Greece's Aegean Sea is a sailor’s paradise, offering crystal-clear waters, charming islands, and a rich cultural heritage. 

This guide will help you navigate the best islands to explore by sailboat this summer, promising an unforgettable journey through some of the world's most beautiful and historic locations.

Santorini

Santorini is celebrated for its breathtaking sunsets, iconic white-washed buildings, and striking volcanic landscapes. This island perfectly blends natural beauty with rich cultural experiences. The best time to sail here is from June to September when the seas are calm, and the weather is delightful.

Highlights:

• Oia Village: Famous for its breathtaking sunsets, Oia is a must-visit for its picturesque scenery and charming streets. This enchanting village offers a maze of narrow alleys lined with boutique shops, cozy cafes, and elegant restaurants. The white-washed buildings with blue-domed roofs create a stunning contrast against the deep blue sea, providing countless photo opportunities. As the sun sets, the sky transforms into a canvas of vibrant colours, making it one of the most photographed spots in the world. Oia also boasts historical landmarks such as the Byzantine Castle ruins, which offer panoramic views of the island and the caldera. 

• Akrotiri Archaeological Site: Explore the ancient ruins of this prehistoric settlement, often referred to as the “Minoan Pompeii.” This site offers a glimpse into a sophisticated civilization that thrived around 1600 BC before being buried by a volcanic eruption. Walking through the well-preserved ruins, you'll see multi-story buildings, advanced drainage systems, and vibrant frescoes. 

• Unique Beaches: Discover the unique beaches of Santorini, each offering its distinct charm with volcanic sands and stunning scenery.

• Red Beach: Known for its striking red cliffs and sand, Red Beach is a must-see destination. The contrast between the red rocks, deep blue sea, and clear sky creates a breathtaking panorama. Accessible via a short hike, it's a perfect spot for swimming, snorkelling, and soaking up the sun.

• Kamari Beach: This popular beach features black volcanic sand and a lively promenade with shops, cafes, and taverns. The crystal-clear waters are ideal for swimming and water sports, while the nearby Mesa Vouno rock offers an impressive backdrop and hiking opportunities.

• Perissa Beach: Adjacent to Kamari Beach but separated by the imposing Mesa Vouno, Perissa boasts long stretches of black sand and a vibrant beach scene. With numerous beach bars, restaurants, and water activities, it’s perfect for those looking to enjoy a lively atmosphere.

• White Beach: Accessible only by boat, White Beach is known for its dramatic white cliffs and pebble shoreline. The secluded location makes it a tranquil spot for relaxation and exploring the underwater world through snorkelling.

Mykonos

Known for its vibrant nightlife, beautiful beaches, and historic windmills, Mykonos is a favourite destination for those seeking relaxation and excitement. The best time to visit is from June to August, when the island buzzes with energy and activity.

Highlights:

• Little Venice: This charming neighbourhood in Mykonos offers stunning sea views, quaint houses, and lively bars and restaurants. Known for its colourful buildings at the water's edge, it's perfect for a stroll through narrow streets lined with cafes and boutique shops. As the sun sets, Little Venice comes alive with vibrant nightlife, offering a variety of spots to enjoy local cuisine and cocktails while watching the waves. 

• Paradise Beach: Famous for its legendary beach parties, Paradise Beach is the ultimate destination for sun, sand, and music in Mykonos. By day, enjoy golden sands, crystal-clear waters, and a range of water sports. The beach transforms into a vibrant nightlife hotspot as the sun sets, with beach bars and clubs hosting world-class DJs and energetic parties. 

• Delos Island: A short sail from Mykonos, Delos is a UNESCO World Heritage Site and one of Greece's most important archaeological treasures. Known as the legendary birthplace of Apollo and Artemis, Delos was a major religious and commercial center in ancient Greece.

Naxos

As the largest of the Cyclades, Naxos offers lush landscapes, ancient ruins, and beautiful beaches, making it a diverse and intriguing destination. The best time to visit is from June to September, when the weather is ideal for exploring both the island and its waters.

Highlights:

• Portara: The impressive marble gate of an unfinished temple dedicated to Apollo, Portara is one of Naxos's most iconic landmarks. Dating back to the 6th century BC, it offers stunning panoramic views of the Aegean Sea and nearby islands. This ancient structure is particularly captivating at sunrise and sunset, providing a magical photo backdrop. 

• Temple of Demeter: Located in the lush countryside of Naxos, the Temple of Demeter is a well-preserved sanctuary dedicated to the goddess of agriculture and fertility. Built around 530 BC from white marble, this classical temple features impressive Doric columns and offers a glimpse into ancient Greek religious practices. The site includes a small museum with artifacts that provide further insights into the temple's history. 

• Agios Prokopios Beach: Agios Prokopios Beach is one of Naxos's most popular and beautiful beaches. Stretching over a kilometre, it’s perfect for relaxation and adventure. Enjoy sunbathing, swimming, and snorkelling in the calm waters, or try water sports like windsurfing and paddleboarding. The beach has sunbeds, umbrellas, and beachfront cafes and taverns offering delicious local cuisine. 

Paros

Paros is renowned for its charming villages, crystal-clear waters, and vibrant culture, making it a delightful stop on any sailing itinerary. The best time to visit is from June to September, when the island is most vibrant.

Highlights:

• Naoussa Village: This picturesque fishing village in Paros is known for its scenic harbour, narrow streets, and lively nightlife. Traditional white-washed buildings and colourful boats create a charming atmosphere for exploring cobblestone alleys with quaint shops and cozy cafes. At sunset, Naoussa becomes vibrant, with waterfront tavernas and bars serving local cuisine and fresh seafood. The lively nightlife offers chic bars, trendy clubs, and live music venues. 

• Kolymbithres Beach: The smooth, sculpted granite rocks create natural coves ideal for swimming and sunbathing. The calm, clear waters are perfect for swimming, snorkelling, and paddleboarding, while the rock formations offer sheltered sunbathing spots. 

• Butterfly Valley: A serene natural habitat on Paros, Butterfly Valley is a tranquil escape where you can see thousands of Jersey tiger moths during the summer months. Shaded pathways wind through dense vegetation, creating a cool, refreshing atmosphere for leisurely walks. The butterflies cover trees and rocks, creating a magical scene. 

Sailing through the Aegean Sea allows you to experience the beauty and diversity of the Greek islands in a unique and intimate way. Whether you're seeking relaxation, adventure, or cultural enrichment, these islands offer something for every traveller. Embark on your sailing adventure this summer and discover the enchanting allure of Greece’s Aegean Sea.

Pro Tip: If you plan on visiting any of the ancient ruins, make sure you are wearing shoes with decent grip to avoid trips and falls. The stone floors have become extremely slippery from centuries of weather exposure, smoothing its surface.