Damn Good Roosevelt Roads Fishing Charters

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Recently Booked Fishing Charters In Roosevelt Roads, Puerto Rico

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

Deep Sea in Roosevelt Roads

Let’s Go Deep

NEW
36 ft 1 - 12 People From $950
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

Tarpon And Snook Smash! - 16'

97% (68)
16 ft 1 - 4 People From $400
Fishing in Destin
Fishing in Destin
Fishing in Destin

Nearshore Fishing in Palmas del Mar

4 Hour Trip AM Or PM

100% (1)
26 ft 1 - 4 People From $700
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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 $375
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

Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea, Boat Cruise in Fajardo

6 Hr - Private Fishing Trip

NEW
37 ft 1 - 12 People From $1,250
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore Fishing in San Juan

Sight Fish San Juan's Backwaters

NEW
18 ft 1 - 4 People From $550
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Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Lake Fishing in Loiza

San Juan Half Day Backwater Trip

100% (5)
19 ft 1 - 5 People From $350
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

Puerto Rico Inshore Adventure

100% (9)
22 ft 1 - 4 People From $375
Hot Trip
people are viewing this trip.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore Fishing in Fajardo

Light Tackle Puerto Rico

100% (15)
22 ft 1 - 4 People From $412
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea, Snorkeling in Palmas del Mar

Snorkeling And Sport Fishing

NEW
38 ft 1 - 6 People From $2,900
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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 27 trips in Roosevelt Roads, and the most popular trips in the area are Professional Fishing & Beach guided by Elliot, Let’s Go Deep guided by Elliot, and Tarpon And Snook Smash! - 16' guided by Angel.

Our guides in Roosevelt Roads are rated a 4.76 out of 5 based on 6228 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 $2,500, but the average price for a half day trip in Roosevelt Roads is $997. The average price for a full day trip in Roosevelt Roads is $1,295.

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

  • ★★★★★
    Both of us were experienced fishermen but never deep ocean fishing in PR. We loved everything about Juan. From his extremely brief but prompt texts to his absolutely no nonsense attitude but friendly response to every question. He expressed his confidence halfway through the day because we had no bites and the sun was not out. It was obvious he knew something we didn’t. Then we caught our first ever mahi-mahi. Shortly after that we caught our first ever marlin and we were both in heaven. It was like the greatest ever fishing trip after two fish.

    Bill R. | January 28, 2026

    Trip: Extreme Offshore Trip 26’ Twin Vee

  • ★★★★★
    Captain Fransisco was great and very knowledgeable.

    Tamera V. | January 5, 2026

    Trip: Offshore Fishing Loiza PR

  • ★★★★★
    Francisco was an excellent captain. Worked hard to make sure everyone was having fun and catching fish. Nice boat, good equipment and we went 2 for 3 on Mahi and caught & released 2 barracuda’s. Great day & highly recommend!

    Jr O. | December 29, 2025

    Trip: Offshore Fishing Loiza PR

  • ★★★★★
    Captain Javier was great. Unfortunately the fish were not. Capt. Javier did he best to get us on some Tarpon. They just we not in the mood to bite.

    Patrick D. | December 26, 2025

    Trip: Backwater Tarpon, Snook, & Jacks

  • ★★★★★
    Great trip.

    Sawyer S. | December 14, 2025

    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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