Cayboss Charters 

4.9/5 (6 reviews)
 62 Forum Lane, George Town, KY1-1201, Cayman Islands

Cayboss Charters 

George Town, Cayman Islands
23 ft
4
4.9/5 (6 reviews)

Book your next trip with Cayboss Charters and find out what the fishing in George Town is all about. Having logged many hours on these tides, Captain Mike knows them forwards and back.

These waters are known for Blackfin Tuna, Yellowfin Tuna, Skipjack Tuna, Wahoo, Mahi Mahi, Blue Marlin, Black Marlin, Mangrove Snapper, Mutton Snapper, Yellowtail Snapper, Jack Crevalle, Horse-eye Jack, and more – with any luck, it won't be long before 'Fish on!' Depending on the species you're after, you may find yourself spinning, trolling, bottom fishing, or maybe something more specialized in this area.

You'll be welcome aboard a 23' Wellcraft Fisherman center console with room for 4 passengers. It comes with all the essentials. You'll find rods, reels, and tackle waiting for you, along with lures. Live bait is available, but you should ask the captain whether you'll be catching it yourself.

You'll have the help of a First Mate to put you on fish. It's customary to tip the Mate 10–20% to show your appreciation.

Some essentials to bring are sunscreen (non-spray), snacks, and sunglasses. Drinks will be available for you. Alcohol is allowed in moderation, just be sure to avoid hard liquor as well as glass bottles.

You could keep reading this, but wouldn't you rather be fishing with Cayboss Charters?

Book your next trip with Cayboss Charters and find out what the fishing in George Town is all about. Having logged many hours on these tides, Captain Mike knows them forwards and back.

These waters are known for Blackfin Tuna, Yellowfin Tuna, Skipjack Tuna, Wahoo, Mahi Mahi, Blue Marlin, Black Marlin, Mangrove Snapper, Mutton Snapper, Yellowtail Snapper, Jack Crevalle, Horse-eye Jack, and more – with any luck, it won't be long before 'Fish on!' Depending on the species you're after, you may find yourself spinning, trolling, bottom fishing, or maybe something more specialized in this area.

You'll be welcome aboard a 23' Wellcraft Fisherman center console with room for 4 passengers. It comes with all the essentials. You'll find rods, reels, and tackle waiting for you, along with lures. Live bait is available, but you should ask the captain whether you'll be catching it yourself.

You'll have the help of a First Mate to put you on fish. It's customary to tip the Mate 10–20% to show your appreciation.

Some essentials to bring are sunscreen (non-spray), snacks, and sunglasses. Drinks will be available for you. Alcohol is allowed in moderation, just be sure to avoid hard liquor as well as glass bottles.

You could keep reading this, but wouldn't you rather be fishing with Cayboss Charters?

Cayboss Charters
Charter Operator
Cayboss Charters
14 years of experience
responds within an hour

Trip availability and prices

Trip Date:
Group Size:
Select date to see availability
July 2026
SuMoTuWeThFrSa
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Number of days
1
Group Size
2 adults • 0 children
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3 Hour Trip – Inshore/Reef Fishing
FREE Cancellation 3 days notice
3 hour trip starts at 8:00 AM
Barracuda (Great)
Bonefish
Tarpon
Snapper (Mangrove)
+4
US $700
Entire boat: up to 4 people
4 Hour Trip – Deep Sea Fishing
FREE Cancellation 3 days notice
4 hour trip starts at 8:00 AM
Dolphin (Mahi Mahi)
Marlin (Blue)
Tuna (Yellowfin)
Marlin (Black)
+1
US $900
Entire boat: up to 4 people
8 Hour Trip – Deep Sea Fishing
FREE Cancellation 3 days notice
8 hour trip starts at 7:00 AM
Dolphin (Mahi Mahi)
Marlin (Blue)
Tuna (Yellowfin)
Wahoo
+2
US $1,300
Entire boat: up to 4 people
There is 1 person looking at this charter.

Customer reviews

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Rating

4.9
6 reviews
4.8
Boat & equipment
5.0
Captain & crew
5.0
Fishing Experience

Anglers' gallery (6)

All reviews (6)

Frequently mentioned
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Showing 15 of 6 reviews
Steve Seiler
Steve Seiler
us
Indiana, US
Member since 2025
4.7
Verified
Great experience with tween son!
3 Hour Trip – Inshore/Reef Fishing on October 14, 20252 adults

Starting with an easy pickup at Camana Bay, we were quickly fishing at the ledge. We explained that we're inexperienced with saltwater fishing and Captain Mike did a great job engaging my 13 year-old and explaining the strategies and techniques. Mike guided us through several fishing approaches and had success with several species. We enjoyed some very fresh blackfin tuna sashimi back at the hotel!

Mary Ellen Tomlin
Mary Ellen Tomlin
Repeat angler
us
Washington D.C., US
Member since 2022
2 trips
5.0
Verified
Fishing with Roshaine
3 Hour Trip – Inshore/Reef Fishing on December 5, 20253 adults

Reported catch:
Mangrove Snapper
Mutton Snapper
Grunt
Dan Maskell
Dan Maskell
us
Maryland, US
Member since 2025
5.0
Verified
Fun Trip On A Sporty Day!
3 Hour Trip – Inshore/Reef Fishing on April 28, 20254 adults

Captain Mike led a very professional charter on a choppy day. The wind was blowing, and the waves were rough but thankfully he took us to multiple reef locations. This gave us the best chance of engaging with multiple species of fish and marine life. He even set up some trolling rods on the way back in, we had a few hard hits, but nothing landed. We caught multiple fish, a nerf shark and even toyed with a barracuda for a while. Captain Mike made the best of the weather/wave situation and was extremely knowledgeable and friendly. We will be booking again next time we are in the Cayman Islands. Crossing our fingers for no wind this time! Sporty Day!!

