Greece Flotilla Sailing Adventure
June 05 – June 12, 2027 

Join us for an unforgettable week sailing through the crystal-clear waters of Greece’s stunning Southern Ionian Islands. Departing from Lefkada aboard a comfortable sailing yacht or catamaran, you’ll discover charming island villages, secluded anchorages, ancient history, incredible cuisine, and some of the best sailing in the Mediterranean.

Whether you’re joining us for the vacation of a lifetime or earning ASA certifications while cruising the Greek Islands, this flotilla offers the perfect balance of adventure, relaxation, hands-on sailing, and authentic Greek hospitality.

⛵ Pricing (Based on Double Occupancy)

• $2,897 per person — Sailing Vacation Experience

• Optional ASA Certifications
  Students who wish to receive sailing certifications may add eligible ASA courses to their trip for an additional certification fee. Depending on your current experience and qualifications, available certifications may include:

  • ASA 101 – Basic Keelboat Sailing
  • ASA 103 – Basic Coastal Cruising
  • ASA 104 – Bareboat Cruising
  • ASA 114 – Cruising Catamaran

  Certification availability depends on your sailing experience, prerequisites, and the yacht assigned. Contact us to discuss the best certification path for your trip.

A 50% deposit is due at registration. Remaining balance is due 45 days prior to departure.

🌊 Sample Itinerary

Charter Dates: June 05 – June 12, 2027

Departure Marina: Lefkada, Greece

Day 1 – Saturday, June 05

Arrive in Lefkada and settle aboard your yacht before meeting your fellow sailors. After provisioning with fresh local produce, cheeses, bread, Greek wines, and other essentials, we’ll complete our chart briefing and yacht orientation before departing for nearby Meganisi Island.

Our first evening is spent in the picturesque harbor of Vathi, where we’ll enjoy a relaxing waterfront dinner and toast the beginning of an incredible week together.

Day 2 – Sunday, June 06

Following breakfast, we’ll sail to the spectacular Papanikolis Cave, one of the Ionian Sea’s most famous landmarks. Enjoy swimming in the cave’s crystal-clear waters before continuing to beautiful Afales Beach on Ithaca.

Later in the day we’ll arrive in the colorful harbor village of Fiskardo on Kefalonia, one of Greece’s most charming waterfront towns.

Day 3 – Monday, June 07

Today’s sail takes us through the scenic channel separating Kefalonia and Ithaca before arriving in Sami.

Along the way we’ll anchor in secluded bays for swimming before exploring the famous Melissani Cave, where brilliant turquoise waters and dramatic sunlight create one of Greece’s most breathtaking natural attractions.

Day 4 – Tuesday, June 08

Today combines beautiful sailing with Greek culture.

Optional excursions include visiting the Monastery of Agios Gerasimos and enjoying a tasting at the renowned Robola Winery, famous for producing one of Greece’s signature white wines.

That evening we’ll raft the boats together in beautiful Bay of Filiatro, creating one unforgettable floating community.

Day 5 – Wednesday, June 09

We’ll sail toward the island of Kalamos, stopping first at secluded One House Bay on Atokos Island for swimming, snorkeling, and relaxing beneath towering limestone cliffs.

Tonight we’ll enjoy a traditional Greek dinner followed by our always-popular Greek White Party, filled with music, laughter, and unforgettable memories.

Day 6 – Thursday, June 10

Enjoy a relaxing morning before sailing to scenic Vlycho Bay, known for its calm waters and beautiful surroundings.

This evening we’ll gather for dinner at Hippocampus Restaurant, enjoying authentic Greek cuisine while reflecting on another incredible day together.

Day 7 – Friday, June 11

Our final sailing day takes us back toward Lefkada, with plenty of opportunities to stop for one last swim in the Ionian’s unbelievably clear waters.

We’ll enjoy a farewell lunch aboard while soaking in the scenery before returning to the marina for our final evening together.

Guests may spend one final night aboard or choose a nearby hotel before departing the following morning.

Day 8 – Departure Day – Saturday, June 12

Enjoy breakfast before saying farewell to your yacht and new sailing friends.

Disembark by 9:00 AM.

⚓ Please Note

This itinerary is provided as a sample and may change based on weather, sea conditions, marina availability, or other circumstances beyond our control.

One of the joys of a flotilla is the flexibility to discover hidden anchorages and unforgettable local experiences along the way.

⛵ The Boats

Your Greece flotilla will take place aboard a modern catamaran featuring comfortable accommodations, spacious cockpits, well-equipped galleys, and private cabins.

You’ll enjoy an authentic Mediterranean cruising experience while exploring one of the world’s premier sailing destinations.

✅ What’s Included

• Luxury Catamaran charter and insurance.
• 7 nights / 8 days onboard accommodations
• Experienced Licensed Captain / ASA Instructor
• Professional cleaning of the yacht, prior and at the end of the cruise.
• All linens such as towels, blankets
• ASA instruction and certification (if selected)
• ASA logbook completed and signed
• Flotilla leadership and support throughout the week

❌ Not Included

• Travel expenses to/from Greece (flights, ground transportation, hotels, etc.)
• Personal travel or medical insurance
• Yacht provisioning
• Marina and mooring fees
• Fuel and water usage
• Meals ashore
• Alcoholic beverages
• Instructor gratuity

📋 Cancellation Policy

Cancellations within 7 days of booking:

• 100% refund minus credit card fees

Cancellations after 7 days of booking and more than 12 weeks prior to departure:

• Deposit is non-refundable

Cancellations within 12 weeks of departure:

• No refund

Please note there is a strict no-refund policy for cancellations made within twelve (12) weeks of departure.

📋 Booking Changes

Changes made within 7 days of booking:

• No fee

Changes made after 7 days of booking and more than 12 weeks prior to departure:

• $100 change fee per person (subject to approval)

Changes within 12 weeks of departure:

• Changes are not permitted and will be treated as a cancellation with no refund.

Travel Insurance

We strongly recommend purchasing travel insurance to protect your trip investment against unexpected events such as trip cancellations, medical emergencies, travel delays, or lost luggage. Travel insurance is especially important for international travel, providing valuable peace of mind before and during your trip. You can purchase coverage through our preferred provider, TravelInsurance.com.

Ready to Sail Greece?

Discover why sailors from around the world fall in love with the Ionian Islands. Crystal-clear water, welcoming harbors, incredible food, fascinating history, and unforgettable sailing combine to create the adventure of a lifetime.

Whether you’re joining us for the vacation, the ASA certifications, or both, this Greece flotilla is an experience you’ll never forget.

Reserve your cabin today!