Sailing Sasa
Sailing expeditions around the globe. Sail Away Somewhere Amazing.
Upcoming CHARTERS
Sailing Offerings
Your dream sail, your way. Whether you want hands-on sailing training or total relaxation, we create unique and tailored itineraries that let you experience the magic of life on the water. Our signature charter experiences include:
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All about action and adrenaline. Spend your days hiking, snorkeling, surfing, you name it—then unwind on deck with epic views. Perfect for ocean lovers who want a bit of extra adventure exploring vibrant marine life and hidden coves on the next level, all from the comfort of your own sailboat.
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Combines hands-on sailing instruction with the adventure of a liveaboard vacation. This trip teaches all about blue water sailing while exploring beautiful coastlines. You’ll live aboard the sailboat, participate in daily lessons, and gain real experience under the guidance of a professional skipper.
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The ultimate bonding experience—where screen time fades and real adventure begins. Swim, snorkel, explore island beaches, and learn a bit of sailing together. With a relaxed pace and a flexible itinerary, there’s something for everyone, from toddlers to teens. Create lifelong memories aboard your private floating home, surrounded by sea, sky, and each other.
Messages from our clients
““An absolute dream from start to finish. We hiked on islands you can only reach by boat, saw seals every morning, and learned so much about sailing along the way. It was the perfect mix of adventure and calm.””
“Sailing on Sasa was hands-down the highlight of our trip. Watching the sunset from the deck with a drink in hand, surrounded by nothing but ocean and good vibes—unreal. The crew made us feel right at home. We didn’t want to leave!”
“We’ve traveled all over the world, but nothing compares to this. Waking up on the water, exploring hidden islands, swimming off the boat, and watching the sunset from the deck. This is the way to visit Maine!”
