MM 5 · Florida Keys

    Postcards from
    Stock Island.

    One mile east of Key West. Where the working boats live.

    30 trips & tours · 20 boat rental listings · 9 local operators

    Not sure what fits your group? Help me choose

    Stock Island postcard — MM 5
    Florida Keys

    Rentals · 20 listings

    Boat rentals in Stock Island

    Listings from local rental operators. Check each operator's requirements before you book.

    25' Pontoon — 12 Passenger
    MM 5
    Pontoon

    The Beach Weekend KW

    25' Pontoon — 12 Passenger

    Family sandbar day, easy driving

    25 ft12 passengersStock Island · Stock Island · 5710 US-1
    Check availability
    30' Double-Decker with Slides — 13 Passenger
    MM 5
    Double Decker

    The Beach Weekend KW

    30' Double-Decker with Slides — 13 Passenger

    The Instagram boat — waterslide and upper deck

    30 ft13 passengersStock Island · Stock Island · 5710 US-1
    Check availability
    Release Center Console — Fishing
    MM 5
    Fishing

    The Beach Weekend KW

    Release Center Console — Fishing

    Fishing setup out of Stock Island

    Center ConsoleStock Island · Stock Island · 5710 US-1
    Check availability
    25' Double-Decker with Slides — 13 Passenger
    MM 5
    Double Decker

    The Beach Weekend KW

    25' Double-Decker with Slides — 13 Passenger

    Waterslide fun, smaller footprint

    25 ft13 passengersStock Island · Stock Island · 5710 US-1
    Check availability
    30' Tiki Party Boat with Slide
    MM 5
    Tiki

    The Beach Weekend KW

    30' Tiki Party Boat with Slide

    Tiki bar on the water, plus a slide

    30 ftStock Island · Stock Island · 5710 US-1
    Check availability
    Multi-Day All-Inclusive Boating Package
    MM 5
    Multi-Day

    The Beach Weekend KW

    Multi-Day All-Inclusive Boating Package

    Take a boat every day of your stay

    PackageStock Island · Stock Island · 5710 US-1
    Check availability
    Ultimate Pontoon Adventure
    MM 5
    Pontoon

    The Beach Weekend KW

    Ultimate Pontoon Adventure

    Their signature pontoon package

    PontoonStock Island · Stock Island · 5710 US-1
    Check availability
    23' Everglades — 6 Passengers
    MM 5
    Fishing

    The Beach Weekend KW

    23' Everglades — 6 Passengers

    Serious open-water rig for small groups

    23 ft6 passengersStock Island · Stock Island · 5710 US-1
    Check availability
    Full Day Boat Rental — Pick Your Boat (10 boats · 15'–22')
    MM 5
    Rental Fleet

    Sunset Watersports

    Full Day Boat Rental — Pick Your Boat (10 boats · 15'–22')

    Widest fleet in KW — deck boats, pontoons, whalers

    15'–22'Stock Island · Cow Key Marina · 5001 5th Ave
    Check availability
    Half Day Boat Rental — Pick Your Boat (10 boats · 15'–22')
    MM 5
    Rental Fleet

    Sunset Watersports

    Half Day Boat Rental — Pick Your Boat (10 boats · 15'–22')

    Half-day version of the same fleet

    15'–22'Stock Island · Cow Key Marina · 5001 5th Ave
    Check availability
    17' Key West Boat
    MM 5
    Center Console

    Boat Rentals in Key West

    17' Key West Boat

    Small couples-friendly boat, easy to handle

    17 ftStock Island · Stock Island
    Check availability
    23' Seacraft
    MM 5
    Fishing

    Boat Rentals in Key West

    23' Seacraft

    Reef fishing and beyond

    23 ftStock Island · Stock Island
    Check availability
    30' Double-Decker Saltwater Pontoon
    MM 5
    Double Decker

    Boat Rentals in Key West

    30' Double-Decker Saltwater Pontoon

    Party pontoon with upper deck

    30 ftStock Island · Stock Island
    Check availability
    MM 5
    Sandbar
    Illustration

    Boat Rentals in Key West

    26' Century Deck Boat

    Deck boat for sandbar and cruising

    26 ftStock Island · Stock Island
    Check availability
    MM 5
    Pontoon
    Illustration

    Boat Rentals in Key West

    23' Fiberglass Tritoon

    Tritoon stability for the sandbar

    23 ftStock Island · Stock Island
    Check availability
    MM 5
    Fishing
    Illustration

    Hurricane Hole Key West

    24' Sea Fox 248

    Fishing setup, near-shore and reef

    24 ftStock Island · Stock Island · Hurricane Hole Marina
    Check availability
    MM 5
    Fishing
    Illustration

    Hurricane Hole Key West

    24' Sea Fox Commander 246

    Their flagship rig — offshore-capable

    24 ftStock Island · Stock Island · Hurricane Hole Marina
    Check availability
    MM 5
    Fishing
    Illustration

    Hurricane Hole Key West

    22'6" Sea Fox Commander

    Smaller center console, still ocean-capable

    22 ftStock Island · Stock Island · Hurricane Hole Marina
    Check availability
    MM 5
    Fishing
    Illustration

    Hurricane Hole Key West

    20' Sea Fox Viper — Yamaha 115hp

    Nimble fishing skiff for two to four

    20 ftStock Island · Stock Island · Hurricane Hole Marina
    Check availability
    MM 5
    Pontoon
    Illustration

    Hurricane Hole Key West

    24' SunToon DS24 Pontoon

    Pontoon out of Hurricane Hole

    24 ftStock Island · Stock Island · Hurricane Hole Marina
    Check availability

    Deck · fishing

    Fishing Charters

    Reef, backcountry, and offshore charters with local captains.

    See all 19 →

    Deck · snorkel

    Snorkel Trips

    Barrier reef snorkeling — gear included, no experience needed.

    See all 8 →

    Deck · sandbar

    Sandbar Trips

    Half-day sandbar cruises to the Marquesas and beyond.

    Deck · boat rental

    Boat Rentals

    Bring your own captain or DIY on a self-drive boat.

    Deck · paddle

    Kayak & Paddle

    Kayak the mangroves or SUP the flats.

    Deck · sunset

    Sunset Sails

    Watch the sun drop over the Gulf with drinks in hand.

    Deck · scuba

    Scuba Diving

    Two-tank reef dives, wreck dives, and Discover Scuba.