Fish Key West – The Coolwater II 

4.8
(249 reviews)
 
State licensed
 1801 North Roosevelt Boulevard Key West, FL 33040, Key West, FL 33040, United States–

Fish Key West – The Coolwater II 

Key West, FL, United States
–
33 ft
6
4.8
(249 reviews)

Booked with us before? You may qualify for a Loyalty Discount. Sign in to check.

Fish Key West takes you on a fishing trip around one of the most diverse fisheries in the world. The action is great year-round, both inshore and out on the open waters. Based in the Key West, the crew onboard 'Coolwater II' knows the hot spots and how the fish bite. These captains have spent hours and years on the local waters. If someone knows how to cater to both novice anglers and more experienced fishermen, it's these guys.

'Coolwater II' is a versatile boat that can take on both inshore species and offshore game. She is a 33' Sea Vee center console that can take up to six people. Powered by two 300 HP Yamaha engines, 'Coolwater II' can reach speeds of up to 45 knots. She features a hardtop with a lookout tower. The boat is fitted with top-notch electronics to help you find your prey. She stores all the gear you need, as well as tackle, bait, license, and ice. There is a bathroom onboard. 'Coolwater II' is a top choice whether you want to fish a tournament or hire a charter.

If you go on a full day trip, you could be fishing far offshore, all the way up to the 90-mile mark. Or stay inshore, and scout around the backcountry waters to land Tarpon. 'Coolwater II' can get you where you want, with speed and stability. It's going to be a dry ride, packed with action. We fish anywhere from 3ft to 3000ft of water.

These trips can work with absolute beginners or full pros. Either way, the crew will help out so that you can have an enjoyable day on the water. Depending on the season, you can get Snapper, Grouper, Tarpon, Permit, Cobia, or more exotic fish, like Mahi, Sailfish, Kingfish, and more.

Pack a camera, sunglasses, a cap, sunblock, food, and drinks, and come along. If you can't find a spot here, just scroll down and click on Capt. Damon's name to see free spots on the rest of the fleet.

Fish Key West takes you on a fishing trip around one of the most diverse fisheries in the world. The action is great year-round, both inshore and out on the open waters. Based in the Key West, the crew onboard 'Coolwater II' knows the hot spots and how the fish bite. These captains have spent hours and years on the local waters. If someone knows how to cater to both novice anglers and more experienced fishermen, it's these guys.

'Coolwater II' is a versatile boat that can take on both inshore species and offshore game. She is a 33' Sea Vee center console that can take up to six people. Powered by two 300 HP Yamaha engines, 'Coolwater II' can reach speeds of up to 45 knots. She features a hardtop with a lookout tower. The boat is fitted with top-notch electronics to help you find your prey. She stores all the gear you need, as well as tackle, bait, license, and ice. There is a bathroom onboard. 'Coolwater II' is a top choice whether you want to fish a tournament or hire a charter.

If you go on a full day trip, you could be fishing far offshore, all the way up to the 90-mile mark. Or stay inshore, and scout around the backcountry waters to land Tarpon. 'Coolwater II' can get you where you want, with speed and stability. It's going to be a dry ride, packed with action. We fish anywhere from 3ft to 3000ft of water.

These trips can work with absolute beginners or full pros. Either way, the crew will help out so that you can have an enjoyable day on the water. Depending on the season, you can get Snapper, Grouper, Tarpon, Permit, Cobia, or more exotic fish, like Mahi, Sailfish, Kingfish, and more.

Pack a camera, sunglasses, a cap, sunblock, food, and drinks, and come along. If you can't find a spot here, just scroll down and click on Capt. Damon's name to see free spots on the rest of the fleet.

