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    Captain Sir! Charters

    5.0 (22 reviews)
    Closed 9:00 am - 10:00 pm

    Services - Captain Sir! Charters

    Boat charters

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    Lloyd S.

    Captain Russ and Susan are awesome! A fantastic evening off Key Biscayne and downtown Miami. Above and beyond in all aspects!

    Heidi S.

    Couldn't think of a more perfect way to celebrate our 20 year wedding anniversary thanks to my husband!! A wonderful sail on the beautiful Captain Sir~ Captain Russ & Susan we're lovely and our sunset sail couldn't have been more perfect~ seeing the beautiful Miami skyline at night & relaxing under the stars while enjoying wine, cheese & fruit and the BEST key lime pie!!!

    Jenn S.

    My husband loves for us to visit Miami at least once a year so when he requested we visit for his birthday last month I wanted to try to make it a special trip. I began my yelp search to find private boat rides around Miami to surprise my husband and I was happy to come around Captain Sir Charters. I sent an email through yelp with my quote inquiry and received a prompt response. Captain Russ was very thorough, responsive and warm. He was very attentive to all of my requests and assured me he would do his best to make it an awesome experience. I texted Captain Russ when we landed in Miami to confirm our arrival wasn't delayed. The weather was gloomy but he was optimistic the weather would be great the next day which was the date we had planned to sail. As we'd hoped the next day was PERFECT clear blue skies! Captain Russ and I were secretly texting back and forth that morning to ensure I had all the details for the day. My hubby and I went to an early breakfast and then I told him we had lunch reservations which was actually the surprise boat ride. Our uber arrived and drove us to the dock where Captain Russ and his lovely wife were waiting for us. It was perfect! My hubby was so surprised. There were a dozen long stem red roses on deck per my request for hubby. We had an amazing sail and the lovely couple was so attentive and warm. Captain Russ gave us the history of the Keys as we sailed and he even explained the sailing process throughout. His gorgeous wife was the cutest server as she delivered our delicious cheese and fruit platter on a silver platter. They went out of their way to find us Crystal Geyser bottled water as well. Lunch was fabulous! They were happy to take as many pictures as we liked from as many angles as we wanted to capture the experience. We ended the 4-hour ride with the best homemade key lime pie I have ever tasted!!!! It was DELICIOUS!!!!! My husband was so surprised and thankful it really was a treat. I paid in cash which was very reasonable for the experience we had. Captain Russ made our trip the best trip we've taken together to date. I'd highly recommend this service. I can't wait to have this experience again!

    Captain Russ
    Tom C.

    Incredible sailing tour - a must if you are in Miami!! We had a great day sailing around the bay, learning about sailing, and eating wonderful food. Russel is a knowledgeable, well-organized, and kind person--as well as a terrific cook. I enthusiastically recommend this trip - what a great value. The boat is fantastic, too. Super clean, up-to-date, and comfortable - not your ordinary charter boat.

    At the helm!
    Melanie C.

    During our visit to Key Biscayne, we had a magical girls day on the Bay with Russ and Susan. Russ was a delight to work with in terms of planning and the sail exceeded all of our expectations. Drinks, music, swimming and lunch were great, but didn't compare to the kindness and hospitality that Russ and Susan provided. We can't wait to go back!

    This was one of the most romantic dates I've ever planned and Captain Russ and his sweet wife made sure of it. The food was excellent. The crab cakes are a must and to top it off... his famous key lime pie.it took so much planning because we all know how the weather can get in Florida but Captain Russ was very accommodating and made sure everything was going to be PERFECT. I couldn't of celebrated my anniversary no better way that this sail ride. We didn't only have an awesome time but we also made a great connection with Captain and his wife and now have friends for life! Can't wait to do this again in a few months when we return to Florida! Thank you both again so much!!!!!

    Educate F.

    Amazing experience with the most AMAZING individuals I've ever met! Mr. & Mrs. Boley (or Captain Sir!) greeted us as if they've known us for years! My 3 daughters (10,11 & 15) my husband and myself had such a wonderful experience. Captain Sir and his beautiful wife assured us with their experience and safeness of their sailboat once we arrived. Then as we became familiar with the sailboat we decided to sit on these portable most comfortable seating front row of the sailboat. Then as we are gliding through the bay we were asked if we needed a drink or if we were hungry! I mean talk about VIP treatment!! As the sunset began to set we just could not believe the front row spectacular view of the sunset! Once the sun went down we noticed candles all around us as my daughter played our wedding song in the background! This wonderful experience definitely didn't end there but all I can say is that it is an experience WE will never forget! I wish I had a MILLION + more followers to experience this because it definitely should be in everyone's Bucket List! Thank you Captain Sir!! I added you to my contacts... I will definitely be back! Xo

    Shrimp Salad with house vinaigrette.....  AMAZING

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    Review Highlights - Captain Sir! Charters

    Captain Russ gave us the history of the Keys as we sailed and he even explained the sailing process throughout.

    Mentioned in 15 reviews

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    Starlux Yachts

    Starlux Yachts

    (30 reviews)

    I rented a yacht for a group of friends for my husbands birthday. The experience with Mari was…read morefantastic from start to finish. She is always available and very responsive which is huge for me when I am planning anything. She reached out to me a week before our yacht day and there were some concerns she had with the yacht I originally booked and she called me with a solution already which was such relief for me. Many times when there are issues, people don't always have a solution right away, but she did and the yacht was awesome. We had a yacht with a jet ski and my husband had the best time. Captain Joe was so much fun. I will definitely be doing this again and will use Starlux in the future.

