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    Captiva Cruises

    4.6 (183 reviews)
    Closed 8:00 am - 5:00 pm

    Services - Captiva Cruises

    Boat charters

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    view from the back (front? idk ships...) of the boat
    Seb G.

    My parents and I enjoyed a beautiful sunset cruise. We even got to see some dolphins on the way back to the dock, right off the side of the boat! I believe we were on the biggest ship they have, which said cash bar on the website when I looked. However, they take card/tap to pay!

    Dolphin leading the cruise!
    Kerry G.

    The cruise was extraordinary. We had dolphins escorting our boat during a good 1/3rd of the trip. The lunch at Cabbage Key was organized, delicious, and easy because the cruise sets it all up. Definitely a worthwhile experience to enjoy.

    Cabbage Key from the water tower observation deck.

    First class adventure for Sanibel/Captiva visitors! Seven of us, ages 3 to 68, sailed to Cabbage Key on Lady Chadwick. The good ship was freshly painted and running smoothly. Our Captain from Boston gave a funny and factual narrative all along the way. Best of all we landed at Cabbage Key with reserved tables and quick service. Beyond the cheeseburgers in paradise, the blackened grouper with beans and rice was excellent. Several dolphins joined our wake for the ride each way, creating a memorable experience. Treat yourself to a Captiva Cruise on Lady Chadwick! 5 Stars! *****

    Bill D.

    First time doing this for my wife and I. We had a great time..saw dolphins, manatees and rays. And I thought the price was very reasonable

    Jeff W.

    Very nice cruise. We traveled to Boca Grande. The ship was nice. The Crew was nice. In the end, there really wasn't enough time in Boca. Needed a couple more hours. The only detractor is that they are located at the end of Sanibel - so it takes a while to get there (almost as long as the cruise itself).

    Family enjoying the ride!

    We scheduled a sunset cruise as part of the rehearsal dinner evening. It was a wonderful time so relaxing the Captains gave us some historic information which we loved! Mainly we talked and enjoyed the ride! Thank you Captain Dave for the lovely service!

    Craig R.

    What a great day dolphin watching with Captiva Cruises! George and Carlos were fantastic guides and we were up close with dolphins in no time. We saw lots of different species of birds and even bald eagles. The boat had plenty of shade and is suitable for people of all ages. Locals were on board as well who said they like to do this as a nice afternoon on the water. This isn't our first time with Captiva Cruises and it won't be our last. Captiva is back up and running come and support these small businesses. Thanks for a wonderful day! Melissa & Craig (NYC)

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    11 years ago

    Great cruise to Useppa! Captain and crew were informative, helpful, and made the trip fun!

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    9 years ago

    The sunset cruise was relaxed, simple and the perfect length. As a bonus we had several dolphin sightings.

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    Review Highlights - Captiva Cruises

    my only detraction was the burgers at cabbage key were over cooked and dry, not the tasty ones from last year.

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    New Moon Sailing

    New Moon Sailing

    3.5
    (2 reviews)

    I booked this 3 hour sail for my two teenage kids (17 and 14) and myself as my husband was working…read more I love to sail and have booked many sailing charters in my life and wanted to share this with my kids, even with the $400 price. When we arrived about ten minutes early, the boat was not yet rigged, and Captain Mick immediately begin apologizing for the dirty nature of his boat saying that he forgot his pressure washer and was unable to properly clean the boat. That would've been fine, but his "sense of humor" definitely riled my children (who are very well-adjusted) from the start. He began the trip by "nicknaming" my kids "princess" and "stinky" which I told him would not go over well and please use their names. He got us to help rig the boat and wanted to engage the kids in learning different parts of sailing which would've been great except that his tone was gruff and impatient and somewhat inappropriate (he told my 17 year old daughter to get the sail ready, she needed to put her ass into it). Whenever they would do something incorrectly, he would raise his voice and make them feel stupid or inadequate. "No, not THAT way!!, etc". I could tell they were stressed and hoped that it would get better once we got out into the bay, even nicely suggesting that the kids probably were not used to his type of personality. He said that they should "get over it" and have a sense of humor. When we were sailing around a bend and my daughter was using the wench to bring in the jib he again was gruff and yelling at her for not doing it right and she had tears in her eyes, to which I finally lost my patience and emphatically told him "do NOT yell at my kids. We came out for a nice sailing experience and it has been very stressful." He seemed surprised, as I really don't believe he has insight into how he comes across. He apologized but the rest of the trip was just awkward. I love sailing and being on sailboats and wanted my kids to love it too, but this was not the best way to get them into the experience. Captiva is lovely and Captain Mick knows his stuff when it comes to sailing and history of the island but I definitely suggest that if you go out with him, you need to set your expectations for your trip from the start.

    I went sailing for the first time with Captain Mick. With me was my girlfriend and some of her…read morefamily. Mick will teach you the ropes and you end up doing all the work, which is truly a blast! Sailing the New Moon was definitely the highlight of our vacation on Captiva, FL.

    Best Boat Club And Rentals

    Best Boat Club And Rentals

    3.0
    (1 review)

    Rented a pontoon boat 2 days in a row. First day was great and the experience was wonderful. Second…read moreday, was not as great. The boat kept stalling, when we came back in late (25 min) because the engine wasn't reaching high speed (instead was only cruising 11mph. Rpm meter was broken as well) the boat rental establishment decided to charge $75 late fee. Even though we were going to rent again tomorrow. Regardless, there are other places near South seas to rent from that will give you a non tourist fee. (Decent place but they do not expect your return business. Extra fees on all promoted prices.)

    From the owner: Best Boat Club and Rentals is one of the longest running and most trusted boat clubs in South…read moreFlorida, offering the largest fleet of well-maintained and new model boats. At Best Boat Club, you can either rent for the day or join the club to take advantage of the entire fleet at any time. We have a number of membership programs that are flexible enough to fit your budget. Are you new to boating? Keep safe and utilize the Best Boat Club Training Center. We are one of the only only authorized power boating and sailing training in South Florida, offering various courses that take place both in in the class room and out on the water. At Best Boat Club, we also offer our Water Limo service where you can sit back and leave the driving to someone else. Enjoy the sights for whatever your special occasion may be. We have more than just boats! Feel free to rent out a kayak, standup paddleboard, or a bicycle for your next adventure. Call today for rates and availability. Best Boat Club is proud to operate one of the most prestigious marinas on the west coast of Florida. We have the best boats, the best service, at the best price. Visit us today to experience boating at its best.

    Captiva Cruises - boatcharters - Updated June 2026

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