Reported catch:
Mutton Snapper
Emily Farley
Emily Farley
us
Delaware, US
Member since 2025
5.0
Verified
Capt Mike was great!
3 Hour Trip – Inshore/Reef Fishing on July 3, 20253 adults

Capt Mike was very courteous, knowledgeable and personable. He got us on fish despite challenging conditions with all the sargassum. He took us out deep sea and reef fishing. Fish weren't biting out at sea but we did catch a bunch of grunts in the reef. It was a beautiful day and calm seas. Would go back out with Capt Mike if we return. Highly recommend Capt Mike and Cayboss!

Russell Skinner
Russell Skinner
Repeat angler
us
California, US
Member since 2020
2 trips
5.0
Verified
Amazing trip
3 Hour Trip – Inshore/Reef Fishing on April 26, 20253 adults

Mike was very good and knowledgeable on the fish .

FAQs about Cayboss Charters

Cayboss Charters offers the following trips to customers:
  • US $700 per group - 3 Hour Trip – Inshore/Reef Fishing (3 hours)
  • US $900 per group - 4 Hour Trip – Deep Sea Fishing (4 hours)
  • US $1,300 per group - 8 Hour Trip – Deep Sea Fishing (8 hours)
When you book a trip with Cayboss Charters, you can expect the following amenities onboard:
  • GPS
  • Snorkeling equipment
  • Multimedia system
  • Ice box
Trips booked with Cayboss Charters include:
  • Rods, reels & tackle
  • Live bait
  • Lures
  • Catch cleaning & filleting
  • Drinks
  • First mate
Cayboss Charters offers the following types of fishing:
  • Inshore fishing
  • Nearshore fishing
  • Offshore fishing
  • Reef fishing
Cayboss Charters offers the following fishing techniques:
  • Light tackle
  • Heavy tackle
  • Bottom fishing
  • Trolling
  • Spinning
  • Handline
  • Deep sea fishing
Top targeted fish species with Cayboss Charters include:
  • Dolphin (Mahi Mahi)
  • Jack (Horse-eye)
  • Jack Crevalle
  • Marlin (Black)
  • Marlin (Blue)
  • Snapper (Mangrove)
  • Snapper (Mutton)
  • Snapper (Yellowtail)
  • Tuna (Blackfin)
  • Tuna (Skipjack)
  • Tuna (Yellowfin)
  • Wahoo

Your operator

Cayboss Charters
Cayboss Charters
Cayboss Charters

George Town, Cayman Islands

6 Customer reviews
Typical response within an hour
Member since December 2024

Been fishing my whole life in the Cayman Islands for over 20 years.

6 Customer reviews
Typical response within an hour
Member since December 2024

Been fishing my whole life in the Cayman Islands for over 20 years.

The fish you can target

Dolphin (Mahi Mahi)
Dolphin (Mahi Mahi)
Horse-eye Jack
Horse-eye Jack
Jack Crevalle
Jack Crevalle
Black Marlin
Black Marlin
Blue Marlin
Blue Marlin
Mangrove Snapper
Mangrove Snapper
Mutton Snapper
Mutton Snapper
Yellowtail Snapper
Yellowtail Snapper
Blackfin Tuna
Blackfin Tuna
Skipjack Tuna
Skipjack Tuna
Yellowfin Tuna
Yellowfin Tuna
Wahoo
Wahoo
Dolphin (Mahi Mahi)
Dolphin (Mahi Mahi)
Horse-eye Jack
Horse-eye Jack
Jack Crevalle
Jack Crevalle
Black Marlin
Black Marlin
Blue Marlin
Blue Marlin

What is the boat like?

Boat image
Boat category
Center console boats
Capacity
4 persons
Boat length
23 ft
Year built
2001
Boat manufacturer
Wellcraft
Boat type
Center console
Engine model
Suzuki
Powered by
2 x 140HP
Max cruising speed
40 knots

What kind of fishing will you do?

Inshore Fishing
Nearshore Fishing
Offshore Fishing
Reef Fishing

Which fishing techniques you can try

Light Tackle
Heavy Tackle
Bottom Fishing
Trolling
Spinning
Handline
Deep Sea Fishing

Which amenities are available onboard

GPS
Snorkeling equipment
Multimedia system
Ice box

What's included in the trip price

Rods, reels & tackle
Live bait
Lures
Catch cleaning & filleting
Drinks
First mate

How cancellations work

Free cancellation up to 3 days prior to trip

You can cancel or modify your booking up to 3 days before the trip date, free of charge. If you cancel or modify your booking later, or fail to show up, you'll forfeit 100% of what you've paid.

More details

What the listing policies are

Pickup not included

Transfer to/from departure site is not included in trip rates.

You keep catch
Catch and release allowed

How you can pay

Book with 10% deposit, pay rest to captain

When the captain confirms your trip, FishingBooker charges your credit card a 10% deposit to guarantee your reservation.

The remaining balance is to be paid directly to the charter operator on or prior to your trip date in one of the following payment methods:

 Cash

 Visa

 Mastercard

 Bank transfer

When paying the remaining balance with a credit card, an additional 3% charge will apply.

What’s biting in George Town right now

Dolphin (Mahi Mahi)Dolphin (Mahi Mahi)
Jack CrevalleJack Crevalle
Marlin (Blue)Marlin (Blue)
Snapper (Mangrove)Snapper (Mangrove)
Snapper (Mutton)Snapper (Mutton)
Snapper (Yellowtail)Snapper (Yellowtail)
Tuna (Blackfin)Tuna (Blackfin)
Tuna (Skipjack)Tuna (Skipjack)
Tuna (Yellowfin)Tuna (Yellowfin)
WahooWahoo

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