Islamorada Offshore & Reef Trips

NEW 1 - 6 People 6 - 8 Hours From $1,400
Fishing in Destin
Fishing in Destin
Fishing in Destin
Fishing in Destin
Fishing in Destin
Fishing in Destin
Fishing in Destin
Fishing in Destin
Fishing in Destin
Fishing in Destin
Fishing in Destin
Fishing in Destin
Fishing in Destin
Fishing in Destin
Fishing in Destin

About Your Trip

Water Type

Nearshore

Skill Levels

Beginner, Intermediate, Advanced

Weather

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

Head offshore from Islamorada with Captain James for 6 or 8 hours of fishing along the reefs, wrecks, and deeper waters of the Florida Keys! These trips focus on targeting some of the area's most exciting game fish, with Captain James adjusting the day's approach based on conditions, seasonal patterns, and what's biting.

Your adventure begins with a run to the bait grounds to fill the livewells, typically taking about an hour. From there, you'll...

About Your Trip

Head offshore from Islamorada with Captain James for 6 or 8 hours of fishing along the reefs, wrecks, and deeper waters of the Florida Keys! These trips focus on targeting some of the area's most exciting game fish, with Captain James adjusting the day's approach based on conditions, seasonal patterns, and what's biting.

Your adventure begins with a run to the bait grounds to fill the livewells, typically taking about an hour. From there, you'll
head toward the reef edge and offshore waters in search of sailfish, mahi mahi, blackfin tuna, kingfish, and other seasonal species. Depending on conditions, you might also encounter wahoo, amberjack, and false albacore. Captain James also likes to keep a bottom rod ready for mutton snapper and grouper when in season, giving you opportunities to target different species throughout the trip.

You'll fish aboard a 32' Contender powered by twin 300 HP Yamaha outboards, accommodating up to 6 passengers. The boat features an open cockpit with plenty of room to fish, a marlin tower for spotting fish, Garmin electronics, outriggers, and live baitwells. There's also a fully air-conditioned cabin, enclosed bathroom, refrigerator, and comfortable seating for breaks between bites.

Captain James brings a versatile approach to every trip, combining South Florida light-tackle techniques with his Northeast sportfishing background. Depending on the bite, you may find yourself live-baiting, trolling, kite fishing, jigging, or bottom fishing. The 6-hour option offers a solid opportunity to explore the reef and nearby offshore waters, while the 8-hour trip allows additional time to pursue fish farther beyond the reef edge and adjust locations throughout the day.

All rods, reels, tackle, bait, lures, fishing licenses, and catch cleaning are included. Some water and Gatorade are provided, but you're encouraged to bring additional drinks and snacks. A first mate may be available for longer trips, with a customary 20% gratuity.

Whether you're an experienced angler chasing offshore game fish or a beginner looking to experience fishing in the Florida Keys, Captain James is ready to get you out on the water!
Amenities

Water Type

Nearshore

Skill Levels

Beginner, Intermediate, Advanced

Tackle

All rods, reels, and tackle are included.

Beer

Feel free to enjoy responsibly, but please no glass.

Music

You can play your own bluetooth music.

Boat Restroom

This boat has a restroom.

Air Conditioning

This boat has air conditioning.

Weather

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

Kid Friendly

This trip can cater to small children.

Flexible Cancelation

This trip can be canceled up to 3 days before the trip.

Fish Cleaning

No cleaning service provided.

Live Bait

Live bait is not used on this trip.

Disability Friendly

This trip is not suited for those with disabilities.

Lunch

Please provide your own food / snacks.

Scroll for more

Pricing Matrix

6 hours 8 hours
1 Person
$1,400.00
$1,600.00
2 People
$1,400.00
$1,600.00
3 People
$1,400.00
$1,600.00
4 People
$1,400.00
$1,600.00
5 People
$1,500.00
$1,700.00
6 People
$1,600.00
$1,800.00
Pay 15% of the price as a deposit today, with the balance due on the day of the trip.

About Your Guide

James D.

Independent Guide
Captain James has spent his life on the water, growing up fishing in New Jersey and South Florida before turning his passion into a career. Starting as a marina dockhand and working his way up to captain, he's gained experience running private charters, competing in East Coast marlin tournaments, and operating his own sportfishing business.

