Join our Amalfi Coast flotilla for an unforgettable sailing experience that combines breathtaking scenery, cultural discovery, and a welcoming community at sea. Navigate the stunning waters of the Amalfi Coast and Sorrentine Peninsula, with stops at iconic gems like Capri, Procida, and Positano. You’ll explore charming coastal towns, swim in crystal-clear bays, and savor authentic Italian cuisine — all at a relaxed Mediterranean pace. Whether you’re a seasoned sailor or just discovering the joy of sailing, you’ll enjoy the perfect blend of freedom and support, guided by our expert team. Space is limited to just three catamarans — reserve your spot today!
Our flotilla is led by experienced, ASA-certified flotilla leaders who bring deep local knowledge and a passion for creating exceptional sailing experiences. You’ll enjoy the camaraderie of traveling with a group. Each evening, there are optional group dinners ashore, but you’re welcome to explore on your own or dine onboard under the stars. We offer a flexible, friendly format with expert support — whether you’re skippering yourself or simply relaxing as a guest.
Captain Don is the owner of Sea Safaris Sailing School in Milwaukee and a licensed USCG 100-ton Master Captain. With over 20 years of experience, Don has led liveaboard cruising courses throughout the Great Lakes, Southern Florida, the Caribbean, and more recently in the Mediterranean. As an ASA Master Evaluator and USCG instructor, Don brings deep technical knowledge, a calm presence, and a teaching style that’s both patient and empowering.
Born in Spain and fluent in English, Greek, and multiple languages, Belen is an accomplished sailor and a certified ASA instructor as well as an RYA Yachtmaster. Her students consistently praise her for her warmth, clarity, and ability to make both new and seasoned sailors feel confident and supported. Belen’s leadership style makes her a natural flotilla leader, bringing professionalism, safety, and fun to every trip.
We recommend arriving in Naples on Thursday to give yourself time to recover from any jet lag and fully transition into vacation mode by Friday. That evening, we’ll host a welcome cocktail, followed by an optional group dinner at one of the local restaurants. It’s a great way to kick off your holiday and get to know everyone!
Today, we sail about 19NM to one of Italy’s most iconic places, Capri! Capri is a unique island in the heart of the Gulf of Naples. The Faraglioni and the Blue Cave are symbols of its beauty, as is the characteristic piazzetta that attracts thousands of visitors all year round. The island has a busy port on the northern side, Marina Grande but it is very expensive. Therefore we will go to the the southern side of the island, in the bay of Marina Piccola, where we will anchor for the night. From Marina Piccola you can take the water taxi down to the Sirens’ beach and then go to Capri by bus or taxi, which you will find right at the top of the steps leading from the beach to a small square.
*Itineraries are subject to change due to weather or other circumstances beyond our control.
This was my first sailing trip and I had no idea what to expect, but it was the experience of a lifetime! Jean and Mila lead our crew and made the trip flow seamlessly by taking care of every detail. They are knowledgeable, experienced and passionate about what they do! The Med was beautiful and each day, Jean and Mila arranged for us to experience new islands, foods, people, and activities. I would absolutely recommend sailing with them and I cannot wait to return!
Just wanted to say “Thank you” for the incredible sailing trip. You both not only were incredible hosts in introducing us to the area and all the beautiful towns but you also made the sailing both interactive and enjoyable.
We just finished a week sailing! They were absolutely wonderful and took us to some amazing places in Croatia and Montenegro! I highly recommend sailing with them. We had some great laughs and created some incredible lifelong memories!
Our flotilla departs from Marina di Stabia, Castellammare di Stabia, just south of Naples, and takes you on a curated route through charming coastal towns, pristine bays, and legendary islands like Capri, Procida, Positano, and Amalfi. This region offers a perfect mix of lively ports, peaceful anchorages, and breathtaking scenery — ideal for sailors and non-sailors alike.
You’ll be sailing aboard premium catamarans only, including models from Bali, Fountaine Pajot, and Lagoon. Each catamaran with four cabins and four private heads, offering exceptional comfort and privacy for couples or solo travelers. Whether you’re relaxing on the spacious foredeck, dining alfresco in a picturesque marina, or swimming from the boat in a secluded bay, these yachts are designed to deliver the perfect balance of comfort and adventure. Throughout the week, we’ll be docking in marinas, mooring at buoys, and anchoring — giving you a well-rounded sailing experience.
Your fully equipped catamaran with linen, towels, dingy and outboard; a dedicated flotilla leader, welcome briefing, support throughout the week, route planning assistance, and a detailed flotilla itinerary
Airfare & airport transfers.
Onboard expenses such as provisioning (food and drinks), fuel, and mooring or marina fees are typically managed through a shared onboard kitty and split evenly among the crew of each boat. With space limited to just 3 to 4 catamarans, we recommend securing your spot early for this unforgettable sailing experience.
