Damn Good Deep Sea Fishing Charters In Islamorada

Check real-time availability and compare rates on Islamorada deep sea fishing trips. Confidently book your next day on the water.

Choose a Date
4.88/5 Average Rating

Damn Good Guides

You will only find quality, vetted guides on Captain Experiences, and we know them all on a first-name basis

Experts Available 24/7

Our US-based team is available 24/7 to help you with any questions or concerns

100% Weather Guarantee

We want to keep everyone safe, so in the case of inclement weather we'll work with you to reschedule at no cost

Recently Booked Deep Sea Fishing Charters In Islamorada, Fl

Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Islamorada

Full Day Mahi Mahi Trip

NEW
23 ft 1 - 3 People From $1,000
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea, Nearshore Fishing in Islamorada

Offshore Fishing Experience

100% (1)
36 ft 1 - 6 People From $1,000
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Islamorada

3/4 Day Deep Sea

NEW
39 ft 1 - 12 People From $1,300
Damn Good
Certified Damn Good Guides offer 10/10 trips. Guides earn this badge through quality reviews, quick and responsive communication, and low cancellation rates.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea, Nearshore Fishing in Islamorada

Morning Half

100% (19)
44 ft 1 - 12 People From $1,100
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Islamorada

Live Bait Sailfishing

NEW
23 ft 1 - 3 People From $1,000
Damn Good
Certified Damn Good Guides offer 10/10 trips. Guides earn this badge through quality reviews, quick and responsive communication, and low cancellation rates.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Islamorada

Reef To Offshore: Fishing Frenzy

100% (17)
37 ft 1 - 6 People From $1,100

Top Types of Deep Sea Trips in Islamorada

Top Species for Deep Sea Fishing in Islamorada

“Our Damn Good Guides go above and beyond, and we’ve handpicked every single one. We’re passionate about the outdoors and look forward to getting you out on the trip of a lifetime, every time.”

Jonathan and Attison   |   Co-founders   |   Austin, Texas

All Target Species in Islamorada

View Full Species Seasonality Chart »
  • Get it while it's HOT!
  • This species is in play.
  • You might get lucky (as long as things are in-season).
  • Couldn't tell ya! (no data)

More Deep Sea Fishing Charters In Islamorada, Fl

Damn Good
Certified Damn Good Guides offer 10/10 trips. Guides earn this badge through quality reviews, quick and responsive communication, and low cancellation rates.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea, Nearshore Fishing in Islamorada

4-8 Hour Trip

100% (6)
40 ft 1 - 6 People From $1,100
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea, Nearshore Fishing in Islamorada

Islamorada Full Spectrum Trip

100% (10)
25 ft 1 - 4 People From $1,350
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Islamorada

Offshore Islamorada Trip

94% (17)
48 ft 1 - 6 People From $1,200
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Islamorada

Keys Offshore Fishing Adventure

100% (32)
26 ft 1 - 4 People From $1,275
Damn Good
Certified Damn Good Guides offer 10/10 trips. Guides earn this badge through quality reviews, quick and responsive communication, and low cancellation rates.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Islamorada

Offshore Deep Dropping

100% (17)
37 ft 1 - 6 People From $2,000
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Islamorada

Half Day Deep Sea

NEW
39 ft 1 - 12 People From $1,000
See All Deep Sea Trips in Islamorada

Need a Place to Stay?

Everything to Know About Booking an Islamorada deep sea fishing charter

What are the best deep sea fishing charters in Islamorada?

Deep sea fishing in Islamorada

Islamorada, situated in the Florida Keys, is widely celebrated as the "Sportfishing Capital of the World." This village of islands, known for its turquoise waters and tropical climate, offers unparalleled access to some of the best offshore fishing in the world, along with the unique charm of the Keys.

The waters around Islamorada teem with a rich variety of fish species, making it a premier destination for both recreational and serious anglers. This area is particularly famous for its Sailfish and Mahi-Mahi (Dorado) fishing. Additionally, anglers have the opportunity to target species like Wahoo, Tuna (including Yellowfin and Blackfin), and King Mackerel. Due to its location between the Atlantic Ocean and Florida Bay, Islamorada provides a diverse fishing experience, with access to both offshore and backcountry waters.

