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Not Your Average Islamorada Fishing Charter
On a lot of boats, the captain does most of the fishing while you watch. On Satisfaction, it's the opposite.
When you book an Islamorada fishing charter with Captain Brian, you and your crew do all the casting, hook-setting, fish-fighting and landing. Brian's job is to keep you on the fish, keep everyone safe and make sure you're having a genuinely fun day on the water.
He's been fishing Islamorada professionally since 1999 and runs a laid-back, story-filled boat where the goal is simple: steady action, smiles all around, and a cooler with fresh fish for dinner – without chasing low-probability "hero fish" all day.
If the bite slows down, you move. The plan is to run to a spot, catch fish on every bait we put in the water, and when it turns off, run to the next one.
What Makes Us Different
You do all the fishing - casting, hook-setting, fighting
No "meat-hunters" - we focus on fun, not fillet value
Laid-back atmosphere with storytelling and jokes
High-action fishing - we move when bite slows
Perfect for families, beginners and tourists
YouTube creator-friendly with filming support
Your Boat
A Roomy 25' Parker Built to Fish
Satisfaction is a 2001 Parker 2520 Pilot House powered by a single Yamaha F300 outboard. She's a proven Islamorada workhorse – simple, comfortable and set up for serious fishing and family fun.
Spacious Design
25 ft length with a very wide 9'6" beam – "the roomiest 25-footer you'll ever be on"
Enclosed Cabin
Get out of the sun, rain and wind in the comfortable pilot house
Fishing Ready
50-gallon live well for fresh bait and wide-open cockpit for 6 anglers
Advanced Electronics
Dual Garmin GPS/fish finders to stay on
the fish
Boat Highlights
25' Parker 2520 Pilot House
9'6" beam (extra wide)
Yamaha F300 Outboard
Up to 4 passengers
Enclosed cabin
Dual Garmin GPS/Fish Finders
50-gallon live well
Upper station
Dry storage in cabin
Port-a-potty
Islamorada Fishing Trips & Pricing
All trips are private for up to 4 passengers and include licenses, bait, tackle, bottled water, fish cleaning and coolers for your catch and your drinks/food.
Family Fun Charter
Pay by the Hour - Perfect for kids, beginners and anyone who wants a shorter, easygoing trip with lots of action.
$200/hour
Trip length: 2 or 3 hours (you choose)
Vibe: Laid-back, storytelling, kid-friendly fishing
Target: Reef and nearshore species
Half-Day Reef/Offshore
Classic Islamorada half-day charter focused on reef and nearshore/offshore action depending on conditions and what's biting.
$850
Trip length: 4 hours
Multiple fishing spots
Great for families and tourists
Full Day Reef/Offshore
Maximum time on the water to cover more ground, fish different zones and really settle into the rhythm of the day.
$1,250
Trip length: 8 hours
Can cover multiple zones
Most complete fishing experience
4-Hour Tarpon Trip
Target the Silver King on a focused tarpon charter. We'll fish proven Islamorada tarpon zones when conditions and timing are right.
$650
Trip length: 4 hours
Tide and condition dependent
Targeted tarpon fishing
What's Included
All trips include everything you need for a great day of fishing:
All required fishing licenses
All bait and tackle
Bottled water
Fish cleaning at the dock
Coolers on board for your catch and for your food and drinks
What to Bring
For your comfort and enjoyment, we recommend bringing:
Sunscreen, hat, sunglasses
Snacks and any additional drinks you like
Non-spray sunscreen is preferred to protect the boat and gear
A light jacket or rain gear if the forecast calls for it
Camera or GoPro (especially for YouTube/creator trips)
Meet Captain Brian
Captain Brian has been fishing the waters around Islamorada professionally since 1999. In that time, he's run a huge variety of trips – angler days, kid-friendly family trips, and now, more and more YouTube and creator charters.
His style is laid-back and conversational. Expect plenty of storytelling and joking between bites, but a serious focus on keeping rods bent and everyone comfortable and safe. He handles the boat, the rigging, the baiting and the de-hooking. You and your crew handle the fishing from start to finish.
What We Fish For Throughout the Year
Islamorada offers year-round fishing, with different species peaking in different seasons. Captain Brian has long run a custom "Satisfaction fishing calendar" for his repeat customers that highlights the best times for popular species in his area.
Strong reef action, mixed pelagics, great family trip season
Spring
Early-morning reef and offshore opportunities, calm seas more often
Summer
Consistent action with fewer boats on the water
Fall
Classic Keys conditions with a variety of reef and nearshore species
Winter
Frequently Asked Questions
Call or text (primary):
305-393-2029
Ready to Book Your Islamorada Fishing Charter?
To book your trip, reach out directly. Satisfaction Charters is a small, owner-operated business – you'll be speaking with the captain, not a call center.
To confirm a trip, Captain Brian will take a 20% deposit by credit card over the phone.
Secondary:
305-214-5277