Waypoint Fishing Charters

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Captain Nate Wheeler is a born and raised, full time local fishing guide of the Florida Keys. A Key West High School graduate and military veteran, Captain Nate works very hard to make sure every trip is the fishing adventure of a lifetime. Fun, safe, professional. Waypoint Fishing Charters is ru...

Captain Nate Wheeler is a born and raised, full time local fishing guide of the Florida Keys. A Key West High School graduate and military veteran, Captain Nate works very hard to make sure every trip is the fishing adventure of a lifetime. Fun, safe, professional. Waypoint Fishing Charters is run by Key West Native, Captain Nate, who knows where to go to get you on the fish. Looking for a great flats fishing trip? We can help you out. Want to try some offshore reefs & wrecks? We can do that too! Let Waypoint Fishing Charters create a memorable and successful Key West fishing trip for you and your best fishing buddy! Best for two people, Waypoint Fishing Charters has a beautiful 16’ Hewes Bonefisher Flats Boat for fishing the shallow waters of Key West. We’ll fish for Tarpon, the Silver King himself. This species is very aggressive and a worthy fighter. Schedule your trip for anytime between February and September, with April through July being peak months. Sight fishing Tarpon in shallow water is an angler’s dream – let Captain Nate guide you to them! We also fish for Redfish, Snook, Permit, Bonefish and more on inshore trips! If you’re looking for offshore Key West fishing excursion, Captain Nate pilots a 25’ Sea Vee Center Console, great for 4 passengers. On these trips we target Mahi Mahi, Sailfish, Wahoo, Tuna, Cobia, Grouper & Snapper. Not much beats the thrill of fighting these monsters in the open water! Don’t take our word for it – come experience the action with Waypoint Fishing Charters! All fishing trips with Waypoint Fishing Charters are custom-made to accommodate each customer’s needs. All fishing licenses, rods, reels, bait and tackle are provided. A cooler with plenty of ice and cold bottles of water are also provided. Feel free to bring your own gear, along with food or drinks for the day. Hat, sunscreen, and protective clothing are highly recommended. For sight fishing we suggest getting a good pair of polarized sunglasses; and rain gear is a good idea in case weather takes a turn on us. Whether you’re in town for vacation or live in the area, who better to fish with than a lifelong Key West native Floridian? We’ll get you hooked up and have the reels screamin’ in no time! Book with Waypoint Fishing Charters today!

Popular Features:

  • Fishing License Included
  • Fishing Tackle Included
  • First Mate
  • Fishing Trips with Waypoint Fishing Charters start at: $750.00

    View Trips
  • Your Captain will provide:

    • Fishing License
    • Fly Fishing Equipment
    • Fresh or Live Bait
    • Lures
    • Rods Reels Terminal Tackle

    You’ll need to bring drinks (no glass bottles), snacks, weather appropriate clothing, sunglasses, sunscreen, etc.

  • Weather cancellations are at your Captain’s discretion, your safety is their number one priority! You will receive a refund for any weather cancellation, or you can choose to reschedule your trip for a different date.

  • 25163 Flagship Drive Summerland Key, FL

    • Amberjack
    • Lesser Amberjack
    • Barracuda
    • Cobia
    • Mahi Mahi
    • Black Grouper
    • King Mackerel
    • Permit
    • Sailfish
    • Sharks
    • Mangrove Snapper
    • Tarpon
    • Wahoo
    Your Captain will have you targeting the species biting most frequently on the days leading up to your trip!

Trips:

You will have the opportunity to select backup dates in checkout (if applicable)

Half Day Trip (AM)

$750.00

Price includes up to 4 guests

7:00am - 11:00am EST (4 hours)
Deposit refundable up to 7 Days before the trip
Trip Details

Ultimate trip for people who want to fish hard during the early morning or late evening, but don't necessarily want to be out all day long. Great way to get out, nail a few fish then still have the rest of the day for other activities.

3/4 Day Trip

$950.00

Price includes up to 4 guests

7:00am - 1:00pm EST (6 hours)
Deposit refundable up to 7 Days before the trip
Trip Details
This trip is a great balance for those who want to fish a little more than a half-day but don’t quite have the time to commit to a full day. You will be targeting anything from Grouper and Snapper to Redfish and Permit.

Full Day Trip

$1,150.00

Price includes up to 4 guests

7:00am - 3:00pm EST (8 hours)
Deposit refundable up to 7 Days before the trip
Trip Details
Full day trips are great for those that want to try different styles of fishing, really push hard to find the bite. You will be fishing for Mahi Mahi, Sailfish, Wahoo, Grouper, Tuna, and many other species up to 20 miles out

Half Day Trip (PM)- Tarpon

$750.00

Offered 03/01/24 - 07/01/24

Price includes up to 4 guests

4:30pm - 8:30pm EST (4 hours)
Deposit refundable up to 7 Days before the trip
Trip Details

Come target the legendary Tarpon. Bites are concentrated around particular tide changes. This is a great way to spend a couple hours targeting large fish in calm water.
Customer Reviews
Average Review
5
(3)
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Half Day Trip (AM)
Nate was a Great Captain! He knows his stuff and was more than happy to take us out for whatever we wanted. We had non stop action the entire time. Definitely recommend!
Nate was a Great Captain! He knows his stuff and was more than happy to take us out for whatever we wanted. We had non stop action the entire time. Definitely recommend!
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Half Day Trip - Evening Tarpon
Nate Wheeler with Waypoint Charters is the man. Of the 7 Tarpons hooked from 15+ boats, we caught two of them.
Nate Wheeler with Waypoint Charters is the man. Of the 7 Tarpons hooked from 15+ boats, we caught two of them.
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Full Day Trip
Had an awesome time! Captain Nate is a great fishing guide!! He put us on some fish and we had an amazing trip!!
Had an awesome time! Captain Nate is a great fishing guide!! He put us on some fish and we had an amazing trip!!
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Additional Features:

  • Saftey Equipment

  • Life Jackets
  • Life Raft
  • Fire Extinguishers
  • First-aid Equipment
  • Cpr-trained Crew
  • Epirb
  • Flares
  • Vhf Radio
  • Navigation

  • Gps
  • Fish Finder
  • Price Includes

  • Fishing License
  • Fly Fishing Equipment
  • Fresh Or Live Bait
  • Lures
  • Rods Reels Terminal Tackle
  • First Mate

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