Always Fun Charters LLC 

4.6/5 (203 reviews)
 
State licensed
 Main Street 1120, Fort Myers Beach, FL 33931, United States

Always Fun Charters LLC 

 
State licensed
4.6/5 (203 reviews)
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Main Street 1120
Fort Myers Beach, FL, United States
You may qualify for a Loyalty Program discount with Always Fun Charters LLC. To check if you can use a Loyalty Program discount for your selected dates, please sign in.

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 with a full restroom. 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!

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Customer reviews

Rating summary

4.6/5
out of 5 stars from 203 reviews
Boat
4.7/5
Crew
4.7/5
Experience
4.5/5

Photos & videos by reviewers (180)

Nice experience and welcoming
Nice experience and welcoming
Caught multiple sharks!!
+177

Angler rating

160
19
12
9
0

Anglers claimed

Good experience

82%

Appropriate for children

95%

Friendly captain

92%

Satisfied with the boat

97%

Recommend this charter

84%

Caught fish

75%

Showing 1 - 5 of 203 reviews
Showing: 5 of 203 reviews
Alex K.
Alex K.
5.0/5

Jul 18, 2025

Inshore/Offshore Trip

Hammertime!!!

VERIFIED

We had an absolute blast near Sanibel Island! First, we reeled in a bunch of trouts, one by one, and it was a blast for the whole family. And guess what? We even caught a shark with our own-caught bait! It was an epic fight, and an experience we’ll never forget. Thanks a million to Neil and Peter for being such great guides. They made sure we had the best time possible!.

We had an absolute blast near Sanibel Island! First, we reeled in a bunch of trouts, one by one, and it was a blast for the whole...  

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 Alex K. recommends Always Fun Charters LLC
 Alex K. recommends Always Fun Charters LLC

Susan G.
Susan G.
5.0/5

Apr 22, 2025

Inshore/Offshore Trip

Great trip

VERIFIED

Ed and the Captain where great. Feel free to call the Captain with any questions, he's happy to talk to you. We where happy with what we caught .( Even though the Captain and Ed where not). The Captain really knows what he's doing. He knew what was under us. Some times they just don't bite. We made a nice meal out,of Whitings and Trout, thanks Ed for filleting them. Caught some cool looking fish not keepers too! Thanks for the memories. Like I said call the Captain with any questions.

Ed and the Captain where great. Feel free to call the Captain with any questions, he's happy to talk to you. We where happy...  

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 Susan G. recommends Always Fun Charters LLC
 Susan G. recommends Always Fun Charters LLC

Fred D.
Fred D.
5.0/5

Oct 27, 2025

3 Hour Nearshore Trip Special

captain and first mate were the best

VERIFIED
NEW

we had a fantastic time, the captain was cool knowledgeable ans friendly. The firstmate was first class and knew her stuff. I'll be scheduling again soon.

we had a fantastic time, the captain was cool knowledgeable ans friendly. The firstmate was first class and knew her stuff. ...  

 Fred D. recommends Always Fun Charters LLC
 Fred D. recommends Always Fun Charters LLC

Jennifer M.
Jennifer M.
5.0/5

Jun 3, 2025

Inshore/Offshore Trip

Awesome experience

VERIFIED

We had so much fun. The captain and Eddie were very nice. Explained how to hook the shrimp to my daughter to not kill it on the hook, caught lots of fish, and a shark! Weather was good but s little windy but no one can control that. Overall we had fun and got some fish to take home for dinner

We had so much fun. The captain and Eddie were very nice. Explained how to hook the shrimp to my daughter to not kill it on the...  

Review media 0
 Jennifer M. recommends Always Fun Charters LLC
 Jennifer M. recommends Always Fun Charters LLC

Charles J.
Charles J.
5.0/5

Dec 19, 2024

Inshore/Offshore Trip

Great Family Outing

VERIFIED

Captain Neil and Captain Ethan were great! We had three generations out for our family fishing trip. Everyone had fun, ages 4 to 77. When the fog was too heavy to leave the bay when we first departed, captain Neil found a spot where we could catch fish while waiting for it to lift. Captain Ethan was super helpful with rigging our lines, giving tips on technique, and keeping our hooks baited. And both are a pleasure to talk with!

Captain Neil and Captain Ethan were great! We had three generations out for our family fishing trip. Everyone had fun, ages 4...  

 Charles J. recommends Always Fun Charters LLC
1 person finds this review helpful
 Charles J. recommends Always Fun Charters LLC
1 person finds this review helpful

Trip availability and prices

Trip Date:
Days:
Group Size:
Select date to see availability
November 2025
SuMoTuWeThFrSa
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Number of days
1
Group Size
2 adults • 0 children
Change
Almost there...
Shark Fishing Trip Special
FREE Cancellation 3 days notice
3 Hour Trip, starts at 8:00 AM
Seasonal trip May 1 - Nov 30
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US $530 
Entire boat: up to 6 people
3 Hour Nearshore Trip Special
FREE Cancellation 3 days notice
3 Hour Trip, starts at 8:00 AM
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US $550 
Entire boat: up to 6 people
3 Hour Nearshore Trip
FREE Cancellation 3 days notice
3 Hour Trip, starts at 8:00 AM
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US $570 
Entire boat: up to 6 people
3 Hour Nearshore Trip PM
FREE Cancellation 3 days notice
3 Hour Trip, starts at 12:00 PM
Seasonal trip Nov 1 - Jun 1 (Mon, Tue, Sat, Sun)
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US $570 
Entire boat: up to 6 people
Inshore/Offshore Trip
FREE Cancellation 3 days notice
4 Hour Trip, starts at 8:00 AM
Seasonal trip Nov 1 - Sep 19
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US $640 
Entire boat: up to 6 people
5 Hour Inshore/Offshore Trip
FREE Cancellation 3 days notice
5 Hour Trip, starts at 8:00 AM
Seasonal trip Oct 15 - Dec 31
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US $825 
Entire boat: up to 6 people
There are 8 people looking at this charter.

