Lefkada to Lefkada Ionian Island Hopping 14 Days

Taking a two-week sailing trip through Greece’s Ionian Islands is the kind of travel experience that promises both relaxation and adventure. The Lefkada to Lefkada Ionian Island Hopping 14 Days tour offers an immersive way to explore some of Greece’s most charming islands—from Meganisi to Kefalonia, Ithaka, Zakynthos, and beyond—without the hassle of planning each detail. While it’s primarily a sailing adventure, it’s also about discovering hidden coves, enjoying local cuisine, and soaking up the unmistakable Greek island vibe.

What really stands out about this trip is the carefully curated itinerary, built from years of local sailing experience. The skippers aren’t just there to steer; they’re knowledgeable guides who know the waters and the best spots to anchor. This makes all the difference when you’re seeking not only scenic beauty but also authentic, off-the-beaten-path moments.

One thing to note is that the trip is designed for those comfortable with boats and open water—seasickness, weight restrictions, and mobility considerations are worth keeping in mind. But if you’re looking for a balanced mix of leisure, exploration, and genuine Greek hospitality, this tour offers fantastic value for its price.

Key Points

• Authentic Ionian Experience: Curated routes that showcase the best islands and hidden gems.
• Expert Skippers: Knowledgeable guides ensuring safe and smooth sailing.
• Flexible & Inclusive: Accommodation on the boat, marina fees, and fuel included—food, drinks, and activities are optional extras.
• Leisure & Adventure: Swim stops, sea caves, ashore exploration, and the chance to relax with Greek wine.
• Cost & Value: For $3,162 per person, you get a well-organized, immersive 7-day journey with all essentials covered.
• Ideal for Experienced Sailors & Curious Travelers: Best suited for those comfortable with boats, looking for authentic island hopping.

The Experience in Detail

Starting Point: Lefkas (Lefkada)

The adventure begins at D-Marin Lefkas Marina, a modern, well-equipped spot that makes meeting up straightforward. From here, your skipper will introduce the boat, the safety procedures, and briefly outline the upcoming journey. We loved how the crew, led by skilled skippers, made the group feel comfortable right from the start, especially if you’re new to sailing.

Meganisi: The Charming First Stop

Sailing to Meganisi, one of the lesser-known but highly treasured islands, you’ll appreciate the calm waters and small coves perfect for your first swim. The reviews highlight how the crew’s local knowledge ensures you see “the best quiet beaches,” away from the crowds. Many guests mention that the afternoon swim stops are a highlight, offering a refreshing break in pristine waters.

Exploring Sea Caves & Marinas

Throughout the trip, you’ll have multiple opportunities to explore sea caves and go ashore at different islands or marinas. These moments are often described as magical, with some travelers noting how the crew takes care to find safe, scenic spots. The stops at islands like Kastos and Kalamos are appreciated for their tranquility and authentic local tavernas, perfect for tasting Greek cuisine and unwinding after a day on the water.

Ithaka & Kefalonia: Rich with Character

Ithaka, famous for its association with Odysseus, offers a unique blend of history and natural beauty. You might find yourself wandering charming villages or relaxing on quiet beaches. Kefalonia, with its dramatic landscapes and crystal-clear waters, is another standout. Guests mention how the boat’s stops here allow for leisurely exploration, with plenty of time to relax or indulge in local specialties.

Zakynthos & Kastos: The Livelier & The Laid-Back

Zakynthos is well-known for its impressive cliffs and shipwreck beach, but on this tour, it’s usually a quick stop for a swim or a photo. Kastos, on the other hand, provides a more tranquil experience, perfect for those seeking authentic island life without the crowds. The reviews repeatedly mention how these contrasting stops add variety and balance to the trip.

Returning to Lefkas

After visiting seven islands, the journey loops back to Lefkas, with reflections on an immersive week of sailing, swimming, and delicious Greek food. Many guests say the experience leaves them feeling relaxed, refreshed, and with a deeper appreciation for the Ionian islands.

Practical Details & What’s Included

The tour includes accommodation on the sailboat—either in single or double cabins—so you’ll have your own space to unwind. The skippers handle all the sailing, so you can relax, take in the views, or chat with fellow travelers. Fuel, marina fees, and Wi-Fi where available are also covered, making the logistical side smooth.

