Sailing Orange Beach Adventures - Orange Beach, Alabama

Morgan M.

Sailing with Captain Randy was one of the best experiences my husband and I've ever had on an excursion. Captain Randy was personable, full of knowledge and generous. We celebrated 10 years of marriage and Captain Randy helped us make some long lasting memories. If you are considering a sailboat tour, choose Captain Randy!

JB3

The captain was very nice and knowledgeable. We had someone feeling queezy on board and he did his best to level the boat out. He also went out of his way to chase some dolphins down, even though it was a sunset tour.

Price is a little steep at $250 for 2, but definitely worth it. The Alabama sunset is beautiful.

T C.

This is our fourth trip to Gulf Shores and we decided to try something different so we chartered a cruise with Captain Ryan. It was a wonderful decision. From the beginning Captain Ryan treated us as though we were old friends. My husband. my two daughters (14 and 10) and I were able to relax and enjoy the ride. As we were going out into the Gulf, several families of dolphins began to follow us. The dolphins were coming up out of the water beside the boat and this was very enjoyable for us all. I would highly recommend this activity to any family, group of friends or couple!!

Lauren B.

If you are thinking about this sailing adventure with Captain Ryan- Do It- I promise you will not regret it. It is a great experience for couples and families. And to any guys who are reading this and thinking about proposing this way- It will exceed all of her expectations, I promise. Here is my story: My boyfriend (now fiance) and I spent the weekend in Orange Beach June 28-30th 2013. He surprised me with a private 2 hour sunset sailing cruise. It was awesome and Captain Ryan does not interfere and is there to take pictures. Not to mention he is super cool and sweet. We listened to music, had a little wine (pack you a small ice chest), enjoyed the water in the gulf and bay, and watched the beautiful sunset. About midway through our sailing adventure he proposed. It was an incredible experience and one we have shared a dozen times with our friends and families when they ask about our engagement. I will never forget that day or any moment of this beautiful experience. We can't wait to go again for our anniversary :)!

Mary A.

We had a great time with Captain Randy! Great captain and great sunset sail. He is so easy going and fun. Can’t wait for our next trip with him!

Rob W.

Went on the four hour charter. Had a fantastic afternoon. Nice peaceful sail. It was as if we had the whole gulf to ourselves. Captain Randy was awesome. He included my teenage girls and they enjoyed it very much. Will come again Captain Randy. Thanks for an unforgettable experience.

Rebekah W.

This was our first sailing experience in Orange Beach and we will definitely be back to sail with Captain Randy! We booked a private sunset sail and it was the best part of our trip, we brought our wine in a cooler and Cpt Randy had a Bluetooth speaker we could hook our music up to. There was a beanbag at the front of the boat for us to lounge on, drink Rosé, and enjoy the views. Randy has an eye for the dolphins and he was able to spot them out for us and they ended up swimming along with the boat. The boat is beautiful and clean, if you want a relaxing tour, book with them! Most sailboat tours in Orange Beach are groups of 30+ people and Captain Randy is very knowledgeable about his craft!

Cassie B.

Captain Ryan is amazing, and the sailing experience was a trip highlight for our family! The small capacity and private outing made the ride extra enjoyable. Captain Ryan is personable, knowledgeable and I absolutely trusted that we were in good hands with him. If you play your cards right he'll even let you steer the boat. Sail with Sail OB if at all possible, you won't regret it!