Damn Good Sailfish Fishing Charters In The Caribbean Sea

Check real-time availability and compare rates on Caribbean Sea sailfish fishing trips. Confidently book your next day on the water.

Choose a Date
5/5 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 Sailfish Fishing Charters In The Caribbean Sea

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 San Juan

Caribbean Fishing 42'

97% (64)
42 ft 1 - 6 People From $1,300
Bucket List
The Captain Experiences team chose this trip as one for the bucket list.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Sandy Bay

Roatan Offshore Trophy Trip

NEW
53 ft 1 - 6 People From $2,000
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 Caguas

San Juan Offshore - 42’ Egg Harbour

97% (64)
42 ft 1 - 6 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

Deep Sea, Nearshore Fishing in Cancún

Big Fish Game A/C & Box Lunch

100% (9)
41 ft 1 - 22 People From $720
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea, Nearshore Fishing in El Combate

Combate Private Fishing Charter

100% (4)
26 ft 1 - 12 People From $1,208
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Deep Sea, Nearshore in Rincon

Epic Sportfishing - Rincon, PR

100% (4)
26 ft 1 - 6 People From $1,208

Top Types of Sailfish Trips in the Caribbean Sea

“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

More Sailfish Fishing Charters In The Caribbean Sea

Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Deep Sea, Nearshore in Rincon

Epic Sportfishing - Rincon, PR

100% (4)
26 ft 1 - 6 People From $1,208
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea, Nearshore Fishing in El Combate

Combate Private Fishing Charter

100% (4)
26 ft 1 - 12 People From $1,208
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 Cancún

Big Fish Game A/C & Box Lunch

100% (9)
41 ft 1 - 22 People From $720
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 Caguas

San Juan Offshore - 42’ Egg Harbour

97% (64)
42 ft 1 - 6 People From $950
Bucket List
The Captain Experiences team chose this trip as one for the bucket list.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Sandy Bay

Roatan Offshore Trophy Trip

NEW
53 ft 1 - 6 People From $2,000
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 San Juan

Caribbean Fishing 42'

97% (64)
42 ft 1 - 6 People From $1,300
See All Sailfish Trips in the Caribbean Sea

Other Captain Experiences Trips in the Caribbean Sea

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 & Snook - 22' Quick Bite

97% (64)
22 ft 1 - 5 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

Caribbean Nighttime Adventure- 18'

97% (64)
18 ft 1 - 5 People From $400
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Rincon

Rincon Blue Marlin Fishing

100% (4)
26 ft 1 - 6 People From $1,438
Hot Trip
people are viewing this trip.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Deep Sea, Nearshore in Cancún

Cancun Smash

100% (5)
27 ft 1 - 4 People From $225
Bucket List
The Captain Experiences team chose this trip as one for the bucket list.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, River Fishing in Pococi

Multiday All-Inclusive Tarpon

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

Flats Fishing in San Miguel de Cozumel

Cozumel Fly/Spin Fishing Trip

NEW
28 ft 1 - 6 People From $500
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
Fishing in Destin
Fishing in Destin
Fishing in Destin

Nearshore Fishing in Placencia

Placencia Reef Fishing Experience

NEW
25 ft 1 - 4 People From $1,500
Fishing in Destin
Fishing in Destin
Fishing in Destin

Flats Fishing in Placencia

Fly Fishing

NEW
16 ft 1 - 4 People From $450
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore Fishing in Placencia

Spin Fishing

NEW
18 ft 1 - 4 People From $700
Fishing in Destin
Fishing in Destin
Fishing in Destin

Eco Tour, Boat Cruise, Snorkeling in Oakridge

Full East End Tour

NEW
24 ft 1 - 6 People From $600
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in West End

Offshore Fishing Trip

NEW
33 ft 1 - 6 People From $700

Need a Place to Stay?

Everything to Know About Booking a Caribbean Sea sailfish fishing charter

Why should I book a sailfish fishing charter in the Caribbean Sea with Captain Experiences?

Our Damn Good Guides currently offer 8 sailfish trips in the Caribbean Sea, and the most popular trips in the area are Caribbean Fishing 42' guided by Angel, Roatan Offshore Trophy Trip guided by Lee, and San Juan Offshore - 42’ Egg Harbour guided by Angel.

Our guides in the Caribbean Sea are rated a 5 out of 5 based on 5945 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 sailfish guides / fishing lessons in the Caribbean Sea? Check out our beginner and family friendly sailfish guides in the Caribbean Sea.

What types of sailfish fishing charters are common in the Caribbean Sea?

Deep Sea fishing is the most popular type of fishing for sailfish in the Caribbean Sea as well as nearshore fishing and inshore fishing.

The most common fishing techniques in the Caribbean Sea are heavy tackle fishing, trolling, and jigging but bottom fishing and light tackle fishing are popular as well.

How much do Caribbean Sea sailfish fishing charters cost?

Prices for sailfish in the Caribbean Sea can range anywhere from about $1,208 to $2,849, but the average price for a half day trip for sailfish in the Caribbean Sea is $1,323. The average price for a full day trip for sailfish in the Caribbean Sea is $1,920.

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 sailfish fishing in the Caribbean Sea?

The most popular season for sailfish fishing in the Caribbean Sea is summer, and most anglers book their trips 26 days in advance.

Do I need a the Caribbean Sea fishing license for sailfish and what are the bag limits for sailfish in the Caribbean Sea?

See here for more information on sailfish fishing licenses in the Caribbean Sea, sailfish bag limits, and fishing season regulations for sailfish in the Caribbean Sea. When in doubt, your fishing guide will always know the right sailfish rules and regulations in the Caribbean Sea.

Recent Reviews

  • ★★★★★
    Frank maintained contact up to the day of the Charter. Arrived on time and well prepared. He was knowledgeable of the area and was a great experience. We caught tuna, wahoo, barracuda, red hind grouper, yellow jack, and trumpet fish. Definitely recommend Frank.

    Stephen S. | April 9, 2024

    Trip: Epic Sportfishing - Rincon, PR

  • ★★★★★
    Captain Angel and his crew mate were fantastic they worked very hard to put us on fish but it didn’t work out. One high point was when we returned to the marina Captan Angel spotted some Tarpon so he baited a rod and tossed it in and then let my 7 year old Grandson reel it in. He was really excited to fight that tarpon and talked about it all night. Thank you Captain Angel for your kindness.

    Jim S. | June 6, 2023

    Trip: San Juan Offshore - 42’ Egg Harbour

  • ★★★★★
    Awesome trip a little rough but amazing time hooked a 400+ marlin but lost it closed to the boat, regardless great time.

    Jorge P. | July 16, 2022

    Trip: San Juan Offshore - 42’ Egg Harbour

  • ★★★★★
    A great day on the water with a view of Old San Juan in the back ground. Boat was fully out fitted and the Captain and mate work like a well oiled machine. Great gear, fully stocked cooler, and and fish on. What more can you say?

    Andrew C. | January 29, 2021

    Trip: San Juan Offshore - 42’ Egg Harbour

Featured Cities

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:

Enter to Win a

$500 DAMN GOOD GIFT CARD

Gift Card

Sign up to win $500 towards ANY trip. Winners drawn monthly.

By subscribing, you agree to receive marketing communications from Captain Experiences. To opt-out, click the unsubscribe button at the bottom of our emails. Privacy Policy and Terms & Conditions

See All Sailfish Trips in the Caribbean Sea