The Perfect 7-Day Sailing Itinerary in Greece

There's something truly magical about experiencing the Greek islands from the water. With over 6,000 islands (though only 227 are inhabited), crystal-clear azure waters, and consistent summer winds, Greece is one of the world's premier sailing destinations. Whether you're an experienced sailor or a first-timer looking to charter a boat with a skipper, a sailing vacation in Greece offers an unforgettable blend of adventure, relaxation, and cultural immersion. In this guide, we'll explore the perfect 7-day sailing itinerary in Greece that takes you through the stunning Cyclades islands, starting and ending in Lavrion.

7-Day Greece Sailing Itinerary

The Cyclades island group offers the quintessential Greek experience—whitewashed villages, blue-domed churches, and a perfect combination of lively harbors and secluded coves. Our Greece sailing itinerary begins in Lavrion, just 40 minutes from Athens Airport, making it an ideal starting point for your sailing Greece adventure.

Day 1: Lavrion to Kythnos - 24 NM

Your adventure begins at Lavrion marina, where you'll meet your boat charter Greece representative, complete the necessary paperwork, and provision your vessel. After a brief orientation, set sail for Kythnos, a picturesque island that perfectly introduces you to the Cycladic charm.

Highlights of Kythnos

• Kolona Beach: A stunning double bay connected by a narrow strip of sand

• Loutra: Known for its natural hot springs that flow directly into the sea

• Dryopida: A traditional village with distinctive architecture and narrow streets

• Merichas: The main port with authentic tavernas serving fresh seafood

Recommended Activities

• Take a dip in the healing waters of Loutra's hot springs

• Hike to Chora (the main town) to enjoy panoramic views of the Aegean

• Explore the traditional village of Dryopida with its unique cave houses

• Enjoy dinner at a waterfront taverna in Merichas, sampling local specialties like sfougato (local cheese pie)

Day 2: Kythnos to Sifnos - 30 NM

After a peaceful night in Kythnos, set sail for Sifnos, one of the most charming and authentic islands in the Cyclades. This leg offers excellent sailing conditions and stunning coastal views.

Sifnos Island Overview

Sifnos has managed to maintain its authentic character while offering visitors modern amenities. Known for its gastronomy, pottery tradition, and beautiful landscapes, Sifnos provides an authentic Greek island experience.

Best Spots to Visit

• Kamares: The main port with a beautiful sandy beach and plenty of tavernas

• Kastro: A medieval settlement built on a clifftop overlooking the sea

• Apollonia: The island's capital, with charming narrow streets and boutique shops

• Vathi: A protected bay with a golden sand beach and crystal-clear waters

• Chrysopigi Monastery: A picturesque monastery perched on a rocky promontory

Don't miss Sifnos' culinary scene—the island is known throughout Greece for its exceptional food. Try revithada (chickpea stew) or mastelo (lamb cooked in red wine and herbs).

Day 3: Sifnos to Paros - 28 NM

On day three, sail east to Paros, one of the most popular islands in the Cyclades. With consistent winds and excellent sailing conditions, this leg of your journey promises an exhilarating sailing experience.

Paros Island Overview

Paros offers a perfect blend of traditional villages, beautiful beaches, vibrant nightlife, and historical sites. Whether you're seeking relaxation or adventure, Paros has something for everyone.

Best Spots to Visit

• Naoussa: A picturesque fishing village with a vibrant harbor

• Parikia: The capital with its impressive Byzantine church and Venetian castle

• Lefkes: A traditional mountain village with marble streets and stunning views

• Kolimbithres: Unique rock formations create small secluded beaches

• Santa Maria: A beautiful beach with excellent water sports facilities

Consider mooring in Naoussa's harbor for the night. This former fishing village has transformed into a cosmopolitan destination while maintaining its authentic charm. Enjoy dinner at one of the waterfront restaurants, where you can watch fishermen bring in their daily catch.

Day 4: Paros to Mykonos - 26 NM

Day four takes you to the famous island of Mykonos, known for its cosmopolitan atmosphere, stunning beaches, and vibrant nightlife. The sail from Paros to Mykonos offers spectacular views of the surrounding islands.

Exploring Mykonos

• Mykonos Town (Chora): Famous for its iconic windmills and Little Venice district

• Delos Island: An optional day trip to this UNESCO World Heritage archaeological site

• Psarou Beach: A trendy beach with crystal-clear waters

• Ano Mera: A traditional village with an authentic atmosphere away from the crowds

Suggested Activities

• Wander through the maze-like streets of Mykonos Town

• Visit the Archaeological Museum of Mykonos

• Enjoy a sunset cocktail in Little Venice

• Take a day trip to the sacred island of Delos (if time permits)

• Dance the night away at one of Mykonos' famous beach clubs

Anchor in the New Port of Mykonos or find a berth in the Old Port if available (reservations highly recommended in high season).

Day 5: Mykonos to Syros - 25 NM

After experiencing the vibrant energy of Mykonos, set sail for Syros, the administrative capital of the Cyclades. This leg offers great sailing conditions with the potential for some exciting winds between the islands.

Syros Highlights

• Ermoupoli: The grand capital with neoclassical architecture and an impressive town hall

• Ano Syros: The medieval upper town with panoramic views

• Vaporia: An elegant district with grand captain's houses

• Galissas: A beautiful, protected bay with a sandy beach

Best Activities

• Visit the Apollo Theater, a miniature version of La Scala in Milan

• Explore the Orthodox and Catholic churches that coexist harmoniously

• Sample local delicacies like loukoumi (Greek Turkish delight) and halvadopita (nougat wafers)

• Stroll through the impressive main square of Ermoupoli

• Swim in the clear waters of Galissas or Kini beaches

Syros offers a different pace from the more touristy islands, with its rich cultural heritage and authentic Greek atmosphere.

