Free Concierge Service
    Text or call (650) 414-7338
    Ask AIAI
    Ask AIAI
    1. Local experiences/
    2. Things to do in Key West…/
    3. Water Activities/
    4. Yacht Charters/
    5. Private 8-Hour Yacht Charter in Key West
    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
    Product image 1
    Product image 2
    Product image 3
    Gallery image
    Gallery image 2
    Gallery image 3

    Private 8-Hour Yacht Charter in Key West

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

    4.9 stars• 54 reviews
    From$6,866incl. taxes and fees

    Duration

    8 Hours

    Ideal For

    Up to 12 people

    Includes

    Snorkel gear, coolers, grill

    Highlights

    Spend a full day on a privately chartered boat with time to snorkel at multiple spots, explore uninhabited islands, or relax on the water. Choose from sailing catamarans or power yachts for up to 12 guests.

    • Choose a sailing catamaran or power yacht from the fleet
    • Snorkel at multiple locations during your 8-hour private charter
    • Explore surrounding uninhabited islands at your own pace
    • Relax onboard with a sound system, full kitchen, and grill
    • Bring your own drinks, ice, and food for the day

    What's Included

    • Boat rental
    • Snorkeling gear
    • Pool noodles
    • Coolers
    • Sound system
    • Full kitchen
    • Barbecue grill

    Things to know

    Primary charterer must be 21 or older. A mandatory boat cleaning fee applies (varies by boat and is added at checkout). A $700 captain and crew service fee is paid on charter day, and crew gratuity is customary at 15–20% of the charter fee.

    Split the cost with your group

    This booking is for the whole experience, which fits up to 12 guests.

    From$572per person
    Split with

    Cancellation Policy

    Cancel more than 30 days before start: full refund minus $350 fee. Cancel less than 30 days but more than a week: full refund minus $750 fee. Cancel within a week: forfeit all funds. Full refund or reschedule if owner cancels due to unsafe weather.

    FAQs

    Plan for three additional charges: a mandatory boat cleaning fee (varies by boat and gets added at checkout), a $700 captain and crew service fee paid on charter day, and crew gratuity paid on charter day (customarily 15–20% of the charter fee).

    Pay the $700 captain and crew service fee directly on the day of your private charter; credit card or cash is accepted.

    Bring drinks, ice, food, a swimsuit, non-spray sun lotion, a towel, sunglasses, and light layers for the weather of the day.

    Experience provided by Sail Away Key West
    Experience provided by Sail Away Key West

    How can we help?

    We are here to assist with special requests, large groups, last minute needs, and any questions you may have.

    Call or text (650) 414-7338

    Report an issue

    Reference #CEGWM7

    How many boats?

    After Parr T - Marquis 72 Motor Yacht - ON1279595

    $6,866.75

    72 ft - 3 cabin

    0

    Mali Havana - Fountaine Pajot Elba 45 - Sailing Catamaran

    $3,291.50

    45 ft sailing catamaran

    0

    Southern Cross - Leopard 48 - Sailing Catamaran

    $2,780.75

    48 ft Sailing Catamaran

    0

    Pretender - 2024 Lagoon 42 - Sailing Catamaran

    $2,553.75

    42 ft Sailing Catamaran

    0

    Sea Wanderer - Seawind 1160 - Sailing Catamaran

    $2,355.12

    38 ft Sailing Catamaran

    0

    Sugar Magnolia - 2017 Lagoon 42 - Sailing Catamaran

    $2,383.50

    42 ft Sailing Catamaran

    0

    Parr T On - Sea Ray 60 - Private Charter ON1188661

    $4,994

    60 ft Motor Yacht

    0

    Add On: Floating Water Pad

    $56.75

    0

    Why book through Greetwell?

    • No Added Fees

      No booking or service fees, ever

    • Concierge Support Included

      Real humans ready to help with timing, questions, or special requests

    • Free Cancellation Available

      Most experiences can be cancelled for a full refund

    Discover what we've curated for you

    Review summary

    4.9
    Excellent
    54 reviews•Google Maps
    53
    0
    0
    0
    1

    Experienced sailors and first-timers alike consistently rave about this Key West charter company, and it's easy to see why. Captains Patrick, Justin, Brian, and Jordy come up repeatedly by name, with guests noting how the crew adapts to each group's energy, whether that means snorkeling at the reef, anchoring at a sandbar, or just soaking up the day on the water. The boats are well-maintained and the booking process is smooth, with Jennifer and the shore team earning particular praise for their communication and flexibility. For those looking to build sailing skills, the ASA certification program is a genuine highlight. Instructors Andrew and Justin are described as knowledgeable and encouraging, with multiple guests completing several certifications over a week-long liveaboard experience aboard boats like the Mali Havana. The Stock Island Marina location adds a nice bonus, with access to Perry Hotel amenities and a free shuttle into town. With a near-perfect rating across a large number of reviews, this operation has clearly built something reliable. Groups celebrating bachelorettes, weddings, and birthdays keep coming back and sending friends, which says a lot about the consistency of the experience.

    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

    Nearby activities

    Thumbnail
    SailingUp to 12

    Sail a Private Key West Sunset Cruise

    From$2,088
    Thumbnail
    Yacht ChartersUp to 11

    Customize a 4-Hour Private Yacht Charter

    From$4,029
    Thumbnail
    Boat Tours

    Explore Key West Mangroves on a 3-Hour Dinghy Tour

    $90.10/ person
    Thumbnail
    SailingUp to 6

    3-Hour Private Sunset Sail in Key West

    $793.36
    Thumbnail
    Boat RentalsUp to 13

    Cruise on a Private Boat Charter in Key West

    $1,272
    Thumbnail
    Yacht ChartersUp to 12

    Charter a Private 4-Hour Naturist Cruise in Key West

    $1,219