ENJOY A SAILING VACATION IN THE MEDITERRANEAN
The Mediterranean is renowned for its beautiful weather and tideless waters, making it the ideal destination for a sailing vacation. Exploring the area by boat gives you access to some amazing less-traveled areas. There are also a lot of cultural attractions and delicious food to enjoy.
Popular Mediterranean Sailing Destinations: Croatia | Italy | Greece | Spain | Turkey
Croatia A Learn-To-Sail Vacation
Navigate Croatia’s breathtaking coastline, where hidden bays, historic cities, and crystal-clear waters await. Indulge in the rich local cuisine as you sail through a perfect blend of adventure, relaxation, and discovery—creating an unforgettable experience on the open sea.
Poros, Greece A Learn-To-Sail Vacation
In summer 2025, Athens Sailing Academy will introduce “Women-only” sailing classes in Greece, offering a unique opportunity for women to learn sailing from a certified female instructor. Enjoy evenings exploring Poros and savoring local Greek cuisine. Begin with our beginner’s week to earn ASA 101 and 103 certifications and advance your skills. Join us for an empowering and unforgettable journey in sailing!
Corfu & Paxos Islands, Greece A Learn-To-Sail Vacation
Embark on a week-long journey through the enchanting Ionian Sea aboard the well-equipped training vessel, Starlight. Guided by experienced American Sailing-certified instructors, you’ll gain hands-on sailing skills while exploring the breathtaking beauty of Corfu and Paxos islands.
Ionian Sea, Greece A Guided Flotilla
The Ionian Sea offers crystal-clear waters and breathtaking landscapes, and our flotilla combines the thrill of sailing with camaraderie, mythical legends, ancient history, and legendary Greek hospitality.
Ionian Sea, Greece A Learn-To-Sail Vacation
Embark on our new catamaran for an unforgettable sailing adventure through the Central Ionian Sea, starting from Lefkas Marina and exploring the breathtaking islands of Ithaka, Kefalonia, Meganisi, Kastos, and Kalamos. Experience crystal-clear waters, stunning coastlines, and a rich blend of history and culture in one of the Mediterranean’s top sailing destinations.
French Riviera, A Guided Flotilla
Join us for an unforgettable week as we sail through the stunning French Riviera! Departing from the picturesque Port Les Cogolin, you’ll explore iconic destinations like St. Tropez, the charming Bormes-les-Mimosas, and the beautiful islands of Porquerolles and Port-Cros.
Corfu, Greece A Guided Flotilla
Join Fair Winds Sailing Greece, a certified American Sailing Affiliate located on Corfu Island, Greece and sail with us the north Ionian Sea, one of the most popular and beautiful sailing destinations worldwide. Enjoy the incomparable beauty of the Greek islands, the unique deep blue color of our sea and the amazing Greek food.
Amalfi Coast, Italy A Guided Flotilla
An unforgettable sailing adventure that blends stunning landscapes, cultural immersion, and camaraderie. Sail through the picturesque waters visiting hidden gems like Procida, Capri, and Positano, while enjoying the freedom of life at sea.
Athens, Greece A Guided Flotilla
Imagine a week exploring the pristine waters of the Saronic Gulf, setting sail from Athens alongside a community of adventurous, like-minded travelers. Discover hidden coves, swim in azure bays, and dock in charming Greek villages each evening, where local culture and cuisine await!
Corfu, Greece A Guided Flotilla
If you have ever dreamed of cruising the Ionian Sea where Homer’s heroes once sailed, this flotilla offers an unforgettable experience. Set on Greece’s west coast, the northern Ionian itinerary combines the best of sailing, local camaraderie, ancient myths, and authentic Greek hospitality.
EXPLORE CROATIA ABOARD CATALEYA A LUXURY CRUISE
Welcome aboard Cataleya a 30 meter luxury sailing yacht which will be your home for 8 days as you explore the Dalmation coast of Croatia. This trip will include stops in Split, Hvar, Korcula as well as a few anchorages that are the secrets of the captain and the crew. Join us on a once-in-a-lifetime sailing vacation.
Saronic Gulf, Greece A Learn-To-Sail Vacation
Embark on an unforgettable sailing adventure with Athens Sailing Academy. Situated in the stunning Saronic Gulf near Athens, we offer a comprehensive sailing curriculum against the backdrop of the beautiful blue Aegean Sea. From our home port on the quaint island of Poros, just an hour’s ferry ride from Athens, explore the diverse landscapes of the Southern Peloponnese, Cyclades, Sporades, and Dodecanese islands.
EXPLORE THE AMALFI COAST ABOARD CHRONOS A LUXURY CRUISE
Experience the enchanting allure of the Italian coast – from the picturesque Amalfi and Positano to the captivating islands of Capri and Ischia. Bask in the sun-drenched hillside villages, where the air is imbued with the tantalizing scent of citrus. Indulge in the delights of limoncello and embrace the charm of “Molto Bene.” Embark on a journey of luxury aboard a sailboat, as we navigate the azure waters of the Amalfi Coast in the summer of 2025.
Montenegro A Guided Flotilla
Imagine a week exploring the pristine waters of the Saronic Gulf, setting sail from Athens alongside a community of adventurous, like-minded travelers. Discover hidden coves, swim in azure bays, and dock in charming Greek villages each evening, where local culture and cuisine await!
Central Dalmatian Islands, Croatia A Guided Flotilla
An unforgettable sailing adventure as we explore the stunning islands of Hvar, Vis, and other hidden gems along Croatia’s pristine coastline. Whether you’re an experienced sailor or a newcomer, this journey offers a perfect blend of beautiful sailing conditions, historic towns, and vibrant local culture.
Gulf of Fethiye, Turkey A Guided Flotilla
From the vibrant history of Pashas and Whirling Dervishes to the breathtaking ruins of ancient Greek, Roman, and Ephesus cities, Turkey is a land where East meets West in perfect harmony. And now, you can sail its stunning Mediterranean waters with Med Sailing Adventures.
Dubrovnik to Split, Croatia A Guided Flotilla
Join our Mile Builder Flotilla for a stunning one-way journey from Dubrovnik to Trogir near Split. Experience the charm of Ston, the natural beauty of Mljet National Park, and the rich history of Korčula before soaking up the vibrant atmosphere of Hvar. This adventure is perfect for building your sailing skills while exploring Croatia’s breathtaking coastline. Set sail with us for an unforgettable week of discovery and camaraderie on the water!
Sailing The South of France aboard Chronos A LUXURY CRUISE
Embark on a luxurious sailing trip starting in St. Tropez, exploring Cap Bregancon and the stunning Îles d’Hyères, including Île de Porquerolles. After relaxing on beautiful beaches, return to St. Tropez to discover iconic sites like Place des Lices and the citadel. Experience the best of the French Riviera.
ST TROPEZ & MALLORCA ABOARD CHRONOS A LUXURY CRUISE
Your journey begins in the glamorous port of St. Tropez, known for its luxury yachts, vibrant nightlife, and charming old town. As you set sail from this iconic French Riviera destination, the Mediterranean’s turquoise waters will guide you toward Marseille. Along the way, you can enjoy the stunning coastal landscapes, with opportunities for swimming in secluded coves or relaxing on deck.