Free Concierge Service
    Text or call (650) 414-7338
    Ask AIAI
    Ask AIAI
    Why travelers choose Greetwell

    Curated by our team

    Every experience is hand selected and approved by Greetwell.

    Personal concierge

    Real humans available to help before, during, and after your booking.

    Intimate & authentic

    Including unique in-home experiences you won't find anywhere else.

    Easy booking & cancellation

    Reserve in minutes with free cancellation on most experiences.

    Greetwell

    Experiences that stay with you long after the trip

    Greetwell curates authentic local experiences and provides personal concierge support in over 500 destinations, helping you explore confidently wherever you go.

    About

    • Our Story
    • For Experience Providers
    • For Hospitality Partners
    • For Developers

    Concierge Support

    • Help Center
    [email protected](650) 414-7338

    Safe & Secure Payments

    © 2026 Greetwell, Inc. All rights reserved.
    Privacy PolicyTerms
    Sail Away Key West

    Sail Away Key West

    4.9 • 54 reviews
    Key West, FL

    Sail Away Key West creates private sailing experiences designed around each guest, from relaxed day charters to unforgettable multi-day adventures on the water. Specializing in luxury catamarans and yachts, their team shares a gen...

    Report an issue

    Book Sail Away Key West

    Addon image

    Customize a 4-Hour Private Yacht Charter

    Charter a private yacht for 4 hours with snorkeling or sailing options

    From$4,029
    Addon image

    Sail a Private Key West Sunset Cruise

    Private 3-hour Key West sunset sail with time to snorkel

    From$2,088
    Addon image

    Private 8-Hour Yacht Charter in Key West

    Charter a private sailing catamaran or power yacht for 8 hours of snorkeling and island stops

    From$6,866

    What people are saying

    Review 1 of 4
    5/5

    Just spent an amazing 10 days onboard the Mali Havana learning how to sail through Sail Away's ASA program. Our instructor, Andrew was thoughtful and thorough, and he really helped us understand everything and feel comfortable at the helm with his teaching. Greg took care of our check-in and was friendly and responsive to anything we needed while we were onboard. I can't reccomend Sail Away Key West enough!

    Photo of Matthew Blind (CoachBlindFlorals)

    Matthew Blind (CoachBlindFlorals)

    February 4, 2026

    Review 1 of 1
    5/5

    Just spent an amazing 10 days onboard the Mali Havana learning how to sail through Sail Away's ASA program. Our instructor, Andrew was thoughtful and thorough, and he really helped us understand everything and feel comfortable at the helm with his teaching. Greg took care of our check-in and was friendly and responsive to anything we needed while we were onboard. I can't reccomend Sail Away Key West enough!

    Photo of Matthew Blind (CoachBlindFlorals)

    Matthew Blind (CoachBlindFlorals)

    February 4, 2026