Oakland Fishing Charters & Guides

Compare 38 fishing charters and guides within 25 miles of Oakland, with deep sea and inshore & bay trips. Contact the captain directly by phone or through their website. We don't take bookings or fees.

Contact details checked on each captain's own website

Charters & Guides in Oakland

Call or visit a captain's website to ask about trips, dates and prices. If they're out on the water, leave a message.

38 charters and guides in Oakland

Where to find current Oakland fishing reports

We don’t publish a daily report and we won’t reprint one. What’s biting this week comes from the boats — here is where the Oakland fleet posts it.

On Instagram 4 Oakland boats

Most captains put the day’s catch here, not on their website.

Handles and report pages come from each charter’s own website; every link goes to the captain and nothing of theirs is reproduced here. Boats are ordered by how established they are locally.

State records from the water off Oakland

Florida's all-tackle list records one species taken on Lake Kissimmee, which the boats here fish.

Heaviest on the list

Bowfin

19 lb

Jim Brown · 10/5

2 Oakland captains name bowfin

Why this one is here

The record was taken on Lake Kissimmee, which is the water the boats on this page fish — not Oakland itself. A record is what came over the rail once; it is not what to expect on a trip.

See the record

From Florida's own records page, linked on each row. Records are certified by the state and can be broken at any time.

Deep sea fishing in Oakland

10 of the 38 charters in Oakland list offshore trips on their own websites.

State or federal water

Florida state waters in the Gulf run from shore to 9 miles out; beyond that is federal water. Which side of that line you fish on can change the season and the limits.

Federally permitted boats

Aboard a charter with a federal Gulf reef fish permit, the federal season applies to red snapper, gag grouper and amberjack, even inside state waters. Ask whether the boat is federally permitted.

Fishing trips in Oakland by type

Counted from what each captain lists on their own website.

Inshore and bay fishing in Oakland

12 charters list inshore trips, in the bays, back-waters and shallows closer to shore. Among them: Dirty Duck Outdoors, Reel Fintastic Charters, Central Florida Outdoors, David Paycheck Fishing Guide Service, Orlando Fishing Charters and 7 more.

Half-day and full-day fishing trips

14 charters list half-day trips and 8 list full-day trips. Trip lengths vary by boat, so ask the captain exactly how many hours are on the water.

Family fishing charters in Oakland

16 charters mention kids or families on their websites. Ask the captain about life jackets in children's sizes and how long the trip runs.

Planning a trip to Oakland

See the closest airports.

Closest airports

With airline service

  • MCOOrlando International 22 miles away
  • SFBOrlando Sanford International 29 miles away

Local public airports

  • X04Orlando Apopka 11 miles away
  • X61Bob White Field 13 miles away
  • ORLOrlando Executive 18 miles away

Straight-line miles from the centre of Oakland.

Airports: FAA airport registry for public-use airports and their locations, FAA CY2024 passenger boardings for which have airline service, town centre from the Census 2024 gazetteer, Oakland town.

Questions about fishing charters and guides in Oakland

How many fishing charters and guides are in Oakland?

This page lists 38 fishing charters and guides in Oakland, Florida, each with a phone number and website checked on the captain's own site.

How many deep sea fishing charters are in Oakland?

10 of the 38 charters listed in Oakland say on their websites that they run offshore (deep sea) trips. 12 run inshore and bay trips.

What deep sea fish can I keep in Oakland in October?

Under Florida's rules you can keep king mackerel, mahi-mahi, wahoo and cobia. For red snapper, grouper and amberjack it depends on the dates or whether the boat holds a federal permit. Sailfish and marlin can legally be kept, but only within strict rules: Sailfish must measure 63 inches, lower jaw to fork, and in federal waters the boat needs a federal HMS permit. Blue marlin must measure 99 inches and white marlin 66 inches, lower jaw to fork, and the boat needs a federal HMS permit. Seasons change, so check each fish page or ask the captain before you keep one.

Where do state waters end off Oakland?

Florida state waters in the Gulf run from shore to 9 miles out; beyond that is federal water. Federal seasons and limits apply beyond it, and for some fish they also apply to federally permitted charter boats inside state waters.

How do I book a charter or guide in Oakland?

Call the captain or use their website. CharterFishingBoat doesn't take bookings or payments, and there's no fee to use the directory.

What should I ask the captain?

Ask what the trip includes, how long it lasts, how many people can come, what you're likely to catch that time of year, and the cancellation policy if the weather turns.

What airports are closest to Oakland?

The closest airports with airline service are Orlando International (MCO), 22 miles away and Orlando Sanford International (SFB), 29 miles away. Local public airports nearby: Orlando Apopka (X04), 11 miles away, Bob White Field (X61), 13 miles away and Orlando Executive (ORL), 18 miles away. Distances are straight-line miles from the centre of town.

Are there family-friendly fishing charters in Oakland?

16 charters in Oakland mention kids or families on their websites. Ask the captain about children's life jackets, trip length and whether there's a restroom on board.

Fish you can catch out of Oakland

Counted from what each captain lists on their own website — the number is how many Oakland captains name that fish.

Largemouth Bass16Crappie12Redfish9Snook8Speckled Trout7Catfish6Grouper5Pickerel5Bluegill4Shad4Chain Pickerel4Tarpon4Black Drum4Striped Bass3Peacock Bass3Black Crappie3Jack Crevalle2Wahoo2King Mackerel2Mangrove Snapper2Carp2Mahi-Mahi2Sunshine Bass2Ladyfish2Bowfin2Smallmouth Bass2Flounder2Shark1Redear Sunfish1Alligator Gar1Cobia1Snapper1Skipjack Tuna1Sailfish1Marlin1Red Snapper1Amberjack1Longnose Gar1Sheepshead1Goliath Grouper1

Charters & Guides near Oakland

Horizon West39Windermere45Montverde34Bay Hill44Paradise Heights38Clermont20

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