Specializing in light tackle inshore fishing on the Chesapeake Bay and Tangier Sound, Last Cast Charters has a trip planned for you! Whether you are down vacationing for a week or month, you owe it to yourself and your family to come see the pristine beauty that this area offers. We are located about 45 minutes from (Chincoteague) and about 1 hour from (Ocean City). The location is surrounded by endless miles of marshes, creeks, islands, and guts where nature abounds and where you will see what truly makes the Eastern Shore so special. Captain Jon Webster operates in Crisfield, Maryland and targets many types and species of fish depending on the time of the year and local water conditions. He uses modern electronics coupled with the finest available fishing equipment to make your day out on the water enjoyable as well as successful.

Captain Jon fishes aboard a 23’ Parker pilothouse boat that sits up to 3 anglers. It runs on a 250 HP Yamaha engine, uses the latest Garmin navigation technology, and is equipped with a livewell. The boat features a Rhodan trolling motor and a YETI ice-box.

On your trip, you can expect to be casting, jigging, fishing top water, fishing Live or cut bait and or fly fishing for Striped Bass, White Perch, Flounder, Cobia, Speckled Trout, Spanish Mackerel, and other species. You can keep the fish you catch but the captain encourages releasing. Also, kids are always welcome aboard.

Captain Jon will provide all the fishing gear you will need, including that for fly fishing. You are also covered for water and licenses, so you should bring nothing but some snacks. Fish cleaning is also available, just tell the captain before the trip.

Last Cast Charters is eagerly waiting for you, come aboard and have fun fishing!



Select date to see available trips and rates:

  • Private trip
    4 Hour Trip – 4 Guests
    FREE Cancellation 14 days notice
    4 Hour Trip, starts at 8:00 AM
    US $400
    On this trip, you get to pick where you want to spend the majority of your time. Fishing for local bottom fish for a few hours or for the entire trip? Maybe spend some time on a private beach with the family? Or maybe going over to Smith Island for lunch? There are many things to do and always a few surprises the captain can throw at you, so do not sweat the small stuff, just sit back and relax!
  • Private trip
    6 Hour Trip – Tangier Slam Fishing
    FREE Cancellation 14 days notice
    6 Hour Trip, starts at 5:15 AM
    US $600
    You and the captain will have a great time fishing the Tangier Sound, Smith Island, and Pocomoke Sound. Depending on the weather and water clarity, the conditions will dictate where you will spend the majority of your time. You can expect opportunities at Striped Bass, Speckled Trout, Flounder, Bluefish, Drum, and Spanish Mackerel depending on the time of year. Bring your Lunch or breakfast and hop onboard for a fun filled day on the water.
  • Private trip
    8 Hour Trip – Inshore Fishing
    FREE Cancellation 14 days notice
    8 Hour Trip, starts at 5:15 AM
    US $800
    Embark on an 8-hour fishing adventure covering the inshore waters of the Chesapeake Bay, Tangier Sound, and Pocomoke Sound. During our extended trips we often encounter and target multiple species. You can expect opportunities at Striped Bass, Speckled Trout, Flounder, Bluefish, Drum, and Spanish Mackerel depending on the time of year and seasonal temperatures. Bring your Lunch or breakfast and hop onboard for a fun filled day on the water. We look forward to spending the day with you.
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FAQs about Last Cast Charters

Last Cast Charters offers the following trips to customers:
  • US $400 per group - 4 Hour Trip – 4 Guests (4 hours)
  • US $600 per group - 6 Hour Trip – Tangier Slam Fishing (6 hours)
  • US $800 per group - 8 Hour Trip – Inshore Fishing (8 hours)

When you book a trip with Last Cast Charters, you can expect the following amenities onboard:
  • Toilet Porta-potty
  • GPS Garmin integrated electronics
  • Fishfinder Garmin 1KW Chirp / Humminbird Solix SI
  • Live Bait Well
  • Wireless Trolling Motor Rhodan 84" trolling motor
  • Ice Box YETI 105 Quart cooler for lunch and drinks
  • Radar Garmin 18XHD marine radar

Trips booked with Last Cast Charters include:
  • Rods, reels & tackle (Shimano Stradic reels & custom rods)
  • Live Bait (Eel and live Spot are sometimes used)
  • Lures
  • Catch cleaning & filleting (Ask the captain before the trip)
  • Drinks (Water bottles are available for free)
  • Fishing License (Licenses are included. Captain has a Guide License and a Charter boat permit.)
  • Fly Fishing Equipment (TFO BVK 8WT)

Last Cast Charters offers the following types of fishing:
  • River Fishing
  • Inshore Fishing (Tangier Sound, Pocomoke Sound, and Chesapeake Bay)
  • Wreck Fishing
  • Flats Fishing

Last Cast Charters offers the following fishing techniques:
  • Light Tackle
  • Bottom Fishing
  • Jigging
  • Popping
  • Fly Fishing

Top targeted fish species with Last Cast Charters include:
  • Bass (Striped)
  • Black Drum
  • Bluefish
  • Cobia
  • Flounder
  • Perch (White)
  • Redfish
  • Spanish Mackerel
  • Speckled Trout

