Oceanside Charters 

Just listed 
 Overseas Highway 84001, Islamorada, FL 33036, United States
Just listed 
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Overseas Highway 84001
Islamorada, FL, United States
You may qualify for a Loyalty Program discount with Oceanside Charters. To check if you can use a Loyalty Program discount for your selected dates, please sign in.

There’s a fish with your name on it in Islamorada – based out of Three Waters Resort & Marina, we are ready to help you catch it! With Captain Landon at the helm, you’re in experienced, knowledgeable hands.

The waters off Islamorada are known for Mahi Mahi, Yellowtail Snapper, Mutton Snapper, Wahoo, Amberjack, Sailfish, Blackfin Tuna, Grouper, and more. With a bit of luck, it won’t be long before someone’s yelling, “Fish on!”

You’ll be fishing aboard a 26’ Costa Custom Catamaran, designed specifically for performance and comfort in offshore conditions. Thanks to its catamaran hull, this boat offers a smoother, more stable ride compared to traditional monohulls—perfect for slicing through the swells of the Atlantic and minimizing rock and roll while anchored or drifting. Whether you’re running offshore or reef fishing closer in, this platform keeps your day comfortable and your crew dry.

There’s room for up to 6 guests onboard, with plenty of space to move around while fishing. It’s equipped with quality rods, reels, tackle, and all the essentials needed for a productive day on the water.

Depending on your target species, you might be spinning, trolling, bottom fishing, or using a technique more specialized to the area. Live bait is often used—just ask ahead whether you’ll be catching it yourself or if it’s prepped in advance.

Families are more than welcome, and kids are encouraged to come along! Just check that appropriately sized life vests are available before the trip. You’re also welcome to bring snacks and drinks—just no glass bottles or hard liquor. Moderate alcohol is allowed.

Your fishing license is covered by the charter, so all you need to bring are the essentials: sunglasses, sunblock (non-spray), and a sense of adventure.

Whether you’re a first-timer or a seasoned angler, Oceanside Charters at Three Waters Resort & Marina delivers a comfortable, top-tier fishing experience in the heart of Islamorada.

Book your trip today!

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Customer reviews

Rating summary

5.0/5
out of 5 stars from 2 reviews
Boat
5.0/5
Crew
5.0/5
Experience
5.0/5

Photos & videos by reviewers (5)

Mahi w/ Capt Landon
Mahi w/ Capt Landon
Unforgettable Experience with Captain Landon – Oceanside Charters
+2

Angler rating

2
0
0
0
0

Anglers claimed

Good experience

100%

Appropriate for children

100%

Friendly captain

100%

Satisfied with the boat

100%

Recommend this charter

100%

Caught fish

100%

Showing 1 - 2 of 2 reviews
Showing: 2 of 2 reviews
Arturo G.
Arturo G.

Miami, FL

5.0/5

May 3, 2025

Full Day Trip

Unforgettable Experience with Captain Landon – Oceanside Charters

NEW

Nothing but great things to say about our trip with Captain Landon of Oceanside Charters. From start to finish, he went above and beyond to ensure an incredible fishing experience. His deep knowledge of the Middle Keys waters, paired with his instinct for finding fish, made every moment on the water both productive and exciting. On day two, Landon even extended the trip a bit to help us land some bigger catches—something he absolutely didn’t have to do, but it speaks volumes about his commitment to his clients and passion for the sport. His gear was top-notch, his boat immaculate, and his attitude upbeat and professional throughout. Not only is Landon an excellent fisherman, but he’s also just a genuinely great guy to spend a day on the water with. If you’re looking for a captain in the Middle Keys who delivers results and truly cares about your experience, you’ve found your guy. Couldn’t recommend Oceanside Charters more highly.

Nothing but great things to say about our trip with Captain Landon of Oceanside Charters. From start to finish, he went above...  

Review media 0
Review media 1
Review media 2
Captain replied
 Arturo G. recommends Oceanside Charters
 Arturo G. recommends Oceanside Charters
undefined (The Captain)
Replied on July 28, 2025
I’m truly grateful for the kind words and stoked to hear you had such a great time on the water. It was a pleasure having you aboard, and I’m always happy to go the extra mile to make the trip memorable. Hope to fish with you again soon!

Ramon P.
Ramon P.

Fontana, California

5.0/5

May 28, 2025

Half Day Trip

Mahi w/ Capt Landon

NEW

Had an awesome half day out with Capt. Landon off Islamorada. He’s super knowledgeable about the area and put us right on the mahi, no problem at all finding fish. Great time all around, highly recommend.

