- Explore secluded beaches
- Visit Kaminakia beach
- Visit Vatses beach
- Explore cave with stalactites and stalagmites
Optional Activities
- Taste boiled goat (island specialty) at Kaminakia tavern
Landmarks Venetian Castle Kaminakia Beach Vatses Beach 
- Day 6
Santorini
At 08:00 you arrive in Santorini, known for sitting on top of the world's largest sea volcano. The caldera is basically a funnel filled with seawater that formed from an ancient eruption, and it dominates the landscape. To reach Fira, Santorini's main town, you can climb the dramatic 300-meter rock edge using 687 steps, take the mountain road, or ride the funicular up. The town itself has the white-washed houses with blue roofs you've probably seen in photos, and the views over the sea and sky from up there are what draw filmmakers and artists. The sunsets here are different each evening, with colors that seem almost unreal mixing with the waves and volcanic air. You can also check out the multicolored beaches covered in volcanic sand. Departure is at 20:00.
- Meals
- Breakfast (Full board - buffet or a la carte meals made from finest ingredients with local delicacies and fresh seafood; Mediterranean cuisine with Greek tradition), Lunch (Full board - buffet or a la carte meals made from finest ingredients with local delicacies and fresh seafood; Mediterranean cuisine with Greek tradition), Dinner (Full board - buffet or a la carte meals made from finest ingredients with local delicacies and fresh seafood; Mediterranean cuisine with Greek tradition)
Included Activities
- Explore caldera and volcanic crater
- Ascend to Fira town
- View neoclassical architecture and white houses
- Experience Santorini sunset
- Explore multicolored volcanic beaches
Optional Activities
- Hike 687 steps to caldera edge
- Travel via mountain road to Fira
- Take funicular to Fira
Landmarks Santorini Caldera Fira - Day 7
Milos
Arriving at 07:00 in Milos, a volcanic island from the Cyclades with strong ties to Greek mythology and art. The landscape itself is colorful and varied with over 40 beaches scattered around the island. You can walk through fishing villages, explore indigo bays, and try local food that's distinctive to the area. Sarakiniko beach is famous for its bright white volcanic rock formations and clear turquoise water with an almost lunar appearance. There are numerous caves and underground catacombs to explore throughout the island. If you're traveling as a couple, the romantic settings and calm natural landscapes make this a popular choice. The scenery keeps changing as you move around, so you're constantly seeing something different. You depart at 22:00.
- Meals
- Breakfast (Full board - buffet or a la carte meals made from finest ingredients with local delicacies and fresh seafood; Mediterranean cuisine with Greek tradition), Lunch (Full board - buffet or a la carte meals made from finest ingredients with local delicacies and fresh seafood; Mediterranean cuisine with Greek tradition), Dinner (Full board - buffet or a la carte meals made from finest ingredients with local delicacies and fresh seafood; Mediterranean cuisine with Greek tradition)
Included Activities
- Explore colorful volcanic landscape
- Visit Sarakiniko beach
- Explore caves and catacombs
- Visit picturesque fishing villages
Optional Activities
- Explore other beaches among 40+ options
- Experience local cuisine and food
- Visit site of Venus of Milo discovery
Landmarks Sarakiniko Beach Milos Island - Day 8
Lavrion
You arrive at Lavrion port on the southeastern coast of Attica, which serves as a major connection point for ferries and cruise ships heading to and from Athens and the Cyclades islands like Kea, Kythnos, and Serifos. The port has modern facilities including cafes, restaurants, and shops, plus a marina for private yachts. This area has significant history - it was an important center for silver mining in ancient times and played a major role in naval trade. Disembarkation happens at 09:00.
- End point
- Pireas, Attica, Greece (Port Lavrio, Greece, 08:00 - 09:00)
- Meals
- Breakfast (Full board - buffet or a la carte meals made from finest ingredients with local delicacies and fresh seafood; Mediterranean cuisine with Greek tradition)
Optional Activities
- Explore Lavrion port facilities
- Visit cafes and restaurants
- Browse shops at the marina
Landmarks Lavrion Port
