1. Captiva Watersports

    1. Captiva Watersports

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    Captiva, FL

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    Captiva Watersports

    4.5 (94 reviews)
    Closed 8:00 am - 5:00 pm

    Captiva Watersports Photos

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    Parasailing

    Rob and Colton were amazing. They were so polite, fun, and safe. My daughters (age 17 and 20) and husband had a blast flying!!! I also enjoyed riding along in the boat. This is definitely a highlight of our week in Captiva!!!! Thanks so much!!!! We highly recommend this company and these guys.

    The crew, family & friends!
    Tracy S.

    What a great day! These guys were awesome, thank you for another year of memories and easing into parasailing for some of our new fliers!

    Amy E.

    We had a wonderful experience with captiva water sports ! They accommodated our group of 4 adults and 4 kids on such short notice and took us on a super fun jet ski tour ! We got to see lots of dolphins and a shark .. the guide was so professional and attentive to all the riders with very different riding skills :) . We will be back for sure !

    Kari R.

    We had the pleasure of parasailing with Rob and Tyler. As a large group of 12, with ages ranging from 10 to 50, we had some flyers that were seasoned and some first timers. Rob and Tyler made the experience so fun and enjoyable. They are both very funny and made us all feel very safe. We were able to connect our phones to their speaker system to play our music if choice, which was quite a variety considering the age ranges. They were patient with our newbies and made kept our trio groups as close to what we wanted as they could (keeping within weight limitations). As a avid water lover, Miamian, and seasoned boater, I was very comfortable with their knowledge of the waterway in which we flew. They were safe on the water and explained safety measures in detail prior to departure. We take a group trip to Captiva and Sanibel every year and we will definitely be back to fly with them again. Thank you Rob and Tyler. You made our trip and our experience so great!

    Fosters Bay, North Captiva - looking for manatees

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    8 years ago

    Had a great time, Rob and Jordan were awesome. Loved the fact that we could hook up our playlist in the boat.

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    6 years ago

    Visited in July of 2020. Everyone here was super helpful. Our family did the wave runner experience and had a blast. Highly recommend.

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    Page 2 of 3

    Ask the Community - Captiva Watersports

    Is there a launch ramp fro the public to use? I will be bringing my waverunners to Florida.

    Tween Waters Marina offers use of their boat ramp for a fee. If you are planning on parking there for the day they may also require you to purchase a resort day pass. Tween… 

    Don’t See Your Question? Ask Away!

    Review Highlights - Captiva Watersports

    Started with Rob 20+ years ago and brought my daughter this time, we couldn't have enjoyed our sail anymore!

    Mentioned in 17 reviews

    Read more highlights

    Island Time Dolphin & Shelling Cruises

    Island Time Dolphin & Shelling Cruises

    4.9(38 reviews)
    14.8 mi

    Our family of 5 had an absolutely wonderful experience with Captain Jessica and the Island Time…read moreDolphin & Shelling Cruise! Our four-hour trip was the perfect mix of relaxation, wildlife, and adventure. Captain Jessica and her crew went above and beyond, providing iced drinks, snacks, and buckets for collecting shells. They took us to Old Hickory Island, where we found some amazing shells, a Pygmy octopus, conch, and a sand dollar. Throughout the trip, Captain Jessica shared her knowledge about the local ecosystem, answering all of our questions about the dolphins, manatees, mangroves, and the area. One of the highlights was when she spotted a pod of dolphins. She carefully brought the boat alongside them, and we got to watch them swim and jump in our boat's wake--it was unforgettable! Communication was outstanding from start to finish. We had to reschedule twice due to weather. Captain Jessica made the process incredibly easy and stress-free. She is friendly, welcoming, and shared lots of great local recommendations for places to visit and things to do. If you're looking to support a fantastic local business while having an unforgettable day on the water, I can't recommend Captain Jessica and Island Time Dolphin & Shelling Cruise enough. It was truly one of the highlights of our trip!

    Captain Jessica is a wealth of knowledge about local wildlife and history and knows how, when and…read morewhere to find the Dolfins. It was a great thrill to see them playing and leaping in our wake and was definitely the highlight of our vacation! Don't miss It!

    Photos
    Island Time Dolphin & Shelling Cruises - Dolphins in our wake

    Dolphins in our wake

    Island Time Dolphin & Shelling Cruises - Dolphins in our wake

    Dolphins in our wake

    Island Time Dolphin & Shelling Cruises - Dolphin tour

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    Dolphin tour

    Captiva Watersports - boating - Updated September 2026

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