Had an awesome half day out with Capt. Landon off Islamorada. He’s super knowledgeable about the area and put us right on the...  

Review media 0
Review media 0
 Ramon P. recommends Oceanside Charters
 Ramon P. recommends Oceanside Charters

Trip availability and prices

Trip Date:
Days:
Group Size:
Select date to see availability
August 2025
SuMoTuWeThFrSa
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Number of days
1
Group Size
2 adults • 0 children
Change
Almost there...
Half Day Trip
FREE Cancellation 7 days notice
6 Hour Trip, starts at 6:30 AM
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US $1,000 
Entire boat: up to 6 people
Half Day Trip – Lobster
FREE Cancellation 7 days notice
4 Hour Trip, starts at 8:00 AM
Seasonal trip Aug 6 - Mar 31
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US $1,000 
Entire boat: up to 6 people
Snorkeling, Sandbar & More!
FREE Cancellation 7 days notice
6 Hour Trip, starts at 8:00 AM
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US $1,000 
Entire boat: up to 6 people
Full Day Trip
FREE Cancellation 7 days notice
8 Hour Trip, starts at 6:30 AM
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US $1,400 
Entire boat: up to 6 people
There are 11 people looking at this charter.

Customer reviews

Rating summary

5.0/5
out of 5 stars from 2 reviews
Boat
5.0/5
Crew
5.0/5
Experience
5.0/5

Photos & videos by reviewers (5)

Mahi w/ Capt Landon
Mahi w/ Capt Landon
Unforgettable Experience with Captain Landon – Oceanside Charters
+2

Angler rating

2
0
0
0
0

Anglers claimed

Good experience

100%

Appropriate for children

100%

Friendly captain

100%

Satisfied with the boat

100%

Recommend this charter

100%

Caught fish

100%

Showing 1 - 2 of 2 reviews
Showing: 2 of 2 reviews
Arturo G.
Arturo G.

Miami, FL

5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Unforgettable Experience with Captain Landon – Oceanside Charters

NEW

Full Day Trip on May 3, 2025

Nothing but great things to say about our trip with Captain Landon of Oceanside Charters. From start to finish, he went above and beyond to ensure an incredible fishing experience. His deep knowledge of the Middle Keys waters, paired with his instinct for finding fish, made every moment on the water both productive and exciting. On day two, Landon even extended the trip a bit to help us land some bigger catches—something he absolutely didn’t have to do, but it speaks volumes about his commitment to his clients and passion for the sport. His gear was top-notch, his boat immaculate, and his attitude upbeat and professional throughout. Not only is Landon an excellent fisherman, but he’s also just a genuinely great guy to spend a day on the water with. If you’re looking for a captain in the Middle Keys who delivers results and truly cares about your experience, you’ve found your guy. Couldn’t recommend Oceanside Charters more highly.

Nothing but great things to say about our trip with Captain Landon of Oceanside Charters. From start to finish, he went above and beyond to ensure an incredible fishing experience. His deep knowledge of the Middle Keys waters, paired with his instinct for finding fish, made every moment on the water both productive and exciting. On day two, Landon even extended the trip a bit to help us land some bigger catches—something he absolutely didn’t have to do, but it speaks volumes about his commitment...  

Review media 0
Review media 1
Review media 2
 Arturo G. recommends Oceanside Charters
undefined (The Captain)
Replied on July 28, 2025
I’m truly grateful for the kind words and stoked to hear you had such a great time on the water. It was a pleasure having you aboard, and I’m always happy to go the extra mile to make the trip memorable. Hope to fish with you again soon!

Ramon P.
Ramon P.

Fontana, California

5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Mahi w/ Capt Landon

NEW

Half Day Trip on May 28, 2025

Had an awesome half day out with Capt. Landon off Islamorada. He’s super knowledgeable about the area and put us right on the mahi, no problem at all finding fish. Great time all around, highly recommend.

Had an awesome half day out with Capt. Landon off Islamorada. He’s super knowledgeable about the area and put us right on the mahi, no problem at all finding fish. Great time all around, highly recommend.  

Review media 0
Review media 0
 Ramon P. recommends Oceanside Charters

FAQs about Oceanside Charters

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The fish you can target

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What is the boat like?

Boat Image
Boat category
Center console boats
Capacity
6 persons
Boat length
26 ft
Year built
2024
Boat manufacturer
Costa
Boat type
Center console

Engine model
Mercury
Powered by
2 x 300HP
Max cruising speed
40 knots
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What’s biting in Islamorada right now

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