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Best results for

Water Activities in Chokoloskee, FL

Showing 49-72 of 225 results
Marco Island Mangrove Kayak & Paddleboard Rental

Marco Island Mangrove Kayak & Paddleboard Rental

Paddle mangrove waterways on your own schedule

5.0 • 1.5K reviews
$73/ kayak
Marco Island Craig Cat Boat Tour

Marco Island Craig Cat Boat Tour

Drive a two-seat CraigCat through Marco Island's backwaters

4.9 • 379 reviews
$150/ person
Goodland Inshore Fishing Charter

Goodland Inshore Fishing Charter

Target Southwest Florida sport fish with gear and water included

5.0 • 147 reviews
$848
4-Hour Everglades National Park Fishing Charter

4-Hour Everglades National Park Fishing Charter

Cast for seasonal inshore fish in the Ten Thousand Islands

5.0 • 92 reviews
$742
Manatee & Mangrove Tunnel Kayak Tour in Naples

Manatee & Mangrove Tunnel Kayak Tour in Naples

Paddle mangrove tunnels through the 10,000 Islands Wildlife Refuge

5.0 • 62 reviews
$67/ person
Naples 2-Hour Sailing Charter

Naples 2-Hour Sailing Charter

Private catamaran sailing around the Ten Thousands Islands

5.0 • 55 reviews
$316
Sunset Shelling & Dolphin Cruise From Marco Island

Sunset Shelling & Dolphin Cruise From Marco Island

Private sunset boat tour with shelling and dolphin spotting in the Ten Thousand Islands

4.9 • 1K reviews
$749& up
Private Mangrove & Keewaydin Beach Jet Ski Tour in Naples

Private Mangrove & Keewaydin Beach Jet Ski Tour in Naples

Private guided riding through mangroves with time at Keewaydin Island

4.9 • 204 reviews
$360/ jetski
Marco Island Island Loop Charter

Marco Island Island Loop Charter

Circle Marco Island by private charter and explore its waterfront communities

5.0 • 409 reviews
$672
Private 10,000 Islands Backwater Fishing Charter

Private 10,000 Islands Backwater Fishing Charter

Cast light tackle for a variety of inshore fish with a local captain

5.0 • 350 reviews
$1,166/ boat
2.5-Hour Inshore Fishing Charter in Marco Island

2.5-Hour Inshore Fishing Charter in Marco Island

Explore the 10,000 Islands on a family-friendly fishing trip

5.0 • 176 reviews
$476
Private Shelling, Fishing & Eco Tour in Marco Island

Private Shelling, Fishing & Eco Tour in Marco Island

Remote-island shelling, beach time and catch-and-release fishing

5.0 • 169 reviews
$663
Mangrove Kayak & Paddleboard Rental in Marco Island

Mangrove Kayak & Paddleboard Rental in Marco Island

Paddle mapped mangrove routes and fish the backwaters at your own pace

5.0 • 1.5K reviews
$51& up
Self-Drive 10,000 Islands Boat Tour

Self-Drive 10,000 Islands Boat Tour

Drive a CraigCat through island backwaters with a shelling and swimming stop

4.9 • 379 reviews
$184/ person
4-Hour Ten Thousand Islands Shelling Tour

4-Hour Ten Thousand Islands Shelling Tour

Search secluded islands for distinctive shells with crew guidance

5.0 • 147 reviews
$106/ person
6-Hour Everglades Inshore Fishing Charter

6-Hour Everglades Inshore Fishing Charter

Fish the 10,000 Islands and Everglades National Park on a private charter

5.0 • 92 reviews
$954
2-Hour 10,000 Islands Shelling Tour Near Everglades

2-Hour 10,000 Islands Shelling Tour Near Everglades

Cruise to a remote barrier island for shelling in the 10,000 Islands Wildlife Refuge

4.9 • 145 reviews
$101/ person
Naples 4-Hour Sailing Charter

Naples 4-Hour Sailing Charter

Sail to barrier islands on a private morning or afternoon outing

5.0 • 55 reviews
$672
Private Ten Thousand Islands Shelling & Eco Boat Tour

Private Ten Thousand Islands Shelling & Eco Boat Tour

Private 3-hour shelling and beach stop in the Ten Thousand Islands

5.0 • 41 reviews
$355
Naples Jet Ski Tour to Keewaydin Island & Rookery Bay

Naples Jet Ski Tour to Keewaydin Island & Rookery Bay

Ride mangrove tunnels and visit Keewaydin Island with your private guide

4.9 • 204 reviews
$247/ jet ski
Private Lunch Cruise to Waterfront Restaurants, Marco Island

Private Lunch Cruise to Waterfront Restaurants, Marco Island

Combine a private boat cruise with a waterfront meal

5.0 • 409 reviews
$840& up
4-Hour Backwater Fishing Charter in Marco Island

4-Hour Backwater Fishing Charter in Marco Island

Fish mangrove backwaters with a local captain

5.0 • 33 reviews
$610
Ten Thousand Islands History Boat Tour & Walk

Ten Thousand Islands History Boat Tour & Walk

Explore Ten Thousand Islands and visit two Indian Shell Mound Islands

5.0 • 27 reviews
$616
Unguided Jet Ski Rental in Goodland

Unguided Jet Ski Rental in Goodland

Set your own pace on Florida’s clear waters with an unguided Jet Ski rental

4.8 • 191 reviews
$170/ Jet Ski
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Chokoloskee Things To Do
Boat Tours81Fishing Charters68Kayaking Tours25Dolphin Watching22Bike Rentals20
More
  • Jet Skiing14
  • Beach Tours11
  • Ecotours11
  • Sunrise and Sunset Tours10
  • Boat Rentals8
  • Nature and Wildlife8
  • Yacht Charters6

Travel guides for Water Activities

13 Stunning Beaches in Florida With Clear Water You Need to Visit
Best of Florida • 2026

13 Stunning Beaches in Florida With Clear Water You Need to Visit

Clarity is geology, not luck: quartz sand, seagrass filtration, and how close the Gulf Stream runs. Thirteen beaches, and the trade-off each one asks of you.

Do You Need a License to Rent a Boat in Florida? Your Complete Guide
Best of Florida • 2026

Do You Need a License to Rent a Boat in Florida? Your Complete Guide

Florida issues no boating license at all. What the marina checks is a safety education card, and whether you need one comes down to one date: January 1, 1988.

Car Rentals
5
  • Paddleboarding5
  • Private Fishing Charters4
  • Wildlife Safaris4
  • Bird Watching Tours3
  • National Parks3
  • Off-Road Adventures3
  • Photography Tours3
  • Tubing3