15 Best Key West Private Tours

“Loved spending time with Captain Brian and learning so much from him! He was patient with our girls wanting to dive out of the boat! Thank you :)”

“The crew was friendly and there was a good variety of wine. The atmosphere was reserved without the obnoxious crowds. One thing to improve upon was the food. There was not many choices and one can only have so many cheeses. Read more”

“Great tour and history of Key West. AJ is delightful & accommodating & well-known. Enjoyable way to see all of Key West.”

“Captain Morgan was great. Sunset cruise was excellent. Saw the sunset but would still have been fun if we had not. Learned a lot about the area.”

“Captain Jaggar was amazing. We had an epic day fishing and really enjoyed his laid back style. Thanks for great fishing and and incredible day.”

“Don was great, the views were beautiful, this private sunset cruise was worth every penny. Glad to have experienced this”

“It was Fantastic!!!! Our crew was just excellent and we did have an enjoyable, happy and relaxing evening. Erick and Harley are the best!!”

“Captain Jim was an awesome fishing guide - friendly, patient and knowledgeable. He even fetched me a beer while I was reeling in snappers! Great experience and highly recommended.”

“My husband and I had a wonderful experience. Been to the keys lots but this was our first sandbar trip. So beautiful and relaxing. Our captain was very friendly and attentive. Highly recommend”

“The highlight of our trip. The staff is amazing. They made sure we were able to go out even though the weather wasn't cooperating! They know their stuff. Post poned our departure and had amazing weather and sunset to die for. Our captain, Heather, was…”

“My husband and I wanted to get an insider’s perspective on the beautiful community that is Key West, and Lindsey totally delivered! We saw some beautiful art, both from past and present artists living on the island, we chatted with an artist at Read more”

“Highly recommend Captain Hiram for a private trip. Professional, courteous and knowledgeable. We will book with him next time we are in the area!”

“Nills and Jess were friendly and attentive which made for a very relaxing day of sailing and snorkeling.”

“Troy was our driver and was the best! He made sure that he gave us information so that we could make choices about where to go and what to see. His knowledge of the Keys and Key West was so entertaining and helpful. Hands down,…”

“Great experience! There was a mistake from the booking site on the time of our tour. Vaughn handled it very well, but I would suggest verifying your time the night before. Vaughn took us to several islands to enjoy snorkeling, paddle boarding, site seeing, etc.…”