A Truly Unforgettable St. Augustine Sunset Dinner Cruise!…read more We were thrilled to experience St. Augustine Sailing's incredible 3-hour Sunset Dinner Cruise! The night was magical, with gorgeous views of the bay, playful dolphins, and the absolute highlight--a five-course dinner by the talented @ChefWesleyNogueira from @khloeskitchen. Each course was a delight, from the artisanal charcuterie platter to spiced chicken meatballs with cranberry chutney, squid in tomato sauce, a perfectly cooked steak with mushrooms and ravioli, and a chocolate cake topped with Ferrero Rocher. Every bite was exquisite, and the sunset-lit waters of St. Augustine added a perfect touch of serenity. If you're celebrating a special occasion or just want an extraordinary evening, I highly recommend this cruise! A blend of fine dining, scenic beauty, and peaceful moments on the water--this experience is truly a must-do. Book now: 904-829-0648 St. Augustine Sailing, Camachee Cove Yacht Harbor, St. Augustine, FL

I enrolled in ASA101 and ASA103 to learn how to sail, starting with very little sailing knowledge…read more The experience far exceeded my expectations. My instructor, Nuri, was not only highly knowledgeable but also made the learning process enjoyable. He explained the techniques in a clear and accessible way, even for a complete beginner like me. Nuri's expertise and teaching style made everything feel within reach, and I quickly gained the confidence I needed to learn. Feeling inspired, I joined Women on the Water to continue my sailing journey. After years of waiting to learn how to sail, I'm excited to be on this path. Though I still have a lot to learn, I'm thrilled that St. Augustine Sailing offers so many courses to help me improve and eventually become a skilled sailor. I highly recommend this sailing class to anyone, whether you're just starting or looking to sharpen your skills. I can't wait to get back out on the water!

This was a great sunset cruise with Captain Tom on his wonderful sail boat on the St. John River…read more His 11 year old son Ian and his friend Jayden were first and second mates and knew their stuff. We sailed from 5 PM to 9 PM on July 9, 2021. This was a gift from my wife for my 75th birthday. There were 7 friends and relatives. All adults. We brought munchies, shrimp, sandwiches, beer and wine and cake of course, had a blast. Tom is a great host and sailor and knows the river. Can't wait to go back out. See the attached link https://www.instagram.com/reel/CRKWjQdgQon/?utm_medium=copy_link

What can I saw but what a wonderful evening sunset sail down the St. John's river with Captain Tom…read more His 65' sail boat was clean and ready to go. My sister's 60th birthday was celebrated lounging while we made our way down the St. John's river. On our way back half of our party took a quick dip in the river. Everything about sailing on the Nepenthe was just perfect. I highly recommend Captain Tom's sunset sail.

What a great time sailing with Captain Piper! The dock was convenient and easy to find. Cap't…read morePiper was waiting when I arrived and didn't waste time getting us out on the water. She handled the boat like a pro and shared interesting information about the local birds and wildlife. What a terrific way to spend a couple of hours on the water. It felt like I was hanging out on my friend's cool sailboat instead of a tour. Thanks, Piper - looking forward to sailing again with you soon!

We had the best time fishing with Cpt. Srb! He was so knowledgeable and attentive to everything we…read moreneeded! I HIGHLY recommend booking with him!!! We caught a bunch of fish, saw a manatee, saw a sea turtle, and had a wonderful experience!!!

Linda, is great. Quality work done quickly at a fair price. No better. See the Irish Sail Lady for…read moreall your sail repair needs and when it's time for new sails!

