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    1. Local experiences
    2. /All experiences
    3. /Summerland Key FL

    Best 765 things to do in Summerland Key, FL

    Showing 121-144 of 765 results
    8-Hour Fishing Charter to the Dry Tortugas
    Fishing Charters

    8-Hour Fishing Charter to the Dry Tortugas

    Fish the remote, clear waters of the Dry Tortugas from Key West

    Fish the remote, clear waters of the Dry Tortugas from Key West
    $3,710
    Bareboat Charter in Key West on a Center Console
    Boat RentalsUp to 12

    Bareboat Charter in Key West on a Center Console

    Shape your Key West day around sandbars, snorkeling, and time on the water

    Shape your Key West day around sandbars, snorkeling, and time on the water
    5.0 • 186 reviews
    $1,272& up
    4-Hour Sandbar Cruise in Key West
    Boat Tours

    4-Hour Sandbar Cruise in Key West

    Share a laid-back Key West sandbar outing with fellow travelers

    Share a laid-back Key West sandbar outing with fellow travelers
    5.0 • 48 reviews
    $284/ person
    8-Hour Swordfish Fishing Charter in Key West
    Fishing Charters

    8-Hour Swordfish Fishing Charter in Key West

    Target swordfish in Atlantic waters more than 1,500 feet deep

    Target swordfish in Atlantic waters more than 1,500 feet deep
    $3,074
    Key West Sunset Cruise
    Sunrise and Sunset Tours

    Key West Sunset Cruise

    Watch the sun set over Key West's backcountry waters

    Watch the sun set over Key West's backcountry waters
    $689
    Private Fishing Charter to Dry Tortugas From Key West
    Fishing Charters

    Private Fishing Charter to Dry Tortugas From Key West

    Fish the remote, crystal-clear waters of the Dry Tortugas

    Fish the remote, crystal-clear waters of the Dry Tortugas
    $3,498
    Night Cubera Snapper Fishing Charter in Key West
    Fishing Charters

    Night Cubera Snapper Fishing Charter in Key West

    Target trophy-class cubera snapper on an offshore night trip

    Target trophy-class cubera snapper on an offshore night trip
    $2,120
    Deep Drop Fishing Charter to Pulley Ridge
    Fishing Charters

    Deep Drop Fishing Charter to Pulley Ridge

    Reach remote Gulf waters for deep-water snapper fishing

    Reach remote Gulf waters for deep-water snapper fishing
    $7,420
    Night Bully Net Fishing Charter in Key West
    Private Fishing Charters

    Night Bully Net Fishing Charter in Key West

    Fish for lobsters by bully net on a small-group Key West night charter

    Fish for lobsters by bully net on a small-group Key West night charter
    $636
    2-Hour Reef Snorkel in Key West
    Snorkeling

    2-Hour Reef Snorkel in Key West

    Snorkel the Atlantic barrier reef with gear and snacks included

    Snorkel the Atlantic barrier reef with gear and snacks included
    5.0 • 19 reviews
    $530
    Explore Key West Sandbars Private Charter
    Yacht Charters

    Explore Key West Sandbars Private Charter

    Choose a 3–6 hour private sandbar charter with floats, snorkel gear, and shade

    Choose a 3–6 hour private sandbar charter with floats, snorkel gear, and shade
    5.0 • 112 reviews
    $530& up
    Choose-Your-Activities Private Charter
    Yacht Charters

    Choose-Your-Activities Private Charter

    Build your own private boat day with snorkeling, sandbar time, or sightseeing

    Build your own private boat day with snorkeling, sandbar time, or sightseeing
    5.0 • 112 reviews
    $742& up
    Key West Sandbar Charter
    Boat Tours

    Key West Sandbar Charter

    Island-hop, snorkel, fish, and float in Key West waters

    Island-hop, snorkel, fish, and float in Key West waters
    5.0 • 19 reviews
    $795
    6-Hour Key West Sandbar Charter
    Yacht Charters

    6-Hour Key West Sandbar Charter

    Island-hop, snorkel, fish, and float on Key West waters

    Island-hop, snorkel, fish, and float on Key West waters
    5.0 • 19 reviews
    $1,060/ boat
    Private Sunset Cruise in Key West
    Boat Tours

    Private Sunset Cruise in Key West

    Sail turquoise waters as Key West’s sunset colors emerge

    Sail turquoise waters as Key West’s sunset colors emerge
    5.0 • 273 reviews
    $477/ boat
    Key West Private Boat Charter with Snorkeling
    Private Boat ChartersUp to 6

    Key West Private Boat Charter with Snorkeling

    Create your perfect four-hour Key West boat charter with snorkeling, dolphins, fishing, or beach time.

    Create your perfect four-hour Key West boat charter with snorkeling, dolphins, fishing, or beach time.
    5.0 • 273 reviews
    $795
    3-Hour Key West Private Boat Charter
    Boat Tours

    3-Hour Key West Private Boat Charter

    Choose one Key West water activity on a private 3-hour express charter

    Choose one Key West water activity on a private 3-hour express charter
    5.0 • 273 reviews
    $689
    6-Hour Key West Private Charter With Snorkeling
    Snorkeling

    6-Hour Key West Private Charter With Snorkeling

    Customize your 6-hour Key West private boat charter for snorkeling, beach time, and more

    Customize your 6-hour Key West private boat charter for snorkeling, beach time, and more
    5.0 • 273 reviews
    $1,087
    Snorkel & Sandbar Charter With Grilled Lunch
    Snorkeling

    Snorkel & Sandbar Charter With Grilled Lunch

    Choose a 4, 6, or 8-hour snorkel and sandbar charter with grilled lunch

    Choose a 4, 6, or 8-hour snorkel and sandbar charter with grilled lunch
    4.9 • 62 reviews
    $1,059& up
    Key West Captain's Choice Fishing Charter
    Fishing Charters

    Key West Captain's Choice Fishing Charter

    Fish hidden Key West backwaters with a captain-led plan

    Fish hidden Key West backwaters with a captain-led plan
    $1,325
    Fish 1-on-1 With a Captain in Key West
    Fishing Charters

    Fish 1-on-1 With a Captain in Key West

    Fish the shallow backcountry on a 14' flats skiff with Captain Landon

    Fish the shallow backcountry on a 14' flats skiff with Captain Landon
    5.0 • 19 reviews
    $530& up
    Key West Shallow Reef Snorkeling Charter
    Snorkeling

    Key West Shallow Reef Snorkeling Charter

    Private snorkeling tailored to your day in Key West’s shallow waters

    Private snorkeling tailored to your day in Key West’s shallow waters
    4.9 • 133 reviews
    $742& up
    Snorkeling Charter in Key West
    Snorkeling

    Snorkeling Charter in Key West

    Explore a coral reef just 7 miles from Key West by private boat

    Explore a coral reef just 7 miles from Key West by private boat
    5.0 • 46 reviews
    $742& up
    Stock Island Inshore Fishing Charter
    Fishing Charters

    Stock Island Inshore Fishing Charter

    Cast for reef and wreck fish with guidance for every skill level

    Cast for reef and wreck fish with guidance for every skill level
    5.0 • 273 reviews
    $795& up
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