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. /Key West Private Sailing Charter
    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
    • 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
    Product image 9
    Product image 10
    Gallery image
    Gallery image 1
    Gallery image 2
    Gallery image 3
    Gallery image 5

    Key West Private Sailing Charter

    Sail, snorkel, and seek sandbars aboard a private catamaran

    4.9 stars• 633 reviews

    Duration

    3–4 hrs

    Ideal For

    Up to 25 people

    Includes

    Snacks, drinks, snorkel gear

    Highlights

    Set sail on a private catamaran day charter in Key West waters. Shape your time on the water around sailing, snorkeling, wildlife, or a sandbar stop, subject to conditions.

    • Explore shallow-water snorkeling and wildlife refuges
    • Seek local wild dolphins when conditions allow
    • Visit a sandbar when tides permit
    • Tailor the outing around your group’s priorities
    • Relax with time for sailing, swimming, and sunbathing

    What's Included

    • Snacks, chips, cookies, and tropical fruit
    • Beer, hard seltzer, wine, soft drinks, and bottled water
    • Sanitized snorkel equipment
    • Floating water mat and swim noodles
    • Freshwater shower
    • Shaded and sunny seating, restroom, and Bluetooth stereo

    Important details

    • Arrive 15 minutes before departure for check-in
    • Bring the credit card used for your reservation and matching valid photo ID
    • Complete a passenger waiver for every traveler before arriving; guardians complete waivers for children
    • Alcoholic drinks are available only to travelers ages 21+
    • Hard liquor is not permitted onboard, and crew must serve all alcoholic beverages
    • Expect the captain to adjust destinations or cancel departures for unsafe weather conditions

    Cancellation Policy

    Cancel at least 2 weeks before the trip day for a full refund. Within 2 weeks, tickets are nonrefundable and normally cannot be rescheduled. A full refund, rescheduling, or future credit is available if the captain cancels due to severe weather or another reason.

    Product ID: DA79YE

    FAQs

    Bring a towel, hat, sunglasses, camera, dry bag, and sunscreen applied before arrival. Use non-oil sunscreen. Bring a jacket in fall, winter, or spring.

    Have a hearty breakfast or lunch before your charter. Snacks, tropical fruit, soft drinks, water, beer, seltzers, and wine are provided onboard.

    Bring beer, seltzers, or wine cold, but do not bring a cooler or hard liquor. Storage is limited and requires advance notice. Crew serves all alcoholic drinks, and alcohol service begins at the first stop.

    Meeting details

    Fire-pit area outside the Perry Hotel lobby, 7001 Shrimp Road, Key West, FL

    Experience provided by Catamaran Echo

    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 Private Charter

    from $1,616.81

    Four Hour Private Charter

    from $2,116.21

    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
    633 reviews•Google Maps
    590
    10
    5
    3
    13

    JP and Deb are clearly the heart of this operation, with their names appearing again and again across glowing reviews. Guests consistently rave about their warmth, attentiveness, and ability to make everyone feel genuinely taken care of, whether they're snapping photos, keeping drinks topped off, or slowing the boat to let passengers play with passing dolphins. The crew rotates, and names like Simone, Milo, Rodney, and Captain Eddy also earn high praise, suggesting the whole team brings the same energy. Both the snorkeling and sunset cruise options draw strong enthusiasm. Families with young kids, bachelorette groups of 16, and couples all seem to leave happy. Snacks, floats, drinks, and the option to play your own music are nice touches that add to the experience. One French-speaking guest did find the snorkeling stop underwhelming, with murky water and no wildlife sightings, which is worth keeping in mind since ocean conditions are unpredictable. That said, most snorkelers report vibrant reefs and memorable dolphin encounters, making it a strong bet for anyone hoping to get out on the water in Key West.

    What people are saying

    Review 1 of 5
    5/5

    Excellent time with a superb crew.

    Photo of Ingrid Da Silva Hoffa

    Ingrid Da Silva Hoffa

    July 6, 2026

    Review 1 of 1
    5/5

    Excellent time with a superb crew.

    Photo of Ingrid Da Silva Hoffa

    Ingrid Da Silva Hoffa

    July 6, 2026

    Nearby activities

    Dolphin Watching Snorkel & Sailing Cruise in Key West
    Dolphin Watching

    Dolphin Watching Snorkel & Sailing Cruise in Key West

    Sail a small-group catamaran to snorkel reefs and look for wild dolphins

    Sail a small-group catamaran to snorkel reefs and look for wild dolphins
    4.9 • 633 reviews
    $112/ person
    Sunset Champagne Sailing Cruise in Key West
    Sailing

    Sunset Champagne Sailing Cruise in Key West

    Adults-only Key West sunset sail with champagne and gourmet cheese

    Adults-only Key West sunset sail with champagne and gourmet cheese
    4.9 • 633 reviews
    $112/ person
    Key West Champagne Dolphin & Reef Snorkel Cruise
    Snorkeling

    Key West Champagne Dolphin & Reef Snorkel Cruise

    Sail, snorkel, and toast with included drinks aboard a spacious catamaran

    Sail, snorkel, and toast with included drinks aboard a spacious catamaran
    4.9 • 633 reviews
    $112/ person
    Key West Adults-Only Champagne Sunset Sail
    Sailing

    Key West Adults-Only Champagne Sunset Sail

    Sip bubbly and sail into the Key West sunset aboard a spacious catamaran

    Sip bubbly and sail into the Key West sunset aboard a spacious catamaran
    4.9 • 633 reviews
    $112/ person
    Private Sunset Champagne Sail in Key West
    Sailing

    Private Sunset Champagne Sail in Key West

    Private catamaran sailing with champagne, wines and a gourmet cheese buffet

    Private catamaran sailing with champagne, wines and a gourmet cheese buffet
    4.9 • 633 reviews
    $1,617
    Key West Private Day Sailing Charter
    Sailing

    Key West Private Day Sailing Charter

    Private Key West sailing with snorkeling, sandbars, and dolphin searches

    Private Key West sailing with snorkeling, sandbars, and dolphin searches
    4.9 • 633 reviews
    $1,492& up