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  • 7 Best Dolphin Cruise Spots to See Wild Dolphins in 2026
  • Best 477

    things to do in Islamorada, FL

    Showing 457-477 of 477 results
    Private 3/4-Day Reef & Wreck Fishing Charter in Duck Key

    Private 3/4-Day Reef & Wreck Fishing Charter in Duck Key

    Private reef and wreck fishing with gear, licenses and a captain included

    4.5 • 1.4K reviews
    $1,479
    Duck Key 6-Hour Reef Fishing Charter

    Duck Key 6-Hour Reef Fishing Charter

    Bottom-fish reefs, bays, and wrecks with a captain and gear included

    4.5 • 1.4K reviews
    $1,479
    Night Fishing Cruise in Islamorada

    Night Fishing Cruise in Islamorada

    Reef and wreck fishing with crew help, bait, tackle, and fishing license included

    4.5 • 18.4K reviews
    $114/ person
    Private 3/4-Day Offshore Fishing Charter in Marathon

    Private 3/4-Day Offshore Fishing Charter in Marathon

    Private offshore fishing with trolling and live-bait techniques

    4.5 • 1.4K reviews
    $1,267
    Private 3/4-Day Wreck & Reef Fishing Charter in Marathon

    Private 3/4-Day Wreck & Reef Fishing Charter in Marathon

    Private wreck fishing with captain, gear, and fishing license included

    4.5 • 1.4K reviews
    $1,479
    Private Fishing Charter in Marathon

    Private Fishing Charter in Marathon

    Fish reefs, wrecks or offshore waters with gear, fuel and fishing licenses included

    4.5 • 1.4K reviews
    $1,055& up
    Private Fishing Charter in Marathon

    Private Fishing Charter in Marathon

    Choose your ideal private fishing or island adventure with a captain

    4.5 • 1.4K reviews
    $981& up
    Private Fishing Charter in Marathon

    Private Fishing Charter in Marathon

    Choose your fishing adventure aboard a 43' Freeman with a captain

    4.5 • 1.4K reviews
    $1,585& up
    Private Fishing Charter in Marathon

    Private Fishing Charter in Marathon

    Choose your fishing style, from reef catches to offshore adventures

    4.5 • 1.4K reviews
    $1,118& up
    6-Hour Reef Fishing Charter in Marathon

    6-Hour Reef Fishing Charter in Marathon

    Private reef, bay, and wreck fishing with captain, gear, and license included

    4.5 • 1.4K reviews
    $1,479
    Guided Mangrove Kayak Tour in Islamorada

    Guided Mangrove Kayak Tour in Islamorada

    Paddle winding mangrove tunnels with a guide in the Florida Keys

    4.3 • 101 reviews
    $58/ kayak
    Sunset Guided Kayak Tour in Islamorada

    Sunset Guided Kayak Tour in Islamorada

    Paddle mangrove tunnels and saltwater flats as the Florida Keys day winds down

    4.3 • 101 reviews
    $58/ kayak
    Private Mangrove Tunnel Kayak Tour in Islamorada

    Private Mangrove Tunnel Kayak Tour in Islamorada

    Discover the Florida Keys' mangrove ecosystem on a private paddle

    4.3 • 101 reviews
    $167/ person
    Private Sunset Mangrove Kayak Tour in Islamorada

    Private Sunset Mangrove Kayak Tour in Islamorada

    Share a relaxing sunset paddle with your group

    4.3 • 101 reviews
    $167/ person
    21' SeaChaser Boat Rental in Marathon
    Up to 7

    21' SeaChaser Boat Rental in Marathon

    Fish, dive, and explore the Florida Keys with onboard navigation and water access

    3.7 • 123 reviews
    $1,249/ boat
    Marathon 24' Boston Whaler Boat Rental
    Up to 8

    Marathon 24' Boston Whaler Boat Rental

    Twin-engine power, fishing features, and free delivery for your time on the water

    3.7 • 123 reviews
    $1,816/ boat
    25' Boat Rental in Marathon
    Up to 8

    25' Boat Rental in Marathon

    Cruise, fish, snorkel, or dive with easy water access

    3.7 • 123 reviews
    $1,589/ boat
    27' Boat Rental in Marathon

    27' Boat Rental in Marathon

    Offshore-ready weekly boat rental with twin Yamaha power

    3.7 • 123 reviews
    $2,270/ boat
    24' SeaChaser Boat Rental in Marathon
    Up to 10

    24' SeaChaser Boat Rental in Marathon

    Explore offshore waters with GPS navigation, fishing features, and complimentary delivery

    3.7 • 123 reviews
    $1,419/ boat
    22' Boat Rental in Marathon
    Up to 6

    22' Boat Rental in Marathon

    Explore the Florida Keys for fishing and diving aboard a fuel-efficient Boston Whaler

    3.7 • 123 reviews
    $907/ boat
    Marathon 24' Boston Whaler Rental

    Marathon 24' Boston Whaler Rental

    Offshore trolling and sandbar days aboard a 250hp Boston Whaler

    3.7 • 123 reviews
    $1,646/ boat
    1…1617181920
    Fishing Charters148Boat Tours64Scuba Diving54Snorkeling51Boat Rentals45
    More
    • Kayaking Tours16
    • Swimming with Dolphins12
    • Car Rentals10
    • Sunrise and Sunset Tours10
    • Jet Skiing9
    • Food Tours8
    • Private Fishing Charters6
    • Yacht Charters6
    • Canoeing5
    • Paddleboarding5
    • Sailing4
    • Animal Sanctuaries3
    • Ecotours3