Damn Good Roosevelt Roads Fishing Charters

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4.72/5 Average Rating

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Recently Booked Fishing Charters In Roosevelt Roads, Puerto Rico

Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea in Roosevelt Roads

Let’s Go Deep

NEW
36 ft 1 - 6 People From $950
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Deep Sea, Boat Cruise in Roosevelt Roads

Professional Fishing & Beach

NEW
36 ft 1 - 12 People From $950
Fishing in Destin
Fishing in Destin
Fishing in Destin

Nearshore Fishing in Palmas del Mar

4 Hour Trip AM Or PM

100% (2)
26 ft 1 - 4 People From $700
Hot Trip
people are viewing this trip.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Carolina

Extreme Offshore Trip 26’ Twin Vee

100% (20)
26 ft 1 - 3 People From $800
Hot Trip
people are viewing this trip.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing in Carolina

Backwater Tarpon, Snook, & Jacks

100% (12)
20 ft 1 - 4 People From $400
Hot Trip
people are viewing this trip.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea, Boat Cruise in Fajardo

4 Hr - Private Fishing Trip

NEW
37 ft 1 - 12 People From $850

Top Types of Trips in Roosevelt Roads

Top Species for Fishing in Roosevelt Roads

“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 Roosevelt Roads

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 Fishing Charters In Roosevelt Roads, Puerto Rico

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people are viewing this trip.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore Fishing in Carolina

Puerto Rico Tarpon Charter

100% (21)
22 ft 1 - 10 People From $365
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people are viewing this trip.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Carolina

Offshore Fishing Loiza PR

100% (16)
35 ft 1 - 6 People From $650
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing in Culebra

Grandslam On The Fly

NEW
17 ft 1 - 2 People From $400
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore Fishing in Carolina

Tarpon And Snook Smash! - 16'

94% (89)
16 ft 1 - 4 People From $400
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

Inshore Fishing in Carolina

Fly Fishing Trip

100% (4)
24 ft 1 - 4 People From $430
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore Fishing in Carolina

Puerto Rico Tarpon Excursion

100% (21)
22 ft 1 - 10 People From $365
See All Trips in Roosevelt Roads

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Everything to Know About Booking a Fishing Charter in Roosevelt Roads

Why should I book a fishing charter in Roosevelt Roads with Captain Experiences?

Our Damn Good Guides currently offer 29 trips in Roosevelt Roads, and the most popular trips in the area are Let’s Go Deep guided by Elliot, Professional Fishing & Beach guided by Elliot, and 4 Hour Trip AM Or PM guided by Alberto.

Our guides in Roosevelt Roads are rated a 4.72 out of 5 based on 6936 verified reviews on Captain Experiences.

All guides on Captain Experiences are vetted by our team. You can access their reviews, click through trip photos, read bios to get to know them, and preview trip details like species, techniques, group sizes, boat specs and more.

Looking for kid friendly charters / fishing lessons in Roosevelt Roads? Check out our beginner and family friendly charters in Roosevelt Roads.

What types of fishing charters are common in Roosevelt Roads?

Deep Sea fishing is the most popular type of fishing in Roosevelt Roads as well as inshore fishing.

The most commonly sought after species in Roosevelt Roads are: 1. blue marlin, 2. mahi mahi, 3. queen snapper, 4. red grouper, and 5. wahoo.

The most common fishing techniques in Roosevelt Roads are bottom fishing, deep dropping, and drift fishing but heavy tackle fishing and jigging are popular as well.

How much do Roosevelt Roads fishing charters cost?

Prices in Roosevelt Roads can range anywhere from about $400 to $2,320, but the average price for a half day trip in Roosevelt Roads is $838. The average price for a full day trip in Roosevelt Roads is $1,145.

Is booking a fishing guide worth the money?

Hiring a guide provides a number of benefits and many choose to book a fishing guide for a combination of experience, local knowledge, convenience, and cost-effectiveness.

Working with experienced fishing guides who know the best local spots and techniques can dramatically increase your odds of a great day. Having someone who is on the water every day and knows the area like the back of their hand is going to give you the best chances of success.

Booking a guide is also more cost effective, especially if you only get out a handful of times per year. When you consider all of the costs you would incur on your own such as the price of a boat, maintenance, insurance, gas, high-quality gear and tackle, repairs, and more, you’ll find that DIY is sometimes not worth the expense.

Even if you’ve got a great setup already in your home waters, booking a guide also provides a great opportunity to experience new techniques, new locations, or even a chance at a new target species to knock off the bucket list.

What month is best for fishing in Roosevelt Roads?

The most popular season for fishing in Roosevelt Roads is spring, and most anglers book their trips 14 days in advance.

Do I need a Roosevelt Roads fishing license and what are the bag limits in Roosevelt Roads?

See here for more information on fishing licenses in Roosevelt Roads, bag limits for target species, and fishing season regulations in Roosevelt Roads. When in doubt, your fishing guide will always know the right rules and regulations in Roosevelt Roads.

Recent Reviews

  • ★★★★★
    We were originally booked for a 6-hour deep sea fishing trip with Juan Carlos; however, the weather was a bit too rough, so our 6-hour was changed to a 4-hour reef fishing experience. Despite the change, Captain Juan helped us to provide memories that will last us a lifetime. He took us to many great fishing areas, where my 15 year old son caught a 5-foot barracuda, a huge mackerel and a giant tarpon. Needless to say, my son had the time of his life. Thank you Captain Juan for the great day! We'll be booking again when we return to Puerto Rico!

    Sev M. | April 13, 2026

    Trip: Extreme Offshore Trip 26’ Twin Vee

  • ★★★★★
    Gabrielle was awesome. Put us on fish. I went 4 for 7 in a 4 hour trip. Calm waters like glass. Won’t be disappointed. One around 40lb. Gabrielle made the trip and was an honest great captain.

    Jeff W. | April 4, 2026

    Trip: Puerto Rico Tarpon Excursion

  • ★★★★★
    Alberto took our family of four on a great fishing trip. We chose the half day offshore fishing. We caught some great fish. He worked hard the whole time making sure we always had fresh bait and switching up locations. He was great from the beginning meeting us when we arrived to the end cleaning and fileting our fish.

    Adam K. | April 4, 2026

    Trip: 4 Hour Trip AM Or PM

  • ★★★★★
    We had a great trip. Clery was easy to work with and our guide Manny was awesome. Can’t wait to go again.

    Garrett F. | March 29, 2026

    Trip: 4hrs Inshore Tarpon Fishing

  • ★★★★★
    Great day of fishing with Francisco! Would recommend this group for anyone considering going out while you’re in the San Juan area.

    Jason T. | March 17, 2026

    Trip: Puerto Rico Tarpon Excursion

Top Targeted Fishing Species in Roosevelt Roads

Top Fishing Techniques in Roosevelt Roads

Top Types of Fishing in Roosevelt Roads

Top Types of Tours in Roosevelt Roads

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