Captain Sky Cruises

Captain Sky is amazing! We had an incredible cruise with her. We went on the “adventure cruise” which is family friendly. We took our 2.5 year old and Sky made it extra special for her. She found her shells and creatures in the shallows and taught her facts about everything she found. An overall great experience. We highly recommend Captain Sky Cruises!

Amazing sunset cruise for our 5 year anniversary. Sky was so knowledgeable and nice! Saw so many dolphins which was an added plus and the sunset was beautiful. Sky is very flexible too stopping for bathrooms and dropping us at a different location. Would definitely recommend!

What an AMAZING night! My husband and I celebrated our 18th wedding anniversary with 2 other couples we’ve been friends with for a long time. Everyone really enjoyed it and let me tell you, Sky knows where the dolphins are!!!! I’ve lived in Florida for a long time and I’ve never seen so many dolphins. The charcuterie board was 10 out of 10 and she even surprised us with a cake. She had the perfect spot for sunset too. I would highly recommend Captain Sky Cruises.

Sky did an absolutely wonderful job. The boat is beautifully decorated. She had everything set up for a charcuterie board and wine. Sky narrated all about the area and took us to places we wanted to go. It was a perfect afternoon and sunset. We will definitely be going on more cruises with Captain Sky.

Thank you so much Sky for our 28th year Anniversary sunset cruise! It was so relaxing, beautiful and meaningful! The charcuterie board and drinks were fabulous and the dolphins and pelicans were so cool! It was so nice to get to know you and we will for sure be back!
Love Drew & Jenny

My friends and I booked a sunset cruise with Captain Sky and it was such a fun experience! Her boat was clean and comfortable and she was so knowledgeable about the area. Prior to the cruise she was great with communicating when and where would be meeting....a very easy process. The whole ride was 2 hours long and we got to see such a beautiful sunset as well. We would definitely go on another one when in the area again!

We loved our cruise with Captain Sky this week! Super friendly and considerate Captain Sky really knows how to host. Boating, bubbles, dolphins, a quick dive - can’t do better than that. :) Thanks!

Captain Sky’s services were excellent. We did her sunset cocktail cruise and we had to go back to do the ecology cruise on a different day and they were both super fun. Amazing value for both and can’t recommend her enough 😍. Will be coming back for more cruised in the future!

Comfortable, clean boat with nice touches like pillows & blankets. Captain Sky is professional, knowledgeable, and friendly. She has a nice music playlist and knows her way around the bay. Highly recommend!

I searched and talked to several private sunset cruise companies for my wife and I’s anniversary. Captain Sky’s responsiveness, helpfulness, and professionalism not only far surpassed every other company I talked to, she surpassed my own lofty expectations. I shared my vision for what I wanted it to be like, and she did the rest, adding great touches like champagne, blankets, a dessert, and even dropped us off at The Shore restaurant for our anniversary dinner (which she recommended). It ended up being one of the highlights of our entire week stay. Captain Sky, it was wonderful meeting you! We will be back!

What a wonderful sunset cruise with an experienced, knowledgeable captain! Cruising with Captain Skye was a delightful experience. Such a relaxing evening onboard her immaculate boat. We were celebrating our anniversary so we brought some light snacks and she supplied the champagne. Sky boated us to some great spots for dolphin sightings and ended up in the perfect spot to see the setting sun on Anna Maria Island. What a wonderful, memorable evening. We definitely will cruise with Captain Sky again!💕

We had the sweetest sunset cruise with Captain Sky! She’s so knowledgeable about the area & wildlife! And she’s oh so kind! It was very relaxing and enjoyable!

WOW! What an exceptional experience with Captain Sky Cruises! I decided to book a sunset cruise for my boyfriends 30th birthday, and it couldn't have been more perfect! The Communication leading up to the departure time was excellent, she was extremely personable, very knowledgeable about the area and was available for my questions. During the cruise she provided a beautiful bottle of champagne for us to enjoy together. She also had a cooler with water! We felt beyond comfortable with her, Captain Sky knows her way around and is master at navigating her super clean boat! I'm telling you this is totally worth it! We can wait to book again! This girl is GEM! THIS IS A MUST BOOK IF YOU ARE NEAR OR AROUND LONG BOAT KEY, ANNA MARIA ISLAND, SIESTA KEY, BRADENTON, OR SARASOTA!

My wife and I really enjoyed our sunset champagne cruise with Captain Sky to celebrate our wedding anniversary. This was our third cruise with Captain Sky. A highlight of 2019 was taking our grandchildren on a sandbar/nature cruise where Captain Sky taught them lots about sea creatures. I am sure you will enjoy your cruise experience with Captain Sky!

The sweetest and most knowledgeable captain we've had to date. Will use her again and again when we come. Bird Island is insane! You must go there!

Thank you Captain Sky for an amazing sunset cruise with family! What an incredible evening on a beautiful, spotless and completely cozy boat. She has put so many personal touches into this boat. She was super knowledgeable of the area and showed us all of the
“ best” places to eat. A bonus was that we witnessed a huge Tarpon jump out of the water just inches from the boat! This was an unforgettable experience and we can’t wait to go again!

Had a great pontoon ride for sunset. Would give Captain Sky 6 ⭐ if possible. Will using them again soon!!

Captain Sky cruises is the best boat cruise on Anna Maria Island! The sunset cruise I went on was beautiful. She is so fun, very professional, and we had such a great time! Cannot wait to book my next cruise with her, 10/10 would recommend!

Captain sky cruises was such an awesome experience!! We saw a ton of dolphin and other wildlife on our trip. Champagne toast was a nice added touch! Highly recommend.

My friends and I had a wonderful cruise with Captain Sky! She had the boat decorated so cute when we arrived, we were scheduled for a sunset cruise but due to thunderstorms at that time we went earlier and still had an awesome time! She recommended a local caterer for us to get this awesome charcuterie board that was delivered right to her boat and was there when we arrived. I can't wait to go back again sometime soon and I definitely would recommend to anybody looking for a cruise in that area! Thanks again Captain Sky! We had a wonderful time with you! 😊🍾❤