Damon Santelli
Captain
Damon Santelli
23 years of experience
responds within an hour

Select date to see availability

Trip availability and prices

Trip date:
Group Size:
October 2026
SuMoTuWeThFrSa
Loading...
Group Size
2 adults • 0 children
Change
Almost there...
Half Day Trip (AM)
FREE Cancellation 7 days notice
4 hour trip starts at 8:00 AM
US $1,000
Entire boat: up to 6 people
Half Day Trip (PM)
FREE Cancellation 7 days notice
4 hour trip starts at 2:00 PM
US $1,000
Entire boat: up to 6 people
3/4 Day Trip
FREE Cancellation 7 days notice
6 hour trip starts at 8:00 AM
US $1,300
Entire boat: up to 6 people
Full Day Trip
FREE Cancellation 7 days notice
8 hour trip starts at 8:00 AM
US $1,600
Entire boat: up to 6 people
There is 1 person looking at this charter.

Customer reviews

Loading...

Rating

4.8
249 reviews
4.8
Boat & equipment
4.8
Captain & crew
4.8
Fishing Experience

Anglers' gallery (201)

What anglers say

94%
Great experience
90%
Family friendly
99%
Friendly captain
99%
Good boat
95%
Recommended
88%
Caught fish

Reviews (249)

  • Hannah Thorp
    Hannah Thorp
    us
    Pennsylvania, US
    Member since 2025
    5.0
    Verified

    Best day on the water with Forest!

    3/4 Day Trip on February 2, 2025 • 4 adults

    We booked a 6 hour charter with Forest and not even that was enough! He was such a knowledgeable captain which made our day such a blast. We had a mix of beginner and mildly experienced fishers. He knew exactly where to go to catch what we wanted, including some delicious fish to eat for dinner that night as well as some deeper water adventures! Our next visit will absolutely include another charter with him. Definitely recommend!!

  • Justin Clingman
    Justin Clingman
    us
    Ohio, US
    Member since 2023
    5.0
    Verified

    Fishing trip in June

    Split Charter - Join A Group (AM) on June 22, 2023 • 2 adults
  • Estevan Alvarado
    Estevan Alvarado
    Repeat angler
    us
    North Carolina, US
    Member since 2023
    3 trips
    5.0
    Verified

    Great fishing

    Full Day Trip on March 29, 2025 • 3 adults

    Weather wasn’t on our side but we can’t control that so we made the best of it and caught some good fish for the day, 10/10 would come back!

  • Josh Lemelle
    Josh Lemelle
    Repeat angler
    us
    Florida, US
    Member since 2021
    4 trips
    5.0
    Verified

    Memories made

    3/4 Day Trip on June 3, 2021 • 2 adults

    I’d like to thank our captain, Ryan. He took us out and put us right on the mahi. I can’t say enough good things about Ryan. Me and the wife decided to drink late the night before so we suffered a little. Lol, but we survived. Now for the big ass fish story. Ryan put us on the weed line and this majestic animal decided to bite. What a fight it gave me. It took me two hours to get this monster up to the boat. After two hours I had to tap captain Ryan in because my arms were jelly after that fight. His fresh arms were what was needed to bring it up. We will definitely be coming back with these guys. We highly recommend if you’re looking for your own fish story.

  • Curt Costello
    Curt Costello
    Repeat angler
    us
    Missouri, US
    Member since 2021
    2 trips
    5.0
    Verified

    3/4 (6 HR) Day Trip w/ Captain Damon

    3/4 Day Trip on March 16, 2021 • 2 adults

    Damon really takes pride to make sure his charter guests have a great experience; understanding they are booking the charters to have fun and catch the amazing fish the Key West area has to offer. My wife and I booked a 6 hour charter w/ Captain Damon based on the excellent reviews and his suggestion from his featured fishingbooker profile video.  Top notch experience!!  He did not disappoint.  The day he had planned out after talking with him the day before our trip had to change due to high winds the day of.  Because of his knowledge of fishing the Key West area, he knew where to go.  Since we had 6 hours to work with we went the multiple locations and he put us on good fishing each time.  When he asked if we wanted to catch some big game, possibly some shark, there was no way we were going to say no to that option.  We ended up hooking multiple types of fish, a huge Cobia and a huge Bull Shark (talking as least 300 lbs)!  It was a catch of a lifetime for me. He was so pumped for me when I got on a nice Cobia and brought that in and then it seemed like he made it his personal mission for me to be able to reel in a shark. After hooking a couple of fails in the line, he changed out to a different line and I was ultimately able to bring a Bull Shark. He definitely went the extra mile for us and will for you too. Thanks Captain Damon.