A friend and I just completed ASA101 with U-Sail. I started this with absolutely no knowledge of…read moreboating, and my friend had quite a bit of knowledge about boating but was completely new to sailing. We looked at several other sailing courses local to the Orlando area, but decided on this one because the size of the lake was perfect for learning to sail and it was in an easily accessible location. (We had also looked at a sailing school on Lake Fairview, but that lake was less than half the size and would be very difficult to get real sailing experience on.) Note re: all ASA 101 courses: you sign up and get your books ahead of time, and are supposed to study the information prior to beginning class. (There are a *LOT* of terms to learn in sailing as well as some basic knots you need to know, and your class outcome will be directly impacted if you don't at least study this information first. It's all reviewed during class, but there's a lot of information to take in and it wouldn't be possible to actually learn it "on the fly" in class, especially vocabulary.) Trust me, there are a lot of moving parts and you definitely want to spend your class time learning and grasping the mechanics of sailing, not learning vocabulary. One of the things I really liked about this school is that the instructor has been sailing for over 30 years and was formerly a professional racer. She's very patient and is able to explain the concepts of sailing then apply them to real scenarios so you can understand them. This particular course comes with a wealth of experience and knowledge that I don't think you would be able to find at many other schools. While we followed the standard sailing procedures per book, she also taught us a lot about how to efficiently rig the boat to make life easier for us. We had to reschedule a few times because Mother Nature doesn't always cooperate with your schedule, but that worked out well because it gave us some extra study time for the books. Learning to sail is sort of like learning to ride a bike. In theory, you just hop on the bike, start pedaling, keep it balanced and you go forward. In reality, there's a lot more to it and it takes practice and time to hone your skills. Sailing is similar in that theoretically you just hoist the sales, steer the boat and move forward, but if you don't really know what you're doing you're going to spend a lot of time drifting aimlessly in the water and floating around in circles (or worse). After our 101 course, we're confident we have an excellent foundation and are looking forward to a lot of time on the water to hone our skills (instead of floating around in circles, ha!) :) Since we started our class, we've met many different people who've taken classes at other schools along the Florida Coast and were consistently surprised at how little the students learned in their classes. From their stories, a lot of them gave up sailing because they weren't taught properly and couldn't effectively use a sailboat after their classes. We asked them questions about their courses and instructors, and it was clear that many of the other schools just ran people through the course to give them the diploma but didn't teach them anything. Captain DJ is very patient and an excellent and knowledgeable instructor, but will also gently push you to make sure you know how to do things properly. This is the real deal not a diploma mill. There are also some fringe benefits (memberships, etc.) included as a graduate, but I won't list them here because they may be different at the time you sign up. We really enjoyed our course and are actually signed up for the ASA 103 course to learn additional skills on a larger boat. Before my courses with U-Sail, I was just curiously interested in sailing. Now I'm ready to become a pirate!

My wife and I love Capt DJ and Willie! They have taught us so much! 2 1/2 years ago, we took the…read more101 course not knowing much about sailing at all. She was so patient showing us stuff over and over again. After completing the 101, we joined the boat club and I took the 103. Every time we go to sail a boat club boat Capt DJ teaches us something new! We have become so confident with our skill. Thank you so much Captain DJ and Willie!

What a wonderful experience! The boat was clean, plenty of room on deck and below deck, very…read moreknowledgeable owners of the boat! Lake Fairview was beautiful at sunset and going to The Grill afterwards for a bite and drinks was the cherry on top! I would highly recommend this ride for all ages!

From the owner: Discover Orlando’s Best-Kept Secret – A Private Sailing Adventure!…read more Looking for a one-of-a-kind boat tour in Central Florida? Sailing Orlando offers the only guided sailing tours in the Orlando area — and it's unlike anything else you’ll find on land. Step aboard our 25-foot sloop-rigged sailboat for a relaxing and unforgettable 2-hour private tour on the water. Whether you're soaking up the Florida sun or chasing a golden sunset, it’s the perfect way to unwind, celebrate, or make lasting memories. With an experienced sailor at the helm, you can unwind while your guide handles all of the work. Bring your favorite food and beverages, turn up the music, and unwind on the water during a Florida sunset! Our certified Sailing Instructor also offers sailing lessons where you can earn your certification from the American Sailing Association!

Booked a Mothers Day Sail with lunch and Captain. Lots of fun and would do it again. Would…read morerecommend!

If you're looking for a relaxing, picturesque sail on the water with occasional moments of…read moreadrenaline-induced existential reflection--Windward Sailing is the spot on Amelia Island. The captain and his wife guided us across the open waters like a man born with a rudder for a spine. The boat was beautiful, the views were breathtaking, and the wind... well, let's just say my hair looked like I lost a fight with a leaf blower. At one point, dolphins swam alongside us, probably just to mock my sunburn. It was majestic. Magical. In short--10/10 would sail again.