MainSqueeze Fishing Charters

Name: MainSqueeze Fishing Charters
Address: Pier One, Montego Bay
Price range: trips from US $800 to US $800
Rating: 4.7

4.7/5 (10 reviews)

Pier One, Montego Bay, Jamaica–

4.7/5 (10 reviews)

Pier One

Montego Bay, Jamaica

Trips & prices Targeted species Boat info What's biting What's included Contact captain

Trips & prices What's included Targeted species Boat info Reviews Contact captain

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.

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

Popular features

Fishing license

Pickup included

You keep catch

Catch cleaning & filleting

Drinks

Popular features

Fishing license

Pickup included

You keep catch

Catch cleaning & filleting

Drinks

Rating

4.7

10 reviews

4.8

Boat & equipment

4.6

Captain & crew

4.6

Fishing Experience

Anglers' gallery (22)

All reviews (10)

Filter

Sort by: Featured

Showing 1 – 5 of 10 reviews

Max Jeffery

United Kingdom

•

Member since 2026

5.0

Verified

New

Mahi Mahi!

4 Hour Trip – Early Bite Fishing on May 29, 2026 • 2 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:

Jeff Melitski

Repeat angler

New Jersey, US

•

Member since 2023

•

6 trips

5.0

Verified

Great Experience

4 Hour Trip – Early Bite Fishing on August 1, 2025 • 2 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!

Christina Hunter

West Virginia, US

•

Member since 2025

5.0

Verified

June fishing trip

4 Hour Trip – Early Bite Fishing on June 18, 2025 • 3 adults

Time well spent with Israel and Chuno! Very professional, super friendly, and knowledgeable! Thank you, gentlemen!

Anthony Castaneda

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, 2025 • 2 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

Ontario, Canada

•

Member since 2025

5.0

Verified

Deep sea fishing adventure

4 Hour Trip – Early Bite Fishing on March 3, 2025 • 2 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:

Trip availability and prices

Trip Date:

Days:

Group Size:

Select date to see availability

May 2026

Su	Mo	Tu	We	Th	Fr	Sa

Number of days

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

US $800

Entire boat: up to 5 people

US $800

Entire boat: up to 5 people

There is 1 person looking at this charter.

Rating

4.7

10 reviews

4.8

Boat & equipment

4.6

Captain & crew

4.6

Fishing Experience

Anglers' gallery (22)

All reviews (10)

Filter

Sort by: Featured

Showing 1 – 5 of 10 reviews

Max Jeffery

United Kingdom

Member since 2026

5.0

Verified

New

Mahi Mahi!

4 Hour Trip – Early Bite Fishing on May 29, 2026 • 2 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:

Jeff Melitski

Repeat angler

New Jersey, US

Member since 2023

6 trips

5.0

Verified

Great Experience

4 Hour Trip – Early Bite Fishing on August 1, 2025 • 2 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!

Christina Hunter

West Virginia, US

Member since 2025

5.0

Verified

June fishing trip

4 Hour Trip – Early Bite Fishing on June 18, 2025 • 3 adults

Time well spent with Israel and Chuno! Very professional, super friendly, and knowledgeable! Thank you, gentlemen!

Anthony Castaneda

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, 2025 • 2 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

Ontario, Canada

Member since 2025

5.0

Verified

Deep sea fishing adventure

4 Hour Trip – Early Bite Fishing on March 3, 2025 • 2 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:

FAQs about MainSqueeze Fishing Charters

The fish you can target

What is the boat like?

Boat category

Cabin cruisers

Capacity

5 persons

Boat length

30 ft

Year built

2012

Boat manufacturer

Wellcraft

Boat type

Walkaround

Engine model

Yamaha

2 x 300HP

MainSqueeze Fishing Charters

Rating

Anglers' gallery (22)

All reviews (10)

Trip availability and prices

Rating

Anglers' gallery (22)

All reviews (10)

FAQs about MainSqueeze Fishing Charters

The fish you can target

What is the boat like?

What’s biting in Montego Bay right now

Compare similar fishing charters