Chokoloskee Boat Tours

The best out of 46 boat tours in Chokoloskee - enter dates to check availability

Chokoloskee Boat Tours

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Top Boat Tours in Chokoloskee

Chokoloskee: 46 boats available

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23 ft
Up to 4 people
Arf Charters
4.9
/5
(109 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
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23 ft
Up to 6 people
Naples Boat Adventures
5.0
/5
(7 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.

"We had a great time! First time for us and we enjoyed the boat experience, the captain’s friendliness and knowledge, as well as the dolphins sightings and shelling adventures." —⁠ Rachid,
+2
trips from
US $450
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22 ft
Up to 6 people
JP's Shelling & Eco Tours
5.0
/5
(14 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
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26 ft
Up to 6 people
Reel Local Fishing Charters
4.8
/5
(245 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
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22 ft
Up to 6 people
Red-Snarpon Charters Inc.
4.9
/5
(238 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
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24 ft
Up to 6 people
Runnin The Flats
4.9
/5
(75 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
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24 ft
Up to 6 people
Port Of The Islands Charters LLC
4.9
/5
(195 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
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24 ft
Up to 6 people
Everwater Charters & Tours
5.0
/5
(14 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
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23 ft
Up to 6 people
Family Friendly Charters
5.0
/5
(7 reviews)
Goodland (40 min drive from Chokoloskee)
Experience unforgettable moments with Family Friendly Charters and Captain Nick, a true Marco Island local with years of experience and thousands of successful trips! Whether you're seeking a thrilling dolphin eco-tour, a fun shelling adventure, a re

"We had a wonderful time with Captain Nick. His communication when booking and up to the trip was fantastic as were instructions on when and where to meet, it couldn’t have been easier." —⁠ Ann,
+1
trips from
US $350
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24 ft
Up to 6 people
Skinny Dipn Charters
5.0
/5
(9 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.

"We booked a 3 hour trip with captain Brandon and it was a great time." —⁠ Aaron,
+1
trips from
US $325

Frequently Asked Questions about Boat Tours in Chokoloskee

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Boating in Chokoloskee

Discover Chokoloskee, Florida—a quiet island gateway to the Ten Thousand Islands and the fringes of Everglades wilderness. Chokoloskee boating charters unlock a maze of mangrove tunnels, glassy backcountry flats, and winding tidal creeks where calm waters, rich habitats, and big skies define every outing.

This destination is known for exceptional inshore and backcountry exploration. Skiffs and flats boats slip across shallow bays in search of snook, redfish, and seasonal tarpon, while bay boats and eco‑tours navigate scenic channels dotted with oyster bars and sandy keys. Wildlife encounters are part of the journey—keep an eye out for dolphins, manatees, and a vibrant roster of wading birds and raptors.

With year‑round access, mornings often bring light winds and mirror‑calm conditions ideal for sight‑seeing and casting. Afternoons can deliver lively sea breezes and dramatic Gulf sunsets over quiet sand spits. Knowledgeable captains time departures around local tides to reach hidden lagoons, remote beaches, and productive edges along the mangroves.

Whether you're planning a guided fishing trip, family wildlife and shelling cruise, or a photography‑focused excursion, Chokoloskee boating charters offer a relaxed, small‑town launch point into vast, uncrowded waters. Choose your ideal vessel, pack sun protection and a camera, and get ready to explore one of Florida's most unspoiled coastal backcountries.

What people said about boating in Chokoloskee

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