  • Joe Nold
    Joe Nold
    us
    Kansas, US
    Member since 2022
    5.0
    Verified

    3/4 day with Captain Joey

    3/4 Day Trip on March 15, 2022 • 2 adults • 1 child

    Had a great 3/4 day with Captain Joey. Not the best day for fishing but we found bait fish and he took us to some “honey holes.” Very patient with our 10 year old novice fisherman ( who helped with the chumming.) Cleaned our fish, packaged and put on ice… recommend Hurricane Hole to cook our catch… 5 stars all day long

  • Drew Lazarus
    Drew Lazarus
    us
    North Carolina, US
    Member since 2021
    5.0
    Verified

    Half Day trip with Capt. Ray

    Split Charter - Join A Group (AM) on September 3, 2021 • 2 adults

    Outstanding half day trip (split a.m.). Capt Ray was knowledgeable and great. Extremely patient and gave great insight to landing fish successfully. Got us on fish early with little expectations before we made the first cast. He also did a great job filleting the fish once back at the dock. Before we departed he recommended several restaurants on the island that offered hook & cook. Highly recommended and when we come back we’ll specifically ask for Capt Ray again!! Thank you sir!!

  • Wilhelm Liebmann
    Wilhelm Liebmann
    us
    Texas, US
    Member since 2021
    5.0
    Verified

    Great day on the water!!!

    3/4 Day Trip on August 6, 2021 • 3 adults

    We loved fishing with Captain John! He put us onto great snapper on the reef, followed by schools of mahi mahi in deep water. We were reeling them in faster than we could count! No kidding! It’s always fun to fish with a guide who pays attention to detail and works hard to make sure you have a great experience- and that’s just what you’ll get if you go fishing with Captain John. Awesome experience. Highlight of our vacation!

  • Joel Gunn
    Joel Gunn
    Repeat angler
    us
    Illinois, US
    Member since 2021
    4 trips
    5.0
    Verified

    Half day with Capt. Joey

    Split Charter - Join A Group (AM) on May 19, 2021 • 2 adults

    Went on a four hour trip on a very windy day. Due to the wind we stayed in shore. We quickly ended in an area populated by Yellow Jacks. Between the four of us we caught about 25-30 of them keeping 3 or 4. We also kept a few mutton and mangrove snappers. After the bite slowed down we caught and released 3 sharks. It was a very enjoyable day when not many boats ventured out. The Captain was efficient and friendly. I highly recommend Coolwater II.

  • Ben Schultz
    Ben Schultz
    Repeat angler
    us
    Maryland, US
    Member since 2022
    3 trips
    5.0
    Verified

    Fishing with Damon

    Split Charter - Join A Group (AM) on May 27, 2023 • 2 adults

    Great half day w capt Noah catching mutton snapper, amberjack, and yellowtail!

