Experience the best of Islamorada on your own private boat charter. Perfect for families, couples, and small groups looking for a relaxed, unforgettable day on the water.
"We had the most amazing time with Dawid! I was 6 months pregnant and we traveled with our 5 year old son and 17 month old daughter and it was spectacular!" — John,
- +10trips fromUS $300
Salty Bowline Charter Co.
Islamorada+1Set sail in style aboard the Salty Bowline Charter Co. newest boat in their fleet, a 2022 Contender Bay Center Console located in the heart of Islamorada.
"We had an amazing time on our sandbar charter today! The captain was friendly, knowledgeable, and made sure everyone had a great experience." — Matt,trips fromUS $375Bamboo Charters
Islamorada+3Bamboo Charters has been running adventure trips in Islamorada since early 2001. Snorkeling and Sandbar adventures are two of our most popular activities.
"We had an excellent experience with Bamboo Charters and Captain Matt." — Ian,trips fromUS $300Custom Charters
Islamorada+4Custom Charters invites you to explore the stunning waters of Islamorada aboard a sleek 2017 Sea Fox 266 Center Console.
"Captain Jim was wonderful-my family and I booked a 3-hour snorkel tour." — Gretchen,trips fromUS $400A Fishing Guru – Contender 39 ST
IslamoradaExperience the ultimate adventure aboard A Fishing Guru, a 2023 Contender 39 ST Center Console based in stunning Islamorada.
"If you’re trying to choose a charter—stop looking and book with Captain Dylan." — Michael,trips fromUS $1,000Islamorada Private Charters
Islamorada+7Islamorada Private Charters – Luxury Catamaran Experience Set sail aboard the stunning Islamorada Private Charters, a custom-built 2019 catamaran offering an unforgettable adventure in the heart of the Florida Keys.
"Captain Atlantis was great. She has knowledge of the areas for history facts, local information & best snorkeling spots." — TILLIE,trips fromUS $395Nautical Tiki Islamorada
Islamorada+10Experience the ultimate island escape aboard the Nautical Tiki Islamorada, a stunning 2023 Beach Cat Tiki Catamaran, perfect for unforgettable adventures in the heart of Islamorada.
"The only bad thing I have to say is that I should’ve booked the trip for longer!" — Franklin,trips fromUS $449Island Adventures
Islamorada+2Island Adventures is a veteran-owned private charter company in Islamorada, Florida Keys. Your group of up to six guests gets the boat and captain to yourselves—no strangers added, no crowded tour boat, and no rigid one-size-fits-all itinerary.
"Captain Jim was amazing and the sunset cruise we experienced with Island Adventures was breathtaking!" — Alex,trips fromUS $449Island Ryder Charters
Islamorada+1Experience Islamorada Like Never Before! There is no better way to immerse yourself in the natural beauty and vibrant marine life of Islamorada than by setting sail on a private charter.
"A huge thank you to Captain Jen Brito for an amazing experience out in the beautiful waters of the Florida Keys!" — Celina,trips fromUS $300










