Free Concierge Service
    Text or call 1-877-GREET-WELL
    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

    Resources

    • Travel Guides
    • Experience Gift Cards
    • Help Center
    [email protected]1-877-GREET-WELL

    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• 56 reviews

    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.

    Product ID: CEGWM7

    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.

    Meeting details

    Sail Away Key West, 7005 Shrimp Road, Key West, FL 33040

    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 1-877-GREET-WELL

    Report an issue

    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

    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
    56 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 5
    5/5

    A wonderful 4-day Charter on an incredible 42’ catamaran from Sail Away Key West. The boat is modern, clean and the Staff did great job to prepare it. We sailed to Marquesas, Boca Grande, the light tower ... and truly enjoyed the incredible beauties of the Keys and numerous activities in the water and on the beach. Our captain Patrick and crew Tara are absolutely amazing!! They are so friendly, knowledgeable and supportive. They also taught the kids a lot about sailing and nature. Absolutely unforgettable charter with our great new friends there ... thank you!

    Photo of Ping Yu

    Ping Yu

    June 14, 2026

    Review 1 of 1
    5/5

    A wonderful 4-day Charter on an incredible 42’ catamaran from Sail Away Key West. The boat is modern, clean and the Staff did great job to prepare it. We sailed to Marquesas, Boca Grande, the light tower ... and truly enjoyed the incredible beauties of the Keys and numerous activities in the water and on the beach. Our captain Patrick and crew Tara are absolutely amazing!! They are so friendly, knowledgeable and supportive. They also taught the kids a lot about sailing and nature. Absolutely unforgettable charter with our great new friends there ... thank you!

    Photo of Ping Yu

    Ping Yu

    June 14, 2026

    Nearby activities

    Private Sunset Catamaran Charter in Key West
    Yacht Charters

    Private Sunset Catamaran Charter in Key West

    Sail, snorkel, and toast the sunset on your own Key West yacht

    Sail, snorkel, and toast the sunset on your own Key West yacht
    4.9 • 56 reviews
    $2,088& up
    Customize a 4-Hour Private Yacht Charter
    Yacht Charters

    Customize a 4-Hour Private Yacht Charter

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

    Charter a private yacht for 4 hours with snorkeling or sailing options
    4.9 • 56 reviews
    $4,029& up
    Key West 6-Hour Private Yacht Charter
    Yacht Charters

    Key West 6-Hour Private Yacht Charter

    Choose your yacht for private snorkeling, swimming, and Key West Harbor cruising

    Choose your yacht for private snorkeling, swimming, and Key West Harbor cruising
    4.9 • 56 reviews
    $5,732& up
    Key West Naturist Boat Charter
    Boat Tours

    Key West Naturist Boat Charter

    Private fast-boat access to shallow waters, sandbars, and a clothing-optional escape

    Private fast-boat access to shallow waters, sandbars, and a clothing-optional escape
    $1,375
    Naturist Sailing Charter in Key West
    Sailing

    Naturist Sailing Charter in Key West

    Private clothing-optional sailing with a licensed captain and crew

    Private clothing-optional sailing with a licensed captain and crew
    $2,011
    Naturist Sailing Charter in Key West
    Sailing

    Naturist Sailing Charter in Key West

    Private sailing with a captain, crew, paddle gear, and refreshments

    Private sailing with a captain, crew, paddle gear, and refreshments
    $2,647