Greece: Sail in the Ancient Land

Greece: The Ancient Land

Greek islands - Tradition and discovery

Sail through the Greek Islands, where history, landscapes, and the beauty of the Aegean come together. Starting from Lavrion, near Athens, this journey takes you to Cape Sounion to see the Temple of Poseidon, the peaceful streets of car-free Hydra, and the charming Old Harbor of Spetses. Visit Poros with its iconic clock tower, explore the traditional villages and quiet beaches of Kythnos, and experience the cultural richness of Syros. End your trip with the sandy shores of Naxos, the lively atmosphere of Mykonos, and the ancient ruins of Delos. Whether you're with family or friends, this trip offers a perfect mix of exploration, comfort, and relaxation.

Greek islands - What to expect?

We set sail from Lavrion, near Athens, the perfect starting point for exploring the Greek Islands. This is the most sailed spot for Marco, one of our cofounders, who has captained over 50 groups here in the last 10 years. Marco knows these waters like the back of his hand and will take you not only to the most famous spots but also to private bays, charming fishing villages, and tiny, traditional Greek taverns where you can enjoy an authentic taste of Greece.Our journey often begins at Cape Sounion, where the ancient Temple of Poseidon stands on cliffs overlooking the Aegean Sea, offering unforgettable sunset views. From there, we visit Hydra, a car-free island where donkeys navigate cobblestone streets, and the harbor is lined with beautiful stone houses.On Spetses, you’ll find the Old Harbor, where traditional wooden boats and neoclassical buildings create a unique atmosphere. Poros invites you to explore its colorful streets, the iconic clock tower, and peaceful lemon groves. Kythnos offers a slower pace, with its natural hot springs, secluded beaches, and traditional villages.Syros, the capital of the Cyclades, showcases elegant architecture, marble squares, and a rich blend of Greek and Venetian influences in the town of Ermoupolis. Mykonos offers its well-known windmills, charming streets, and some of the most famous beaches in the Aegean. A stop at Delos takes you into the heart of ancient history, with temples and ruins that tell the story of Apollo’s mythical birthplace. Finally, Naxos offers a mix of long sandy beaches, mountain villages, and the iconic Portara gateway, rich with history and local culture.This itinerary is a suggestion, as weather conditions may adjust the order of stops to ensure a smooth and comfortable journey.With BORA VIDA SAILING your time in the Greek Islands will be filled with discovery, relaxation, and memories!

Location

Lavrion, Greece

Season

April - October

Duration

7 Days, Saturday to Saturday

Packing

We'll send our packing list

Weather

Air: 82ºF / 28ºC Water: 80ºF / 27ºC

Trip Highlights

5 Star Itinerary
Most days, we sail through the calm waters of the Aegean, catching the breeze as we navigate between fisherman villages, hidden bays and even ancient heritage. Every day brings a new adventure,
Explore the Greek gastronomy
Savor the best of Mediterranean cuisine, from fresh Greek salad and traditional moussaka to perfectly grilled fish that will leave you craving more. And don’t forget—Greek wines have their own story to tell!
Visit the traditional fisherman towns
During your trip, you’ll have the chance to explore some of the most picturesque villages in the Greek Islands—don’t miss out!
Enjoy the famous Mykonos sunsets
Experience one of the most unforgettable sunsets in Mykonos. Watch as the sun dips into the Aegean—it’s a moment you won’t want to miss!
Discover the Poseidon Temple
One of the highlights of your trip will be anchoring just below the Temple of Poseidon at Cape Sounion, is an experience you’ll always remember.
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What's Included?

Explore The Greek Islands on your private sailboat with all of the details taken care of so you can kick back and enjoy. *Indicates items that can be arranged for a fee.

Private Yacht Charter

Professional Captain

Guided, Custom Itinerary

National Park & Anchor Fees

Paddleboard and/or Kayaks

Detailed Support

Provision Shopping & Delivery

Greek gastronomy activities*

Dingy and All Fuel Costs

Frequently Asked Questions

Greece offers great sailing conditions year-round, with warm Mediterranean weather. The best sailing season is typically from May to October, with the summer months of June to September being the busiest and warmest, ideal for sun-seekers. The winds are more consistent during this time, particularly the “Meltemi” winds from late June to September, which provide excellent conditions for experienced sailors. For a quieter experience, consider sailing in May, early June, or September to October, when the weather is still pleasant, but the crowds are smaller.

Our routes vary, but a 7-day charter often includes destinations like Hydra, Cape Sounion, Spetses, Kythnos, and of course, Mykonos. Each location offers its own charm, from picturesque villages and historic sites to beautiful beaches and crystal-clear waters. Customization options are available to suit your interests, whether it’s exploring ancient ruins, hiking, snorkeling, or enjoying the vibrant local culture.

No experience is needed for our crewed charters, as each trip includes a professional captain.

Our charters cover your yacht, captain, customized itinerary, national park and anchor fees, snorkel gear, and other essentials. Additional activities, such as diving or guided island tours, can be arranged for an extra cost.

Pack light, breathable clothing, reef-safe sunscreen, and swimwear. We recommend a dry bag for excursions and water shoes for coral areas. We’ll send a full packing list with helpful tips after booking.

The waters around the Greek Islands are typically calm, especially in the sheltered bays and coves, with mild winds in most areas. The best sailing conditions are from May to October, with the Meltemi winds providing a steady breeze during the summer months (June to September). While the winter months (November to February) can bring occasional rain and stronger winds, the weather is generally mild, making the Greek Islands a year-round sailing destination.

Wi-Fi is available on most yachts for an additional fee. Connectivity varies by location, especially in remote areas, so we encourage unplugging to fully enjoy the experience.

 

Our activities offer a blend of adventure and authentic Greek culture, including cultural visits and exploration of historical sites. You can enjoy snorkeling, paddleboarding, beachcombing, and hiking, as well as relax in picturesque settings. We also arrange optional excursions, such as visiting ancient ruins, touring local villages, experiencing traditional Greek culinary delights, or enjoying a wine tasting at a local vineyard.

Absolutely! Our charters are family-friendly, and the calm bays and shallow waters around the Greek Islands make it an excellent destination for kids. With safe, tranquil beaches and plenty of opportunities for fun activities, the whole family can enjoy exploring the beauty of the islands together.

Most nationalities, including U.S. and EU citizens, can stay in Greece for up to 90 days visa-free within a 180-day period. We’ll be happy to advise you on your documentation needs, but ultimately, it’s your responsibility to ensure you arrive with the necessary documents to pass through passport control.

Catering options range from self-catering to fully catered. We feature fresh local ingredients, with menus that include traditional Greek dishes, fresh seafood, and locally grown fruits and vegetables. Whether you prefer a casual meal or a gourmet dining experience, we can tailor the menu to suit your tastes.

Yes, we can arrange special requests such as visiting a local vineyard. Whether you’re interested in wine tastings, private tours, or exploring other local experiences, we’re happy to customize your itinerary to match your preferences!

An incredible trip! We were a group of 7 friends in Greece for holidays. Marco took us to amazing unknown spots, he really know the area! The catamaran was like a 5 star hotel and the sunset at the Temple of Poseidon and exploring Hydra were unforgettable. Highly recommend!
Laura L.
Group of 7 friends
Our family trip with 4 kids and 2 couples was absolutely perfect! Plenty of sailing, adventure, swimming, and sunbathing. The experience was top-notch—I wish I was there again already! Highly recommend sailing with Bora Vida!
Robert R.
Family trip
Want to sail the Greek islands with us?

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