Rating

4.8
249 reviews
4.8
Boat & equipment
4.8
Captain & crew
4.8
Fishing Experience

Anglers' gallery (201)

What anglers say

94%
Great experience
90%
Family friendly
99%
Friendly captain
99%
Good boat
95%
Recommended
88%
Caught fish

All reviews (249)

Frequently mentioned
Showing 1 – 5 of 249 reviews
Christopher Hershey
Christopher Hershey
us
Texas, US
Member since 2026
5.0
Verified
Fishing with Damon
Half Day Trip (PM) on July 19, 2026 • 2 adults

Keith Luke
Keith Luke
us
Alabama, US
Member since 2025
4.7
Verified
Great fishing trip !!!
Half Day Trip (AM) on April 14, 2026 • 4 adults • 1 child

Had a great experience with Captain Ben, he put on some Yellowfin,Porgy,Mutton and Mangrove Snappers. Dinner tonight. The trip was short but with a 7 year old it’s hard to keep their attention for long. Enjoyed the trip. Thanks Porgy Slayer

John Brandt
John Brandt
Repeat angler
us
South Carolina, US
Member since 2025
2 trips
5.0
Verified
Great time
Full Day Trip on December 12, 2025 • 5 adults

My buddies and I had a great time fishing with Captain Forest. We caught a lot of fish and really enjoyed ourselves.

Reported catch:
Yellowtail Snapper
Amberjack
Josh Hill
Josh Hill
Repeat angler
us
Massachusetts, US
Member since 2020
3 trips
4.7
Verified
Fishing with Damon
Full Day Trip on December 6, 2025 • 3 adults

Hannah Thorp
Hannah Thorp
us
Pennsylvania, US
Member since 2025
5.0
Verified
Best day on the water with Forest!
3/4 Day Trip on February 2, 2025 • 4 adults

We booked a 6 hour charter with Forest and not even that was enough! He was such a knowledgeable captain which made our day such a blast. We had a mix of beginner and mildly experienced fishers. He knew exactly where to go to catch what we wanted, including some delicious fish to eat for dinner that night as well as some deeper water adventures! Our next visit will absolutely include another charter with him. Definitely recommend!!

Reported catch:
Yellowtail Snapper

FAQs about Fish Key West – The Coolwater II

Fish Key West – The Coolwater II offers the following trips to customers:
  • US $1,000 per group - Half Day Trip (AM) (4 hours)
  • US $1,000 per group - Half Day Trip (PM) (4 hours)
  • US $1,300 per group - 3/4 Day Trip (6 hours)
  • US $1,600 per group - Full Day Trip (8 hours)
When you book a trip with Fish Key West – The Coolwater II, you can expect the following amenities onboard:
  • Toilet
  • GPS
  • Fishfinder
  • Radio
Trips booked with Fish Key West – The Coolwater II include:
  • Rods, reels & tackle
  • Live bait
  • Lures
  • Catch cleaning & filleting
  • Fishing license
Fish Key West – The Coolwater II offers the following types of fishing:
  • Inshore fishing
  • Nearshore fishing
  • Offshore fishing
  • Flats fishing
  • Backcountry fishing
Fish Key West – The Coolwater II offers the following fishing techniques:
  • Light tackle
  • Heavy tackle
  • Bottom fishing
  • Trolling
  • Jigging
  • Popping
  • Fly fishing
  • Handline
  • Deep sea fishing
Top targeted fish species with Fish Key West – The Coolwater II include:
  • Amberjack
  • Cobia
  • Dolphin (Mahi Mahi)
  • Permit
  • Sailfish
  • Snapper (Mutton)
  • Snapper (Red)
  • Snapper (Yellowtail)
  • Tarpon
  • Wahoo

