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. /Private Boat Charters
    5. /Key West Private Boat Charter with Snorkeling
    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
    Gallery image
    Gallery image 1
    Gallery image 2
    Gallery image 3
    Gallery image 5

    Key West Private Boat Charter with Snorkeling

    Customize your Key West day on a private boat with snorkeling gear and sandbar stops included

    4.9 stars• 5.9K reviews

    Duration

    4 hrs

    Ideal For

    Up to 6 people

    Includes

    Captain, snorkel gear, drinks

    Highlights

    Embark on a private captain-guided cruise through Key West’s clear waters to secluded sandbars and reefs. Decide your itinerary on arrival and enjoy snorkeling, dolphin watching and sun-soaked relaxation.

    1. Anchor at pristine sandbars for swimming and sun
    2. Spot playful dolphins from the bow during the ride
    3. Snorkel vibrant coral reefs with provided gear
    4. Lounge on a floating mat and join sandbar games
    5. Stay refreshed with complimentary water and soda

    What's Included

    1. Captain and 24' center-console boat
    2. Snorkel gear, life jackets and safety equipment
    3. Bottled water, sodas and light snacks

    Things to Know

    Trip accommodates up to six guests. Dolphin sightings are possible but not guaranteed. Please list your preferred departure marina in the booking notes. Options are:

    1. Opal Key Resort & Marina, 225 Front Street, Key West
    2. Ocean's Edge Resort & Marina, 5950 Peninsula Ave., Stock Island
    3. Perry Hotel & Marina, 7001 Shrimp Road, Stock Island
    Split the cost with your group

    This booking is for the whole experience, which fits up to 6 guests.

    From$115per person
    Split with

    Cancellation Policy

    Free cancellation up to 72 hours before start; within 72 hours reservations are non-refundable. One rebooking may be requested within 72 hours for a fee, subject to availability. If a deposit was used, the remaining balance is charged 72 hours before departure. Operator is not liable for arrival issues.

    Product ID: AW39UD

    FAQs

    Yes. Masks, fins, snorkels, safety gear, and winter wetsuits are included.

    Yes. You choose your itinerary the day of your trip, including sandbars, snorkeling, or dolphin cruising.

    Bottled water, soda, and light snacks are included. You may bring any additional food or alcoholic beverages.

    Meeting details

    Opal Key Resort & Marina 255 Front St Key West, FL 33040

    Experience provided by Danger Charters

    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

    Private Charter

    $694.82

    Fits up to 6 guests · 4 hrs

    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
    5.9K reviews•Google Maps
    5,548
    135
    27
    15
    21

    Key West sailing doesn't get much better than this, according to travelers who consistently rave about their time on the water here. Whether you're booking the adventure combo with snorkeling and kayaking through the mangroves or opting for the more leisurely sunset wine cruise, you're apparently in for something special. The crew members get called out by name again and again, with captains like Mary, Janet, Anthony, and Micah earning particular praise for being knowledgeable, professional, and genuinely fun to be around. People love that these aren't massive cattle-call operations. Groups tend to max out around 16 passengers, which creates an intimate vibe where the crew can actually give you personal attention and fellow travelers become part of the experience rather than just anonymous faces. The full-day excursions seem to be the showstoppers. You're looking at snorkeling (though not on a reef, so temper expectations accordingly), kayaking around mangrove islands with solid ecology commentary, plus snacks and unlimited drinks throughout. One couple said it was the best day of a rough year, which speaks volumes. The sunset sails hit differently too, with proper wine flights paired with cheese and appetizers, all enjoyed under actual sail power. A few practical notes: the snacks are described as good but light, so consider bringing extra food if you're prone to getting hungry. Weather can look sketchy before departure but often clears up, and you might even spot manatees at the dock. Multiple repeat customers say this is their go-to charter year after year, which tells you everything about consistency.

    What people are saying

    Review 1 of 4
    5/5

    We recently were on Vacation in Key West where we scheduled the Key West Wind and Wine sailing. The crew was amazing, the wine was amazing as were the Hors d'oeuvres. Do not worry if you do not like wine there are other options like soft drinks or beer. One thing I really loved about this sailboat with Danger - it was far more intimate than the larger options with MANY people. We went at the end of August and it was hot and the breeze lower than normal and we still had an amazing time. One of my favorite nights out that week and you can’t beat the views on the water! And that day we actually saw a few water spouts!

    Photo of Tricia Craft

    Tricia Craft

    August 31, 2026

    Review 1 of 1
    5/5

    We recently were on Vacation in Key West where we scheduled the Key West Wind and Wine sailing. The crew was amazing, the wine was amazing as were the Hors d'oeuvres. Do not worry if you do not like wine there are other options like soft drinks or beer. One thing I really loved about this sailboat with Danger - it was far more intimate than the larger options with MANY people. We went at the end of August and it was hot and the breeze lower than normal and we still had an amazing time. One of my favorite nights out that week and you can’t beat the views on the water! And that day we actually saw a few water spouts!

    Photo of Tricia Craft

    Tricia Craft

    August 31, 2026

    Nearby activities

    Key West Day Sail with Snorkel & Kayak Lunch
    Sailing

    Key West Day Sail with Snorkel & Kayak Lunch

    Sail Key West's clear waters, kayak mangrove islands, snorkel vibrant reefs, and refuel with a buffet lunch—all in one day.

    Sail Key West's clear waters, kayak mangrove islands, snorkel vibrant reefs, and refuel with a buffet lunch—all in one day.
    4.9 • 5.9K reviews
    $186/ person
    Sail, Snorkel & Kayak Charter in Key West
    Sailing

    Sail, Snorkel & Kayak Charter in Key West

    Private Key West schooner charter with snorkeling, kayaking, drinks, and snacks

    Private Key West schooner charter with snorkeling, kayaking, drinks, and snacks
    4.9 • 5.9K reviews
    $2,409
    Sail a Key West Wine Tasting Sunset Cruise
    Dinner Cruises

    Sail a Key West Wine Tasting Sunset Cruise

    Sail a historic schooner at sunset with wine, beer, and small bites

    Sail a historic schooner at sunset with wine, beer, and small bites
    4.9 • 5.9K reviews
    $148/ person
    4.5-Hour Sail, Snorkel & Kayak Tour in Key West
    Snorkeling

    4.5-Hour Sail, Snorkel & Kayak Tour in Key West

    Sail, snorkel, and kayak on a historic schooner with drinks and snacks included

    Sail, snorkel, and kayak on a historic schooner with drinks and snacks included
    4.9 • 5.9K reviews
    $135/ person
    Private 1.5-Hour Schooner Sailing Charter in Key West
    Sailing

    Private 1.5-Hour Schooner Sailing Charter in Key West

    Charter a private historic schooner sail with drinks and snacks included

    Charter a private historic schooner sail with drinks and snacks included
    4.9 • 5.9K reviews
    $1,713
    Sail, Snorkel & Kayak Key West Sunset Cruise
    Sailing

    Sail, Snorkel & Kayak Key West Sunset Cruise

    Sail a historic schooner, snorkel and kayak, then cruise into the Key West sunset

    Sail a historic schooner, snorkel and kayak, then cruise into the Key West sunset
    4.9 • 5.9K reviews
    $148/ person