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Islamorada Boat Tours

The best out of 89 boat tours in Islamorada - enter dates to check availability

Islamorada Boat Tours

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Top Boat Tours in Islamorada

Islamorada: 89 boats available

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24 ft
Up to 6 people
Islamorada Private Sandbar & Snorkel Charters
5.0
/5
(61 reviews)
Islamorada
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,
+6
trips from
US $300
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Meet the Captain
25 ft
Up to 6 people
Bamboo Charters
5.0
/5
(68 reviews)
Islamorada
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,
+3
trips from
US $300
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25 ft
Up to 6 people
Salty Bowline Charter Co.
5.0
/5
(9 reviews)
Islamorada
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,
+1
trips from
US $375
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Meet the Captain
26 ft
Up to 6 people
Custom Charters
5.0
/5
(35 reviews)
Islamorada
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,
+4
trips from
US $400
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39 ft
Up to 6 people
A Fishing Guru – Contender 39 ST
5.0
/5
(2 reviews)
Islamorada
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,
trips from
US $1,000
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26 ft
Up to 6 people
Islamorada Private Charters
4.9
/5
(56 reviews)
Islamorada
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,
+7
trips from
US $450
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23 ft
Up to 6 people
Nautical Tiki Islamorada
5.0
/5
(35 reviews)
Islamorada
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,
+10
trips from
US $449
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Meet the Captain
19 ft
Up to 6 people
Island Adventures
5.0
/5
(11 reviews)
Islamorada
Spend a private day on the water in Islamorada with Island Adventures. Your group of up to six guests gets its own restored Hurricane deck boat and local captain—never a crowded group tour or rigid itinerary.

"Captain Jim was amazing and the sunset cruise we experienced with Island Adventures was breathtaking!" —⁠ Alex,
+2
trips from
US $449
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23 ft
Up to 6 people
Island Ryder Charters
5.0
/5
(50 reviews)
Islamorada
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,
+1
trips from
US $300
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Meet the Captain
38 ft
Up to 12 people
SeaEO IV - Key Largo/ Islamorada - Luxury Boa
4.7
/5
(25 reviews)
Islamorada
Experience the best of the Florida Keys with a private charter departing from beautiful Key Largo, Florida - or, if you're staying in Islamorada, let us know in your message and we may be able to accommodate a Islamorada pickup! This sleek and versat

"We were down in Key Largo on a Bachelorette trip and we had Captain Tracy!" —⁠ Brelin,
+8
trips from
US $799

Frequently Asked Questions about Boat Tours in Islamorada

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Boating in Islamorada

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.

What people said about boating in Islamorada

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How people rated boat trips in Islamorada

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