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Learn To Sail

If you've ever dreamt of learning to sail while immersing yourself in the tranquil beauty of the sea, we have not one, but two exceptional opportunities just for you! Dive into the world of sailing with us and discover the magic of life on the water.

AHOY MATEYS !

GET READY TO LEARN TO SAIL & ON THE ADVENTURE OF A LIFETIME !

Are you ready to LEARN TO BECOME A REAL SAILOR -- AND NOT JUST A PASSENGER ? (and Not feeling like you've been herded onto a cattle boat with 50 others ? Mooooo ! I mean Noooooo !)

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Sail and Sleep Aboard

Imagine spending your days learning the art of sailing, and your nights under the starlit sky, with the gentle lullaby of the ocean as your soundtrack. Our first sailing adventure offers you the chance to hone your sailing skills while enjoying the cozy comfort of a small boat. It's a true fusion of adventure and relaxation – a unique alternative to a traditional hotel stay. Think of it as camping on water, where you'll feel more connected to nature and the sea than ever before. This experience is perfect for those who seek a break from the routine and wish to awaken their inner sailor.

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Sailing and Staying Aboard

For the more adventurous souls who crave an immersive sailing experience, our second opportunity lets you stay aboard a small boat as you explore the beauty of the ocean. This isn't just about learning to sail; it's about living the sailor's life. You'll be captivated by the thrill of steering your own ship and the freedom that comes with it. When you're not sailing, you'll be living comfortably on the boat, making it your home away from home. As you become one with the sea, you'll truly understand what it means to live the sailing dream.
Both of these unique opportunities promise an unmatched adventure, blending education and exploration in the world of sailing.

About Us

Welcome to Salt Life Sailing Sailboat Adventures!
Salt Life Sailing invites you to join him on a journey like no other. With over 40 years of sailing experience, Captain Dean has a passion for sharing the beauty and tranquility of the sea with special guests like you. Our fleet includes three remarkable sailboats, each with its own story and charm.

Meet Our Sailboats

Luna Sea (Loony) - A Journey Through Time

Loony, our "mother ship," is a fully equipped Hunter 26' sailboat, accommodating six people and perfect for a turnkey live-aboard experience. Captain Dean in his college days at IU to sailing in 10 different states, this boat has seen it all. Now, it has returned to its roots in the Florida Keys, and Captain Dean is ready to share this incredible journey with you.

Moonrush (Moony) - A 22-Footer with a Big Heart

Meet "Moonrush," a 22-foot sloop also known as "Moony." This charming boat offers a unique sailing experience and is perfect for families with kids. It's just a step away from Loony, creating a seamless connection between the two boats.

"Ai Ki " is a Sanskrit name that translates to " LOVING ENERGY "

