Chokoloskee Boat Tours

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

Chokoloskee Boat Tours

46 boats available

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Top Boat Tours in Chokoloskee

Chokoloskee: 46 boats available

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Listing image
Bay boat silhouette
23 ft
Up to 4 people
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
Listing image
Pontoon silhouette
23 ft
Up to 6 people
5.0
/5
(6 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
Listing image
Bay boat silhouette
22 ft
Up to 6 people
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.

"Josh went above and beyond to take care of me and my grandchildren." —⁠ Gretchen,
trips from
US $425
Listing image
Bay boat silhouette
26 ft
Up to 6 people
4.8
/5
(242 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
Listing image
Bay boat silhouette
22 ft
Up to 6 people
4.9
/5
(232 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
Listing image
Center console silhouette
24 ft
Up to 6 people
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.

"Tyler was a great captain!  Brought us to a few islands and not only found dolphins…he created waves for the dolphin to jump in." —⁠ Brendan,
+1
trips from
US $450
Listing image
Bay boat silhouette
24 ft
Up to 6 people
5.0
/5
(7 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
Listing image
Deck boat silhouette
24 ft
Up to 6 people
4.9
/5
(74 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
Listing image
Center console silhouette
23 ft
Up to 6 people
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,
trips from
US $350
Listing image
Deck boat silhouette
24 ft
Up to 6 people
4.9
/5
(188 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

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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