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Best results for

Water Activities in Chokoloskee, FL

Showing 97-120 of 225 results
4-Hour Kayak & Paddleboard Rental in Marco Island

4-Hour Kayak & Paddleboard Rental in Marco Island

Paddle mangrove tunnels with maps, gear, and a quick tutorial

5.0 • 1.5K reviews
$62& up
Private Gulf Coast Lunch Boat Charter in Goodland

Private Gulf Coast Lunch Boat Charter in Goodland

Slow down on a relaxed, family-friendly coastal escape

5.0 • 12 reviews
$1,007
10-Hour Offshore Fishing Charter in Marco Island

10-Hour Offshore Fishing Charter in Marco Island

Fish up to 70 miles offshore with gear, bait, tackle and licensing included

4.8 • 102 reviews
$3,154
Guided Ten Thousand Islands Boat Tour

Guided Ten Thousand Islands Boat Tour

Cruise Everglades waterways with a naturalist and explore the city boardwalk

4.7 • 503 reviews
$60/ person
Everglades National Park 10,000 Islands Wildlife Cruise

Everglades National Park 10,000 Islands Wildlife Cruise

Explore Everglades National Park’s 10,000 Islands coastal ecosystems by boat

4.9 • 145 reviews
$188/ person
Pontoon Boat Rental From Isles of Capri Marina
Up to 8 adults …

Pontoon Boat Rental From Isles of Capri Marina

Rent a 22' pontoon with half- or full-day options from Isles of Capri Marina

4.7 • 226 reviews
$425/ boat
22' Bay Boat Rental in Everglades City
Up to 5

22' Bay Boat Rental in Everglades City

Explore shallow waters with GPS navigation, a trolling motor, and included fuel

4.8 • 22 reviews
$504/ boat
Naples Parasailing Adventure

Naples Parasailing Adventure

Soar above Vanderbilt Beach and the Gulf of Mexico

4.6 • 189 reviews
$166/ person
Mangrove Tunnel Airboat & Buggy Tour in Everglades City

Mangrove Tunnel Airboat & Buggy Tour in Everglades City

Two rides, local Everglades insight and wildlife-viewing opportunities

4.7 • 4.8K reviews
$104/ person
3-Hour Fishing & Shelling Charter in Marco Island

3-Hour Fishing & Shelling Charter in Marco Island

Fish, shell, or enjoy both on a flexible island charter

5.0 • 33 reviews
$504
Family Fishing Charter in Naples

Family Fishing Charter in Naples

Learn backwater fishing techniques with family-friendly guidance

5.0 • 27 reviews
$477
Naples Dolphin & Manatee Eco Tour with Beach Time

Naples Dolphin & Manatee Eco Tour with Beach Time

Spot dolphins and manatees, then relax on a secluded 10,000 Islands beach in a smooth-water eco cruise

4.7 • 1.7K reviews
$146/ person
Private Shelling & Wildlife Boat Tour Near Marco Island

Private Shelling & Wildlife Boat Tour Near Marco Island

Private wildlife cruise with beach shelling and ecology insights

5.0 • 1.5K reviews
$480& up
4-Hour Backwater Fishing Charter

4-Hour Backwater Fishing Charter

Private backwater fishing for up to 6, from mangroves to flats

4.7 • 15 reviews
$610
Red Snapper Fishing Charter in Marco Island

Red Snapper Fishing Charter in Marco Island

Chase seasonal red snapper on a federally permitted offshore charter

4.8 • 102 reviews
$3,785
Wreck Fishing Charter in Everglades City

Wreck Fishing Charter in Everglades City

Fish wrecks, reefs, and hard-bottom waters for seasonal coastal species

5.0 • 3 reviews
$1,166
Ten Thousand Islands Shelling & Fishing Charter

Ten Thousand Islands Shelling & Fishing Charter

Cruise, shell, swim, and fish on a private family outing

4.9 • 145 reviews
$657/ boat
Pontoon Boat Rental From Isles Of Capri Marina
Up to 10 adults…

Pontoon Boat Rental From Isles Of Capri Marina

Rent a 22-foot pontoon with half- or full-day options for up to 12 passengers

4.7 • 226 reviews
$471/ boat
Everglades City 16' Skiff Boat Rental
Up to 3

Everglades City 16' Skiff Boat Rental

Take the helm of a flat-bottom skiff for exploring and fishing

4.8 • 22 reviews
$392/ boat
Marco Island Gulf Parasailing Adventure

Marco Island Gulf Parasailing Adventure

Soar above the Gulf for views of Marco Island and the 10,000 Islands

4.6 • 189 reviews
$166/ person
Mangrove Tunnel Airboat Tour in Everglades City

Mangrove Tunnel Airboat Tour in Everglades City

Captain-led wildlife insights on an Everglades airboat ride

4.7 • 4.8K reviews
$65/ person
3-Hour Fishing & Sightseeing Charter in 10,000 Islands

3-Hour Fishing & Sightseeing Charter in 10,000 Islands

Relaxed eco touring with fishing stops or a no-fishing option

5.0 • 33 reviews
$504
Everglades National Park Full-Day Fishing Charter

Everglades National Park Full-Day Fishing Charter

Fish Everglades backcountry waters with the captain you prefer

4.6 • 8 reviews
$1,166
Private 10,000 Islands Manatee & Dolphin Tour from Naples
Up to 24

Private 10,000 Islands Manatee & Dolphin Tour from Naples

Experience wildlife, beach time, and shelling on a private boat tour for your group.

4.7 • 1.7K reviews
$146& up
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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