Day 6: Syros to Kea - 34 NM

On your penultimate day, sail to Kea (also known as Tzia), the closest Cycladic island to Athens. This leg represents your longest sailing day at 34 nautical miles, providing ample opportunity to hone your sailing skills.

Kea Overview

Unlike its more famous neighbors, Kea maintains a low-profile charm with its terracotta-colored houses, stone-paved paths, and ancient ruins. The island offers a more authentic Greek experience away from mass tourism.

Must-See Spots

• Vourkari: A charming port with excellent seafood restaurants

• Ioulida (Chora): The picturesque main town is built amphitheatrically on a hillside

• Karthea: Ancient ruins accessible by hiking trail or by boat

• Otzias Bay: A beautiful protected bay with a sandy beach

• The Lion of Kea: An ancient stone carving dating back to 600 BCE

Don't miss the opportunity to hike on some of Kea's well-maintained trails that lead to ancient sites and offer breathtaking views of the Aegean.

Day 7: Kea to Lavrion - 13 NM

Your final day features a short 13 nautical mile sail back to Lavrion, giving you plenty of time to enjoy a final swim and lunch onboard before returning your charter boat.

Recommended Activities

• Morning swim at one of Kea's secluded bays

• Leisurely sail back to Lavrion

• Optional visit to the Temple of Poseidon at Cape Sounion (accessible by taxi from Lavrion)

Things to Do in Athens

If you have extra time before departing Greece:

• Visit the Acropolis and the Parthenon

• Explore the Acropolis Museum

• Stroll through the historic Plaka neighborhood

• Experience the vibrant Monastiraki flea market

• Enjoy a farewell dinner in Athens featuring Greek cuisine

Conclusion

A 7-day sailing itinerary in Greece offers a perfect introduction to the beauty and diversity of the Greek islands. From the authentic charm of Kythnos to the cosmopolitan vibes of Mykonos, each island has its unique character and attractions. Sailing Greece allows you to experience these destinations at your own pace, discovering hidden coves and secluded beaches that are inaccessible to land-based travelers.

Whether you're an experienced sailor or chartering with a skipper, this itinerary provides the perfect balance of sailing, swimming, exploring, and relaxing. The memories you create during your sailing vacation in Greece will last a lifetime, and you'll likely find yourself planning your return before your trip has even ended.

FAQs about Greece Itinerary

Do I need a sailing license to rent a charter in Greece?

Yes, to charter a bareboat (without a skipper) in Greece, you need a valid sailing license recognized by Greek authorities. The main helmsman must have a sailing license, proof of sailing experience, and a secondary form of identification such as a passport. If you don't have a license, Neptune's Daughter's expert will arrange for a skipper for hire through your boat charter Greece company, which is an excellent way for less experienced sailors to enjoy a sailing holiday.

What are the must-see islands in a 7-day sailing itinerary in Greece?

While our itinerary covers Kythnos, Sifnos, Paros, Mykonos, Syros, and Kea, other popular islands in the Cyclades include Santorini, Naxos, Milos, and Amorgos. The beauty of a sailing vacation is that you can customize your route based on your interests, whether you prefer vibrant nightlife, historical sites, or secluded beaches. The Cyclades are among the best sailing destinations worldwide for their combination of sailing conditions, beautiful scenery, and cultural experiences.

Can I customize my 7-day sailing itinerary in Greece?

Absolutely! This itinerary serves as a suggestion, but you can modify it based on your preferences, sailing experience, and weather conditions. Some charterers might prefer to spend more time on fewer islands, while others might want to cover more ground. Our sailing boat charter expert can help you design an itinerary that suits your needs and preferences.

What should I pack for a sailing trip in Greece?

Essential items include:

• Soft-sided luggage (easier to store on a boat)

• Non-marking shoes for onboard use

• Lightweight, quick-drying clothing

• Windbreaker or light jacket for evening sailing

• High SPF sunscreen, sunglasses, and a hat

• Seasickness medication if you're prone to motion sickness

• Waterproof bag for electronics

• Snorkeling gear (though many charter companies provide this)

How long does it take to sail between the islands in Greece?

Sailing times between islands in the Cyclades typically range from 2-6 hours, depending on the distance, wind conditions, and your boat's speed. Our itinerary accounts for these sailing times, allowing you to reach your destination by early afternoon, giving you ample time to explore each island. The distances provided in nautical miles (NM) give you an idea of each day's sailing.

What type of boat is best for a 7-day sailing trip in Greece?

For a 7-day trip with 4-6 people, a 38-45 foot monohull sailboat or a 40-45 foot catamaran works well. Catamarans offer more space and stability but come at a higher price point. Monohulls provide a more authentic sailing experience and can access smaller harbors. Your choice should depend on your budget, sailing experience, and comfort preferences. Most boat charter Greece companies offer a range of options to suit various needs and group sizes.

What is the best time to sail in Greece?

The best time to sail in Greece is from late April to early October, with May-June and September-early October offering the perfect balance of good weather, moderate winds, and fewer crowds. July and August provide the strongest winds (great for experienced sailors) but also bring higher temperatures and crowded harbors. During peak summer months, marina reservations are highly recommended, especially in popular destinations like Mykonos.