MainSqueeze Fishing Charters 

4.7/5 (10 reviews)
 Pier One, Montego Bay, Jamaica

MainSqueeze Fishing Charters 

Montego Bay, Jamaica
30 ft
5
4.7/5 (10 reviews)

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Montego Bay has a fish with your name on it, so let MainSqueeze Fishing Charters help you catch it! Captain Israel will be your guide, bringing aboard years of professional experience.

Depending on the season, you might hook into Bonito, Cero Mackerel, Mahi Mahi, Blue Marlin, Red Snapper, Spanish Mackerel, Blackfin Tuna, Skipjack Tuna, Yellowfin Tuna, Wahoo, and anything else that bites. Depending on the species you're after, you may find yourself light tackle fishing, trolling, or maybe something more specialized in this area.

MainSqueeze Fishing Charters welcomes kids aboard, so feel free to make a family day out of it! If you don't have a child-sized life vest of your own, be sure to ask if there's one on board. Also remember to bring snacks to maintain your energy throughout the trip!

Your day begins aboard a 29' Wellcraft Coastal walkaround with space for 5 passengers. It has all the essentials no fishing machine can run without. Your captain will provide rods and reels, as well as lures.

Before coming aboard, it may be required to buy a local fishing license for everyone in your group. This information is usually available online, or you can ask the captain. Some species might be protected or require a tag to keep them, so make sure you know what to expect.

Don't forget to bring sunblock (non-spray), and sunglasses. Drinks are included, free of charge. Alcohol is allowed in moderation, so long as you avoid hard liquor as well as glass bottles. There will be some light snacks provided on board.

Your trip with MainSqueeze Fishing Charters is just a click away, so why not make it happen?

Montego Bay has a fish with your name on it, so let MainSqueeze Fishing Charters help you catch it! Captain Israel will be your guide, bringing aboard years of professional experience.

Depending on the season, you might hook into Bonito, Cero Mackerel, Mahi Mahi, Blue Marlin, Red Snapper, Spanish Mackerel, Blackfin Tuna, Skipjack Tuna, Yellowfin Tuna, Wahoo, and anything else that bites. Depending on the species you're after, you may find yourself light tackle fishing, trolling, or maybe something more specialized in this area.

MainSqueeze Fishing Charters welcomes kids aboard, so feel free to make a family day out of it! If you don't have a child-sized life vest of your own, be sure to ask if there's one on board. Also remember to bring snacks to maintain your energy throughout the trip!

Your day begins aboard a 29' Wellcraft Coastal walkaround with space for 5 passengers. It has all the essentials no fishing machine can run without. Your captain will provide rods and reels, as well as lures.

Before coming aboard, it may be required to buy a local fishing license for everyone in your group. This information is usually available online, or you can ask the captain. Some species might be protected or require a tag to keep them, so make sure you know what to expect.

Don't forget to bring sunblock (non-spray), and sunglasses. Drinks are included, free of charge. Alcohol is allowed in moderation, so long as you avoid hard liquor as well as glass bottles. There will be some light snacks provided on board.

Your trip with MainSqueeze Fishing Charters is just a click away, so why not make it happen?

Israel Whittaker
Captain
Israel Whittaker
responds within an hour

Select date to see availability

Trip availability and prices

Trip Date:
Group Size:
August 2026
SuMoTuWeThFrSa
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Group Size
2 adults • 0 children
Change
Almost there...
4 Hour Trip – Early Bite Fishing
FREE Cancellation 3 days notice
4 hour trip starts at 7:00 AM
Dolphin (Mahi Mahi)
Marlin (Blue)
Tuna (Bluefin)
Tuna (Skipjack)
+8
US $800
Entire boat: up to 5 people

Customer reviews

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Rating

4.7
10 reviews
4.8
Boat & equipment
4.6
Captain & crew
4.6
Fishing Experience

Anglers' gallery (22)

All reviews (10)

Frequently mentioned
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Showing 15 of 10 reviews
Max Jeffery
Max Jeffery
Repeat angler
gb
United Kingdom
Member since 2026
2 trips
5.0
Verified
Mahi Mahi!
4 Hour Trip – Early Bite Fishing on May 29, 20262 adults

This trip was a great experience and the crew are extremely helpful as well as being great guys! 2 Decent Mahi and a few reef species caught today and dinner is served. Really good experience.

