Words cannot express our hearts. My husband and I spent five days in the Keys with Susan and Russ aboard Captain Sir! and those days were some of the best we can remember. There was such an attention to detail from the food to the music... it was perfection! Susan and Russ are fine, decent people and take their roles... More

My wife and I recently enjoyed an evening with Russell and Susan Boley, along with anouther couple that are friends of ours. Without exception, sailing on board Capt Sir with our wonderful hosts was the highlight of our vacation. The ride was peaceful, unrushed, luxurious, and spectacular… lots of fun. The food was fantastic, as good as or actually better... More

For my first year wedding anniversary I wanted to surprise my husband with an experience that would truly amaze him-- Captain Russ and his wife Susan helped me make that happen. Before our sailing Captain Russ & Susan sat with me on their beautiful sailboat and went over every detail of the evening. They truly let me personalize the evening!... More

I grew up sailing (in cold and windy northern CA), so I thought I knew what to expect for a day on a sailboat. We ended up on Russ and Susan's charter, Captain Sir! out of Biscayne Bay for a day sail on a corporate event. We had such an incredible time, that a private group of us decided to... More

We took our Chicago friends for a sunset sail. They now want to make it a yearly experience. Capt Russ and his wife Susan are the best. We should have listened to Capt Russ when he said "dont eat lunch". There was so much to eat, with one course better than the last. Dont miss the key lime pie. Our... More

Russ and his wife are such warm and friendly people! They offer a top notch, classy, sailing experience. Their boat is beautiful and immaculate, and their service is great! They go out of their way to leave you with an experience of a lifetime! Well worth the price.

Our family enjoyed a perfect day sailing Biscayne Bay with Captain Russell Boley and First Mate Susan on Christmas Day aboard “Captain Sir.” The accommodations were outstanding, the appetizers delicious and appealingly presented, the lunch entrees four star and the nautical narrative and local knowledge provided while sailing quite interesting. But, beyond this, and most importantly, we greatly appreciated their... More

Our evening sail started with the friendliest welcome by Captain Russ and his first mate Susan. We were whisked away on a beautiful, pristine sail boat while being served wine and colossal stone crabs with Russ’s amazing homemade mustard sauce for dipping followed by never ending platters of homemade delights the whole evening .... to die for!!! With an amazing... More

Dealing with Russ, the owner of the Captain Sir, was easy. We described the type of outing we were looking for and he delivered it PLUS more! Everything was first class including the crab cakes. We booked a half day day trip and the next time I would schedule an entire day. If you are looking for a memorable trip,... More