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. /Sailing
    5. /Private Sunset Catamaran Sail 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
    Product image 4
    Product image 5
    Product image 6
    Product image 7
    Product image 8
    Gallery image
    Gallery image 1
    Gallery image 2
    Gallery image 3
    Gallery image 5

    Private Sunset Catamaran Sail in Key West

    Sail past Key West landmarks and relax on a private catamaran cruise at sunset

    5.0 stars• 26 reviews

    Duration

    3 hrs

    Ideal For

    Up to 6 people

    Includes

    Snacks, water & amenities

    Highlights

    Set out on a private catamaran cruise toward downtown Key West as afternoon turns to evening. Lounge on deck, hear island stories, and take in views from the water.

    • Cruise past Fort Zachary Taylor, Mallory Square, and Sunset Key
    • Hear stories of Key West's maritime history and colorful characters
    • Lounge on hammocks and trampolines with room to unwind
    • Bring your own drinks for the crew to mix and serve from cold storage
    • Refresh using the sugar scoops for easy water access

    What's Included

    • Fresh fruit and light snacks
    • Still and sparkling water
    • Towels
    • Hammocks and trampolines
    • Two bathrooms
    • Outdoor hot/cold shower
    • Rooftop yoga and diving platform

    Important details

    • Arrive 30 minutes before departure for a safety briefing
    • Shoes are not worn onboard
    • Gratuities are not included in the listed price and are customary for excellent service
    • Medical, mobility, and allergy information is required before sailing
    • An emergency contact's name, phone number, and email address are required before sailing

    Cancellation Policy

    Free cancellation up to 24 hours before departure. No-shows are charged the full price. Full refund if the operator cancels due to weather or other unforeseen circumstances.

    Product ID: AC39YC

    FAQs

    Bring up to 6 guests. This is a private charter, so only your group and the crew are onboard.

    Departures run between 1:00 and 3:00 p.m., depending on sunset timing.

    Arrive 30 minutes before departure for a safety briefing and to get settled onboard.

    Meeting details

    Mystic Blue Sailing Adventures, Slip 6, 7005 Shrimp Road

    Experience provided by Mystic Blue Sailing Adventures

    Related locations

    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

    Three Hour Sail

    $906.86

    0

    Two Hour Sail

    $793.36

    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

    What people are saying

    Review 1 of 5
    5/5

    Captain Cam made the entire trip! We booked a charter with Mystic Blue Sailing Adventures, and it was hands down the highlight of our Key West trip. The catamaran is beautiful and well-kept, but Captain Cam really made the experience unforgettable. Super knowledgeable, laid-back, and made sure everyone on board had the best time. If you’re heading to Key West, book a trip with Cam—you won't regret it!

    Photo of Jonathan Fedoruk

    Jonathan Fedoruk

    August 11, 2026

    Review 1 of 1
    5/5

    Captain Cam made the entire trip! We booked a charter with Mystic Blue Sailing Adventures, and it was hands down the highlight of our Key West trip. The catamaran is beautiful and well-kept, but Captain Cam really made the experience unforgettable. Super knowledgeable, laid-back, and made sure everyone on board had the best time. If you’re heading to Key West, book a trip with Cam—you won't regret it!

    Photo of Jonathan Fedoruk

    Jonathan Fedoruk

    August 11, 2026

    Nearby activities

    Key West Guided Night Kayak Tour
    Kayaking Tours

    Key West Guided Night Kayak Tour

    Light up the sea floor on a guided kayak paddle beneath the stars

    4.8 • 996 reviews
    $93/ kayak
    Climb Key West Lighthouse & Visit Keeper's Quarters
    Historical Sites and Monuments

    Climb Key West Lighthouse & Visit Keeper's Quarters

    Climb 88 steps for panoramic island views and explore the Keeper’s Quarters Museum

    4.6 • 508 reviews
    $17/ person
    4-Hour Sandbar Cruise in Key West
    Boat Tours

    4-Hour Sandbar Cruise in Key West

    Cruise to a Key West sandbar for swimming, relaxing, and wildlife watching

    $596
    5-Hour Reef Fishing Trip in Key West
    Fishing Charters

    5-Hour Reef Fishing Trip in Key West

    Reef fishing for snapper and grouper, with bait and tackle included

    5.0 • 841 reviews
    $89/ person
    Key West Parasailing with Dry Take-Offs & Landings
    Parasailing

    Key West Parasailing with Dry Take-Offs & Landings

    Parasail above Key West on a 12-passenger boat with tandem flight options

    4.9 • 12.7K reviews
    $74/ person
    Dive 2-Tank Private Charter in Key West
    Scuba Diving

    Dive 2-Tank Private Charter in Key West

    Charter a private 2-tank dive with an in-water dive master

    4.9 • 330 reviews
    $1,192& up