Charters & Guides in Windermere
Call or visit a captain's website to ask about trips, dates and prices. If they're out on the water, leave a message.
45 charters and guides in Windermere
-
Florida Lake Tours
Windermere, FL
Fishes for: CatfishSnookRedfishSpeckled troutGrouper+2 more
Up to 50 peopleContact checked Sep 2026 on www.floridalaketours.com · Details
-
Latitude 28 Fishing
Windermere, FL
Fishes for: SnookRedfishSpeckled troutGrouper
Contact checked Sep 2026 on www.latitude28fishingllc.com · Details
-
Bass Fishing Guide Orlando
Windermere, FL
Fishes for: CrappieBluegillRedear sunfishShadLargemouth bass+2 more
Contact checked Sep 2026 on bassfishingguideorlando.com · Details
-
David Paycheck Fishing Guide Service
Windermere, FL
Fishes for: Mangrove snapperTarponSnookRedfishLargemouth bass+6 more
Up to 4 peopleContact checked Sep 2026 on davidpaycheckfishing.com · Details
-
Tilson's Guide Service
Windermere, FL
Fishes for: CrappieLargemouth bass
Contact checked Sep 2026 on tilsonsguideservice.com · Details
-
Grady Guide Service
Windermere, FL
Fishes for: Largemouth bass
Contact checked Sep 2026 on www.gradyguideservice.com · Details
-
Harris Chain Adventures Bass Guide
Windermere, FL
Contact checked Sep 2026 on harrischainadventuresbassguide.com · Details
-
Reel Fintastic Charters
Windermere, FL
Fishes for: GrouperSnookRedfishSpeckled troutShark+1 more
Up to 6 peopleContact checked Sep 2026 on reelfintasticcharters.com · Details
-
Follow Me Outdoors
Windermere, FL
Fishes for: Largemouth bass
Boat 22 ftUp to 6 peopleContact checked Sep 2026 on fishorl.com · Details
-
Hooked on Fishing Bass Charters
Windermere, FL
Fishes for: Largemouth bass
Up to 2 peopleContact checked Sep 2026 on hookedonfishingflorida.com · Details
-
Central Florida Outdoors
Windermere, FL
Fishes for: Striped bassLargemouth bassPeacock bassCatfish
Up to 6 peopleContact checked Sep 2026 on www.centralfloridaoutdoors.com · Details
-
Fish Orlando Trophy Bass Guide Service
Windermere, FL
Fishes for: Largemouth bass
Contact checked Sep 2026 on www.fish-orlando.com · Details
-
Fleetwood Bass Fishing Charters
Windermere, FL
Fishes for: Largemouth bassCrappieCatfishCarpChain pickerel+2 more
Boat 21 ftUp to 4 peopleContact checked Sep 2026 on fleetwoodbassfishing.com · Details
-
Orlando Fishing Charters
Windermere, FL
Fishes for: Cobia
Up to 6 peopleContact checked Sep 2026 on orlandofishingcharters.net · Details
-
Fish it All
Windermere, FL
Fishes for: SnookRedfishSpeckled troutLargemouth bassCrappie+9 more
Boat 20 ftContact checked Sep 2026 on fishitall.com · Details
-
Native Bass Fishing Charters
Windermere, FL
Fishes for: TarponSnookRedfishSpeckled troutBlack drum+10 more
Boat 24 ftUp to 5 peopleContact checked Sep 2026 on www.nativebassfishing.com · Details
-
Canaveral Fishing Adventures
Windermere, FL
Fishes for: Redfish
Up to 6 peopleContact checked Sep 2026 on canaveraloffshore.com · Details
-
Florida Bass Connection
Windermere, FL
Contact checked Sep 2026 on floridabassconnection.com · Details
-
Memory Makin' Bass Fishing Guide
Windermere, FL
Fishes for: Largemouth bassCrappieBluegillBlack crappie
Up to 8 peopleContact checked Sep 2026 on memorymakinguides.com · Details
-
Gators Big Bass Guide Services
Windermere, FL
Boat 20 ftContact checked Sep 2026 on gatorbass.com · Details
-
Orlando Florida Bass Fishing
Windermere, FL
Fishes for: Largemouth bassSnookRedfishSpeckled troutGrouper+10 more
Boat 20 ftContact checked Sep 2026 on floridabassfishing.com · Details
-
BassSoldiers
Windermere, FL
Boat 23 ftUp to 6 peopleContact checked Sep 2026 on www.basssoldiers.com · Details
-
AJ's Bass Guides
Windermere, FL
Fishes for: Largemouth bass
Boat 24 ftUp to 2 peopleContact checked Sep 2026 on www.orlandobass.com · Details
-
Art of Fishing Guide Service
Windermere, FL
Fishes for: Smallmouth bass
Contact checked Sep 2026 on artoffishing.com · Details
-
Revolution Adventures
Windermere, FL
Up to 2 peopleContact checked Sep 2026 on www.revolutionadventures.com · Details
-
Close Encounters Fishing Charters
Windermere, FL
Fishes for: Black drumGoliath grouperCrappieCatfishJack crevalle+5 more
Contact checked Sep 2026 on closeencountersfishing.com · Details
-
Florida Kayak Angler Fishing Charters
Windermere, FL
