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.

Cindy and Toni took very good care of us. We were a party of 10 ladies celebrating a 60th birthday…read more It was very special and love the journey. We took around Fernandina Beach and all the way up to Cumberland Island. Highly recommend this trip.

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.

We loved the sunset cruise. We were able to view Jacksonville from a new perspective. We love…read morethe river and saw tons of dolphins.

This water taxi is such a great date night idea located at the heart of downtown. The sunset tour…read morewas such a great experience. This is a great experience for family and loved ones. The tour was a reasonable amount of time in the holes for a great. They also serve wine and beer on the tour so enjoy the ride!

Overall we had a really good experience with Southern Sailing Academy. Al, our instructor, was very…read morepatient and a knowledgeable sailor. He made our lessons safe and very fun! Donavan, who scheduled our lessons, went above and beyond to ensure that our lessons took place within our time frame, as advertised. Thank you guys!

Don Shapray is an expert instructor and boat racer. His proven record of race trophies and skills…read moreon different weather and water situations has been a great help in my instruction. He is thorough and a great communicator and teacher and has a gift in sharing difficult concepts. I endorse this school and found that his warm personality helped me and will help others who may be nervous learning new things. I learned that this business does not nor has ever accepted Groupon, so beware of any review that indicates anything to the contrary.

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.

Boarding the SV Freedom for a sunset voyage was a fun thing to do when visiting St. Augustine. My…read morewife signed us up, as she knows I sail and would enjoy being on the water, even if I'm not driving. The boat was crowded, but the crew were courteous and were friendly with passengers. They even tried picking up some flotsam (trash) floating down the river, which shows they care about the waterway they sail.