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!

We booked a morning sail for Memorial Day weekend and were not disappointed! Ralph and Leslie were…read moregreat hosts and a lot of fun. We sailed on the St. Johns River and saw beautiful views of Ortega, downtown Jacksonville, and the surrounding areas. We brought coolers full of food and drinks and were able to set everything up in the kitchen out of the sun to graze on all morning. Even though it was very hot outside there were plenty of shady spots to relax and we had a light breeze to keep us cool. There are 2 heads (aka bathrooms) for guests to use and Ralph and Leslie made us feel right at home. Thank you for a wonderful day!

This was an absolute amazing charter. We left out of St. Augustine and on top of the weather being…read moreperfect, the boat was beautiful and they were super accommodating allowing me to maximize the experience taking out my drone to get some great shots sailing. My dad and I packed a cooler with beers, cheeses and meats and it was the perfect mini-getaway on a Friday evening. HIGHLY RECOMMENDED!

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.

Amazing trip and the owners are so Kind and attentive to…read moreevery detail. I have always wanted to sail and the trip was great. Weather was not so great but the owners more than made up for it.

I attended a party at Mandarin Park and my friend hired Captain Jack's Sailing. All of the guests…read morereceived a 20-minute ride on the St Johns River. Captain Jack helped us on board and provided life jackets which we were required to wear. It was evident he had been sailing for many years as he handled the boat with such ease. You could also see his passion for sailing as he maneuvered the sailboat across the river. My friends and I truly enjoyed our ride. It was my first time sailing and I would love to do it again in the future. Thank you Captain Jack for the nice smooth ride and thank you Debbie for the new adventure;)

After ship shopping for awhile I came across Captain Jacks site and gave him a ring. Our…read moreconversation put me in ease that we could do this event as he shared ideas and helped me to get it my way and at my budget. The day of he took all my friends 2 or 3 at a time sailing around Julington Creek for 20ish minutes or so. Each came back with their own magical feeling of what they had just experienced. Capt Jack. was kind and patient and you could tell he loved sailing. He was a story teller also sharing his experiences and history around this river.. I took my trip last as I wanted the sunset and thats exactly what I got. It was beautiful..breath taking.. the wind blowing in your hair ..the sound of the breeze pressing against the sails..sitting with friends and watching the sun set was a very emotional moment and that is what gives me LIFE. I highly recommend CJS for your events or maybe some lessons. Kids are his specialty also..check his site out!

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.

Just sail away! What an amazing day on Captain Tom's yacht,…read moreNepenthe, celebrating our daughter's grad school graduation. Boarded at Green Cove Springs pier, and in the midst of some exciting gusts, Captain Tom gave us us the most relaxed day-cruise ever. We came prepared to treat our guests with snacks and drinks, as he took care of all the work. All of my daughter's guests were enthralled with our trip on the Nepenthe. Even folks on the pier as we returned could tell we had a fabulous experience. So sail away with the Nepenthe to celebrate your next special day, too. You'll be happy you did!!

Everyone has been so friendly and so open to sharing their sailing knowledge and their boats with…read moreyou. They are open to visitors who enjoy learning about the world of sailing and are community minded. The clubhouse is spotless, and the barkeeps are so nice. They have a, bring a dish on Friday nights, and have a lot of open programs for all. The captains I have met are great people with great stories and fun to spend time with. The club is very open in reach out programs for our youth and adults. Check out their internet pages for more.

A very down to earth club with a good collection of fine folks. Racers and cruisers are welcomed…read moreand appreciated. I couldn't endorse the club any higher for beginners or experienced sailors.

The Captain and first mate we're awesome and this excursion is well worth it. I'd go again and againread more

This company uses commission-based software for their bookings called Fare Harbor. Fare Harbor…read morecharges the customer a 6% fee for online bookings. This fee can be WAIVED if the booking is made over the phone or in person. No one at this company facilitates bookings over the phone, forcing the consumer to utilize this predatory booking software that makes all of their money through fees charged to the customer. This company doesn't pay a dime to use Fare Harbor. The booking software is free to them, and the customer pays for it through the fees. Many other alternatives do not make money this way: Bookeo, Resova, Checkfront, etc. This company doesn't have to use predatory software like fare harbor. They could pay for their software instead of forcing customers to pay for it. I have used this taxi service before for a sunset cruise. The staff is very friendly, and the boat ride is lovely. I wish they would change to a different software OR take reservations over the phone so customers wouldn't be forced to pay for their office supplies

Absolutely amazing sunset sail on the Schooner Freedom while we were in St. Augustine on our…read morehoneymoon! The boat was immaculate and the Captain and Crew were all very friendly and attended to all of our needs even offering blankets when it got really chilly after the sunset. We were delayed at the drawbridge as a the cruise began because the Spanish Navigator Juan Merediz was ending his historic route sail from Spain to St. Augustine was being escorted into the marina. That was really cool. I highly recommend and hope to be back for future anniversaries.

We had such a great time on our afternoon sail. Captain Jack and the crew, Nathan and Tristan, were…read moreso friendly and attentive. They thought of and provided us with everything we needed for a comfortable sail including sunscreen and complimentary beer, wine, soda, and water. I have lived in St. Augustine for many years and have ridden most of the boat tours in town. This one was by far the best! I will definitely take another trip on the Freedom soon, maybe on one of their evening sails. I recommend this sail 100 percent!

I'm not a member but frequent with friends. I like the tennis courts and teams I play against…read more I've enjoyed fun wine tastings. Recently I came for the outdoor concert night. Always a good time with friends, attentive staff, happy bar tenders, and beautiful surroundings.

Had a wonderful dinner with family! Wait staff and manager…read morewas outstanding! Beautiful atmosphere, excellent service!