Gorgeous sandy beaches, a cool breeze to chill you on a hot summer’s day, and the sound of the reel screaming as you scramble to fight a massive Amberjack – that’s what Fort Myers Beach looks like. Combine that with a professional and friendly charter like Always Fun Charters and you have the recipe for an unforgettable fishing adventure!

Join Captain Neil Douglass on board of his 41’ Tiara offshore sport fishing vessel. She’s quite the powerhouse, with twin Detroit diesel engines providing 1100 HP worth of thrust. That’s enough to push her along at a smooth 26 knots of maximum cruising speed, impressive for a vessel of her size. Not only is her ride smooth, but also quite comfortable – you can easily bring 5 of your fishing buddies and you still won’t bump elbows.

Don’t worry about losing your edge on longer trips under the hot sun, she’s got all the comforts a modern angler needs to stay at his best. An air-conditioned cabin will keep you cool and you can freshen up in the shower. A power-nap in the onboard bed is available, to recharge your batteries between epic fights.

Don’t think she’s a pleasure cruiser, Capt. Neil’s Tiara is a sport fishing vessel 100%. You can strap in a fighting chair when you hook a big boy, or enjoy trolling with greater success: outriggers and downriggers extend your reach. Great species such as Amberjack, Cobia, Red Snapper, Groupers, Permit, Kingfish, Spanish Mackerel, and others are waiting for you.

There’s a first mate on board to assist you in whatever you do, as well as clean and fillet your fish, free of charge. Gratuity is greatly appreciated, though.

There’s no minimum age for kids with Always Fun Charters, they will provide you with PFDs in all sizes. The captain will usually prepare your live bait in advance, which is included in the trip price.

Book a trip with Captain Neil Douglass and get ready to cast off on a fishing trip that you’ll fondly remember for years to come!



Select date to see available trips and rates:

  • Private trip
    3 Hour Nearshore Trip
    FREE Cancellation 3 days notice
    3 Hour Trip, starts at 8:00 AM
    Seasonal trip Nov 1 - Sep 19
    US $540
    Experience fishing the Gulf of Mexico on a large yacht without breaking the vacation budget. You will have fun, sun, and fish! All for a great price.
  • Private trip
    3 Hour Nearshore Trip PM
    FREE Cancellation 3 days notice
    3 Hour Trip, starts at 12:00 PM
    Seasonal trip Sep 1 - Jun 1
    US $540
    Experience fishing the Gulf of Mexico on a large yacht without breaking the vacation budget. You will have fun, sun, and fish! All for a great price.
  • Private trip
    3 Hour Nearshore Trip Special
    FREE Cancellation 3 days notice
    3 Hour Trip, starts at 8:00 AM
    Seasonal trip Sep 20 - Oct 31
    US $540
    Experience fishing the Gulf of Mexico on a large yacht without breaking the vacation budget. You will have fun, sun, and fish! All for a great price.
  • Private trip
    Inshore/Offshore Trip
    FREE Cancellation 3 days notice
    4 Hour Trip, starts at 8:00 AM
    Seasonal trip Nov 1 - Sep 19
    US $640
    This is a 3.5 to 4 hrs trip where you'll target Spanish Mackerel, King Mackerel, Whiting, Trout, Blacktip Shark, Mangrove Snapper, Pompano, Sheepshead, and whatever else bites depending on the season.
  • Private trip
    5 Hour Inshore/Offshore Trip
    In demand! Last booked: 2 days ago
    FREE Cancellation 3 days notice
    5 Hour Trip, starts at 8:00 AM
    US $775
There are 5 people looking at this charter.

FAQs about Always Fun Charters LLC

Always Fun Charters LLC offers the following trips to customers:
  • US $540 per group - 3 Hour Nearshore Trip (3 hours)
  • US $540 per group - 3 Hour Nearshore Trip PM (3 hours)
  • US $540 per group - 3 Hour Nearshore Trip Special (3 hours)
  • US $640 per group - Inshore/Offshore Trip (4 hours)
  • US $775 per group - 5 Hour Inshore/Offshore Trip (5 hours)

When you book a trip with Always Fun Charters LLC, you can expect the following amenities onboard:
  • Toilet
  • Fighting Chair
  • GPS
  • Fishfinder
  • Live Bait Well
  • Ice Box
  • Radar

Trips booked with Always Fun Charters LLC include:
  • Rods, reels & tackle
  • Live Bait (Usually prepared in advance)
  • Lures
  • Catch cleaning & filleting
  • First Mate (Tips are not mandatory but welcomed)
  • Fishing License

Always Fun Charters LLC offers the following types of fishing:
  • Inshore Fishing
  • Nearshore Fishing
  • Reef Fishing
  • Wreck Fishing

