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    1. Local experiences
    2. /Things to do in Key West…
    3. /Water Activities
    4. /Sailing
    5. /Key West Day Sail with Snorkel & Kayak Lunch
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    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.

    4.9 stars• 5.9K reviews

    Duration

    6.5 hrs

    Ideal For

    Up to 20 people

    Includes

    Lunch, drinks, snorkel & kayak gear

    Highlights

    Explore Key West’s turquoise waters aboard a historic schooner. Spend the day sailing, snorkeling colorful reefs, kayaking around mangrove islands, and relaxing over a fresh buffet lunch with complimentary drinks.

    1. Sail a classic schooner with fewer than 20 guests
    2. Snorkel sheltered reefs with provided gear and guidance
    3. Paddle easy-handling kayaks through mangrove channels
    4. Enjoy buffet lunch, snacks, beer, wine, sodas, and water
    5. Choose sun or shade while cruising between stops

    What's Included

    1. Sailing cruise and crew
    2. Snorkeling and kayaking equipment
    3. Lunch, snacks, beer, wine, and soft drinks
    4. Life jackets and safety gear

    Things to Know

    Arrive 30 minutes before departure. Guests consuming alcohol must present valid ID if under 35.

    Cancellation Policy

    Free changes or cancellation up to 24 hours before departure for public bookings of up to 4 guests; 72 hours for 5 or more guests. Private charters are non-refundable within 14 days. Deposits are charged 24 hours before public trips and 7 days before private trips.

    Product ID: VENDDT

    FAQs

    No. The tour provides instruction and gear, and is designed so that no experience is necessary.

    A bathing suit, hat & sunglasses, towel, sunscreen (ideally reef-safe), camera (or underwater camera), photo ID, and in cooler months a sweatshirt.

    Yes, when weather allows the crew stops at an island with a beach or a sandbar.

    Meeting details

    Danger Charters Island Shop, 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

    Adult

    $186.41

    Ages 13+

    0

    Child

    $154.05

    Ages 4-12

    0

    Toddler

    $0

    Ages 3 and under

    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
    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

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