Sail, Hike, and Discover the Magic of the Ionian Sea
The Ionian Islands are renowned for their gentle sailing conditions, making them ideal for island-hopping journeys. With short distances between islands, countless hidden coves, and traditional harbors to anchor in, sailing here is not just a way to travel—it’s a way to connect with Greece’s soul. Sail through the sapphire waters of the Ionian Sea, where lush islands rise from the horizon like ancient dreams. This is a corner of Greece where mythology, nature, and authenticity meet—far from the crowds, close to the soul.
From the Venetian grace of Lefkada to the mythical homeland of Odysseus in Ithaca, this 8-day journey invites you to slow down and reconnect. Each day blends gentle sailing (no more than 4 hours) with carefully chosen hikes (2–4 hours) along olive-covered hills, stone-paved village paths, and ridge trails with endless sea views.
You’ll explore Meganissi’s timeless charm, the pine-scented serenity of Kalamos, and the poetic simplicity of Kastos, where island life unfolds as it has for generations. Along the way, dive into hidden coves, share stories over home-cooked meals, hike to monasteries and ancient ruins, and sip wine with the locals who still live by the rhythms of the sea.
This is not just a sailing trip—it’s a deep, sensory immersion into the Ionian’s natural wonders, culture, and mythical legacy. Designed for active travelers who crave both movement and meaning, this experience offers the perfect balance of adventure and ease, guided by the passionate team at Aegean Outdoors.
The region is a sanctuary for wildlife lovers and cultural enthusiasts alike. Loggerhead sea turtles (Caretta caretta) glide through the waters, dolphins leap alongside sailboats, and rare birds nest in the island forests. These islands have been shaped by centuries of history—from ancient Greek settlements to Byzantine monasteries, Venetian fortresses, and stories of Odysseus himself, who was said to have wandered the very waters you can now explore.
Add to this the warmth of Ionian hospitality, the aromas of home-cooked dishes, and the rhythm of island life—and you have the perfect backdrop for a journey that restores, inspires, and delight
At Aegean Outdoors, we specialize in customized sailing and hiking adventures that immerse you in this extraordinary region. Whether you’re seeking a relaxed island-hopping cruise, a challenging trek through rugged terrain, or a bit of both, we design our tours around your pace, your passions, and your desire to experience Greece in an authentic way.
So, whether you’re dreaming of a relaxed island-hopping escape, a rewarding trek across ancient trails, or the perfect balance of both, our experienced team will guide you on a journey that’s as immersive as it is unforgettable.
Sail the Mythical Waters of Odysseus
Follow the legendary route of the Odyssey as you explore the Ionian Islands—each with its own mythology, charm, and natural beauty. From Ithaca’s rugged coastline to Atokos’ secret bays, this journey brings ancient tales to life.
Hike Through Timeless Landscapes
Trek along olive-lined footpaths, ancient donkey trails, and ridgeline routes with breathtaking sea views. Highlights include Ithaca’s Anogi to Exogi ridge hike, the ghost village of Kefali on Kalamos, and coastal trails on Kastos.
Immerse Yourself in Authentic Island Culture
Cook traditional Ionian dishes with locals in Kastos, taste rare wines in family-run estates on Meganissi and Ithaca, and share long-table meals in mountain tavernas where recipes have been passed down for generations.
Swim & Snorkel in Hidden Coves
Drop anchor in secluded bays only accessible by boat—like One House Bay on Atokos Island—and dive into crystalline waters surrounded by cliffs, caves, and the tranquil hum of the Ionian Sea.
Explore Off-the-Beaten-Path Islands
Discover Kalamos and Kastos, islands untouched by mass tourism, where simplicity, silence, and soulful scenery offer a glimpse into an older, slower Greece.
Stay Onboard a Comfortable Sailboat
Experience the magic of waking up in a new harbor each day. Your floating home brings you closer to nature, with sunrises at sea, star-filled skies, and the gentle rhythm of the waves.
Visit Sacred Sites & Spiritual Heights
Climb to historic monasteries like Faneromeni in Lefkada and Kathara in Ithaca—places of peace, panoramic views, and deep cultural resonance that connect the spiritual with the scenic.
Moderate (Hiking)
We curated this experience for people who enjoy trekking. You should be in good physical condition. The walking trails are a mixture of dirt tracks and well-constructed stone mule paths. Hikes and treks includes occasional steep ascents. Along the coast, we walk on the sand for some stretches — a good walking pole may be useful.
Easy-moderate hikes, ranging from 2 to 4 hours. This a good start for a first trekking holiday.
*If you don’t want to hike, you can just hang out on the boat or enjoy the warm Aegean waters.
Sailing
No sailing experience necessary. Those who are already familiar boating are more than welcome to assist our certified skipper throughout the journey. This trip is also a great opportunity for people with no experience to learn the fundamental principles of the art of sailing. Participants must be able to swim to join this tour.
Price is based on a minimum attendance of 4 people (for less or more participants, please to contact us. End of July-August prices may vary).
Greece enjoys a Mediterranean climate, with warm sunny days and occasional cool breezes, especially on the islands or at higher elevations. The best approach to packing is to use the layering system—this allows you to easily adjust to changing temperatures. If it gets hot, you can remove layers; if it turns windy or cooler, you can quickly layer up for comfort.
Travel light, travel smart. The less you carry, the easier your journey will be—especially when navigating ferry ports, cobblestone streets, or compact sailboats. Minimalist packing isn’t just convenient at the start; you’ll thank yourself at the end of the trip, too.
Here’s a list of recommended items to bring on your Ionian Sail & Hike Odyssey:
*This packing list is meant to serve as a flexible guideline, not a strict checklist. Feel free to adapt it based on your personal preferences, travel style, and the specific activities you have planned. Add what you need, skip what you don’t—the goal is to pack smart and travel comfortably.
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