Always Fun Charters LLC offers the following fishing techniques:
  • Light Tackle
  • Heavy Tackle
  • Bottom Fishing
  • Trolling
  • Spinning
  • Drift Fishing
  • Deep Sea Fishing

Top targeted fish species with Always Fun Charters LLC include:
  • Cobia
  • Grouper (Red)
  • King Mackerel (Kingfish)
  • Permit
  • Seabass (Black)
  • Snapper (Mangrove)
  • Spanish Mackerel

Meet the Captain

Neil Douglass
Fort Myers Beach, Florida, United States
1 Fishing Report
ID & license verified
152 Customer reviews
Response time within an hour
Member since April 2018
Captain Neil Douglass was born in Naples, Florida. He's spent his entire life fishing the gorgeous waters from Panama City to Key West, learning the tricks of the local fish as well as where the hottest spots are. He started his professional fishing career as a commercial fisherman, now he has over 28 years of experience. He loves seeing the reaction of his guests when they hook a fish for the first time in the Gulf – he says he's happy to see such a special moment.

About this listing

Targeted species

Cobia Cobia
Grouper (Red) Red Grouper
King Mackerel (Kingfish) King Mackerel (Kingfish)
Permit Permit

Boat specs

Tiara (Sportfishing) originally built in 1999. Powered by 2 550HP Detroit Diesel engines, with a maximum cruising speed of 24 knots.

Length
41 ft
Capacity
6 persons

Types of fishing

Inshore Fishing
Nearshore Fishing
Reef Fishing
Wreck Fishing

Fishing techniques

Light Tackle
Heavy Tackle
Bottom Fishing
Trolling
Spinning
Drift Fishing
Deep Sea Fishing

Amenities

Toilet
Fighting Chair
GPS
Fishfinder
Live Bait Well
Ice Box

Trip includes

Rods, reels & tackle
Live Bait
Usually prepared in advance
Lures
Catch cleaning & filleting
First Mate
Tips are not mandatory but welcomed
Fishing License

Cancellation policy

Free cancellation up to 3 days prior to trip

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.

Listing policies

Pickup not included
Transfer to/from departure site is not included in trip rates.
Child Friendly
No min. age, contact for life jackets
You Keep Catch
Catch and Release Allowed
Disabled Accessible

Payment

Book with 15% deposit, pay rest to captain

When the captain confirms your trip, FishingBooker charges your credit card a 15% 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
When paying the remaining balance with a credit card, an additional 2% charge will apply.

Fort Myers Beach Fishing Calendar

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Customer reviews

Rating summary
Excellent
4.6 / 5
out of 5 stars from 152 reviews
Boat
Excellent
4.8 / 5
Crew
Excellent
4.7 / 5
Experience
Excellent
4.4 / 5
Photos & videos by reviewers (130)
Amazing fishing trip!
Amazing fishing trip!
Amazing fishing trip!
+127
Angler rating
118
17
8
6
0
Anglers claimed
Good experience
83%
Friendly captain
93%
Recommend this charter
84%
Appropriate for children
93%
Satisfied with the boat
98%
Caught fish
70%
Sort by:
Featured  
Showing:
5 of 152 reviews
Mike B.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Fishing with Neil

VERIFIED   3 Hour Nearshore Trip on August 28, 2023
Mike B. recommends Always Fun Charters LLC
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Mike B. recommends Always Fun Charters LLC
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Scott S.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Fishing with Neil

VERIFIED   Inshore/Offshore Trip on July 17, 2023
Scott S. recommends Always Fun Charters LLC
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Scott S. recommends Always Fun Charters LLC
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Julia L.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Great Trip

VERIFIED   Inshore/Offshore Trip on November 11, 2023
Perfect first charter experience for my kiddos and myself. Ethan and Captain Neil were so kind and helpful. Definitely recommend...
Julia L. recommends Always Fun Charters LLC
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Julia L. recommends Always Fun Charters LLC
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Vincent P.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Off Shore Fishing

VERIFIED   3 Hour Nearshore Trip PM on February 17, 2024
Great experience for us midwesterners!  Caption Neil & Ethan showed us the ropes and we had a great afternoon on the water....
Vincent P. recommends Always Fun Charters LLC
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Vincent P. recommends Always Fun Charters LLC
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Jacqueline V.
Cape Coral, Florida
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

4 hour session with Captain Neil and Nick.

VERIFIED   Inshore/Offshore Trip on June 26, 2023
We all had a great time! We all caught multiple whiting, they had a shark rig out and it got messed with tons of times....
Jacqueline V. recommends Always Fun Charters LLC
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Jacqueline V. recommends Always Fun Charters LLC
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