7-Day Ionian Islands Sailing Cruise from Lefkada to Ithaca, Kefalonia and Kastos
25 September 2027 - 2 October 2027
Ionian Islands, GR
7 days trip
10 places avaliable
Catamaran
Price may vary depending on the cruise date.
Reservations are subjected to acceptance after availability checks. In case, the selected cruise is not available we will contact you with similar offers.
Discover the southern Ionian Sea on a week-long sailing itinerary departing from Lefkada and exploring Meganisi, Ithaca, Kefalonia and Kastos. This route combines short daily passages, protected anchorages, authentic Greek island villages and some of the most reliable sailing conditions in the Mediterranean.
The southern Ionian Islands offer one of the most accessible and rewarding sailing regions in Greece. Sheltered waters, predictable summer winds and relatively short navigation distances allow a balanced combination of sailing, swimming and time ashore. Throughout the week, the route moves between forested islands, historic harbours, traditional fishing communities and secluded bays that are often accessible only by boat.
Starting from Lefkada, the itinerary follows a circular route through the heart of the Ionian archipelago. Guests experience the calm coves of Meganisi, the timeless atmosphere of Ithaca, the Venetian heritage of northern Kefalonia and the peaceful character of Kastos before returning north along the protected eastern coastline of Lefkada.
Summer navigation is typically influenced by the Maistros, a northwesterly thermal breeze that develops during the day and creates favourable sailing conditions without excessive sea state. Combined with numerous natural harbours and well-protected anchorages, these conditions make the area suitable for both first-time sailors and experienced cruising enthusiasts.
Itinerary
Day1
Lefkada Embarkation and Sail to Meganisi
Boarding takes place at Lefkada Marina during the afternoon. After check-in, cabin allocation and a welcome briefing, the yacht departs south through the Lefkada Canal, entering the sheltered waters of the central Ionian.
The first sailing leg leads to Meganisi, a green island known for its quiet bays, olive groves and traditional villages. Depending on weather and berth availability, the evening is spent in Vathi or Spartochori, both offering a relaxed waterfront atmosphere and panoramic views across the surrounding islands.
Day2
Meganisi to Ithaca
Following breakfast, the yacht leaves Meganisi and heads toward Ithaca, crossing a stretch of open water characterised by clear visibility and gentle summer sailing conditions.
The coastline of Ithaca gradually emerges with steep wooded slopes, hidden coves and deeply indented bays. Time is available for swimming and relaxing before entering one of the island's protected harbours.
The evening is spent in either Kioni or Vathi, two of the most attractive settlements in the Ionian Islands, where stone houses, fishing boats and waterfront cafés create a distinctly traditional Greek atmosphere.
Overnight onboard.
Day3
Ithaca to Fiskardo, Kefalonia
A morning sail follows the eastern shoreline of Ithaca before crossing the channel separating the island from Kefalonia.
Arrival is planned in Fiskardo, one of the most recognisable sailing destinations in Greece. The harbour is lined with elegant Venetian buildings, colourful façades and waterside restaurants overlooking the marina basin. Unlike many towns in the region, Fiskardo preserved its historic architecture and remains one of the most picturesque ports in the Ionian Sea.
Guests can spend the afternoon exploring the harbour, walking coastal paths or enjoying a swim in the surrounding bays.
Overnight in Fiskardo.
Day4
Northern Kefalonia and Coastal Anchorages
This day focuses on the northern coastline of Kefalonia, an area known for its limestone cliffs, turquoise waters and hidden anchorages.
The yacht navigates between secluded coves and quiet bays where conditions permit swimming, snorkelling and paddleboarding directly from the boat. Stops may include areas near Foki Bay, Afales and other sheltered inlets depending on weather conditions.
With no long passages planned, the day offers a slower pace and more time to enjoy the natural landscape of the island.
Overnight at anchor or in a protected harbour.
Day5
Kefalonia to Kastos
Leaving Kefalonia behind, the route turns north-east toward Kastos, one of the smallest inhabited islands in the Ionian archipelago.
