11. Half-day private boat tour in Islamorada
5.0· 20 reviews· 4 hoursThree hours guided by a USCG licensed captain — explore mangrove islands while searching for dolphins, manatees, and nesting birds.
“We’ve been on a boat tour with Keyz Charters annually since 2020 and have always had great experiences. This year, we enjoyed a 3-hour snorkeling tour in stunning Islamorada. Our captain, Henry, was fantastic—his knowledge about the Keys and the engaging stories he shared made the experience even better. We had such a wonderful time with him last year that we specifically requested him again.”— markkX4292BV
22. Private sunset cruise in Islamorada
5.0· 17 reviews· 1.5 hoursTwo hours on a Tiki-style pontoon boat — cruise through Islamorada, watch for dolphins, and enjoy music under the stars after sunset.
“The Captain was remarkably thoughtful, playing excellent country music on the boat and taking us to witness a breathtaking sunset.”— Lei_W
33. Sunset eco-cruise through the mangroves of Islamorada
5.0· 11 reviews· 2 hoursTwo-hour boat cruise at sunset — guided exploration of mangroves, dolphin sightings, and more in the Florida Keys.
“Henry was fantastic with my family! The sunset was breathtaking. I would definitely recommend this experience! We've been visiting for years and it never fails to impress. Don't forget to say hello to the crocodile!”— 938gabeb
44. Tarpon fishing charter in Islamorada
5.0· 6 reviews· 8 hoursFull-day fishing charter focusing on spring Tarpon migration in the upper Florida Keys, led by an experienced captain.
“For anyone seeking a knowledgeable, professional, and friendly fishing guide in the Upper Keys, Dan Haesche is an excellent choice. Despite challenging weather conditions, my wife and I caught fish thanks to Dan's expertise. He skillfully positioned the boat for optimal opportunities and offered valuable tips to improve my limited fly fishing skills. I look forward to returning for the spring Tarpon run, if not sooner. Overall, a fantastic day on the water with a great guy and a solid boat.”— Jim K
55. Sunset cruise with champagne toast in Islamorada
5.0· 5 reviews· 1.5 hoursOne-and-a-half hours on the Gulf of Mexico — enjoy light snacks, a champagne toast, and views of the sunset and local wildlife.
“The crew was extremely friendly, and the boat ride was delightful. The location was easy to find. There’s nothing better than enjoying the best seat on the ocean while watching the sunset.”— Denise_L
66. Private ecotour and snorkeling boat trip in Islamorada
5.0· 59 reviews· 4 hoursFour hours, private boat, knowledgeable captain — explore mangroves for wildlife like dolphins and manatees, plus snorkeling opportunities.
“This was a fantastic experience. Our guide was both friendly and well-informed. She even managed to keep the rain at bay.”— patrickfP9720XW
77. Private 3-hour Islamorada sandbar tour by Tiki boat
4.9· 60 reviews· 3 hoursThree hours on a private Tiki boat — explore the sandbar, enjoy music, and relax under shade while spotting wildlife with an experienced captain.
“We really enjoyed our experience with Captain Gary. I would strongly suggest this tour as he was entertaining and shared some fantastic stories.”— Maryn_S
88. Private two-hour mangrove ecotour in Islamorada
4.8· 44 reviews· 2 hoursTwo hours on a private boat with a licensed captain — explore mangrove channels for wildlife sightings like dolphins and manatees.
“We enjoyed an excellent experience with Kristen—I'm fairly certain of her name. The tour was both fun and informative, and we got to see manatees and dolphins.”— timaU5236MM
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