Your captain

Damon Santelli
Damon Santelli
Key West, Florida, United States
34 Fishing Reports
881 Customer reviews
Typical response within an hour
Member since June 2014
Capt. Damon Santelli runs fishing trips out of the rich Florida Keys. Damon spent a decade working as a commercial fisherman in the Key West. During that time, he learnt a great deal about fishing, using rod and reel to make a living. Having earned a lot of experience and skills, Capt. Damon went on to become a captain of his own charter. He now has a fleet of boats and along with his team takes out numerous customers each year. The decision to leave behind his office career and become a captain proved to be the right one. Capt. Damon is patient and likes taking both novice anglers and seasoned fishermen out on the water. Damon has landed many commercial fishing records, such as 1232 lbs of Yellowtail Snapper. You don't want to miss a trip with him. It's going to be pure action!
Damon Santelli
Damon Santelli
34
reports
881
reviews
2014
member since
~1h
response
Capt. Damon Santelli runs fishing trips out of the rich Florida Keys. Damon spent a decade working as a commercial fisherman in the Key West. During that time, he learnt a great deal about fishing, using rod and reel to make a living. Having earned a lot of experience and skills, Capt. Damon went on to become a captain of his own charter. He now has a fleet of boats and along with his team takes out numerous customers each year. The decision to leave behind his office career and become a captain proved to be the right one. Capt. Damon is patient and likes taking both novice anglers and seasoned fishermen out on the water. Damon has landed many commercial fishing records, such as 1232 lbs of Yellowtail Snapper. You don't want to miss a trip with him. It's going to be pure action!

The fish you can target

Amberjack
Amberjack
Cobia
Cobia
Dolphin (Mahi Mahi)
Dolphin (Mahi Mahi)
Permit
Permit
Sailfish
Sailfish
Mutton Snapper
Mutton Snapper
Red Snapper
Red Snapper
Yellowtail Snapper
Yellowtail Snapper
Tarpon
Tarpon
Wahoo
Wahoo
Amberjack
Amberjack
Cobia
Cobia
Dolphin (Mahi Mahi)
Dolphin (Mahi Mahi)
Permit
Permit
Sailfish
Sailfish

Real catches by this captain

  • Great fishing
    Estevan A.
    Estevan A.
  • Best day on the water with Forest!
    Hannah T.
    Hannah T.
  • Fishing with Damon
    Garland O.
    Garland O.
  • Split charter with Captain Noah
    Cassie L.
    Cassie L.
  • Half day was a blast
    Ricci H.
    Ricci H.
  • Half Day trip with Captain Joey
    William B.
    William B.
  • 3/4 day with Captain Joey
    Joe N.
    Joe N.
  • January fishing trip
    Lauren R.
    Lauren R.
  • Half day trip with Captain Chris
    Tim L.
    Tim L.

What is the boat like?

Boat image
Boat category
Center console boats
Capacity
6 persons
Boat length
33 ft
Year built
2015
Boat manufacturer
Sea Vee
Boat type
Center console
Engine model
Yamaha
Powered by
2 x 300HP
Max cruising speed
45 knots

What kind of fishing will you do?

Inshore Fishing
Nearshore Fishing
Offshore Fishing
Flats Fishing
Backcountry Fishing

Which fishing techniques you can try

Light Tackle
Heavy Tackle
Bottom Fishing
Trolling
Jigging
Popping
Fly Fishing
Handline
Deep Sea Fishing

Which amenities are available onboard

Toilet
GPS
Fishfinder
Radio
What's included in the trip price
Rods, reels & tackle
Live bait
Lures
Catch cleaning & filleting
Fishing license

How cancellations work

Free cancellation up to 7 days prior to trip
You can cancel or modify your booking up to 7 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.
Child friendly
You keep catch
Catch and release allowed

How you can pay

Pay online in full
Pay online in full through FishingBooker and save on credit card fees at the dock.
No additional fees.
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
 American Express

What’s biting in Key West right now

AmberjackAmberjack
CobiaCobia
Dolphin (Mahi Mahi)Dolphin (Mahi Mahi)
PermitPermit
SailfishSailfish
Snapper (Mutton)Snapper (Mutton)
Snapper (Yellowtail)Snapper (Yellowtail)
TarponTarpon
WahooWahoo

Compare similar fishing charters

Current
Fish Key West – The Coolwater II
Fish Key West – The Coolwater II
State licensed
4.8
(249)
33 ft
Group size 1 - 6
1 - 6
Fish 1
Fish 2
+8
4 hour trip • 6 persons
US $1,000