The passage combines enjoyable sailing with opportunities to stop in clear offshore waters for swimming. Upon arrival, guests discover a peaceful harbour surrounded by whitewashed houses, fishing boats and traditional tavernas.
The absence of large-scale development has preserved the authentic character of the island, making it one of the quietest destinations along the itinerary.
Overnight in Kastos.
Day6
Kastos to Eastern Lefkada
The return journey begins with a sail along the sheltered waters separating Lefkada from the Greek mainland.
Navigation includes stops in scenic anchorages such as Desimi Bay and the waters surrounding Skorpios Island. Pine-covered hills, calm seas and protected coves provide ideal conditions for swimming and relaxing during the final full day of the cruise.
As evening approaches, the yacht reaches a sheltered anchorage along the eastern coast of Lefkada.
Overnight onboard.
Day7
Return to Lefkada Marina and Disembarkation
The final morning includes a short navigation back to Lefkada Marina.
After arriving at the base, guests enjoy their last evening onboard in the marina. Disembarkation takes place the following morning after breakfast according to the scheduled departure procedures.
Important Note
This itinerary may vary depending on weather conditions, currents and marine activity. Dive sites and schedule are adjusted daily by the team to ensure safety and the best possible underwater experience.
Cruise price details
Entire yacht price
€ 9500
Book the entire yacht for a private trip
Included in the price
Entire boat rental
Tender with outboard engine
Welcome Pack with Greek gourmet selection, premium bath amenities, high-quality bed linen, towels and beach towels
A spacious sailing catamaran designed for comfortable cruising, with generous outdoor living areas, bright interiors and a layout that balances privacy with shared onboard experiences.
The Leopard 50 combines the stability of a modern catamaran with the comfort expected for extended cruising and island-hopping itineraries. Its design creates a natural connection between the cockpit, saloon and forward lounging areas, allowing guests to move easily between indoor and outdoor spaces while enjoying panoramic sea views. during longer passages. the boat well suited for families, couples or groups of friends travelling together. amenities and cruising performance.
What to pack for a sailing holiday?
Pack smart for your yacht charter: choose a soft bag instead of a hard suitcase, bring lightweight layers, reef-safe sunscreen, and non-slip shoes for onboard use. A couple of swimsuits and motion sickness remedies can also make a big difference. Each boat has limited storage, so pack light, but wisely! Need help building the perfect list? Read our full guide: What to pack in a suitcase for a yacht charter
What’s a Typical Day Like on a Yacht Charter?
Start your day with a swim in a quiet bay, sail to hidden beaches or seaside villages, and enjoy a slow lunch on deck. Afternoons mean snorkeling, sunbathing, or exploring ashore. As the sun sets, your boat anchors in a scenic cove or near a harbor, ready for a relaxed dinner and a night under the stars. Curious about the full experience? Discover more in our guide: What’s a typical day like on a sailing holiday?
Who Handles Cooking and Cleaning on a Yacht Charter?
On skipper-only charters, guests usually share cooking and cleaning duties, think salads, pasta, and good teamwork. If there's a hostess, light meals and tidying are included, but it's still a casual, collaborative vibe. On fully crewed yachts, you’ll enjoy full service with a chef and crew managing everything. Want to know what’s included in your setup? Read the full guide: Who takes care of cooking and cleaning on a sailing charter?
What Happens in Case of Bad Weather During a Sailing Holiday?
Summer sailing holidays rarely face major weather issues, but when the sea gets rough, skippers adjust the route for your safety. Expect protected bays, marina stops, or a change in plan. These moments often lead to unexpected gems: local towns to explore, time to relax on board, or cozy dinners ashore. Curious about how crews handle these changes? Read the full FAQ: What to do in case of adverse weather conditions or changes to the itinerary
Reservations are subjected to acceptance after availability checks. In case, the selected cruise is not available we will contact you with similar offers.
