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,
Set 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,
Bamboo 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,
Custom 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,
Experience 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,
Islamorada 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,
Experience 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,
Island 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,
Experience 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,
Discover Islamorada, Florida, United States—where island charm meets effortless time on the water. Known for its turquoise shallows, reef-fringed Atlantic side, and tranquil backcountry lagoons, Islamorada boating charters put you at the heart of the Upper Keys' most inviting playgrounds for sightseeing and sea life encounters.
Launch into calm channels for wildlife-rich eco-cruises, skim over clear flats to pristine sandbars, or trace the reef line for snorkeling above colorful coral gardens. Gentle seas and year-round warmth create ideal conditions for families, first-timers, and seasoned boaters alike. Captains and crew commonly tailor routes to the day's tides and clarity, helping you maximize time at anchor, explore mangrove islands, or drift over vibrant patch reefs.
Islamorada boating charters also shine at golden hour—sunset cruises glide past glassy water as the sky shifts from pastel to starlight. Day trips can pair snorkeling with beach time, while private outings allow flexible stops for paddleboarding, shelling, or simply relaxing on deck. With convenient marinas, easy access to both ocean and bay, and short runs to standout sandbars and snorkeling spots, Islamorada makes getting on the water simple—and unforgettable.
Plan your charter to match your style: half-day exploring hidden coves, a leisurely full-day reef-and-sandbar loop, or a serene evening cruise. Whatever you choose, Islamorada's clear water, abundant marine life, and laid-back Keys vibe deliver a signature boating experience from cast-off to dock lines.
