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August 2024 by Tiffany Curtis
Captain Mike was excellent. He was very resourceful and skilled at what he does. We got to see several dolphins, and found some sand dollars while snorkeling. Got to hold a jellyfish, and seen a sea urchin up close. I will definitely book this again in the future. Roger was also very easy to work with on the booking side of things.
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July 2024 by Randall Vaughn
We had a great time with Captain Mike! He’s very experienced makes it fun and lets you choose what to do. Hope she schedules the appointments and takes payment. She goes above and beyond to make the experience great! definitely trust this business. You won’t regret it.
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July 2024 by Brook Cargile
Booked the 2 hour dolphin cruise which said it included to swim with the dolphins (which didn’t happen) and not because it was unsafe for any reason, but because there was no way for us to do it as it requires two guides and we didn’t even have the option. Our tour guide Mike was great, no fault to him at all. He said we didn’t even have the correct boat, which we didn’t- the boat we were supposed to be on was “in the shop.”
I would not recommend this tour at all. If you could get the actual tour with Mike as your tour guide it would be phenomenal! Thanks Mike for making a not so great tour, a good tour! You were great with my kids and my husband and father in law enjoyed the conversation!
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January 2024 by David Gonzalez III
We had a great 2 hour sail with Island Sailing. Left from Naples Bay and then spent time cruising in the Gulf.
Our captain was a fantastic sailor (and guide). The day was cloudy but we didn’t let that put a damper on our trip. I would highly recommend if you’re looking for something different to do while in Naples.
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August 2023 by Christy Wallace
Amazing experience! Beautiful sailboat. Great skipper and his mate. Couldn't have asked for a more wonderful cruise around Naples. Definitely will do it again!
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August 2023 by William Nicholson
We enjoyed a full day of sailing on their 47 foot Island Time! The boat was very clean and comfortable and Captain Marty was exceptional. We sailed from the Naples City dock down to Keewaydin Island and took the dingy to shore for a walk on the beach and a swim in the ocean. On several occasions while sailing, we were surrounded by a pod of dolphins. From my 82 year old father to my 17 year old daughter, we all had a great time! All around, it was a very enjoyable hands on sailing experience.
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August 2022 by Andrew Schmidt
Booked a 3 hour sunset sail and had a wonderful time. Captain Mark was excellent and made for a memorable experience.
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August 2022 by Susan Junge
Rob, took out a crew of Veterans from Woodsmoke Camping Resort, Saturday. They had a great time.. Everything was Excellent!! Would highly recommend this company & crew!!
Thank you Captain Rob⛵️⛵️ Thank you from the Woodsmoke Sailors..⛵️⛵️
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August 2022 by Carl Santos-Ocampo
My parents did a 3 hour sunset cruise with their friends and Captain Paul and they loved the whole experience. Budget friendly for a private charter. The meeting point at the Naples dock was convenient. Boat was large, clean. For their friends from out of town, a trip out of Gordon Pass to see Naples from the water and the Port Royal houses is a treat. Then when they got out to the Gulf, he turned off the engine and let the sails out. A way more peaceful experience, if you're into that, compared to the louder boats with engines. They will definitely be returning to do another sunset sail in the future. Highly recommend both for locals and out of towners.
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August 2021 by Julie Payne
We chartered their Catalina for a few days (Naples to Marco Island and back). The boat was clean, sails were in good shape, easy to handle. We got some great local info about where to go. The owners were easy to work with and do right by their customers. Thank you from Julie & Andy.
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August 2021 by kaley nemeth
Had such an amazing time! Will definitely be coming back for another sail with them! Loved captain Paul, views were amazing, great sailboat!
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August 2021 by alan epstein
This whole operation is tremendous. We had Captain Mark and when we come back we'll ask for him again. Mark was engaging, fun, accommodating, and an incredible host and guide. He knows the area and tells great and funny stories. Our whole family had a special and great time.
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August 2019 by Don Thierman
Great people
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August 2019 by Margaret Eldridge
Nice folks. We stopped by to inquire about bareboat charter of their Catalina 31. They showed us around the sailboat, which is roomy and nicely outfitted, including a mast furling mainsail. Looks like an easy, comfortable boat to sail.
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August 2018 by Donovan Hervig
Our half-day yacht cruising experience with Island Sailing on New Year's Eve day 2017 was fabulous. Thanks to Rob for being responsive and assisting with the last-minute booking, even though he was traveling. And a special thanks to Captain Marty. With a friendly and helpful demeanor, excellent sailing skills (which made you feel safe) and a wealth of local knowledge, he helped make the experience some something special to remember. Next time the family is in Naples, let's do it again!