Now based in Islamorada, Captain James combines Northeast fishing techniques with South Florida light-tackle tactics to target everything from tarpon...

About Your Guide

James D.

Independent Guide
Captain James has spent his life on the water, growing up fishing in New Jersey and South Florida before turning his passion into a career. Starting as a marina dockhand and working his way up to captain, he's gained experience running private charters, competing in East Coast marlin tournaments, and operating his own sportfishing business.

Now based in Islamorada, Captain James combines Northeast fishing techniques with South Florida light-tackle tactics to target everything from tarpon and snapper to sailfish and
mahi mahi. He enjoys fishing artificials, slow-pitch jigging, and helping anglers of all skill levels make the most of their time on the water.
Scroll for more

Start Location & Lodging Options

About Your Boat

Boat photo for Islamorada Offshore & Reef Trips
Boat Type
Center Console
Boat Manufacturer
Contender
Boat Length
31'
Boat Restroom
Yes

About Your Boat

Boat Type
Center Console
Boat Manufacturer
Contender
Boat Length
31'
Boat Restroom
Yes
Scroll for more

Trip Details & Amenities

Water Type

Nearshore

Skill Levels

Beginner, Intermediate, Advanced

Tackle

All rods, reels, and tackle are included.

Beer

Feel free to enjoy responsibly, but please no glass.

Music

You can play your own bluetooth music.

Boat Restroom

This boat has a restroom.

Air Conditioning

This boat has air conditioning.

Weather

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

Kid Friendly

This trip can cater to small children.

Flexible Cancelation

This trip can be canceled up to 3 days before the trip.

Fish Cleaning

No cleaning service provided.

Live Bait

Live bait is not used on this trip.

Disability Friendly

This trip is not suited for those with disabilities.

Lunch

Please provide your own food / snacks.

Target Species

Color-coded seasonality below is based on .
  • 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)

Techniques

Everything Else to Know

All rods, reels, and tackle are included, but we also recommend bringing sunglasses, sunscreen, weather-appropriate clothing, and any gear of your own you want to use on the trip.
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%).
Cancel for free up to 3 days before the trip and receive credit back to your account. Cancelling within 3 of the trip will forfeit your deposit to the guide. Day-of cancellations and no-shows will be charged the full balance of the trip to their card.
In the event of inclement weather you'll be covered by out 100% Weather Guarantee and will not lose your deposit.

Recent Reviews of Captain Experiences

Kevin

Verified Review

Great - enjoyed every minute.

Kevin

Verified Review

Great - enjoyed every minute.
Scroll for more

Danyel

Verified Review

Super cool and nice had a great time.

Danyel

Verified Review

Super cool and nice had a great time.
Scroll for more

Ali

Verified Review

Fun, educational and exactly what we were looking for! Highlight of our vacation.

Ali

Verified Review

Fun, educational and exactly what we were looking for! Highlight of our vacation.
Scroll for more

Ralph

Verified Review

Super fun. Everyone enjoyed. Nice family time.

Ralph

Verified Review

Super fun. Everyone enjoyed. Nice family time.
Scroll for more

Scott

Verified Review

Very nice trip . I enjoyed it

Scott

Verified Review

Very nice trip . I enjoyed it
Scroll for more

First Time Booking with Us?

Captain Experiences is home to thousands of quality, vetted fishing, hunting, and other outdoor sports guides across the US and beyond. Our mission is to Unlock the Outdoors by making it quick and easy to book the trip of a lifetime every time with our Damn Good Guides.
We vet our guides and only partner with the best of the best. Our guides do their very best to keep you safe, show you a great time, and send you home with a memorable experience shared with family and friends.
Once you've paid your deposit at checkout, we'll send you a QR Code 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 event of inclement weather, our guides will check the conditions and make the final call on whether its safe to go on the trip. If they decide the trip needs to be postponed, we'll work closely with you to reschedule or provide a credit for the full deposit, which can be applied to any of our trips in the US and beyond.
Each trip's price is determined by the guide and reflects all associated costs. A significant factor in pricing is often the type of boat and the corresponding fuel expenses. Additional costs may include leases, marina or slip fees, and the expenses involved in providing and maintaining the necessary gear for your trip.
After booking your trip, we'll connect you directly with your guide to discuss additional details. In the meantime, our team is here to answer any questions via email, text, or phone.
/
/
/

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