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Always Fun Charters

The most serious offshore boat in the port, a 41 foot Tiara sportfisher with the deepest review base in Fort Myers, let down by a recurring strand of booking and trip-length complaints that the bigger boat cannot offset.

Ranked #4 of 7 in Fort Myers Updated June 2026 Reviewed by the fishing desk

Always Fun Charters fields the most serious offshore boat in Fort Myers, the Sea Hawk, a 41 foot Tiara sportfisher run by Captain Neil Douglass out of Fort Myers Beach. It also carries the deepest review base in the port, more than 200 FishingBooker reviews, which is more sustained customer evidence than any other boat here. The boat and the record volume are real strengths. What keeps it out of the top spots is the shape of that record: alongside the praise runs a recurring strand of complaints about a double booking or a trip cut shorter than expected, which the bigger boat cannot offset.

The verdict and where it ranks

At 7.6 Always Fun is a strong choice and the fourth ranked boat in Fort Myers, the pick for an angler who specifically wants the biggest, most sheltered offshore boat in the port. It sits behind Offshore Hunter and ahead of Reel-ality. The 41 foot Tiara is a better long-run platform than the center consoles around it, and the review volume is unmatched here. The honest reason it does not rank higher is service: enough reviews report a booking mix-up or a short trip that it pulls the score down. Book it for the boat, and confirm your date, hours, and price in writing first. Compare the field on the Fort Myers ranking.

The boat

The Sea Hawk is a 41 foot Tiara sportfisher with twin diesels, a cabin, and the range and seakeeping for a real offshore day, the largest boat among the ranked Fort Myers charters. On the long Gulf runs that this fishery demands, that size is a genuine advantage: a steadier, drier, more sheltered ride than an open center console, with room for a group of 6 to spread out and a cabin to get out of the sun. Boat and equipment is its clear strength, and the reason it is the right tool when the plan is a long run to the deep wrecks.

The fishing and what you target

Always Fun fishes the full range off Fort Myers Beach, from nearshore shark trips to the offshore reefs and wrecks. The targets are the Gulf bottom spread, red grouper, red snapper in season, amberjack on the wrecks, cobia, king mackerel, and permit, plus sharks on the dedicated shark trip. The 41 foot boat is built to reach the long offshore ground, so the full-day offshore trips are where it does its best work, rather than the short nearshore runs that fill out its posted schedule.

Trips and prices

The shorter trips are posted on FishingBooker by the boat for up to 6 anglers: a 3 hour shark trip at $550, a 4 hour inshore and offshore trip at $670, and a 5 hour trip at $825. The catch is that the longer offshore reef and wreck days the boat is actually built for are not posted at those prices and are quoted by inquiry, so you have to ask for the full offshore rate. That is a transparency gap on the trips that matter most for this boat. Get the trip length and the price in writing when you book, especially given the complaints below. Our cost guide sets the numbers in context.

The crew

Captain Neil Douglass draws solid marks across a large review base for putting people on fish, and at more than 200 FishingBooker reviews the volume of positive feedback is the deepest in the port. The reason captain and crew, track record, and service all sit below the boat itself is the recurring negative strand: a real number of reviews report a double booking, a trip that started late or ended early, or a day that did not match what was sold. It is a minority against the praise, but it recurs often enough to weigh, and it is what separates Always Fun from the cleaner records above it.

Booking and what to know

Book through FishingBooker or direct. Given the booking complaints, confirm your exact date, departure time, trip length, and price in writing, and reconfirm a day or two ahead. Bring food, drinks, and a cooler for your fillets. The longer offshore day is the trip to book on a boat this size, so ask for that rate rather than defaulting to a posted short trip. The license is covered and the catch is cleaned.

How we scored it

Always Fun scores 7.6: the best boat and the deepest review base in Fort Myers, marked down on service, track record, and value for a recurring strand of booking and trip-length complaints and for not posting the offshore rates the boat is built for. Boat and equipment is its strength; service and booking is where it slips. See how we scored this boat and compare it with the rest of the Fort Myers field.

Private offshore41 foot sportfisherMost reviews in the port
Typical Always Fun Charters rates · Up to 6 anglers
TripHoursRate
Shark trip3 hr$550 for the boat
Inshore and offshore4 hr$670 for the boat
Inshore and offshore5 hr$825 for the boat
Offshore reef and wreckfull daypriced by inquiry

Frequently asked questions

How much does Always Fun Charters cost?

The shorter trips are posted on FishingBooker by the boat for up to 6 anglers: a 3 hour shark trip at $550, a 4 hour inshore and offshore trip at $670, and a 5 hour trip at $825. The longer offshore reef and wreck days the 41 foot boat is built for cost more and are priced by inquiry, so confirm the rate for a full offshore trip.

What kind of boat is Always Fun?

The Sea Hawk is a 41 foot Tiara sportfisher with twin diesels and a cabin, the largest and most capable offshore boat among the ranked Fort Myers charters. The size gives a steadier, more sheltered ride on the long Gulf runs than the center consoles in the port.

Is Always Fun a good choice in Fort Myers?

It has the best boat and the deepest review base in the port, but its record is more uneven than the boats above it, with recurring reports of a double booking or a trip cut shorter than expected. Book it for the boat and the offshore range, and confirm your date, trip length, and price in writing first.

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