Reported catch:
Dolphin (Mahi Mahi)
Anthony Castaneda
Anthony Castaneda
us
Pennsylvania, US
Member since 2025
5.0
Verified
Main Squeeze was highlight of our vacation!
Special 2 hour trip for Anthony Castaneda on April 23, 20252 adults

I can't say enough positive things about Captain Israel Whittaker and his incredible crew. Coming all the way from Philadelphia, my son and I had a handful of hopes for our trip: soak in some Reggae vibes, explore the island, dive into its history, and try our hand at fishing. Thanks to Captain Israel and the Main Squeeze, we got all that—and so much more. As total fishing novices, we were a bit nervous going in, but the crew couldn't have been more welcoming, patient, and helpful. Even on a day with choppy waters—when other boats weren't having much luck—Captain Israel refused to give up. He tried multiple spots and tactics until we finally hit the jackpot. My 11-year-old son reeled in not one but two gorgeous groupers, and I nearly landed one myself (yes, it really got away!). The entire experience was fun, relaxed, and filled with moments we'll be talking about for years. Booking with Main Squeeze was hands down one of the best choices we made on our week-long vacation. If you're thinking about fishing, exploring, or just creating amazing memories—this is your crew.

Jordan Moore
Jordan Moore
ca
Ontario, Canada
Member since 2025
5.0
Verified
Deep sea fishing adventure
4 Hour Trip – Early Bite Fishing on March 3, 20252 adults

I recently had the pleasure of booking a boat charter with Main Squeeze in Jamaica, and it was an unforgettable experience. From the moment we were picked up, the adventure was non-stop. We were reeling in massive tuna, including one that was audaciously attacked by a shark! The crew, led by Israel, went above and beyond to ensure we had an exceptional time, providing top-notch guidance, support, and enthusiasm throughout the trip. If you're someone who's looking to land the big ones, Main Squeeze is the charter to choose. Their expertise and commitment to making your experience unforgettable are unmatched. Highly recommend this charter for anyone looking to enjoy some serious fishing in Jamaica!

Reported catch:
Yellowfin Tuna
Bonito
Jeff Melitski
Jeff Melitski
Repeat angler
us
New Jersey, US
Member since 2023
6 trips
5.0
Verified
Great Experience
4 Hour Trip – Early Bite Fishing on August 1, 20252 adults

Capt. Israel was super friendly, punctual, and picked us up and dropped us off. Couldn't ask for a nicer boat, and we had a great time. He was friendly and helpful throughout the entire trip. We caught a variety of fish, and he even stopped to let us swim for a bit to cool off afterwards. This was a top-notch experience, and would fish with him again!

Kim Hempen
Kim Hempen
us
Illinois, US
Member since 2025
5.0
Verified
Professional Captain and Mate; True Gentlemen.
4 Hour Trip – Early Bite Fishing on January 19, 20252 adults

I usually do not leave reviews, but this Captain and mate deserve an excellent review. Israel and Derron were very professional, friendly, and inviting. The boat is pristine and very comfortable. Beautiful waters and scenery. It is truly nice to know gentlemen like this exist, and genuinely care about their clients!

FAQs about MainSqueeze Fishing Charters

MainSqueeze Fishing Charters offers the following trip to customers:
  • US $800 per group - 4 Hour Trip – Early Bite Fishing (4 hours)
When you book a trip with MainSqueeze Fishing Charters, you can expect the following amenities onboard:
  • Toilet Full enclosed bathroom ( head ) with 6 ft standing height. Toilet is a vacuum flush system, with fresh water sink.
  • GPS
  • Bed
  • Snorkeling equipment
  • Refrigerator
  • Multimedia system
  • Outriggers
  • Ice box
Trips booked with MainSqueeze Fishing Charters include:
  • Rods, reels & tackle
  • Lures
  • Catch cleaning & filleting (We will clean and filet your catch for you. Tips are welcomed for this service. )
  • Snacks
  • Drinks (Bottled water, sprite, coke, ginger ale)
  • First mate (Our first mate is a seasoned veteran, with great knowledge of the fishing grounds and surrounding waters. )
  • Fishing license
MainSqueeze Fishing Charters offers the following types of fishing:
  • Inshore fishing
  • Nearshore fishing
  • Offshore fishing (We can travel up to 14 miles off shore depending on how the fish bite. )
  • Reef fishing
MainSqueeze Fishing Charters offers the following fishing techniques:
  • Light tackle
  • Heavy tackle
  • Bottom fishing
  • Trolling
  • Deep sea fishing
Top targeted fish species with MainSqueeze Fishing Charters include:
  • Barracuda (Great)
  • Bonito
  • Dolphin (Mahi Mahi)
  • Marlin (Blue)
  • Spanish Mackerel
  • Tuna (Blackfin)
  • Tuna (Yellowfin)
  • Wahoo