Islamorada's offshore fishing is characterized by its exceptional quality and diversity. The proximity to the Gulf Stream brings a multitude of pelagic fish close to the islands, while the nearby reefs and wrecks offer excellent spots for bottom fishing and attracting various species.

The village offers an array of fishing charters with experienced captains who specialize in navigating these prolific waters. These charters provide various options to suit all levels of experience, from half-day trips ideal for families or beginners to full-day and multi-day adventures for more ambitious anglers. The expertise of Islamorada's captains in locating the best fishing spots and employing effective techniques ensures a successful and memorable fishing trip.

For sportfishing enthusiasts, Islamorada is a dream destination. The area hosts numerous high-profile fishing tournaments throughout the year, attracting competitive anglers from around the globe. The challenge of landing a trophy fish in these waters, coupled with the stunning natural beauty of the Florida Keys, makes for an unforgettable experience.

In addition to its fishing prospects, Islamorada offers a laid-back and scenic island atmosphere. The village is known for its artsy and eclectic vibe, with a range of cultural attractions, excellent seafood restaurants, and boutique shopping. This blend of world-class fishing and a relaxed, tropical lifestyle makes Islamorada an ideal destination for a well-rounded vacation experience.

Recent Reviews

  • ★★★★★
    We had a great time with Captain Mark and his deckhand Chris!! Got on some fish right away and then headed offshore and got into some great mahi fishing. Had so much fun we are going out again on Wednesday!!!

    Tom R. | November 27, 2025

    Trip: 4-8 Hour Fishing Trip

  • ★★★★★
    Brian was our guide in Key Largo. He was excellent!! 2 shy of our limit!! Great resonality.

    Donald J. | October 23, 2025

    Trip: Key Largo Reefs And Wrecks!

  • ★★★★★
    Paul and first mate Gary worked hard all day on our 8 hour trip offshore. Targeting Blackfin Tuna, Mackerel and Sailfish all day and keeping us over the fish with consistent bites. Would definitely recommend to anybody who wants a good experience offshore and will hopefully be back again in the future.

    Adam T. | October 13, 2025

    Trip: Ultimate Offshore Thrills

  • ★★★★★
    Had a wonderful time. Caught lots of fish. Captain and crew were great.

    Keith A. | September 16, 2025

    Trip: Key Largo Offshore Fishing

  • ★★★★★
    Took a 6 hour trip on August Holiday booking was very easy, for a group of 4 adults. We had a wonderful day trip fishing with one of the charter skippers, Captain Des Bot he and his Mate Jamie were extremely knowledgeable, friendly and helpful we really could not have wished for a more helpful experience especially as we are far from experienced at fishing especially in Florida. The results we managed to obtain targeting fish we could eat and have some fun with could not have been better delivered. For the table we caught plenty of Snapper all varieties more than enough to feed out family of 8. We also managed to have a lot of fun with Grouper both red and small Goliath. All was delivered over three or 4 locations on the Bay side due to rough conditions in the gulf, so it made for a very rewarding comfortable da. To cap it all off the catch was all expertly prepared and bagged ready for us to take to a superb recommendation location Sparky's Landing who prepared a beautiful variety of meals, blackend, tacos and crumbed the snapper was just beautiful. all in all I could not be happier with the service and value.

    Tony | August 18, 2025

    Trip: 3-8 Hour Reef And Wreck Trip

Other Types of Fishing in Islamorada

Other Featured Cities

How are fishing conditions in Islamorada?

View Islamorada Fishing Reports from our damn good guides.

Didn't Find What You Were Looking For?

Our guides are Damn Good Guides, which means they’re vetted by our team of outdoor experts who know them on a first-name basis. We hand pick each and every one of them, and our network spans all across the US and beyond.

The proof is in the pudding, and we’re incredibly proud of our 4.9 / 5 average review score. Hit the button below to see more trip options:

See All Deep Sea Trips in Islamorada