Key West Private Tours & Local Tour Guides

Discover Things to Do and Plan a Trip to Key West, United States of America (USA) with a Local Guide

    The best tours and activities

    With a real local of your choice

    The option to personalize your tour

    Just contact your favorite local

    Only private tours!

    So no group tours with strangers

    Popular Tours in Key West

    WTF: Wild stories,Twisted tales,Freaky things..GHOST tour

    Key West
    1 hour 30 min

    Cayo Hueso which is Spanish for "Island of Bones" is the original name of Key West. Yes ghosts and spirits of been part of this city going back to 2000BC when the Indians first inhabited this area. Piracy, disease, natural disasters, tragic stories will all be shared on this tour. We will talk about a dead bride and perhaps the most haunted doll in the world. This and much more awaits as we take a dark and creepy walking tour of old town.

    FROM$300/ per group
    Whiskeyrick W.

    Welcome to Key West -- history and tips

    Key West
    1 hour 30 min

    What a way to start your stay in Key West... a walking tour that will cover the Old Town area from the Atlantic Ocean to the Gulf of Mexico. Understand the history and how the island grew as the seaport became prosperous and needed more space. Get an overview on today and an idea where things are to do and places to eat (sorry with so many GREAT places to dine and everybody having very different tastes I prefer to give tailored recommendations on my tour vice trip advisor top places). WELCOME

    FROM$275/ per group
    Whiskeyrick W.

    Sip N Stroll with history, laughs, tales, hidden gems

    Key West
    1 hour 30 min

    Happy Hour tour!! Ok EVERY hour in Key West is Happy Hour. This is your tour. It is designed as a historic sip n stroll to discuss what happened in key places in town and go into more detail and depth. With that typed many folks just want faster and funnier so we can keep moving and going to different spots. The famous watering holes are there. I can take you to the ones that are nearby and have unique stories as well. We can also mix in items from my other tours if you wish.

    FROM$235/ per group
    Whiskeyrick W.

    Insta Photo Tour in Key West.

    Key West
    3 hours

    Get ready to walk the town and get those bucket list photos. We will start in the Seaport and make our way to the Southernmost Point and back. It maybe 1 mile from the Atlantic Ocean to the Gulf of Mexico along Duval street, but we will make our way in a zig zag fashion so you can get the picture spots you want to capture while in Key West. Hemingway House, USCG Ingham, Key West Cemetery, Custom House, Little White House, Key West Lighthouse, Mallory Square, and many other spots.

    FROM$325/ per group
    Whiskeyrick W.

    Key West Private Tours & Local Tour Guides

    Whether it’s your first time to Key West or you are back to discover more, a good tour guide can make all the difference. Enjoy the best of what Key West has to offer, without all the fuss of planning everything by yourself! You can pick your favorite itinerary from the Key West tours offered by our local guides, but feel free to ask for customizations based on your preferences. We want to help travelers get the most out of their trips, and we believe a good tour with a local guide is the best way to ensure that. There is so much to see and do in Key West, and the best way to get the most out of your time there is to have a local expert with you. GoWithGuide is committed to delivering unforgettable tour experiences, so let us help you create your next favorite memory.