Your captain

Israel Whittaker
Israel Whittaker
Israel Whittaker

Montego Bay, Jamaica

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

Capt. Israel runs trips out of Montego Bay aboard his 30ft Wellcraft coastal Walkaround. Using trolling, and other techniques, you'll have a chance to catch Blue Marlin, Blackfin Tuna and Yellowfin Tuna. The only way to learn is to join them on the water.

Our Team
Israel W.

Israel W.

Captain

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

Capt. Israel runs trips out of Montego Bay aboard his 30ft Wellcraft coastal Walkaround. Using trolling, and other techniques, you'll have a chance to catch Blue Marlin, Blackfin Tuna and Yellowfin Tuna. The only way to learn is to join them on the water.

Our Team
Israel W.

Israel W.

Captain

The fish you can target

Great Barracuda
Great Barracuda
Bonito
Bonito
Dolphin (Mahi Mahi)
Dolphin (Mahi Mahi)
Blue Marlin
Blue Marlin
Spanish Mackerel
Spanish Mackerel
Blackfin Tuna
Blackfin Tuna
Yellowfin Tuna
Yellowfin Tuna
Wahoo
Wahoo
Great Barracuda
Great Barracuda
Bonito
Bonito
Dolphin (Mahi Mahi)
Dolphin (Mahi Mahi)
Blue Marlin
Blue Marlin
Spanish Mackerel
Spanish Mackerel

Real catches by this captain

  • Mahi Mahi!
    Max J.
    Max J.
  • Awesome morning Out Fishing
    Thomas E.
    Thomas E.

What is the boat like?

Boat image
Boat category
Cabin cruisers
Capacity
5 persons
Boat length
30 ft
Year built
2012
Boat manufacturer
Wellcraft
Boat type
Walkaround
Engine model
Yamaha
Powered by
2 x 300HP

What kind of fishing will you do?

Inshore Fishing
Nearshore Fishing
Offshore Fishing
We can travel up to 14 miles off shore depending on how the fish bite.
Reef Fishing

Which fishing techniques you can try

Light Tackle
Heavy Tackle
Bottom Fishing
Trolling
Deep Sea Fishing

Which amenities are available onboard

Toilet
Full enclosed bathroom ( head ) with 6 ft standing height. Toilet is a vacuum flush system, with fresh water sink.
GPS
Bed
Snorkeling equipment
Refrigerator
Multimedia system
Outriggers
Ice box
What's included in the trip price
Rods, reels & tackle
Lures
Catch cleaning & filleting
We will clean and filet your catch for you. Tips are welcomed for this service.
Snacks
Drinks
Bottled water, sprite, coke, ginger ale
First mate
Our first mate is a seasoned veteran, with great knowledge of the fishing grounds and surrounding waters.
Fishing license

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 included in price
Transfer from hotels or jetties in Montego Bay to departure site is available and included in trip rates.
Child friendly
We welcome kids on our fishing trips. We have kids life vest and safety equipment to ensure they have a great day.
You keep catch
Catch and release allowed

How you can pay

Book with 20% deposit, pay rest to captain

When the captain confirms your trip, FishingBooker charges your credit card a 20% 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 5% charge will apply.

What’s biting in Montego Bay right now

Dolphin (Mahi Mahi)Dolphin (Mahi Mahi)
Marlin (Blue)Marlin (Blue)
Tuna (Yellowfin)Tuna (Yellowfin)
WahooWahoo

Compare similar fishing charters

Current
MainSqueeze Fishing Charters
MainSqueeze Fishing Charters
4.7
(10)
30 ft
Group size 1 - 5
1 - 5
Fish 1
Fish 2
+6
4 hour trip • 5 persons
US $800