Chokoloskee Boat Tours

The best out of 45 boat tours in Chokoloskee - enter dates to check availability

Chokoloskee Boat Tours

45 boats available

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Top Boat Tours in Chokoloskee

Chokoloskee: 45 boats available

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Listing image
Bay boat silhouette

23 ft

Up to 4 persons

Arf Charters 

4.9
/5
(107 external reviews)
Chokoloskee
Experience the beauty of Chokoloskee aboard Arf Charters, a sleek 2021 Chawk 23 Bay boat perfect for up to four guests.
Trips from
US $350
Trips from
US $350
Listing image
Bay boat silhouette

26 ft

Up to 6 persons

Reel Local Fishing Charters 

4.8
/5
(231 external reviews)
Naples (24 min drive from Chokoloskee)
Step aboard Reel Local Fishing Charters, a beautifully restored 2008 Sea Chaser 26LX Bay Runner, and discover the best of Naples by water.
+3
Trips from
US $350
Trips from
US $350
Listing image
Bay boat silhouette

22 ft

Up to 6 persons

JP's Shelling & Eco Tours 

5.0
/5
(11 reviews)
Goodland (40 min drive from Chokoloskee)
JP’s Shelling & Eco Tours is a 2019 Skeeter 22SX Bay boat based out of Goodland. It can take up to six guests. The boat is powered by one 150 HP gasoline outboard Yamaha engine, offering a maximum cruising speed of 40 knots.

"I highly recommend this to anyone looking for a relaxing trip with their family." —⁠ Nick,
Trips from
US $425
Trips from
US $425
Listing image
Pontoon silhouette

23 ft

Up to 6 persons

Naples Boat Adventures 

5.0
/5
(2 reviews)
Naples (24 min drive from Chokoloskee)
We are proud to offer one of the finest vessels available. Our 22' Barletta provides guests with unmatched luxury and comfort in a spacious and stable layout.

"Dallas provides a 5 star experience.  Great experience for our family including extra blankets for the morning weather." —⁠ Elizabeth,
+2
Trips from
US $450
Trips from
US $450
Listing image
Bay boat silhouette

22 ft

Up to 6 persons

Red-Snarpon Charters Inc. 

4.9
/5
(212 external reviews)
Goodland (40 min drive from Chokoloskee)
Set sail with Red-Snarpon Charters Inc. aboard a sleek 2005 Pathfinder 2200 V Bay boat, docked in beautiful Goodland. Designed for ultimate comfort, this vessel accommodates up to six guests, making it perfect for intimate adventures or family outings.
+2
Trips from
US $600
Trips from
US $600
Listing image
Center console silhouette

30 ft

Up to 6 persons

Marco Reel & Shore Charter 

5.0
/5
(4 reviews)
5+ external reviews
Goodland (39 min drive from Chokoloskee)
Step aboard Marco Reel & Shore Charters and experience the beauty of Marco Island and the 10,000 Islands like never before. Our 2024 TideWater 292 Center Console is a sleek, modern vessel designed for both comfort and adventure.

"Contacted the company the night before or desired trip and they responded right away to acomodate us." —⁠ Eric,
+3
Trips from
US $625
Trips from
US $625
Listing image
Center console silhouette

24 ft

Up to 6 persons

Everwater Charters & Tours 

5.0
/5
(13 reviews)
Goodland (40 min drive from Chokoloskee)
Everwater Charters & Tours is a local, family-owned and operated tour company that specializes in providing unforgettable experiences for our guests in the Ten Thousand Islands.

"A great day! Weather beautiful and happy Dolphins!  Grandson,14 had a great time fishing!" —⁠ Razza,
+1
Trips from
US $450
Trips from
US $450
Listing image
Deck boat silhouette

24 ft

Up to 6 persons

Runnin The Flats 

4.9
/5
(73 external reviews)
Naples (27 min drive from Chokoloskee)
Runnin The Flats is your gateway to exploring the hidden gems of Florida’s 10,000 islands, a pristine paradise accessible only by boat.
Trips from
US $300
Trips from
US $300
Listing image
Bay boat silhouette

24 ft

Up to 6 persons

Skinny Dipn Charters 

5.0
/5
(6 reviews)
Goodland (40 min drive from Chokoloskee)
Skinny Dipn is a 2002 Sea Fox Bay boat, offering an unforgettable adventure around the stunning waters of Goodland.

"Captain Brandon made this trip our favorite shelling expedition we have ever taken from goodland boat park!" —⁠ Sephra,
+1
Trips from
US $325
Trips from
US $325
Listing image
Deck boat silhouette

24 ft

Up to 6 persons

Port Of The Islands Charters LLC 

4.9
/5
(161 external reviews)
Naples (25 min drive from Chokoloskee)
Port Of The Islands Charters LLC operates a beautifully restored 2013 Hurricane FD 236 RE3 W/F200XA deck boat (refitted in 2025), based out of Naples.
+1
Trips from
US $550
Trips from
US $550

Top Activities in Chokoloskee

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Frequently Asked Questions about Boat Tours in Chokoloskee

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