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    Pine Island Sailing

    1.0 (1 review)

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    11 years ago

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    Island Time Dolphin & Shelling Cruises

    Island Time Dolphin & Shelling Cruises

    (39 reviews)

    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!

    Coastal Friends Boat Tours - Beach Day Getaway - Wildlife sighting

    Coastal Friends Boat Tours

    (1 review)

    Coastal Friends Boat Tours was an absolute highlight of our visit to south west Florida…read more My wife and our friends decided to take a sunset tour on Sunday. The boat was spacious and comfortable, very stable even amid the small swell and wakes of other boats (my wife has gotten seasick in the past, but had absolutely no problem with this trip due to the stability of the boat and the skill of Aldo the Captain/pilot). We enjoyed seeing Dolphins and Pelicans, and even a ray just after sunset.The sunset was amazing and memorable, but not the best part of our tour. What was the best part? Being hosted by the owner and captain Aldo, and his first mate (wife] Demaris. They are happy and friendly, and very skilled at operating their boat. But more than that, they are excellent hosts. We had a lot of laughs, and a very enjoyable afternoon. The opportunity to meet Aldo and Demaris, and enjoy their hospitality shouldn't be missed. You'll be glad you chose this company for your boat tour! TLDR; Relaxing and fun way to spend the afternoon. Aldo and Demaris are great people, enjoyable to be around and skilled in their business I highly recommend them as hosts and tour guides!

    From the owner: Coastal Friends Boat Tours offers family-friendly boat tours in Southwest Florida, specializing in…read moredolphin-watching, sunset cruises, island hopping, beach-hopping, and waterfront dining excursions. Our tours provide unforgettable experiences with a focus on comfort, safety, and creating cherished memories. Based in Cape Coral, we cater to locals and visitors looking to explore Florida's beautiful waterways.

    Tropic Star Cruises - Full boat to Cayo Costa!

    Tropic Star Cruises

    (34 reviews)

    Caveat Emptor - Extremely Disappointing Experience with Tropic Star (Pine Island, FL)…read moreIf you're considering booking a "private nature tour" with Tropic Star, I strongly suggest you think twice. On March 23rd, my group paid $350 for what was clearly marketed as a private, multi-hour nature tour experience: lunch at Cabbage Key followed by a relaxing nature cruise with stop at Cayo Costa, wildlife viewing, dolphins, and a scenic return to the dock around 2-2:30 PM. What we got instead felt like a complete bait-and-switch. The ride to Cabbage Key was rushed, and after lunch, we were picked up at 1:00 PM only to be sped straight back to the dock at full throttle--arriving before 1:30 PM. No nature tour. No stops. No wildlife. No relaxation. Just a high-speed return trip where we were bracing ourselves on coolers and folding chairs instead of enjoying anything remotely close to what was promised. Prior to leaving the dock, my friend heard Captain Steve had multiple other groups scheduled and needed to rush back. So much for a "private" experience. It was clear our trip was cut short to accommodate their overbooking and miscommunication from staff. Customer service was just as frustrating. After multiple attempts to get a response from Vincent, the owner, we finally received a generic apology with "We have a great reputation and it's rare that I get confronted with any negativity and I sincerely apologize. We have not been able to run our big boats since Hurricane Ian 3 years ago. We're doing our best to accommodate some passengers with our smaller boats" and a vague offer for "free passage next time." When I asked for clarification--no response. I then requested a full refund to resolve the issue privately and avoid posting a review... and completely ignored. At this point, it's not just about a bad tour--it's about misleading advertising, poor communication, and zero accountability. Save your money and your time. There are plenty of reputable operators in the area who actually deliver what they promise.

    What a great crew, what a great experience. The vote was comfortable and easily accessible. Finding…read morethe place was a little bit of a challenge. However, when you make the reservation they do fill you in on the GPS coordinates, and tell you that they are not necessarily correct. I would definitely do this again but I would spend all day at the beach I would not bother to go to the restaurant on the itinerary.

    Pine Island Sailing - boatcharters - Updated September 2026

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