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    1. Local experiences
    2. /Things to do in Key West…
    3. /Water Activities
    4. /Snorkeling
    5. /Key West Sunset Snorkel Cruise
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    Key West Sunset Snorkel Cruise

    Sail, snorkel and watch the Key West sunset from your private boat

    4.8 stars• 377 reviews
    From$1,129incl. taxes and fees

    Duration

    4 hrs

    Ideal For

    Up to 6 people

    Includes

    Boat, snorkel gear, snacks

    Highlights

    Explore Key West waters on a private sail with an anchored swim and snorkel stop. Then settle in with snacks and sunset views as you sail back after dark.

    • Sail to an anchored swim stop in Key West waters
    • Explore sponge beds, coral nurseries and mangrove habitats with snorkel gear
    • Look for lobster and reef fish beneath the water
    • Watch the sunset from the water on your return sail
    • Bring adult beverages, swimwear, towels, sun protection and weather-appropriate clothing

    What's Included

    • Private boat with captain and crew
    • Snorkel gear
    • Coolers with ice
    • Bottled water and soft drinks
    • Light snack platter

    Important details

    • Arrive 15 minutes before your scheduled departure
    • Crew gratuity is customary and not included in the listed price

    Cancellation Policy

    Cancel at least 7 days in advance for a full refund minus a 10% processing fee. No refund is available within 7 days. If the operator cancels, receive a full refund. If the captain deems weather unsafe, rebooking is offered; if unavailable, receive a full refund.

    FAQs

    Bring swimwear, towels, sun protection, and suitable weatherwear for the day (it can feel cooler on the water, especially in the breeze and around sunset).

    Yes. Bring your own adult beverages, and you can also bring extra snacks if you’d like.

    No. Gratuity for the crew is not included and is customary. Clarify the expected amount with Greetwell before booking.

    Meeting details

    HIGH TIDE, 202 William St, Key West, FL 33040

    Experience provided by Sunset Sail Key West

    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

    Reference #RHJW4G

    Private Charter

    $1,129.32

    Up to 6 guests (including children)

    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

    4.8
    Excellent
    377 reviews•Google Maps
    327
    26
    7
    3
    10

    Sailing on the historic schooner When & If is genuinely one of those experiences that surprises people. Built for General George Patton in 1939, the vessel carries real history, and the crew, led by captains like Tyler and Zack, clearly love sharing it. Guests can help raise the sails, take a turn at the wheel, or explore the crew quarters below deck. The vibe is intimate and unhurried, with no blaring music, just wind, waves, and a champagne toast as the sun goes down. The crew consistently earns high praise across the board. Veronica, Yann, Amy, and others are called out by name repeatedly for being warm, knowledgeable, and genuinely enthusiastic about the whole experience. Groups, couples, and families with young kids have all had great times, which speaks to how well the crew reads the room. One reviewer did note a dock location change that wasn't communicated when booking through a third-party platform, so it's worth confirming details directly if you're booking elsewhere. That said, it stands out as an isolated situation in an otherwise overwhelmingly positive pattern of reviews. If a sunset sail is on your Key West list, this one is hard to beat.

    What people are saying

    Review 1 of 5
    5/5

    My girlfriend and I (now fiancè) had an absolutely wonderful time on this sunset sail. Captain Bryce and Dawson were the best crew we could have imagined to get! The hors d'oeuvre's were pretty incredible. Our favorite was the smoked mahi with crustinis and cocktail shrimps! And they had my beer on tap (great choice with Bud Light btw). Dawson was extremely knowledgeable about the history of Key West and the geographical location of everything around there. Took us right to where the dolphins were to snap many videos and pictures too! The icing on the cake was right as sunset was approaching, I asked Captain Bryce if he could angle the boat for me in a way that I could have the sunset in the background as I proposed to my girlfriend. With him very recently proposing to his girlfriend (congratulations again brother) he understood the assignment. And my man Dawson after a few moments of talking, also understood the very important assignment of taking the video for us. All in all, 10/10 experience. Amazing crew, amazing food, amazing passengers too everyone on our ship was very nice. Would highly recommend to anyone looking to do a sunset sail in Key West. This is THE choice. Thanks again guys. God bless.

    Photo of Derk Diggler

    Derk Diggler

    June 22, 2026

    Review 1 of 1
    5/5

    My girlfriend and I (now fiancè) had an absolutely wonderful time on this sunset sail. Captain Bryce and Dawson were the best crew we could have imagined to get! The hors d'oeuvre's were pretty incredible. Our favorite was the smoked mahi with crustinis and cocktail shrimps! And they had my beer on tap (great choice with Bud Light btw). Dawson was extremely knowledgeable about the history of Key West and the geographical location of everything around there. Took us right to where the dolphins were to snap many videos and pictures too! The icing on the cake was right as sunset was approaching, I asked Captain Bryce if he could angle the boat for me in a way that I could have the sunset in the background as I proposed to my girlfriend. With him very recently proposing to his girlfriend (congratulations again brother) he understood the assignment. And my man Dawson after a few moments of talking, also understood the very important assignment of taking the video for us. All in all, 10/10 experience. Amazing crew, amazing food, amazing passengers too everyone on our ship was very nice. Would highly recommend to anyone looking to do a sunset sail in Key West. This is THE choice. Thanks again guys. God bless.

    Photo of Derk Diggler

    Derk Diggler

    June 22, 2026

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