    My experience with Starlux Yachts (Mari) was nothing short of extraordinary! Although she may take…read morea bit to respond, just know that Mari's got your back (most likely because she is getting the best deal she can for you!). I would recommend calling (vs. text) for faster response times. Mari was able to help our group of 30+ book a very luxurious yacht for a reasonable price. We also opted in for an open bar and passed hors d'oeuvres. To be honest, the food was better than anyone expected and no one was left hungry! The yacht also had Bluetooth connectivity for music but our group was able to bring our own music equipment to play on the deck. We also let the captain know before we set sail that we would like to jump in the water and he was able to dock mid-way to give everyone the opportunity to swim. The crew in general delivered exceptional service and helped create an atmosphere of luxury and relaxation throughout our voyage. This yacht charter was definitely the highlight of our group's trip and I highly recommend booking with Mari for an unforgettable and 5 star yachting experience.

    Mr. Sea Miami Boats

    Mr. Sea Miami Boats

    (26 reviews)

    Downtown

    Excellent and speedy service! I highly recommend this if you want a private boat excursion…read more I booked this for my friend's bachelorette party. I used WhatsApp and they respond really quickly. Just provide details like the day, amount of people and the time. You can also book through their website which I also did but WhatsApp was immediate service. We quickly found an option that fit our budget and they send over a contract to sign. A small deposit is due during the time you sign your contract with the remaining balance and tip on the day of your trip. They offer drink and food services but we opted to bring our own as they provide an ice cooler. Our captain, Daniel, was great. He texted me right before and we let him know we were running late. Our Uber dropped us off at the wrong location which made us more late but he still gave us our time back when he did not have to all. Once he helped us onto the boat, he asked where we wanted to go and took us to a small island with other boats. He also gives you full access to the music. They also have an option for a large floatie for everyone to lay out and relax on. I highly recommend this if you're looking for a private boat ride. Prices are very reasonable. Easily our favorite excursion on the trip!

    While we had so much fun with our captain Jorja I must say the boat itself was terrible! It looked…read moreas if it haven't been clean in years! The inside where the kitchen was had a very bad smell! The boat was so out dated! The mat was torn! We had to lay our towels down to sit on bc the boat was so unsanitary! The leather was torn badly! We had to do our own leg work upon boarding (as in picking the captain) and etc. We was told to arrive a hour early just for us to be sitting in our cars! Do I recommend this boat or company! No! But if others want to rent choose Jorga for your captain, he was a vibe! Oh we was on the 40 ft Sea Ray! Abort mission do not rent this particular boat!

    Brickell Boat Charters - Flooded floor

    Brickell Boat Charters

    (10 reviews)

    Brickell

    DO NOT RENT from this place. We rented a boat yesterday for my husband's bday and had a terrible…read moreexperience with the quality of the boat and the customer service. First, we supposedly rented a 41' Sea Ray boat with an ample and open seating area (they sent pics prior to booking). When we got in the boat we realized that was not the boat in the pics. It only had a small bench instead of the open seating area shown in the pics and looked smaller than 41'. Then, our rental started at 1pm. We got to the marine at 12:40pm as requested by this vendor and the boat was not there. The boat was late, therefore our departure took longer. But of course our rental still ended at 6pm (the captain did not make it up for his late arrival). The worse part of this rent was the quality of the boat. As soon as we got in we realized that the indoor fridge was leaking and there was water all over the first floor. See pics Then we realized that the sink from the restroom was not working. See video. We told the captain (Nelson) and he said that indeed it was not working but the kitchen sink worked. We checked the kitchen sink and this was also not working. See video Also, the boat was going extremely slow from the marina all the way until we stopped at the final destination. As soon as we realized all the concerns that we had with the quality of the boat we immediately called the owner of Brickell Boat Charter. The owner said there was nothing wrong and literally hang up on us. I tried texting him with pics and videos of all the issues and to this date I never received a response. We were left with a faulty boat in the middle of the ocean, at a spot that was not even nice with a Captain that was not willing to move a finger without "owners approval". This has been the WORST customer service I have ever experienced. I highly recomment AVOID RENTING from this place.

    We had an Amazing time! From the booking, departure and our time in the water everything went…read moresmooth and the crew were very nice and helpful. We will be renting again from Brickell Boat Charters.

    Feeling Yachty

    Feeling Yachty

    (29 reviews)

    Last weekend my sister's fiancé rented a yacht from this company from 4-8p for her birthday…read more Communication was atrocious, apparently the broker had double booked bc our party didn't board until 6pm. This really hindered our experience, given that some of us had plans after 8p that we ultimately lost bc of poor planning and communication. If you want a headache, this is the company for you. The captain was nice and the owner wasn't of any help, while we tried to resolve the issue.

    Unfortunately, my experience could have been SO MUCH better! If you book with this company be…read moreprepared for lack of communication! The boat was scheduled for 4PM and no one had informed us of where the boat would be or who the captain was. The address provided on the website is a general address for several boats to pick up people so we had to wait for 1.5 hours! We called multiple times to obtain the information but they kept delaying the information as they did not have it since they had five other charter boats taking off. The staff in the pick up location informed us (and the captain of the boat confirmed) we were double booked! The prior boat group was scheduled to end at 5PM and we were scheduled to start at 4PM. But FEELING YACHTY never communicated this or apoligized for the tardiness. Aside from that the captain was great! But unfortunately, in the beginning of the boat tour the AC was not working on the inside and toward the end of the trip the water for bathroom and sink got shut off. We ended up getting on the boat since FEELING YACHTY does not provide a refnd or rescheuling. THEY ARE NOT FLEXIBLE AND DO NOT COMMUNICATE. You are better off with another company, heed my warning!

    Captain Sir! Charters - boating - Updated May 2026

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