Put your newly acquired skippering skills into practice in a safe, supported environment. Command your own vessel alongside fellow graduates with a dedicated lead boat guiding daily routes and moorings.
Skipper your own catamaran or monohull with 24/7 support and expert route planning & mooring assistance
Our experienced ISSA lead instructors chart the daily route, monitor weather windows, and conduct morning skipper briefings before departing port.
The lead crew arrives ahead at every island port or anchorage to assist with line handling, stern-to docking, and anchoring in calm or windy conditions.
Sail alongside a community of like-minded skippers and friends. Enjoy shared evening dinners, anchorage swim stops, and flotilla social events across the Ionian.
Overcome first-time charter hesitation with expert lead-boat support in the Ionian Sea
You have passed your exam. You have the license in your pocket. But the thought of booking a yacht, taking your family or friends out, and being solely responsible for their safety feels overwhelming.
"What if the anchor drags? What if I cross anchors in a busy port? How do I plan the daily route?"
This natural hesitation stops many newly certified skippers from ever leaving the dock or stepping aboard a private charter.
The Graduate Flotilla is the perfect bridge between sailing school and solo chartering. You skipper your own vessel, manage your own crew, and make your own decisions—but with a full safety net.
Our Lead Boat—crewed by professional ISSA instructors—plans the daily route, monitors weather shifts, and waits for you at the harbor entrance to assist with mooring lines. You get the full freedom of a private charter with the complete security of an instructor nearby.
Designed specifically for novice skippers to build confidence, gain sea miles, and enjoy complete peace of mind.
Every morning begins with a comprehensive skipper's briefing covering weather forecasts, route planning, anchorage options, and scenic lunch stops.
Sail independently at your own pace—trim sails, practice navigation, or cruise alongside fellow boats—knowing dedicated VHF support is always on standby.
Our Lead Crew arrives ahead at every harbor to catch your lines and guide your berth, eliminating the anxiety of tight port maneuvers.
Already got sea miles under your belt? Experienced skippers are always welcome to join the Flotilla for great sailing, camaraderie, and evening social events across the Ionian islands.
Not enough crew to get your own boat? Rent a cabin for the Crew Boat with Instructors!
Not sure where to start exploring Lefkada, the amazing Ionian islands, and hidden coves? Our team has lived and sailed the region for years, offering insider knowledge every step of the way.
We love the Ionian and we love sailing. Our local crew and instructors strive to make your vacation seamless, safe, and unforgettable.
Direct communication, transparent pricing, and instant support from our base manager to ensure easy planning from initial inquiry to embarkation.
Our fleet catamarans undergo strict commercial inspections and maintenance, featuring solar upgrades, upgraded power systems, and premium safety gear.
Starting directly from sheltered Vliho Bay, you gain immediate access to Meganisi, Ithaca, Kefalonia, and Paxos without wasting time motoring against heavy open seas.
Protected from all sides, Vliho Bay in Lefkada offers calm waters and instant access to the South Ionian island archipelago.
Location: Vliho, Lefkada Island, Greece
Coordinates: 38°41'N 20°43'E
Operating Season: April – October
Google Maps: Sail2day Lefkada base
Charter Base InfoDiscover the safest, calmest, and most beautiful island sailing grounds in the Mediterranean.
Our home port and gateway to the South Ionian. Famous for iconic beaches, dramatic cliffs, and quiet coastal villages.
→ EXPLORE LEFKADA
Sail into legendary Fiskardo, explore Melissani cave, and drop anchor under pine-covered hillsides.
→ EXPLORE KEFALONIA
Picturesque Kioni bay, pristine anchorages, and authentic Greek tavernas nestled in tranquil coves.
→ EXPLORE ITHACA
A paradise of secluded sea caves, serene swim stops, and charming harbors at Vathy and Spartochori.
→ EXPLORE MEGANISI
Renowned for the Caribbean-like clear waters of Antipaxos and the olive tree-draped hills of Gaios port.
→ EXPLORE PAXOS
Rich history, majestic fortress views, and lush green landscapes across the North Ionian coastline.
→ EXPLORE CORFUReal stories from charter guests and sailing students
Essential advice, packing guides, and hidden Ionian gems to elevate your sailing holiday
From the fjord-like calm of Abelike Bay to the postcard harbor at Kioni, discover the sheltered coves and waterfront villages your skipper might bring you to in Meganisi and Ithaca — no planning required.
Read Article →
Why soft-sided duffels beat hard suitcases, deck-friendly footwear recommendations, high-SPF sun protection, and essential items to keep your cabin space organized on your Greek sailing holiday.
Read Article →
Key knot-tying techniques, basic chart reading, safety maneuvers, and seamanship terms to review before stepping aboard for your certified ISSA skipper training in Lefkada.
Read Article →Get in touch with our instruction team to check upcoming flotilla dates, boat allocation, or crew spots.