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    1. Local experiences
    2. /Things to do in Key West…
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    4. /Sunrise and Sunset Tours
    5. /Sunset Cruise in Key West
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    Sunset Cruise in Key West

    Take in Key West’s sunset with glass-bottom views of marine life

    5.0 stars• 59 reviews

    Duration

    2 hours

    Includes

    Snorkel gear, cooler, beach games

    Highlights

    Cruise Key West’s waters as the sun sets over the Gulf of Mexico, with views above and below the surface through the glass bottom.

    • Watch the sky shift colors as the sun sets over the water
    • View marine life beneath the boat through the glass bottom
    • Hear local stories and discover sights around Key West
    • Bring a camera and your own drinks to enjoy onboard

    What's Included

    • Snorkel gear
    • Cooler with ice
    • Beach and water games

    Important details

    • Ages 3 and up only
    • Arrive 15 minutes before departure for check-in

    Cancellation Policy

    Cancel 48 hours in advance for a full refund.

    Product ID: JCX59M

    FAQs

    Bring your own drinks, a towel, sunscreen, and a camera.

    Your charter includes a cooler with ice, snorkel gear, and beach and water games.

    Meeting details

    Happy Captain, 7009 Shrimp Road, Slip A22, Key West, FL 33040

    Experience provided by The Happy Captain

    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

    Charter

    $482.38

    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

    What people are saying

    Review 1 of 5
    5/5

    A MUST-DO IN KEY WEST!!! Evan, The Happy Captain, is an absolute class act. I’ve had the pleasure of going out with him twice now. Each time was a blast! First off, The Happy Captain operates the only private glass-bottom boat in the Keys, which offered spectacular views before we even left the boat. Once we hopped off, it was another world. Evan knows every reef, sandbar, and mangrove out there, and within minutes we were experiencing true nature. The year-round warm water and great visibility mean there’s always something beautiful to see. Colorful reef fish? Yep! Coral of every shape and size? Check! Sea turtles? If you’re lucky! Then it was on to the sand bar for casual drinks, laughs, and serious good times. It’s a taste of the good life all to yourself. The second and most recent trip with Evan was a very special one. After a little back and forth, we hatched a plan for a picture-perfect sunset cruise out to the mangroves to propose to my girlfriend. We cruised out there and explored around the island for a bit as they helped get the spot set up. When it came time to pop the question, everything fell into place better than I could have ever hoped (she said yes), and it was truly special. Thanks in no small part to Evan and his amazing wife. A bottle of champagne even found its way onto the boat, and Evan had some great music queued up for the ride back as we gazed at a magnificent sunset! They are genuinely great people who know how to treat their customers and have a great time. So take it from me, skip the crowded pontoons and have a personal, beautifully curated experience with The Happy Captain! I know we’ll be back, and back again after that!

    Photo of Dan iel

    Dan iel

    August 21, 2026

    Review 1 of 1
    5/5

    A MUST-DO IN KEY WEST!!! Evan, The Happy Captain, is an absolute class act. I’ve had the pleasure of going out with him twice now. Each time was a blast! First off, The Happy Captain operates the only private glass-bottom boat in the Keys, which offered spectacular views before we even left the boat. Once we hopped off, it was another world. Evan knows every reef, sandbar, and mangrove out there, and within minutes we were experiencing true nature. The year-round warm water and great visibility mean there’s always something beautiful to see. Colorful reef fish? Yep! Coral of every shape and size? Check! Sea turtles? If you’re lucky! Then it was on to the sand bar for casual drinks, laughs, and serious good times. It’s a taste of the good life all to yourself. The second and most recent trip with Evan was a very special one. After a little back and forth, we hatched a plan for a picture-perfect sunset cruise out to the mangroves to propose to my girlfriend. We cruised out there and explored around the island for a bit as they helped get the spot set up. When it came time to pop the question, everything fell into place better than I could have ever hoped (she said yes), and it was truly special. Thanks in no small part to Evan and his amazing wife. A bottle of champagne even found its way onto the boat, and Evan had some great music queued up for the ride back as we gazed at a magnificent sunset! They are genuinely great people who know how to treat their customers and have a great time. So take it from me, skip the crowded pontoons and have a personal, beautifully curated experience with The Happy Captain! I know we’ll be back, and back again after that!

    Photo of Dan iel

    Dan iel

    August 21, 2026

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