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    5. Sail a Private Key West Sunset Cruise
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    Sail a Private Key West Sunset Cruise

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

    4.9 stars• 54 reviews
    From$2,088incl. taxes and fees

    Duration

    3 Hours

    Ideal For

    Up to 12 people

    Includes

    Catamaran rental, snorkel gear

    Highlights

    Step away from the crowds and sail a private Key West sunset cruise on a chartered catamaran. You have time to enjoy the water, take a quick snorkel, and head back into the harbor at sunset.

    • Choose a catamaran from the fleet for your private charter
    • Snorkel during the sail with included gear and pool noodles
    • Relax on board with a sound system, coolers, and a full kitchen
    • Grill on board using the barbecue grill
    • Bring your own drinks, ice, and food for the trip

    What's Included

    • Catamaran 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 is added at checkout after you choose your boat. Private charters also require a captain and crew service fee paid on the day; the source lists $350 in one place and $400 in another—confirm the amount with Greetwell before booking. Crew gratuity is customary at 15–20% of the charter fee and paid on the day.

    Cancellation Policy

    Public charters: Cancel 24+ hours before for a full refund; within 24 hours, no refund. Private charters: Fully paid reservations refundable (less a $350 cancellation fee) with notice at least 30 days prior; refunds within 30 days are subject to management approval. Full refund if operator cancels due to weather.

    FAQs

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

    Bring your preferred beverages, and bring outside snacks if you like.

    The primary charterer in your group must be 21 or older.

    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 1-877-GREET-WELL

    Report an issue

    Reference #K3CPTF

    Mali Havana - Fountaine Pajot Elba 45 - Sailing Catamaran

    $2,088.40

    45 ft sailing catamaran

    0

    Southern Cross - Leopard 48 - Sailing Catamaran

    $1,691.15

    48 ft Sailing Catamaran

    0

    Pretender - 2024 Lagoon 42 - Sailing Catamaran

    $1,691.15

    42 ft Sailing Catamaran

    0

    Sugar Magnolia - 2017 Lagoon 42 - Sailing Catamaran

    $1,407.40

    42 ft Sailing Catamaran

    0

    Parr T On - Sea Ray 60 - Private Charter ON1188661

    $2,497

    60 ft Motor Yacht

    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

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