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Best results for

Water Activities in Chokoloskee, FL

Showing 1-24 of 225 results
Private Boat Tour of the Ten Thousand Islands

Private Boat Tour of the Ten Thousand Islands

Customize a private cruise with music, island stops, and waterfront views

5.0 • 1.5K reviews
$593& up
Mangrove Tunnel Kayak Tour in Marco Island

Mangrove Tunnel Kayak Tour in Marco Island

Glide through calm mangrove tunnels and learn about the coastal ecosystem on an easy, all-skill-levels tour

5.0 • 1.1K reviews
$68/ person
Self-Drive Craigcat Tour of Rookery Bay in Naples

Self-Drive Craigcat Tour of Rookery Bay in Naples

Drive your own two-seater Craigcat on a 2.5-hour guided tour of Rookery Bay

5.0 • 122 reviews
$147/ person
Marco Island 1-Hour Guided Jet Ski Tour

Marco Island 1-Hour Guided Jet Ski Tour

A fast-paced Sea-Doo ride through Marco Island waterways and Gulf waters

5.0 • 1.8K reviews
$189
3-Hour Rookery Bay Nature Cruise

3-Hour Rookery Bay Nature Cruise

Explore Rookery Bay’s backwaters with a local biologist

5.0 • 863 reviews
$116/ person
2-Hour Private Tubing Trip in Goodland

2-Hour Private Tubing Trip in Goodland

Private tubing for up to 6 people with expert captain instruction

5.0 • 876 reviews
$554
6-Hour Guided Shelling Tour in Ten Thousand Islands

6-Hour Guided Shelling Tour in Ten Thousand Islands

Search for shells with local guides in the Ten Thousand Islands

5.0 • 752 reviews
$279/ person
Dolphin Jet Ski Tour in Marco Island

Dolphin Jet Ski Tour in Marco Island

Ride with a guide and look for dolphins on Marco Island waters

5.0 • 571 reviews
$311/ jet ski
Private Marco Island Millionaire's Row Boat Tour

Private Marco Island Millionaire's Row Boat Tour

Cruise Marco Island’s Estates area by private boat, up to 6 guests

5.0 • 409 reviews
$263& up
Private Backwater Fishing Charter in the 10,000 Islands

Private Backwater Fishing Charter in the 10,000 Islands

Fish the mangrove backwaters of the 10,000 Islands with a local captain

5.0 • 350 reviews
$610/ boat
Private Custom Boat Tour in Goodland, FL

Private Custom Boat Tour in Goodland, FL

Choose a 3, 5, or 8-hour private boat trip with your own captain

5.0 • 176 reviews
$588& up
Private Shelling Tour in Marco Island

Private Shelling Tour in Marco Island

Reach remote islands for a private shelling escape

5.0 • 169 reviews
$663
2-Hour Private Ten Thousand Islands Boat Tour

2-Hour Private Ten Thousand Islands Boat Tour

Customize a private cruise with island stops, music, and room for your crew

5.0 • 1.5K reviews
$480& up
Pedal Kayak Eco Tour in Marco Island

Pedal Kayak Eco Tour in Marco Island

Pedal kayak through Marco Island mangroves on a relaxed 2-hour eco tour

5.0 • 1.1K reviews
$85/ person
4-Hour Fishing Charter in Goodland

4-Hour Fishing Charter in Goodland

Target Southwest Florida sport fish with gear and bottled water included

5.0 • 147 reviews
$636
Dolphin Jet Ski Tour in Goodland

Dolphin Jet Ski Tour in Goodland

Ride a Sea-Doo jet ski while searching for dolphins and wildlife

5.0 • 1.8K reviews
$279/ jet ski
Kayak Mangrove Tunnels & Mudflats Tour in Naples

Kayak Mangrove Tunnels & Mudflats Tour in Naples

Paddle mangrove tunnels with a biologist guide and free HD photos

5.0 • 863 reviews
$73/ person
Private Marco Island Watersports Tour With Instruction

Private Marco Island Watersports Tour With Instruction

Private 4-hour watersports tour for up to 6 with tubing, shelling, and wake or ski instruction

5.0 • 876 reviews
$812
Self-Guided Shelling Tour From Marco Island

Self-Guided Shelling Tour From Marco Island

Search remote island shores at your own shelling pace

5.0 • 752 reviews
$160
Custom Private Boat Charter in Goodland

Custom Private Boat Charter in Goodland

Shape your ideal day on the water, from shelling to sunset cruising

5.0 • 136 reviews
$672& up
Marco Island Private Shelling Cruise

Marco Island Private Shelling Cruise

Cruise Marco Island waters and shell remote barrier islands on a private boat

5.0 • 409 reviews
$504& up
Private Backwater Fishing Charter from Marco Island

Private Backwater Fishing Charter from Marco Island

Fish Marco Island backwaters with a local captain and light tackle

5.0 • 350 reviews
$901/ boat
Private Shelling Tour of the 10,000 Islands

Private Shelling Tour of the 10,000 Islands

Explore tide-shaped island shores in search of distinctive seashells

5.0 • 176 reviews
$661& up
Marco Island Sunset Cruise

Marco Island Sunset Cruise

Sail the Gulf at sunset with island shelling and wildlife viewing

5.0 • 169 reviews
$504
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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.

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