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Live Bait Sailfishing

NEW 1 - 3 People 8 Hours From $1,000

Pricing Matrix

8 Hours
3 People
$1,000.00
2 People
$1,000.00
1 Person
$1,000.00
Pay 20% of the price as a deposit today, with the balance due on the day of the trip.
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About Your Trip

Water Type

Deep Sea

Skill Levels

Advanced, Beginner, Intermediate

Weather

You won’t lose your deposit if the trip is canceled due to weather

Hop on board with Captain Jeff and prepare for an action-packed day of Sail Fishing! Islamorada is a renowned fishing hotspot with some of the best inshore and backcountry fisheries in the world, home to dozens of exciting species. You also have easy access to the offshore waters if you want to go after some bigger fish! From October to April, you can even target some Sailfish as they travel up and down the reef's...

About Your Trip

Hop on board with Captain Jeff and prepare for an action-packed day of Sail Fishing! Islamorada is a renowned fishing hotspot with some of the best inshore and backcountry fisheries in the world, home to dozens of exciting species. You also have easy access to the offshore waters if you want to go after some bigger fish! From October to April, you can even target some Sailfish as they travel up and down the reef's edge.

On this full-day trip, Captain Jeff will take you to some deeper waters off the coast of Islamorada where you'll be primarily targeting the distinctive Sailfish, with opportunities to go after some Amberjack, Blackfin Tuna, Cobia, and Mahi Mahi. You'll be targeting these fish using methods such as light tackle, heavy tackle, and bottom fishing. Whether you're an expert or a beginner, Captain Jeff will show you some expert tips to help get one on the line! He'll take you to prime spots and get your rod set up with what the fish are biting.

Captain Jeff fishes aboard a 23' Sea Craft center console that can hold up to 3 people. Powered by a 300 HP Yamaha engine, this vessel will get you where you need to be in the beautiful inshore waters! She comes complete with GPS, Fishfinder, a Live Bait Well, and an Ice Box to store your catches. Captain Jeff will even clean your fish for you at the end of the trip!

Captain Jeff will provide all rods, reels, tackle and fishing licenses. All you need to bring is sun protection and any food or drinks you might want. Head out with Captain Jeff!
Amenities

Water Type

Deep Sea

Skill Levels

Advanced, Beginner, Intermediate

Tackle

All rods, reels, and tackle are included.

Fish Cleaning

This guide will clean your catch for you.

Beer

Feel free to enjoy responsibly, but please no glass.

Live Bait

Live bait is included for this trip.

Weather

You won’t lose your deposit if the trip is canceled due to weather

Kid Friendly

This trip can cater to kids.

Boat Restroom

No, this boat does not have a bathroom on board.

Disability Friendly

This trip is not suited for those with disabilities.

Flexible Cancelation

The deposit for this trip is non-refundable.

Lunch

Please provide your own food / snacks.

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About Your Guide

Profile photo of Captain Experiences guide Jeff

Captain Jeff

Independent Guide
Captain Jeff has spent his life fishing, and has fished all over the world throughout the years. From the British and US Virgin Islands, Mexico, Belize, Bahamas, and up and down the East Coast - but for him there’s no place like the Florida Keys. Captain Jeff has yet to find a place where he can go that has the variety that Islamorada has to offer. When people ask what his favorite fish to catch...

About Your Guide

Profile photo of Captain Experiences guide Jeff

Captain Jeff

Independent Guide
Captain Jeff has spent his life fishing, and has fished all over the world throughout the years. From the British and US Virgin Islands, Mexico, Belize, Bahamas, and up and down the East Coast - but for him there’s no place like the Florida Keys. Captain Jeff has yet to find a place where he can go that has the variety that Islamorada has to offer.

When people ask what his favorite fish to catch is, his answer is always
the same: Whatever’s biting and whatever the weather is best for. He just likes to have fun and catch what’s biting depending on the season.

