Hello, Lykkers! Are you dreaming of a sailing adventure through crystal-clear waters and charming islands?

We set out to explore the Greek islands by boat, and it was an unforgettable experience filled with mesmerizing views, delicious local food, and captivating stops.

Exploring Santorini from the Sea

Our first island stop was Santorini, known for its whitewashed buildings, and dramatic cliffs. Approaching Santorini by boat is a sight we won't forget—the entire island looks like a painting against the blue sea. Sailing along the coastline allowed us to see the famous Caldera, which looks even more magical from the water.

Opening Hours & Ticket Prices: While you can explore Santorini's coastline freely by boat, there are also organized sailing tours. The typical cost of a sunset tour ranges from €40 to €70 per person, running daily from around 4 PM until sunset. If you're renting a boat, expect rates around €400 per day for a mid-sized sailboat.

Discovering the Secluded Bays of Milos

Next, we sailed to Milos, an island known for its unique rock formations and secluded beaches. Milos has over 70 beaches, many of which are only accessible by boat. One of our favorite spots was Kleftiko Bay—a hidden gem surrounded by towering white rocks and caves perfect for snorkeling. The water was so clear, and we spent hours exploring the marine life around us.

Opening Hours & Ticket Prices: There are multiple boat tours to Kleftiko Bay, with prices averaging €50 per person for a full day. Tours generally depart around 9 AM and return in the late afternoon. If you're renting a boat yourself, prices vary depending on the season, but you can expect to pay around €350–€500 per day.

Boat Rental Tips: Price and Timing

For our adventure, we learned that booking boats in advance is crucial, especially during the peak summer months. Boat rentals in Greece can range from €300 to €600 per day depending on the size and type of boat. Catamarans are pricier but offer extra space for families or groups. Additionally, consider renting for at least two to three days to maximize your island-hopping experience.

Timing also matters; September and early October offer the best mix of good weather and fewer crowds, making it a great time to book a sailing trip without the high-season costs.

Local Greek Delights

We couldn't resist trying some local dishes along the way. In Santorini, we loved the Santorini salad, a twist on the classic Greek salad with capers, cucumbers, cherry tomatoes, and Santorini's famous white eggplant. This refreshing dish costs around €12. Another must-try was grilled octopus served with lemon and olive oil—a staple in many seaside tavernas, priced at about €15–€18.

Staying at a Special Seaside Hotel

If you want to spend a night on land, we recommend Aqua Blue Hotel in Santorini, located right by the beach. It has a wonderful view of the Aegean and direct access to the sand. Rates for a double room start around €150 per night during the off-season and can go up to €250 in peak season. After a day on the water, this hotel was the perfect place to relax and enjoy the sunset.

Practical Tips for Your Greek Island Sailing Trip

When planning a sailing trip through the Greek islands, we recommend packing light but with essentials for sun protection, like hats, sunscreen, and sunglasses. The sun can be intense, and it's easy to underestimate it when you're out at sea. Also, plan to bring enough water and snacks for the day, as some of the more secluded bays and beaches don't have amenities nearby.

Sailing the Greek islands was one of the most exhilarating ways to experience Greece's natural beauty. From the stunning caldera views in Santorini to the peaceful, clear waters of Milos, every stop offered a unique perspective. If you're looking for adventure mixed with relaxation, sailing is the way to go.