Great time! - We had so much fun when the crew fired their cannons at passing boats! Being on the water a sunset was so pleasant and pretty. The crew were very knowledgable and made it a great experience.

Hoist the Black Flags - So our excursion was quite the adventure. We were in town for our youngest son’s make-a-wish trip and this was one of his planned excursions. From the time we arrived at the check-in booth the staff was very welcoming and friendly. Once we boarded we were welcomed and made to feel very special which while our son was bashful, he did appreciate as did my wife and I along with our other two children. So for us and our son, while he did get to ride a “pirate ship”, sit in the Captains Seat and “steer the ship”, and see canons being fired, our actual trip was cut short due to a microburst (storm) that rolled in unplanned. The Captain was watching for inclement weather that was south of us but that burst that came through was unexpected and quite strong and we had to drop sail and return to port, but not before the captain navigated to calmer waters and the crew were able to fire off the canons and yell pirate obscenities (Kid friendly so don’t worry) at other watercraft and navy personnel at the Navy Base. Our daughter was scared when the boat started rocking pretty hard when the wind picked up but the crew were attentive to her and did try to assure her that everything was okay and was nothing to at they hadn’t handled before. (Thank you to the crew for that). Our youngest son held his sword in the air and let out a good Arrg! when we were rocking and rolling in the storm for a moment. Everyone was very apologetic for the uncooperative weather and offered refunds/reschedules to everyone which we thought was very nice of them and we really did try to make it back out the next night as we were welcomed back, but our little one was exhausted from his long day and we couldn’t make it back out. It was a wild ride, but we have an awesome story to tell and our son had fun! So, to the Captain, Crew, and Owner, thank you very much for making us and more importantly our son feel special, if only for a little while and giving him a trip that he will remember forever. We now joke that he’s a real pirate as he braved his first storm at sea. So thank you again and best wishes to you all.

Awesome Sunset Cruise - There is no better way to experience the glorious Key West sunset than to sail on board the Schooner Jolly II Roger - and sail was the operative word! Skillfully guided by the wonderful crew under full wind power sail in the waters off Mallory Square this was two hours of wonderful relaxation, sightseeing and fun. Set in the era of the pirates, patrons are invited to participate in setting the sails and firing the cannons. While water and small snacks are provided, this is essentially a bring your own food and drink (including alcohol) adventure, therefore you can bring along food items and refreshments that suit your own taste. Highly recommended.

A pleasant, "low key" Sunset Cruise - This was one of the highlights of our trip. The owner, and crew could not have been mor accommodating. We wanted a laid back sunset cruise and these guys delivered.

Great relaxing time - This was a wonderful relaxing cruise. Very friendly staff. Not at all crowded, which made it more enjoyable. If you're looking for a low-key and fun boating experience, this is for you.

Relaxation on the Water - Took this Sunset Sail due to the relaxing description. It did not disappoint! Calm seas. Friendly crew. Some fun with their cannons which all the kids loved! Water on board plus you can bring your own drinks which they provided an ice chest. I didn’t want a booze cruise with loud music. This was exactly what We wanted. Quiet seas under sails. Watching the sunset was beautiful! Highly recommend

Great Experience - We had a great cruise. The captain was knowledgeable and kept us all engaged. The owner was great, with cool stories about the boat and its history (plus great restaurant recommendations!) We really liked that it wasn’t crowded and didn’t have booze cruise vibes. It was very chill.

Great excursion - We had a great time. The crew was so friendly and walked around and spoke to everyone. Would recommend this excursion for adults and children

The perfect sunset cruise - Ended up choosing this sunset cruise because it seemed more intimate. It did not disappoint. There were 12 guests on the boat and once we got to sailing it was so quiet and nice out on the ocean. That was until the cannon came out! What great fun it was! We would do it again and again.

A silent moment as the sun slips away... - Such a great experience for family or a small group of friends who just want to have a few quiet moments watching the world go to sleep for the evening. Crew is fantastic and engaging and made for a good time.