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Best 415

things to do in Islamorada Florida, FL

Showing 313-336 of 415 results
Private Half-Day Reef Fishing Charter in Islamorada

Private Half-Day Reef Fishing Charter in Islamorada

Target snapper, grouper and more just 1–5 miles offshore

$1,002
Private Offshore Fishing Charter in Islamorada

Private Offshore Fishing Charter in Islamorada

Fish offshore with a captain who tailors the approach to the season

$1,336
Private Offshore Fishing Charter in Islamorada

Private Offshore Fishing Charter in Islamorada

Enjoy room to cast and a first mate's help on an offshore fishing trip

$1,484/ boat
Reef, Wreck & Offshore Fishing Charter in Islamorada

Reef, Wreck & Offshore Fishing Charter in Islamorada

Cast from a 2025 Contender with captains who know the local waters

$901
Everglades & Florida Bay Eco Boat Tour from Islamorada

Everglades & Florida Bay Eco Boat Tour from Islamorada

Discover serene backcountry waters rich in wildlife

$742/ boat
Full-Day Backcountry Flats Fishing Charter in Islamorada

Full-Day Backcountry Flats Fishing Charter in Islamorada

Explore Florida Keys backcountry waters with light tackle and a captain's guidance

$1,007
Full-Day Inshore & Backcountry Fishing Charter in Islamorada

Full-Day Inshore & Backcountry Fishing Charter in Islamorada

Fish the Florida Keys backcountry with guidance for novice and experienced anglers

$1,325
Half-Day Backcountry Flats Fishing Charter in Islamorada

Half-Day Backcountry Flats Fishing Charter in Islamorada

Fish the Florida Keys backcountry with live bait, spin, or fly techniques

$742
Half-Day Backcountry Fishing Charter in Islamorada

Half-Day Backcountry Fishing Charter in Islamorada

Try light-tackle fishing for seasonal species in the Florida Keys backcountry

$1,060
Private Luxury Sunset Cruise in Islamorada

Private Luxury Sunset Cruise in Islamorada

Unwind on a private evening cruise through the Florida Keys

$1,060
Private Full-Day Sandbar Boat Charter in Islamorada

Private Full-Day Sandbar Boat Charter in Islamorada

Make the day your own with a customized cruise through the Florida Keys

$2,226
Private Half-Day Sandbar Boat Charter in Islamorada

Private Half-Day Sandbar Boat Charter in Islamorada

Enjoy a personalized day on the water with a captain's local knowledge

$1,590
Private Three-Quarter Day Yacht Charter in Islamorada

Private Three-Quarter Day Yacht Charter in Islamorada

Slow down on the water with a Florida Keys charter shaped around you

$1,908
Private Boat Charter in Islamorada with Sandbar & Snorkeling

Private Boat Charter in Islamorada with Sandbar & Snorkeling

Shape your time on the water with a charter tailored to your interests

$1,305& up
Private Sunset Cruise in Islamorada

Private Sunset Cruise in Islamorada

Enjoy sunset on a boat reserved for your group

$430& up
Private Everglades National Park Boat Tour from Islamorada

Private Everglades National Park Boat Tour from Islamorada

Explore the Everglades waterways on a private nature cruise

$902
Private Islamorada Sandbar Boat Charter with Water Toys

Private Islamorada Sandbar Boat Charter with Water Toys

Enjoy a private sandbar outing with drinks, floats, and water toys included

$738& up
Private Mangrove & Wildlife Boat Tour in Islamorada

Private Mangrove & Wildlife Boat Tour in Islamorada

Explore the Florida Keys by water with your own guide

$396
Private Alligator Reef Snorkeling Charter in Islamorada

Private Alligator Reef Snorkeling Charter in Islamorada

Snorkel beside a 135-foot lighthouse on a private charter

$851
150 HP Tritoon Boat Rental in Duck Key
Up to 12

150 HP Tritoon Boat Rental in Duck Key

Cruise at your own pace, then drop anchor and relax

$566/ boat
Double-Decker Pontoon Rental with Slide in Duck Key
Up to 12

Double-Decker Pontoon Rental with Slide in Duck Key

Make the water your playground with a slide and space to relax

$635/ boat
Private Backcountry & Flats Fishing Charter in Islamorada

Private Backcountry & Flats Fishing Charter in Islamorada

Fish the Florida Keys with decades of local know-how

$636& up
Private Inshore & Offshore Fishing Charter in Marathon

Private Inshore & Offshore Fishing Charter in Marathon

Tailor your fishing day to the species you want to target

$1,680/ boat
Extended Full-Day Offshore Fishing Charter in Marathon

Extended Full-Day Offshore Fishing Charter in Marathon

Tailor your fishing adventure to the species you want to target

$2,800/ boat
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Fishing Charters119Boat Tours54Scuba Diving49Snorkeling48Boat Rentals33
More
  • Kayaking Tours14
  • Swimming with Dolphins12
  • Sunrise and Sunset Tours11
  • Car Rentals10
  • Jet Skiing9
  • Food Tours6
  • Private Fishing Charters6
  • Canoeing5
Paddleboarding
5
  • Yacht Charters5
  • Animal Sanctuaries3
  • Ecotours3
  • Sailing3