We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.
Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
03/09/2017 04/09/2017
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}

    Key West Sailing Adventure

    201 William St, E Docks 10, 11 and 12, Key West, FL 33040-6679
    Save
    Best prices for your stay
    03/09/2017 04/09/2017
    No availability for your dates from these sites
    Traveller (8)
    Room & Suite (6)
    Pool & Beach (4)
    The Southernmost House
    679 reviews
    #8 of 51 hotels in Key West
     
    Margaritaville Key West Resort & Marina
    2,315 reviews
    #35 of 51 hotels in Key West
     
    Parrot Key Hotel and Resort
    4,469 reviews
    #31 of 51 hotels in Key West
     
    Southernmost Beach Resort
    5,735 reviews
    #15 of 51 hotels in Key West
     
    Overview
    • Excellent91%
    • Very good3%
    • Average3%
    • Poor0%
    • Terrible3%
    Travellers talk about
    “day sail” (2 reviews)
    Beachfront
    Pool
    Non-Smoking Rooms
    Restaurant
    Airport Transportation
    Bar/Lounge
    Kitchenette
    Pets Allowed
    Self-Serve Laundry
    3.0 Star Hotel
    All hotel details
    Offers from Key West Sailing Adventure
    {"containerClass":null,"containerAttributes":null,"widget":{"name":"ibex_photo_carousel","template":"ibex_photo_carousel__widget","moduleList":["handlers"],"divClasses":"prw_rup prw_ibex_photo_carousel","js":{"handlers":"(ta.prwidgets.getjs(this,'handlers'))"},"dust":{"nav_controls":"ibex_photo_carousel__nav_controls"}},"scriptFlags":null}
    The Southernmost House
    679 reviews
    #8 of 51 hotels in Key West
     
    Margaritaville Key West Resort & Marina
    2,315 reviews
    #35 of 51 hotels in Key West
     
    Parrot Key Hotel and Resort
    4,469 reviews
    #31 of 51 hotels in Key West
     
    Southernmost Beach Resort
    5,735 reviews
    #15 of 51 hotels in Key West
     
    Rooms
    3 Sep.4 Sep.
    |
    1 room, 2 adults, 0 children
    Standard Room

    Getting you more information on this room

    Free Cancellation
    Select
    Show Available Rooms
    Sorry, this partner no longer has rooms available on TripAdvisor. Please visit one of our 0 partner sites to see rooms from .
    We're sorry, there are no rooms available on TripAdvisor. Please change your dates, or view all Key West hotels with availability
    Standard Room