Meet the Captain

Jon Webster
Crisfield, Maryland, United States
4 Fishing Reports
ID & license verified
16 Customer reviews
Response time within an hour
Member since January 2022
Captain Jon started Last Cast Charter Fishing in 2016. Originally born and raised on the Eastern Shore of Maryland, he grew up on the waters of the Chesapeake Bay. At the age of 14, Captain Jon developed a passion for fishing and ended up purchasing his first boat with money he had earned from working on local farms. At the age of 17, immediately after high school, he joined the U.S. Coast Guard. During his time in the Coast Guard, he earned his Coast Guard Master License. He has spent a total of 21 years in the service operating boats designed for heavy weather and surf conditions and successfully retired in 2015. Captain Jon has owned several personal boats and has run successfully an offshore charter fishing business and an inshore business. The captain holds a USCG Master License and an MD guide License. He has a lifelong passion for the water and enjoys fishing, hunting, and crabbing. He will work hard to try and help make your trip a memorable one.

About this listing

Targeted species

Bass (Striped) Striped Bass
Black Drum Black Drum
Bluefish Bluefish
Cobia Cobia

Boat specs

Parker (Pilothouse) originally built in 2014. Powered by a 250HP Yamaha engine, with a maximum cruising speed of 24 knots.

Length
23 ft
Capacity
3 persons

Types of fishing

River Fishing
Inshore Fishing
Tangier Sound, Pocomoke Sound, and Chesapeake Bay
Wreck Fishing
Flats Fishing

Fishing techniques

Light Tackle
Bottom Fishing
Jigging
Popping
Fly Fishing

Amenities

Toilet
Porta-potty
GPS
Garmin integrated electronics
Fishfinder
Garmin 1KW Chirp / Humminbird Solix SI
Live Bait Well
Wireless Trolling Motor
Rhodan 84" trolling motor
Ice Box
YETI 105 Quart cooler for lunch and drinks

Trip includes

Rods, reels & tackle
Shimano Stradic reels & custom rods
Live Bait
Eel and live Spot are sometimes used
Lures
Catch cleaning & filleting
Ask the captain before the trip
Drinks
Water bottles are available for free
Fishing License
Licenses are included. Captain has a Guide License and a Charter boat permit.
Fly Fishing Equipment
TFO BVK 8WT

Cancellation policy

Free cancellation up to 14 days prior to trip

You can cancel or modify your booking up to 14 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.

Listing policies

Pickup agreed upon reservation
Transfer to/from departure site may be available and included in price depending on your location and distance from the dock.
Child Friendly
Kids are always welcome and encouraged please reach out in advance so I know what size and type of Life Jackets to have onboard.
You Keep Catch
In accordance with applicable state laws
Catch and Release Allowed
Always encouraged

Payment

Book with 10% deposit, pay rest to captain

When the captain confirms your trip, FishingBooker charges your credit card a 10% 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
PayPal

Customer reviews

Rating summary
Excellent
4.9 / 5
out of 5 stars from 16 reviews
Boat
Excellent
4.9 / 5
Crew
Excellent
5.0 / 5
Experience
Excellent
4.9 / 5
Photos & videos by reviewers (12)
Rock fish galore!!
Capt Jon coaching our son (released fish)
fish on , fish on
+9
Angler rating
15
1
0
0
0
Anglers claimed
Good experience
100%
Friendly captain
100%
Recommend this charter
100%
Appropriate for children
100%
Satisfied with the boat
100%
Caught fish
93%
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Showing:
5 of 16 reviews
Arfin R.
New York, New York
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Short Fishing Trip with Capt Jon Webster

August 17, 2023
We had an awesome experience with Capt. Jon Webster. He is such a friendly and knowledgeable captain, we were truly impressed....
Arfin R. recommends Last Cast Charters
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1 person finds this review helpful
You and 1 other person found this review helpful
  Jon Webster Captain replied

Craig S.
Ephrata, PA
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Morning trip with Captain Jon Webster

4 Hour Trip – 4 Guests on July 26, 2023
Booked a morning trip with Captain Jon while vacationing in Chincoteague Virginia with family.  The drive to Crisfield Md...
Craig S. recommends Last Cast Charters
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Joel G.
Arlington, VA
Excellent
4.7 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Very good
4.0 / 5
Overall

Half day with captain Jon

VERIFIED   4 Hour Trip – 4 Guests on July 1, 2023
Captain Jon is an amazing Captain and would recommend him in a heartbeat. Unfortunately this morning all we caught was a little...
Joel G. recommends Last Cast Charters
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  Jon Webster Captain replied

FishingBooker Member
Salisbury, Maryland
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall
Booked a trip with Captain Jon for a trip to Smith Island and wanted to do some crabbing with my family.  We had an awesome...
FishingBooker Member recommends Last Cast Charters
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  Jon Webster Captain replied

Mike E.
Pittsburgh, Pennsylvania
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Fish on , fish on

8 Hour Trip – Inshore Fishing on May 19, 2023
guide / captain   is very knowledgeable of the area and works hard to get you what you came for..i believe he wants you to...
Mike E. recommends Last Cast Charters
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  Jon Webster Captain replied