Grassy Key Boat Tours

The best out of 28 boat tours in Grassy Key - enter dates to check availability

Grassy Key Boat Tours

28 boats available

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Top Boat Tours in Grassy Key

Grassy Key: 28 boats available

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Listing image
Meet the Captain
Deck boat silhouette

24 ft

Up to 6 persons

Living Like Larry Charters 

5.0
/5
(49 reviews)
Marathon
Set sail aboard the stunning 2016 NauticStar 243DC Deck Boat, docked in the picturesque Marathon. Perfect for up to six guests, this vessel promises a luxurious and comfortable experience as you explore the breathtaking waters of the Florida Keys.

"We booked this trip hoping to see some wildlife, but unfortunately it was too cold for them to be out." —⁠ Rafael,
+5
Trips from
US $550
Trips from
US $550
Listing image
Meet the Captain
Pontoon silhouette

26 ft

Up to 6 persons

Double Decker Tritoon with Waterslide 

4.9
/5
(19 reviews)
Marathon
Double Decker Tritoon with Waterslide is a 2021 Grand Island Double Decker Waterslide Pontoon based out of Marathon. It can take up to six guests.

"Great Christmas day. Weather was good.  It was nice to be out on the water in the Keys." —⁠ Daniel,
+3
Trips from
US $599
Trips from
US $599
Listing image
Deck boat silhouette

26 ft

Up to 6 persons

Salt Dance Boat Tours 

5.0
/5
(15 reviews)
Marathon
Experience the ultimate island-hopping adventure with Salt Dance Boat Tours, aboard the beautifully restored 1998 Bayliner Rendezvous 26’ deck boat, now upgraded in 2022 for a smooth and stylish ride.

"We had an absolutely amazing time on our boat tour with Captain Scott!" —⁠ Shannon,
+5
Trips from
US $350
Trips from
US $350
Listing image
Center console silhouette

25 ft

Up to 6 persons

Manicsportfishing Charters 

5+ external reviews
Marathon
Set sail with Manicsportfishing Charters, a 2016 Edgewater 25 Center Console, based out of scenic Marathon, Florida. Perfect for up to six guests, this vessel offers the ideal balance of power and comfort for your next adventure on the water.
+1
Trips from
US $795
Trips from
US $795
Listing image
Meet the Captain
Motor yacht silhouette

38 ft

Up to 13 persons

SeaEO V – Marathon 

4.8
/5
(17 reviews)
Marathon
Experience the ultimate adventure on the 2024 Axopar 37 XC, a sleek and versatile vessel based in Marathon. With space for up to 13 guests, this boat is perfect for thrilling excursions or laid-back cruises.

"Captain Kevin showed us an absolutely amazing day! Can’t say enough good things." —⁠ Cripps,
+8
Trips from
US $899
Trips from
US $899
Listing image
Center console silhouette

25 ft

Up to 5 persons

Callion Charters 

5.0
/5
(285 external reviews)
Marathon
Come join us for an unforgettable experience as we take you on unique eco and sunset cruises through the scenic waters of Marathon, Florida.
+2
Trips from
US $500
Trips from
US $500
Listing image
Center console silhouette

31 ft

Up to 6 persons

Wet Tails Charters LLC 

5.0
/5
(1 review)
5+ external reviews
Marathon
Step aboard Wet Tails Charters LLC, a fully restored 2008 Stamas Tarpon Center Console based in beautiful Marathon.

"Captain Ed and Ian were absolutely amazing, so passionate and committed to making sure we didn’t miss a single bit of wildlife." —⁠ Jennifer,
+2
Trips from
US $495
Trips from
US $495
Listing image
Center console silhouette

29 ft

Up to 5 persons

Off The Hook Charters 

4.8
/5
(35 external reviews)
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.
Trips from
US $700
Trips from
US $700
Listing image
Meet the Captain
Center console silhouette

30 ft

Up to 6 persons

Ana Banana Fishing Company 

4.9
/5
(4 reviews)
121 external reviews
Marathon
Ana Banana Fishing Company invites you aboard a beautifully restored 2014 Grady White Release Center Console, docked in scenic Marathon.

"Our family of five enjoyed four hours of fishing near the 7mile bridge with Captain Joseph and First mate Phil." —⁠ Kathy,
+8
Trips from
US $495
Trips from
US $495
Listing image
Meet the Captain
Convertible silhouette

40 ft

Up to 6 persons

Atlantic Gulf Fishing Charters 

Marathon
Step aboard Atlantic Gulf Fishing Charters, a classic 1971 Hatteras Convertible restored to perfection in 2025.
+2
Trips from
US $695
Trips from
US $695

Top Grassy Key Destinations

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Frequently Asked Questions about Boat Tours in Grassy Key

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Frequently Asked Questions about Boat Tours in Grassy Key

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What people said about boating in Grassy Key

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