    Getting you more information on this room

    Free Cancellation
    Select
    {"BOOKING_FEATURES": ["IB_STREAMLINED_SELECTED_ROOM","IB_NEW_REG_FLOW_INTERRUPTER","IB_SHOW_EMAIL_FOR_INSECURE_LOGIN","VISA_SPONSORSHIP_WEB","RCMS_INLINE_ROOM_GRID_MAX_OCC","IB_POST_BOOKING_LOGIN","IB_IRG_PERFORMANCE_METRICS","IB_IRG_MATCH_META","CHILDREN_SEARCH","IB_DW_INLINE_PASSWORD","ATTRACTIONS_REMOVE_PAYMENT_ADDRESS_FIELDS","IB_DW_CCNAME_WITH_AUTOCOMPLETE","IB_IRG_PERFORMANCE_METRICS_MOBILE","IB_BOOKNOW_CLEAN_WITH_ICON_SHORT_BTN","STORED_CARDS","IB_POST_BOOK_LOGIN_CTA","IB_PRICE_WINS_COPY","IB_DW_PROMPT_KNOWN_EMAIL","IB_PRICES_OUTSIDE_ROOM_BUTTON","IB_EXIT_INTERRUPTER","IB_SHOW_AMENITIES_AS_ICONS","IB_NEW_REG_FLOW","META_AIR","IB_INLINE_ROOM_GRID","IB_TIME_OF_STAY_PAYMENT_TYPES_V3","IBEX_HIGH_EQUITY_BRANDING","IB_PRICE_WINS_POST_TX","IB_BOOKING_FORM_FAVICON","IB_URGENCY_BLOCK","IB_NEW_REG_FLOW_POST_BOOK"] , "IMPRESSION_KEY": "176cd7f3a34149f0bd1286363ea6f030", "roomSelectionModel": {"partnerInfos":[],"multiplePartners":false,"polling":{"locationId":1207308,"bookingSessionId":null,"detailedAvailabilityKey":null,"commerceContentIds":[],"additionalContentIds":[],"pollCount":0,"checkin":{"day":3,"month":9,"year":2017},"checkout":{"day":4,"month":9,"year":2017},"adults":2,"child_rm_ages":"","rooms":1,"display_rooms":300,"entryPrice":-1,"entryCurrency":"USD","complete":false,"formKey":"","showAllRooms":true,"genNewBookingSessionId":false,"winningProviderAtClick":"","selectedRoomKey":null,"impressionKey":"176cd7f3a34149f0bd1286363ea6f030","navArea":null,"referringServlet":"Hotel_Review","highestMetaPrice":0,"lowestMetaPrice":0,"additionalPartner":false,"highestMetaPriceDisplay":0,"roomsToVerify":[],"clazz":null},"summary":null,"unavailable":true,"metaOffers":[],"mismatchCheckModel":null,"totalMediaCount":0,"hotelPhotos":[],"noticeHeaderMessage":null,"moreProviders":null,"lowestPricePartner":null,"showAllRooms":true,"isMetaCheaper":false,"isBookingLessThanOrEqualToMeta":null,"avgHistoricalPrice":0.0,"avgHistoricalDisplayPrice":null,"expressBookState":{"hasFullTravelerInfo":false,"hasReducedBillingInfo":false,"hasFullBillingInfo":false},"highestMetaPrice":-1,"lowestMetaPrice":-1,"highestMetaPriceDisplay":-1,"hotelName":"Key West Sailing Adventure","hasSpecialTimeOfStayTaxes":false,"trackingTree":null,"trackingTreeId":null,"showPriceHoverTooltip":false,"trackingContext":"eyJzdGF0ZSI6IkhPVEVMX0FVQ1RJT04iLCJwIjoiSFJfTWFpbkNvbW1lcmNlIiwiaWRzIjp7IkJGSyI6IjE3NmNkN2YzYTM0MTQ5ZjBiZDEyODYzNjNlYTZmMDMwIiwiQUlLIjoiZGRlMjFlMjM4YjNlNDg5N2I1ZmEzZGExOTA3NzZjODUifSwiZW50cnlTZXJ2bGV0IjoiSG90ZWxfUmV2aWV3In0=","cheaperPricesExist":false,"enableLPF":false,"priceDropPercent":0,"canExpandRooms":false,"expandRoomsToAllPartners":false,"roomSelectionKey":null,"useSupplierDirectTreatment":false,"isSupplierDirect":false,"showProviderSeparator":false,"clazz":null,"seeMoreMessage":null,"seeMoreIFrameMessage":null,"isPricelineCom":false,"isPriceDrawerEnabled":false}, "ibAvailability": false, "metaAvailability": false, "topOfferIsIB": false, "numHacTries": -1, "checkIn": "03/09/2017", "checkOut": "04/09/2017", "lowestPrice": null, "hasDates": true, "hacComplete": false, "contentIdMappings": {}, "pollingEnabled": false, "preventScroll": false, "offerClickToken": null, "conditionalUpdate": false, "mightGetRooms": true, "divClasses": "ppr_rup ppr_priv_hr_inline_room_grid_hsx", "singlePartnerRoomGridWidget": {"containerClass":null,"containerAttributes":null,"widget":{"name":"ibex_room_grid_hsx","template":"ibex_room_grid_hsx__widget","moduleList":["handlers","tracking"],"divClasses":"prw_rup prw_ibex_room_grid_hsx","js":{"handlers":"(ta.prwidgets.getjs(this,'handlers'))","tracking":"(ta.prwidgets.getjs(this,'tracking'))"},"dust":{"sub_header":"ibex_room_grid_hsx__sub_header"}},"scriptFlags":null}, "multiPartnerRoomGridWidget": null, "mismatchMessage": {"containerClass":null,"containerAttributes":null,"widget":{"name":"ibex_mismatch_message","template":"ibex_mismatch_message__widget","moduleList":["handler"],"divClasses":"prw_rup prw_ibex_mismatch_message","js":{"handler":"(ta.prwidgets.getjs(this,'handler'))"},"dust":{}},"scriptFlags":null}, "maxRoomsToShow": 300, "isTablet": false, "roomGridRowWidget": {"containerClass":null,"containerAttributes":null,"widget":{"name":"ibex_room_grid_row_hsx","template":"ibex_room_grid_row_hsx__widget","moduleList":[],"divClasses":"prw_rup prw_ibex_room_grid_row_hsx","js":{},"dust":{"amenities":"ibex_room_grid_row_hsx__amenities","condition_col":"ibex_room_grid_row_hsx__condition_col","price_text":"ibex_room_grid_row_hsx__price_text","reservation_col":"ibex_room_grid_row_hsx__reservation_col"}},"scriptFlags":null}, "mismatchMessageLightbox": null, "deviceInfo": "OtherOS OtherBrowser", "bookOnTripAdvisor": "Book on <img class=\"ibHeaderImg\" alt=\"TripAdvisor\" src=\"https:\/\/static.tacdn.com\/img2\/branding\/rebrand\/TA_logo_primary.png\"\/>"}
    Write a Review
    Reviews (29)
    Traveller rating
    Traveller type
    Time of year
    Language