Contact checked Sep 2026 on www.floridakayakangler.com · Details
-
Kissimmee Fishing Charters
Windermere, FL
Fishes for: Largemouth bassSmallmouth bassCrappieCatfish
Boat 22 ftUp to 2 peopleContact checked Sep 2026 on www.kissimmeefishingcharters.com · Details
-
Guided Bass Trips
Windermere, FL
Fishes for: Largemouth bass
Boat 20 ftContact checked Sep 2026 on guidedbasstrips.com · Details
-
Lake Toho Guides
Windermere, FL
Fishes for: Largemouth bassShadStriped bassCrappieRedear sunfish+2 more
Boat 24 ftContact checked Sep 2026 on laketohoguides.com · Details
-
Bass Fishing Florida
Windermere, FL
Fishes for: Largemouth bassCrappieCatfishBluegillStriped bass+8 more
Up to 4 peopleContact checked Sep 2026 on bassfishingfl.com · Details
-
A#1 Bass Guide Service Winter Haven
Windermere, FL
Fishes for: Skipjack tuna
Boat 24 ftContact checked Sep 2026 on www.a1bassguideservice.com · Details
-
Living A Dream Guide Service
Windermere, FL
Fishes for: Crappie
Contact checked Sep 2026 on www.livingadreamguideservice.net · Details
-
Florida Bass Fishing Charters
Windermere, FL
Fishes for: Largemouth bassCrappieBlack crappieStriped bassSunshine bass
Up to 2 peopleContact checked Sep 2026 on bassfishing-florida.com · Details
Deep sea fishing in Windermere
11 of the 45 charters in Windermere list offshore trips on their own websites.
State or federal water
Florida state waters on the Atlantic run from shore to 3 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
Boats with a federal South Atlantic snapper-grouper permit follow federal closures in state waters too, such as the April closure for amberjack. Ask whether the boat is federally permitted.
Fishing trips in Windermere by type
Counted from what each captain lists on their own website.
Inshore and bay fishing in Windermere
11 charters list inshore trips, in the bays, back-waters and shallows closer to shore. Among them: David Paycheck Fishing Guide Service, Dirty Duck Outdoors, Reel Fintastic Charters, Central Florida Outdoors, Orlando Fishing Charters and 6 more.
Half-day and full-day fishing trips
18 charters list half-day trips and 11 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 Windermere
20 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 Windermere
See the closest airports.
Closest airports
With airline service
- MCOOrlando International 15 miles away
- SFBOrlando Sanford International 26 miles away
Local public airports
- ORLOrlando Executive 13 miles away
- X04Orlando Apopka 14 miles away
- ISMKissimmee Gateway 16 miles away
Straight-line miles from the centre of Windermere.
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, Windermere town.
Questions about fishing charters and guides in Windermere
How many fishing charters and guides are in Windermere?
This page lists 45 fishing charters and guides in Windermere, Florida, each with a phone number and website checked on the captain's own site.
How many deep sea fishing charters are in Windermere?
11 of the 45 charters listed in Windermere say on their websites that they run offshore (deep sea) trips. 11 run inshore and bay trips.
What deep sea fish can I keep in Windermere in October?
Under Florida's rules you can keep amberjack, king mackerel, mahi-mahi, wahoo and cobia. For red snapper and grouper 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 Windermere?
Florida state waters on the Atlantic run from shore to 3 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 Windermere?
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 Windermere?
The closest airports with airline service are Orlando International (MCO), 15 miles away and Orlando Sanford International (SFB), 26 miles away. Local public airports nearby: Orlando Executive (ORL), 13 miles away, Orlando Apopka (X04), 14 miles away and Kissimmee Gateway (ISM), 16 miles away. Distances are straight-line miles from the centre of town.
Are there family-friendly fishing charters in Windermere?
20 charters in Windermere 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 Windermere
Counted from what each captain lists on their own website — the number is how many Windermere captains name that fish.
Charters & Guides near Windermere
Something wrong on this page? Tell us. See how we check listings.