"Ai Ki "is a Sanskrit name that translates to " LOVING ENERGY "--and truly reflects that after the many years lovingly invested by the previous owners to meticulously refurbish and totally remodel her . And in what their previous website described her so well and was entitled as "Dream Boat .com", and that site couldn't have been more aptly named. I bought her after seeing it & the previous owners at our docks in Key West as neighbors 8 years ago now and introduced myself to Tom --who has a Master Ship Wright licensed rating and worked for Chris Craft for decades beginning as a young man , and then had been a wood shop owner that made things like walking canes ( that he usually gave away)--to flats boats he made FROM SCRATCH. And like all that view their work (including myself) this vessel is simply beautiful, and they picked an ideal design " Durbec" brand of hull in making it so. . And he & his wife Deborah (who also is a highly achieved & rated as a master seamstress --can sew about anything--and she also did Ai Ki's gorgeous cushions inside & out. Oh my --what else can I say --except that all their skills culminated into something special after a lifetime of achievement was turned towards making this the most beautiful boat I've ever seen. As Tom's woodworking skills did the interior of this gorgeous vessel --and even the bookshelves were made from exotic wood from South America --AND INCREDIBLY--he put a custom wooden sink in the galley ! And that is why I fell in love with it and bought it five years later --even having to sell my home in Colorado and moving aboard "Ikey" to do so. And he's also a mechanical engineer, so she of course runs like a dream. And it was the first boat I've ever seen that a licensed surveyor could not list anything wrong with it. Plus she is an older earlier built fiberglass hull that has an extra thick hull of 1 inch thick , and that has a center cockpit with gorgeous woodwork --and has a wooden wheel that's the most beautiful anyone could ever find--that is custom made by Tom too. But down below it's also incredibly gorgeous as the woodwork is beyond stellar --as is even exotic. But it's most moving feature to many, is when you look at her lines as you could see in the photo--that from the taft rail around the stern to the in-laid seahorse in the bow pulpit woodwork that Tom also hand built. And it's a 46'cutter ketch so has a yachty but clean look, and so is enhanced further by the very nice job they did in rigging her. So she is as was described by Tom & Deborah-- a lil "mini -ship" . And a vessel this size could not look or sail any better And at the risk that you'll think I'm exaggerating, I've been aboard America's cup racing ships from many countries --as I covered the race last race in America and 1st one lost in 137 years--in 1983 in Newport, Rhode Island , when we not only got out sailed -but out drank by the Aussies in Australia II as they beat our Liberty--in maybe the final era of classic Americas Cup 12 meter racing yachts . As now are so high tech --can go 70 mph on hydro foils, & sail and look like x- wing fighters from Star Wars !!! But all kiddin' aside --will say in closing--that I think she will go anywhere in the world that can take 5 feet of water , as she is so seaworthy and built so incredibly solid... and truly is just a dream to sail. And she can be rented and chartered for weddings, sunset sails --to 2 to 4 hour coastal cruises--and more--beginning March 1, 2025 in Key West, Fl by reservation only.

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Experience the Adventure

Picture yourself avoiding the usual hassles of crowded transportation and expensive accommodations in Key West. With Salt Life Sailing Sailboat Adventures, you can enjoy the charm of our boats instead. These vessels come with portable, solar-heated camping-style showers and provide a peaceful setting on the water. You’ll feel like you’re in the Bahamas or the South Pacific, all while being just a short distance from onshore attractions.

We offer a tranquil and beautiful experience that Salt Life Sailing has spent a lifetime perfecting. You can even learn to sail with his hands-on guidance and teaching aids, making it a once-in-a-lifetime adventure.

As a licensed US Coast Guard Sailboat Captain, Captain Deano prioritizes the safety and well-being of his guests and crew above all else. With a spotless safety record over 40 years of sailing, you can trust that your adventure will be both thrilling and secure.

Safety First

More Sail Adventures Await!

While you’re enjoying your 5-7 day rental/live-aboard package, Salt Life Sailing offers two complimentary sails for up to six guests at a time. Additional sails are available at a great rate, complete with free sailing lessons. These adventures take place on the calm, wave-free Gulf side, ensuring a seasickness-free experience.

Every family member can enjoy a one-year membership at the former Key West Sailing Club for a single, one-time fee. This membership provides free access to our fleet of sailboats, ranging from 8 to 16 feet, including Hobie Waves, Sunfish, and larger sailboats.

Exclusive Membership Perk

Charters and Special Events

Salt Life Sailing current live-aboard sailboat is available for charters, including half-day trips and sunset sails. We even offer it for weddings right here in Key West! Don’t miss the chance to create lasting memories on the water with Salt Life Sailing Sailboat Adventures. Book your adventure today and embark on a journey that combines the beauty of the sea with the comfort of our charming sailboats. Experience the magic of Key West like never before.
Discover the Allure of Crystal-Clear Turquoise Waters:

Picture yourself navigating these breathtaking waters, surrounded by beauty that goes beyond words. It's an extraordinary experience that we're thrilled to share with you. Welcome to a sailing journey where the waters match the brilliance of your adventure.

Immerse yourself in the serenity of our clear and pristine turquoise waters—a captivating canvas for your sailing adventure. Unlike the deep navy blue on the Atlantic side, our chosen route ensures a smoother, more enjoyable journey. While the Atlantic Ocean converges with the Gulf of Mexico, creating a visually stunning but potentially challenging backdrop, fear not! Conditions may be a bit rough, but rest assured, a more tranquil experience awaits just around the bends—a mere short sail away.

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