However, food and drinks are not included, but the boat’s supermarket stop allows you to stock up for roughly €50 per person weekly—enough to enjoy picnics or casual dinners onboard. You can also choose to eat ashore at local tavernas, which are affordable and delicious, giving you a taste of authentic Greek cuisine.

Travel Tips

• The tour is not suitable for wheelchair users, people over 275 lbs, or those prone to seasickness. It’s a sailing trip, so comfort with boats is helpful.
• The tour is designed for those aged 1 to 95, but very young children and seniors should consider their mobility and health.
• You’ll need to meet at the Porto Cafe in Lefkas marina, with the tour ending back there too.

Pricing & Value

At $3,162 per person, this trip offers a comprehensive week of sailing, exploring, and relaxing in the Ionian. When you consider that most meals and activities ashore are optional extras, the price reflects good value for a guided, all-inclusive journey with experienced skippers. Plus, the flexibility of booking now and paying later adds convenience for planning your trip.

Why This Tour Is a Great Choice

If you are someone who loves combining sailing with authentic exploration, this trip ticks many boxes. The curated itinerary means you’re not just randomly bouncing between islands but experiencing the best highlights and hidden corners the Ionian has to offer. The knowledgeable skippers are a real asset, ensuring safety while also sharing insider tips that make the trip richer.

It’s perfect for adventurous travelers comfortable on boats and happy to explore beaches, caves, and charming villages at a leisurely pace. If you prefer structured tours but want to avoid crowded tourist spots, this sailing adventure offers a peaceful, scenic alternative with plenty of opportunities for relaxation and discovery.

However, if you’re not comfortable on boats or travel with very young children or those with mobility challenges, this may not be the best fit. The experience is designed to be laid-back but also active, with multiple swimming stops, island walks, and boat maneuvers.

Final Thoughts

The Lefkada to Lefkada Ionian Island Hopping 14 Days is a well-rounded, value-packed sailing adventure that offers genuine access to some of Greece’s most beautiful islands. It balances scenic beauty, local flavor, and relaxed luxury, making it ideal for travelers seeking authentic experiences without the hassle of self-organizing.

The knowledge of the local skippers, combined with the thoughtfully curated stops, means you’ll gain a deeper appreciation for the Ionian’s natural beauty and cultural charm. Expect peaceful mornings with coffee on deck, afternoons swimming in turquoise waters, and evenings savoring Greek cuisine under starry skies.

This tour is best suited for curious, adventure-loving travelers who are comfortable on boats and eager to explore Greece beyond its beaches and villages. If you’re looking for a blend of comfort, adventure, and culture, this sailing trip provides a memorable way to experience the Ionian Islands.

FAQ

Is this tour suitable for beginners in sailing?
While the tour is led by experienced skippers, it’s primarily designed for those comfortable on boats. If you’re new to sailing, it’s advisable to be comfortable with open water and boat movement to fully enjoy the experience.

Are meals included in the tour price?
No, meals and drinks are not included. You can shop at the marina supermarket for about €50 per person weekly or dine ashore at local tavernas for an authentic Greek experience.

What type of accommodation is provided?
Guests stay in cabins on the sailboat, with options for single or double occupancy. This setup allows you to rest comfortably after days filled with exploration.

How many islands will we visit?
The itinerary includes stops at Meganisi, Ithaka, Kefalonia, Zakynthos, Kastos, and Kalamos, with sailing between each. It’s a great mix of well-known spots and lesser-visited islands.

Is Wi-Fi available during the trip?
Yes, free Wi-Fi is available where the boat docks in marinas, making it easier to stay connected or share your photos.

What is the cancellation policy?
You can cancel up to 24 hours in advance for a full refund, offering flexible planning options.

Can children join this tour?
Yes, but children should be between 1 and 95 years old, and parents should consider their child’s comfort with boat travel and physical mobility.

If you’re seeking a laid-back yet immersive way to explore Greece’s Ionian Islands, this sailing adventure from Lefkas promises a memorable blend of scenic beauty, authentic culture, and relaxed luxury. With expert guidance and carefully selected stops, it’s a travel experience that combines discovery with genuine peace—perfect for those who want to truly live the Greek island dream.