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!

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.

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.

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.

Best experience ever! Saw some dolphins and enjoyed the sunset! Definitely recommend if you are…read morelooking for date ideas!

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.

The captain was highly experienced and friendly. The crew was great and the boat was well set up…read morefor the passengers and in good shape. It was a beautiful day on the bay with friends.