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

    Safe & Secure Payments

    © 2026 Greetwell, Inc. All rights reserved.
    Privacy PolicyTerms
    Free Concierge Service
    Text or call 1-877-GREET-WELL
    Ask AIAI
    Ask AIAI
    1. Local experiences
    2. /All experiences
    3. /Water Activities
    4. /Sailing

    Best results for Sailing in Key Biscayne, FL

    Showing 1-10 of 10 results
    Advanced Windsurfing Rental in Key Biscayne
    Key Biscayne

    Advanced Windsurfing Rental in Key Biscayne

    Put your windsurfing skills to work with high-performance gear and an onshore briefing

    Put your windsurfing skills to work with high-performance gear and an onshore briefing
    $113
    1-Hour Hobie Wave Sailing Rental in Key Biscayne
    Key Biscayne

    1-Hour Hobie Wave Sailing Rental in Key Biscayne

    Sail Biscayne Bay on a stable Hobie Wave catamaran

    Sail Biscayne Bay on a stable Hobie Wave catamaran
    $113/ boat
    1-Hour Hobie Catamaran Rental in Key Biscayne
    Key Biscayne

    1-Hour Hobie Catamaran Rental in Key Biscayne

    Sail a stable catamaran with room for up to 6 passengers

    Sail a stable catamaran with room for up to 6 passengers
    $170/ boat
    Explore Biscayne Bay on a 3-Hour Sailing Tour
    Sailing

    Explore Biscayne Bay on a 3-Hour Sailing Tour

    Sail, swim, and snorkel Biscayne Bay on a wind-powered catamaran

    Sail, swim, and snorkel Biscayne Bay on a wind-powered catamaran
    $158/ person
    Explore Biscayne Bay on a 3-Hour Eco Sailing Tour
    Sailing

    Explore Biscayne Bay on a 3-Hour Eco Sailing Tour

    Sail Biscayne Bay by wind, with sandbar swims and mangrove exploration

    Sail Biscayne Bay by wind, with sandbar swims and mangrove exploration
    $159/ person
    8-Hour Private Sailing Charter From Treasure Island
    Sailing

    8-Hour Private Sailing Charter From Treasure Island

    Sail for 8 hours and choose Egmont Key, Anna Maria, or Shell Key

    Sail for 8 hours and choose Egmont Key, Anna Maria, or Shell Key
    $3,260
    4-Hour Private Sailing Charter to Shell Key
    Sailing

    4-Hour Private Sailing Charter to Shell Key

    Sail to Shell Key for swimming, snorkeling, and shelling

    Sail to Shell Key for swimming, snorkeling, and shelling
    $1,441
    Cruise Treasure Island On A 2-Hour Sunset Sail
    Sailing

    Cruise Treasure Island On A 2-Hour Sunset Sail

    Private 2-hour sunset sail with bay views and dolphin spotting

    Private 2-hour sunset sail with bay views and dolphin spotting
    $1,060
    40' Catamaran Sailing Charter in Miami
    Sailing

    40' Catamaran Sailing Charter in Miami

    Sail Miami on a 40-foot catamaran with giant nets and an interior cabin

    Sail Miami on a 40-foot catamaran with giant nets and an interior cabin
    4.0 • 166 reviews
    $456/ hour
    Fort Lauderdale Sunset Catamaran Cruise
    Sailing

    Fort Lauderdale Sunset Catamaran Cruise

    Watch fiery skies and enjoy a complimentary champagne toast on a relaxed evening sail.

    Watch fiery skies and enjoy a complimentary champagne toast on a relaxed evening sail.
    4.9 • 528 reviews
    $112/ person