Top Clearwater Sailing Trips

Highly recommend! Capt. Steve and first mate Chris were professional & friendly. Made sure everyone felt safe and comfortable. Schooner was spotless and in great shape. Lovely evening watching the sunset, listening to music and seeing dolphins. Definitely will book again!

My husband and I had a wonderful time on the evening sunset cruise - Schooner Clearwater. Captain Steve and Christian were outstanding and made our sail even more enjoyable. They only allow a limited number of passengers which made it very intimate.

Gabby and Capt Mike were perfect. Gabby was amazingly informative and knew her stuff also the historical info got me hooked. Capt Mike got the tour cruising and can be the Capt anytime. Saw a baby and the rest of the pod. Made the trip for us. Will be back next year for another tour. Thank you both very very much. Cheers.

This was a moment that will last a lifetime. The setting was perfect . The crew was the friendliest and most professional I have ever experienced. They truly made you feel like you and your time mattered

It was a great trip on the water! Saw many dolphins and the beautiful sunset! Great crew members and the captain is awesome! I will definitely be back next time we are in town!

We had a great experience. Steven and Christian were experienced, knowledgeable and friendly. We enjoyed our sail very much and it was a great value. Also saw some dolphins.

It was a beautiful experience sailing with Captain Tim and first mate Jack. Initially I spotted this classic schooner while on Sand Key Beach during sunset and I told my husband, we had to do this! The weather was perfect although a little choppy at the bay but all was calm once we sailed the gulf. We spotted dolphins along the way, enjoyed the majestic sunset, and relaxed the rest of the time. We appreciated that Jack chilled our Sangria and cheese. Also kudos to first mate Jack since we were his first official group that he would take on first mate responsibilities! He did a fantastic job! He was such a pleasant young man and Captain Tim was just so chill and funny. We highly recommend!

Excellent, if you haven't been on sailing yacht this is highly recommended. Had a fantastic time, Jack and the Captain were very entertaining. Will definitely be back.

Nice trip. Loved seeing the dolphins.

Sunset cruise was great. Captain and crew were friendly.

Very good experience all the way around. The crew were super friendly and engaging, the pace was leisurely and the vibe was good from start to finish. Will do this again when we return in a few years.

Exceptional vessel and an authentic experience in sailing. Great Captain Steve and Christopher. Perfect!

This was an excellent first time experience on a sail boat combined with a sunset cruise. Tim was knowledgeable and friendly Captain, while Jack was a fantastic first mate! Absolute enjoyed the entire experience and highly recommend it to everyone!

Captain Tim and Frist Mate Christopher were excellent: good communicators, friendly, competent and engaging. There was a relaxed vibe which was perfect for a sunset cruise.

This sailing cruise was excellent and so worth the cost. The captain and his crew were very talented and provided a safe and enjoyable experience. The sunsets in this area are spectacular and to experience one from a beautiful schooner was special. I highly recommend this. I’ve also included some pics of the schooner from our resort to give perspective. Nice Job!

They should be ready to be totally taken care of with drinks and relaxation. Awesome crew, Steve is an expert in sailing, more people should get to know him!