Oceanside Charters 

5.0/5 (8 reviews)
Recent reports
 Overseas Highway 84001, Islamorada, FL 33036, United States

Oceanside Charters 

5.0/5 (8 reviews)
map-thumbnail
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!

Loading
Loading
Loading
Loading
Loading
Loading
Loading
Loading

Customer reviews

Rating summary

5.0/5
out of 5 stars from 8 reviews
Boat
5.0/5
Crew
5.0/5
Experience
5.0/5

Photos & videos by reviewers (15)

Wicked tuna!
Blackfin Tuna for the W
Blackfin Tuna for the W
+12

Angler rating

8
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

88%

Showing 1 - 5 of 8 reviews
Showing: 5 of 8 reviews
Arturo Garcia
Arturo Garcia
Miami, FL
5.0
Unforgettable Experience with Captain Landon – Oceanside Charters
Full Day Fishing 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.
Review media 0
Review media 1
Review media 2
Reported catch:
Dolphin (Mahi Mahi)
Blackfin Tuna
Response from Captain
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!
0
Joseph Craig
Joseph Craig
Tampa, Florida
5.0
New
Blackfin Tuna for the W
Full Day Fishing Trip on September 22, 2025
Captain Landon had us landing Blackfin tuna after Blackfin tuna. We must have took home 30 lb of fresh fish. He was an expert at tracking the fish. After we fished for tuna we went lobstering at his different locations which turned out to be very lucrative, churning out 10 legal lobsters. The day was unbelievable, we will be back bro.
Review media 0
Review media 1
Review media 2
Reported catch:
Blackfin Tuna
Lobster
0
Maria Stavrinou
Maria Stavrinou
Ajax, Ontario
5.0
Wonderful experience!!
3/4 Day Fishing Trip on September 25, 2025
We feel so lucky we ran into Landon while staying at Three Waters!! We spent a few hours / half a day together and we had the best time! Landon took us fishing, snorkeling, at the sandbar in his gorgeous boat and he was the nicest captain! Thanks for everything Landon! We’ll definitely be back!
Reported catch:
Dolphin (Mahi Mahi)
Yellowtail Snapper
0
Warren Krupp
Warren Krupp
Miami, Florida
5.0
New
Wicked tuna!
3/4 Day Fishing Trip on September 22, 2025
Had a great day on the water with Landon. We caught a bunch of tuna that made for excellent poke bowls. He also took us lobster diving, very fun! Id recommend Landon's charter to anyone looking to fish out of Islamorada.
Review media 0
Reported catch:
Blackfin Tuna
Lobster
0
Lynnzie Hunter
Lynnzie Hunter
Tavernier, Florida
5.0
New
Days with captain landon
Snorkeling, Sandbar & More! on September 3, 2025
Great captain & super knowledgeable. We have fished, snorkeled, and spent the day at the sandbar, all with Capt. Landon. Definitely recommend if you’re looking for a fun and productive day on the water!
Review media 0
Review media 0
Review media 0
Review media 1
Review media 2
Reported catch:
Yellowtail Snapper
Mutton Snapper
Red Grouper
Blackfin Tuna
0

Trip availability and prices

Trip Date:
Days:
Group Size:
Select date to see availability
November 2025
SuMoTuWeThFrSa
Loading...
Number of days
1
Group Size
2 adults • 0 children
Change
Almost there...
Snorkeling, Sandbar & More!
FREE Cancellation 7 days notice
4 Hour Trip, starts at 8:00 AM
Loading...
US $900 
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
Loading...
US $1,000 
Entire boat: up to 6 people
3/4 Day Fishing Trip
FREE Cancellation 7 days notice
6 Hour Trip, starts at 7:00 AM
Loading...
US $1,200 
Entire boat: up to 6 people
Full Day Fishing Trip
FREE Cancellation 7 days notice
8 Hour Trip, starts at 7:00 AM
Loading...
US $1,400 
Entire boat: up to 6 people

Customer reviews

Rating summary

5.0/5
out of 5 stars from 8 reviews
Boat
5.0/5
Crew
5.0/5
Experience
5.0/5

Photos & videos by reviewers (15)

Wicked tuna!
Blackfin Tuna for the W
Blackfin Tuna for the W
+12

Angler rating

8
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

88%

Showing 1 - 5 of 8 reviews
Showing: 5 of 8 reviews
Arturo Garcia
Arturo Garcia
Miami, FL
5.0
Unforgettable Experience with Captain Landon – Oceanside Charters
Full Day Fishing 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.
Review media 0
Review media 1
Review media 2
Reported catch:
Dolphin (Mahi Mahi)
Blackfin Tuna
Response from Captain
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!
0
Joseph Craig
Joseph Craig
Tampa, Florida
5.0
New
Blackfin Tuna for the W
Full Day Fishing Trip on September 22, 2025
Captain Landon had us landing Blackfin tuna after Blackfin tuna. We must have took home 30 lb of fresh fish. He was an expert at tracking the fish. After we fished for tuna we went lobstering at his different locations which turned out to be very lucrative, churning out 10 legal lobsters. The day was unbelievable, we will be back bro.
Review media 0
Review media 1
Review media 2
Reported catch:
Blackfin Tuna
Lobster
0
Maria Stavrinou
Maria Stavrinou
Ajax, Ontario
5.0
Wonderful experience!!
3/4 Day Fishing Trip on September 25, 2025
We feel so lucky we ran into Landon while staying at Three Waters!! We spent a few hours / half a day together and we had the best time! Landon took us fishing, snorkeling, at the sandbar in his gorgeous boat and he was the nicest captain! Thanks for everything Landon! We’ll definitely be back!
Reported catch:
Dolphin (Mahi Mahi)
Yellowtail Snapper
0
Warren Krupp
Warren Krupp
Miami, Florida
5.0
New
Wicked tuna!
3/4 Day Fishing Trip on September 22, 2025
Had a great day on the water with Landon. We caught a bunch of tuna that made for excellent poke bowls. He also took us lobster diving, very fun! Id recommend Landon's charter to anyone looking to fish out of Islamorada.
Review media 0
Reported catch:
Blackfin Tuna
Lobster
0
Lynnzie Hunter
Lynnzie Hunter
Tavernier, Florida
5.0
New
Days with captain landon
Snorkeling, Sandbar & More! on September 3, 2025
Great captain & super knowledgeable. We have fished, snorkeled, and spent the day at the sandbar, all with Capt. Landon. Definitely recommend if you’re looking for a fun and productive day on the water!
Review media 0
Review media 0
Review media 0
Review media 1
Review media 2
Reported catch:
Yellowtail Snapper
Mutton Snapper
Red Grouper
Blackfin Tuna
0

FAQs about Oceanside Charters

Loading
Loading
Loading
Loading
Loading
Loading
Loading

The fish you can target

Loading
Loading
Loading
Loading
Loading

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
Loading
Loading
Loading
Loading
Loading
Loading
Loading
Loading
Loading
Loading

What’s biting in Islamorada right now

Loading

Compare similar fishing charters

Loading...
Loading...
Loading...

Recent fishing reports


Loading
Loading
Loading
Loading
Loading