High Line Charters
High Line Charters
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Get ready for an unforgettable Key West fishing adventure with High Line Charters! Whether you’re an experienced angler or planning a day on the water with family, our knowledgeable crew will customize the trip around the season, conditions, and your preferred fishing style.
Depending on the time of year, you may target Mahi Mahi, Tuna, Wahoo, Sailfish, Kingfish, Grouper, Snapper, and more. Your trip includes fishing licenses, rods, reels, tackle, and assistance from the crew.
Our 39-foot sportfishing boat offers comfort, performance, professional fishing equipment, and an onboard restroom. Children are welcome; please confirm availability of child-sized life jackets before your trip.
Bring non-spray sunscreen, sunglasses, snacks, and plenty of water. Alcohol is permitted in moderation, but glass bottles and hard liquor are not allowed. A 10–20% gratuity for the crew is customary and appreciated.
Come aboard High Line Charters and experience Key West fishing at its best!
Get ready for an unforgettable Key West fishing adventure with High Line Charters! Whether you’re an experienced angler or planning a day on the water with family, our knowledgeable crew will customize the trip around the season, conditions, and your preferred fishing style.
Depending on the time of year, you may target Mahi Mahi, Tuna, Wahoo, Sailfish, Kingfish, Grouper, Snapper, and more. Your trip includes fishing licenses, rods, reels, tackle, and assistance from the crew.
Our 39-foot sportfishing boat offers comfort, performance, professional fishing equipment, and an onboard restroom. Children are welcome; please confirm availability of child-sized life jackets before your trip.
Bring non-spray sunscreen, sunglasses, snacks, and plenty of water. Alcohol is permitted in moderation, but glass bottles and hard liquor are not allowed. A 10–20% gratuity for the crew is customary and appreciated.
Come aboard High Line Charters and experience Key West fishing at its best!
Select date to see availability
Trip availability and prices
| Su | Mo | Tu | We | Th | Fr | Sa | |
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Customer reviews
Rating
Anglers' gallery (5)
All reviews (7)
Had a great time, loved the Captain and Russell "first mate". Caught plenty of fish and they recommended Kaya restaurant to cook our fresh catch. That was some of the best fish I have ever eaten. Well done!!
Big props to Captain Phil and his first made Jake, they took great care of myself and five friends like we were family. They showed us some of the best fishing areas that Key West has to offer. a day of great fishing, story telling and memories that we will cherish throughout our lives. His boat was very stable on the ocean with plenty of cover for the hot sun and cool breezes on the upper deck, the captain provided ice cold water and we were able to bring some adult beverages aboard to celebrate our catch and the experience. I do recommend a long sleeve fishing shirt or rash guard with a hat because the key west sun will get the best of you if you’re not prepared. Also swing by the local Public deli and pick your self up a sandwich for the trip, I met two locals there and they took fantastic care of us making sure our sandwiches were packed for fishing. These are the little things that make for a perfect day of fishing. My biggest thanks again goes to Captain Phil and Jake. Already looking forward to my next adventure High Line Charters.
Hey man, really appreciate you taking the time to leave such an awesome review! Jake and I had a great time with you and your crew—felt like we were all just old friends out for a day on the water. Glad the boat kept you cool and comfortable
Our trip with Captain Phil and First Mate Russ was absolutely incredible! From the moment we stepped on the boat, they made us feel welcome and confident that we were in great hands. The boat was very clean and well-equipped, and both Phil and Russ clearly know these waters like the back of their hands. They put us right on the fish. Russ was funny and super helpful. Definitely recommend
Thank you so much for the fantastic 5-star review! We’re thrilled to hear you had such a great afternoon on the reef with us. It’s always our goal to keep the rods bending and to make every trip both productive and fun. We’re glad you enjoyed the fishing, and the time spent on the water. Russ and I appreciate you choosing us for your Key West adventure, and we’d be honored to have you back aboard anytime you’re ready for another trip. Tight lines until then! — Captain Phil & First Mate Russ
FAQs about High Line Charters
- US $900 per group - 4 Hour Trip – Reef (AM) (4 hours)
- US $900 per group - 4 Hour Trip – Reef (PM) (4 hours)
- US $1,300 per group - 6 Hour Trip – Reef (AM) (6 hours)
- US $1,300 per group - 6 Hour Trip – Reef & Wreck (PM) (6 hours)
- US $1,600 per group - 8 Hour Trip – Reef & Wreck (AM) (8 hours)
- US $2,300 per group - 10 Hour Trip – Swordfish/Trolling (10 hours)
- Toilet Standard Marine Bathroom
- GPS All Equipment is brand new top & top of the line
- Fishfinder
- Flybridge
- Multimedia system JL Audio Speakers & All Brand new audio
- Outriggers
- Ice box for fish & Extra Coolers for Food/Drinks
- Radar
- Rods, reels & tackle
- Live bait (We can provide live bait on request)
- Lures
- Catch cleaning & filleting (Cleaning and filet services are provided free of charge)
- Drinks (Water Provided additional drinks on request)
- First mate (We always provide a knowledgable & helpful first mate for every trip. Tipping is not required but appreciated. )
- Fishing license (All necessary licenses are included for your trip. )
- Inshore fishing
- Offshore fishing (Each trip varies to some degree. Capitan Phil has the experience and knowledge to provide an excellent outing for any season. )
- Reef fishing
- Wreck fishing
- Light tackle
- Heavy tackle
- Bottom fishing
- Trolling
- Spinning
- Jigging
- Drift fishing
- Kite fishing
- Deep sea fishing
- Dolphin (Mahi Mahi)
- Grouper (Black)
- Grouper (Red)
- King Mackerel (Kingfish)
- Sailfish
- Snapper (Mangrove)
- Snapper (Mutton)
- Snapper (Yellowtail)
- Tuna (Blackfin)
- Wahoo
Your operator
Key West, Florida, United States
Our love for fishing started when we were kids, but it truly came alive on the clear blue waters of Key West. The ocean here is full of life, and over the years we've learned its reefs, currents, and hidden fishing spots. From chasing mahi-mahi around floating seaweed to battling the blistering speed of a wahoo, every trip in the Florida Keys brings something exciting. There's nothing quite like watching a sailfish explode out of the water or feeling the power of a blackfin tuna on the line. Starting our own fishing charter in Key West gives us the chance to share that experience with others. Whether it's your first time on a boat or you're a seasoned angler chasing your next trophy fish, we love helping people create unforgettable moments on the water. For us, it's about more than just fishing. It's about the thrill of the hunt, the beauty of the ocean, and the memories you take home long after the trip is over. Step aboard the High Line and experience the magic of fishing in Key West.
Ricky F.
Captain
Russ W.
First mate
Real catches by this captain
What is the boat like?
What kind of fishing will you do?
Which fishing techniques you can try
Which amenities are available onboard
How cancellations work
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.
What the listing policies are
Pickup not included
Transfer to/from departure site is not included in trip rates.
How you can pay
When the captain confirms your trip, FishingBooker charges your credit card a 25% 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
PayPal
Bank transfer
When paying the remaining balance with a credit card, an additional 2.5% charge will apply.
What’s biting in Key West right now
Dolphin (Mahi Mahi)
Grouper (Black)
Grouper (Red)
King Mackerel (Kingfish)
Sailfish
Snapper (Mangrove)
Snapper (Mutton)
Snapper (Yellowtail)
Tuna (Blackfin)
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