Captain Jeff has been fishing in the Florida Keys since the mid 80’s. He is grateful to grow up there and have the best fishing pioneers in the Keys as his mentors. He watched Bob Lewis from Miami change the Sail Fishing world forever when he invented Kite Fishing. His neighbor Don Gurgiolo, one of the first individuals to throw cast-nets for live bait Offshore Fishing, started him out fishing as a mate on Charter Boats. Don was an excellent mentor and teacher for Captain Jeff, and by the age of 13 he had Jeff driving and docking a 47 ft Willis Craft! To say Captain Jeff feels blessed to have known and learned from all the great fishing captains and guides is an understatement.

Everything is seasonal in the keys, but one thing is for sure: If you have an open mind and just want to catch what’s biting, either backcountry or offshore, the Islamorada Florida Keys area is the place to be! With over 35 years of Backcountry and Offshore fishing experience in the Florida Keys, Captain Jeff can’t promise you’ll catch everything, but he can promise there won’t be a single wave unturned to make it a successful and memorable Fishing trip!

So, if you like to catch fish and have plenty of laughs along the way, from family fun trips to excursions for seasoned anglers, backcountry fishing, tarpon fishing and offshore fishing, Captain Jeff would love to get you out on the water!
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Start Location

96 Madeira Road, Islamorada, FL 33036, United States
Areas Fished
  • Duck Key
  • Key Largo

About Your Boat

Boat Type
Center Console
Boat Manufacturer
SeaCraft
Boat Length
23'

About Your Boat

Boat Type
Center Console
Boat Manufacturer
SeaCraft
Boat Length
23'
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Trip Details & Amenities

Water Type

Deep Sea

Skill Levels

Advanced, Beginner, Intermediate

Tackle

All rods, reels, and tackle are included.

Fish Cleaning

This guide will clean your catch for you.

Beer

Feel free to enjoy responsibly, but please no glass.

Live Bait

Live bait is included for this trip.

Weather

You won’t lose your deposit if the trip is canceled due to weather.

Kid Friendly

This trip can cater to kids.

Boat Restroom

No, this boat does not have a bathroom on board.

Disability Friendly

This trip is not suited for those with disabilities.

Flexible Cancelation

The deposit for this trip is non-refundable.

Lunch

Please provide your own food / snacks.

Potential Target Species

  • Amberjack
  • Blackfin Tuna
  • Cobia
  • Mahi Mahi
  • Sailfish

Techniques

  • Bottom Fishing
  • Heavy Tackle Fishing
  • Light Tackle Fishing

Packing / Extras

Rods, reels & tackle included.
You're all set! You don't need to buy a license for this trip.
We use a cashless autopay system. We'll send you a boarding pass, and on the day of the trip, your guide will scan your boarding pass to automatically transfer the remaining balance. The only cash needed is to tip your guide (we recommend 20%).
The deposit for this trip is non-refundable (but if the weather is too bad to go out, you will still receive a credit back to your account).
If the weather doesn’t cooperate you’ll be covered by our 100% weather guarantee and you won’t lose your deposit.

First Time Booking with Us?

Captain Experiences is the home of over 1500 Damn Good fishing and hunting guides. Our mission is to unlock the outdoors for everyone, and we want to help you get out there through our no-hassle online booking experience and our team of outdoors experts.
We vet our guides to make sure they are the best of the best. We want guides who not only put you on 'em, but show you a great time, keep you safe, and give you a memorable experience with your group.
Once you've paid your deposit at checkout, we'll send you a boarding pass. Just show your guide your boarding pass on the day of the trip, they'll scan it, the remaining balance will transfer automatically, and you'll be all set to get out there. Just make sure you bring a cash tip for the guide!
In the case of inclement weather, our guides will make the call and we'll work with you to reschedule your trip or issue a credit for the full deposit of the trip to be used on any of our trips across the country. Your safety is our top concern.
Each trip’s price is set by the guide and factors in all of their costs. A big determinant of cost is often the type of boat and associated fuel costs, but other guide costs include leases, marina / slip fees, bait costs, and the cost to provide and maintain all of the gear you’ll need on your trip.
Once you book the trip, we will connect you directly with the guide to go over any additional details. In the meantime, our team is always available to answer your questions via email, text, chat, or call!