Customer reviews

Rating summary

4.6/5
out of 5 stars from 203 reviews
Boat
4.7/5
Crew
4.7/5
Experience
4.5/5

Photos & videos by reviewers (180)

Nice experience and welcoming
Nice experience and welcoming
Caught multiple sharks!!
+177

Angler rating

160
19
12
9
0

Anglers claimed

Good experience

82%

Appropriate for children

95%

Friendly captain

92%

Satisfied with the boat

97%

Recommend this charter

84%

Caught fish

75%

Showing 1 - 5 of 203 reviews
Showing: 5 of 203 reviews
Alex K.
Alex K.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Hammertime!!!

VERIFIED

Inshore/Offshore Trip on July 18, 2025

We had an absolute blast near Sanibel Island! First, we reeled in a bunch of trouts, one by one, and it was a blast for the whole family. And guess what? We even caught a shark with our own-caught bait! It was an epic fight, and an experience we’ll never forget. Thanks a million to Neil and Peter for being such great guides. They made sure we had the best time possible!.

We had an absolute blast near Sanibel Island! First, we reeled in a bunch of trouts, one by one, and it was a blast for the whole family. And guess what? We even caught a shark with our own-caught bait! It was an epic fight, and an experience we’ll never forget. Thanks a million to Neil and Peter for being such great guides. They made sure we had the best time possible!.  

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 Alex K. recommends Always Fun Charters LLC

Susan G.
Susan G.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Great trip

VERIFIED

Inshore/Offshore Trip on April 22, 2025

Ed and the Captain where great. Feel free to call the Captain with any questions, he's happy to talk to you. We where happy with what we caught .( Even though the Captain and Ed where not). The Captain really knows what he's doing. He knew what was under us. Some times they just don't bite. We made a nice meal out,of Whitings and Trout, thanks Ed for filleting them. Caught some cool looking fish not keepers too! Thanks for the memories. Like I said call the Captain with any questions.

Ed and the Captain where great. Feel free to call the Captain with any questions, he's happy to talk to you. We where happy with what we caught .( Even though the Captain and Ed where not). The Captain really knows what he's doing. He knew what was under us. Some times they just don't bite. We made a nice meal out,of Whitings and Trout, thanks Ed for filleting them. Caught some cool looking fish not keepers too! Thanks for the memories. Like I said call the Captain with any questions.  

Review media 0
Review media 1
Review media 2
Review media 3
 Susan G. recommends Always Fun Charters LLC

Fred D.
Fred D.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

captain and first mate were the best

VERIFIED
NEW

3 Hour Nearshore Trip Special on October 27, 2025

we had a fantastic time, the captain was cool knowledgeable ans friendly. The firstmate was first class and knew her stuff. I'll be scheduling again soon.

we had a fantastic time, the captain was cool knowledgeable ans friendly. The firstmate was first class and knew her stuff. I'll be scheduling again soon.  

 Fred D. recommends Always Fun Charters LLC

Jennifer M.
Jennifer M.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Awesome experience

VERIFIED

Inshore/Offshore Trip on June 3, 2025

We had so much fun. The captain and Eddie were very nice. Explained how to hook the shrimp to my daughter to not kill it on the hook, caught lots of fish, and a shark! Weather was good but s little windy but no one can control that. Overall we had fun and got some fish to take home for dinner

We had so much fun. The captain and Eddie were very nice. Explained how to hook the shrimp to my daughter to not kill it on the hook, caught lots of fish, and a shark! Weather was good but s little windy but no one can control that. Overall we had fun and got some fish to take home for dinner  

Review media 0
 Jennifer M. recommends Always Fun Charters LLC

Charles J.
Charles J.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Great Family Outing

VERIFIED

Inshore/Offshore Trip on December 19, 2024

Captain Neil and Captain Ethan were great! We had three generations out for our family fishing trip. Everyone had fun, ages 4 to 77. When the fog was too heavy to leave the bay when we first departed, captain Neil found a spot where we could catch fish while waiting for it to lift. Captain Ethan was super helpful with rigging our lines, giving tips on technique, and keeping our hooks baited. And both are a pleasure to talk with!

Captain Neil and Captain Ethan were great! We had three generations out for our family fishing trip. Everyone had fun, ages 4 to 77. When the fog was too heavy to leave the bay when we first departed, captain Neil found a spot where we could catch fish while waiting for it to lift. Captain Ethan was super helpful with rigging our lines, giving tips on technique, and keeping our hooks baited. And both are a pleasure to talk with!  

 Charles J. recommends Always Fun Charters LLC
1 person finds this review helpful

FAQs about Always Fun Charters LLC

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The fish you can target

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What is the boat like?

Boat Image
Boat category
Sportfishing boats
Capacity
6 persons
Boat length
41 ft
Year built
1999
Boat manufacturer
Tiara
Boat type
Sportfishing

Engine model
Detroit Diesel
Powered by
2 x 550HP
Max cruising speed
24 knots
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