{1} %dest%: 1 boat available| [2,Inf] %dest%: %chartersCount% boats available

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{1}The most popular fish species you can target is %fish1%.|{2}The most popular fish species you can target are %fish1% and %fish2%.|{3}The most popular fish species you can target are %fish1%, %fish2%, and %fish3%.

{1}%tt1% boat tours is commonly offered by local guides.|{2}%tt1% boat tours and %tt2% boat tours are commonly offered by local guides.|{3}%tt1% boat tours, %tt2% boat tours, and %tt3% boat tours are commonly offered by local guides.

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To give you an idea of how much a boat tour in %destinationName% costs, the average price for a 4 hour private trip is %avg_price_half%, while an 8 hour private trip will cost you %avg_price_full%.

To give you an idea of how much a boat tour in %destinationName% costs, the average price for an 8 hour private trip is %avg_price_full%.

To give you an idea of how much a boat tour in %destinationName% costs, the average price for a 4 hour private trip is %avg_price_half%.

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{1}Top fishing technique is %t1%.|{2}Top fishing techniques include %t1% and %t2%.|{3}Top fishing techniques include %t1%, %t2%, and %t3%.

{1}If you’re looking to fish around %destinationName%, top nearby destinations include  %n1%.|{2}IIf you’re looking to fish around %destinationName%, top nearby destinations include %n1% and %n2%.|[3,Inf]If you’re looking to fish around %destinationName%, top nearby destinations include %n1%, %n2%, and %n3%.

These prices are based on trips booked on our site recently.

{1}If you’re looking to fish around %destinationName%, top destinations include  %n1%.|{2}If you’re looking to fish around  %destinationName%, top destinations include %n1% and %n2%.|[3,Inf]If you’re looking to fish around %destinationName%, top destinations include %n1%, %n2%, and %n3%.

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{1} %dest%: %chartersCount% boat available|[2,Inf] %dest%: %chartersCount% boats available

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Top Grassy Key boating charters in Fall 2025, from US $69 p/p. Best price guaranteed, verified reviews, and secure online booking. 4-12 hour boating trips for family and friends.

The 10 BEST Boat Tours in Grassy Key from US $500 (Fall 2025)

Grassy Key

grassy-key

Grassy Key, United States

Price per Day

Double Decker Tritoon with Waterslide is a 2021 Grand Island Double Decker Waterslide Pontoon based out of Marathon. 

Double Decker Tritoon with Waterslide

Set sail aboard the stunning 2016 NauticStar 243DC Deck Boat, docked in the picturesque Marathon. 

Living Like Larry Charters

Embark on an unforgettable adventure aboard the Ana Banana, a beautifully restored 2022 Luhrs Express Sport Fishing Yacht, now available for your ultimate cruising experience in Marathon. 

Ana Banana Fishing Company

Set sail with Manicsportfishing Charters, a 2016 Edgewater 25 Center Console, based out of scenic Marathon, Florida. 

Manicsportfishing Charters

🌴 Hennessy Sportfishing – Sandbar, Snorkel, Sunset & Island Tours in Marathon, FL
Looking to experience more than just fishing in the Florida Keys? 

Hennessy Sportfishing - Mako 28 - BoatBooker

Step aboard Wet Tails Charters LLC, a fully restored 2008 Stamas Tarpon Center Console based in beautiful Marathon. 

Wet Tails Charters LLC

Come join us for an unforgettable experience as we take you on unique eco and sunset cruises through the scenic waters of Marathon, Florida. 

Callion Charters

Experience the ultimate adventure on the 2024  Axopar 37 XC, a sleek and versatile vessel based in Marathon. 

SeaEO V – Marathon

Ana Banana Fishing Company invites you aboard a beautifully restored 2014 Grady White Release Center Console, docked in scenic Marathon. 

Get ready for an unforgettable adventure with Off The Hook Charters, a 2002 SeaVee 290 Center Console fully restored in 2020 and designed for comfort, speed, and exceptional performance on the water. 

Grassy Key Boat Tours

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Grassy Key: 25 boats available

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