Hero banner

Chokoloskee Boat Tours

The best out of 47 boat tours in Chokoloskee - enter dates to check availability

Chokoloskee Boat Tours

Trip date
banner
Loading...
Loading...

Top Boat Tours in Chokoloskee

Chokoloskee: 47 boats available

Showing 1 - 10
 Show on map
Loading...

    Arf Charters

    Chokoloskee
    4.9
    /5
    (110 external reviews)

    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
    • Experience luxury on the water

    Naples Boat Adventures

    Naples: 24 min drive from Chokoloskee
    +2

    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,

    trips from
    US $450

    JP's Shelling & Eco Tours

    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

    Reel Local Fishing Charters

    Naples: 24 min drive from Chokoloskee
    4.8
    /5
    (246 external reviews)
    +3

    Step aboard Reel Local Fishing Charters, a beautifully restored 2008 Sea Chaser 26LX Bay Runner, and discover the best of Naples by water.

    trips from
    US $350

    Manatee/wildlife sightseeing tour

    Naples: 13.6 miles from Chokoloskee
    5.0
    /5
    (2 external reviews)

    Explore the wild beauty of Florida’s 10,000 Islands and the Everglades aboard Backcountry Culture with Capt. Justin Napior, a local captain who grew up fishing these waters and knows the area inside and out.

    trips from
    US $225

    Red-Snarpon Charters Inc.

    Goodland: 40 min drive from Chokoloskee
    4.9
    /5
    (242 external reviews)
    +2

    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.

    trips from
    US $600

    Skinny Dipn Charters

    Goodland: 40 min drive from Chokoloskee
    +1

    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,

    trips from
    US $325

    Family Friendly Charters

    Goodland: 40 min drive from Chokoloskee
    +1

    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

    Port Of The Islands Charters LLC

    Naples: 25 min drive from Chokoloskee
    4.9
    /5
    (196 external reviews)

    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.

    trips from
    US $495
View all boat rentals
See all 47 boats in Chokoloskee

Frequently Asked Questions about Boat Tours in Chokoloskee

According to customer reviews, some of the most popular boat tours in Chokoloskee, Florida are:
Full list of top boat tours in Chokoloskee
According to customer reviews, some of the most popular boat tours in Chokoloskee, Florida are:
Full list of top boat tours in Chokoloskee
The top 5 boating-related activities in Chokoloskee are:
The top 5 boating-related activities in Chokoloskee are:
The top 5 most popular boat types you can rent in Chokoloskee, by number of boats available are:
The top 5 most popular boat types you can rent in Chokoloskee, by number of boats available are:
The top 5 most popular boat categories you can rent in Chokoloskee, by number of boats available are:
The top 5 most popular boat categories you can rent in Chokoloskee, by number of boats available are:
According to customer reviews on BoatBooker.com, some of the best rated boat tours in Chokoloskee are:
According to customer reviews on BoatBooker.com, some of the best rated boat tours in Chokoloskee are:
The average price of boat tours in Chokoloskee is:
  • 3-hour boating trips – US $350
The average price of boat tours in Chokoloskee is:
  • 3-hour boating trips – US $350
Powered by AI

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.