    1 - 5 of 29 reviews

    Reviewed 25 October 2016

    My wife and I went on a half day sail excursion with Saunders and Erin. It was an enjoyable afternoon. The guys were very knowledgeable about the island and suggested places for us to visit and dine. They were excellent sailors and great hosts! Unfortunately...More

    Thank cmmoore59
    Reviewed 17 May 2016

    Great location, great crew and owners. These boats are right outside Waterfront Brewery in Key West Bight (formerly Waterfront market). Steps from Turtle Kraals, Dantes, Schooner Wharf and about 12 minute walk to Duval via (Sloppy Joes/Captain Tony's)Greene St. we have stayed on Obsession and...More

    Thank tapwaterconchs
    Reviewed 8 March 2016

    These boats are in a great location. We only took the short sailing cruise but we're very impressed with the captaining his knowledge (Ryan). The actual furnishings of the boat were just average. We arrived only to find that we had been moved to a...More

    1  Thank 914ej
    Reviewed 2 November 2015

    I have been to Key West many times and stayed at very fine places.Once I found Key West Sailing Adventure, that's it for me. I stayed on "Obession" for a entire week alone.I didn't feel alone, I felt like part of a family. That was...More

    1  Thank 664dreamer1962
    Reviewed 18 October 2015 via mobile

    Amazing time with Key West Sailing Adventure. Albert and his wife was super helpful when I had to change the date. Bryan is an amazing captain and Jerry is the best 1st mate/chef out there. We will be back and cannot wait. Would highly recommend...More

    Thank phmayer
    The Southernmost House
    679 reviews
    #8 of 51 hotels in Key West
     
    Margaritaville Key West Resort & Marina
    2,315 reviews
    #35 of 51 hotels in Key West
     
    Parrot Key Hotel and Resort
    4,469 reviews
    #31 of 51 hotels in Key West
     
    Southernmost Beach Resort
    5,735 reviews
    #15 of 51 hotels in Key West
     
    About
    Amenities
    • Top amenities
    • Pool
    • Beachfront
    • Restaurant
    • Bar/Lounge
    • Hotel Amenities
    • Children Activities (Kid / Family Friendly)
    • Airport Transportation
    • Self-Serve Laundry
    • Things to do
    • Pool
    • Restaurant
    • Bar/Lounge
    Details
    • Price range
    • USD 419 - USD 534 (Based on Average Rates for a Standard Room)
    • Hotel class
    • Room types
    • Kitchenette ,
    • Non-Smoking Rooms
    • Number of rooms
    • 6
    • Reservation Options
    • TripAdvisor is proud to partner with Hotels.com, Cancelon and Hotwire so you can book your Key West Sailing Adventure reservations with confidence. We help millions of travellers each month to find the perfect hotel for both holiday and business trips, always with the best discounts and special offers.
    • Location
    • United States >
    • Florida >
    • Florida Keys >
    • Key West
    • Also Known As
    • Key West Sailing Adventure Florida
    Add Photo Photos
    Traveller (8)
    Room & Suite (6)
    Pool & Beach (4)
    Hotel & Grounds (17)
    Business Centre & Event Rooms (1)
    Nearby
    The Southernmost House
    679 reviews
    1.66 km away
     
    Parrot Key Hotel and Resort
    4,469 reviews
    2.81 km away
     
    Margaritaville Key West Resort & Marina
    2,315 reviews
    .73 km away
     
    Southernmost Beach Resort
    5,735 reviews
    1.50 km away
     
    Nearby Restaurants
    Cuban Coffee Queen
    2,315 reviews
    .07 km away
    Eaton Street Seafood Market
    862 reviews
    .23 km away
    Kermit's Key West Key Lime Shoppe
    2,181 reviews
    .19 km away
    Harpoon Harry's
    945 reviews
    .12 km away
    Nearby Attractions
    Florida Keys Boat Rentals- Day Rentals
    18 reviews
    .15 km away
    ​​​​​​​​​Key West Turtle Museum
    41 reviews
    .11 km away
    Dolphin Watch
    731 reviews
    .04 km away
    Key West Eco Tours
    774 reviews
    .07 km away
    Ask a question
    Questions & Answers
    kuhgirl
    12 November 2015|
    Answer
    Response from TortugaSailing |
    We are located less than 1 mile off Key West at Stock Island Village Marina. There is ample fee parking for guests.
    0
    Votes

    Recently Reviewed Hotels around Key West

    Room Tips
    "Location, access, and unusual experience are the high points. Be aware it is a little like camping, but well..."
    Read review
    "We chose to stay on the Obsession so we could experience a smaller sailboat before we buy one. The Moondance..."
    Read review
    "The bigger the boat the better."
    Read review
    "A little smaller than a hotel room but a neat adventure!"
    Read review
    Is This Your TripAdvisor Listing?
    Own or manage this property? Claim your listing for free to respond to reviews, update your profile and much more. Claim Your Listing