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    1. Local experiences
    2. /Things to do in Key West…
    3. /Animal Encounters
    4. /Dolphin Watching
    5. /Explore a Key West Island & Dolphin Watching Charter
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    Explore a Key West Island & Dolphin Watching Charter

    Private 4-hour island and sandbar charter from Key West for up to 6

    5.0 stars• 26 reviews
    From$757incl. taxes and fees

    Duration

    4 Hours

    Ideal For

    Up to 6 people

    Includes

    Ice, water, paddleboards

    Highlights

    Ride out from Key West on a private 4-hour charter to an island or sandbar and spend the morning swimming, relaxing, and exploring. Keep an eye out for dolphins, turtles, and stingrays—wildlife sightings aren’t guaranteed.

    • Depart at 10 a.m. on a private charter for up to 6 people
    • Explore an island or sandbar miles off Key West
    • Relax on flotation pads or paddleboard in the shallows
    • Bring your own food and drinks; alcohol allowed for ages 21+
    • Add snorkeling or request extra time at checkout

    What's Included

    • Ice
    • Water
    • Flotation pads
    • Lifejackets
    • Personal coolers
    • Two paddleboards

    Things to know

    Gratuity is not included in the price. If you’re prone to seasickness, take the necessary precautions.

    Cancellation Policy

    No fee if you cancel 7+ days before departure. 50% fee if you cancel 3–6 days before. 100% fee if you cancel within 2 days. No refunds with less than 48 hours notice. If the captain cancels due to unsafe weather, you can reschedule or get a full refund.

    FAQs

    Bring sunscreen (no aerosol cans), towels, a hat, sunglasses, a camera, and your own food, snacks, and drinks. If you’re prone to seasickness, take the necessary precautions (Dramamine is recommended).

    Yes. Alcoholic beverages are accepted, but you must be 21+ to consume alcohol. No alcoholic beverages may be consumed before snorkeling.

    Check in 10 minutes before your departure time.

    Meeting details

    Our charter departs from Opal Key Resort & Marina - 245 Front Street, Key West, FL 33040

    Experience provided by Mermaid Charters Key West
    Experience provided by Mermaid Charters 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 #89AWZJ

    4 Hour Private Charter

    $757.25

    Price Per Boat comes with captain - up to 6 people

    0

    Why book through Greetwell?

    • No Added Fees

      No booking or service fees, ever

    • Concierge Support Included

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      Most experiences can be cancelled for a full refund

    Discover what we've curated for you

    Review summary

    5.0
    Excellent
    26 reviews•Google Maps
    25
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    Captain Mike has built a strong reputation as a knowledgeable, safety-conscious captain who genuinely cares about his guests' experience. He's great with kids, patient with large groups, and skilled at reading wind and tide conditions to find the best beaches and sandbars on any given day. The boat itself is a spacious 30-footer kept impressively clean, and extras like paddleboards, floating rafts, and beach chairs are included. Trips range from sandbar and snorkeling excursions to sunset cruises and island beach days, with popular stops at Boca Grande Key and nearby sandbars. Guests have spotted dolphins, sea turtles, stingrays, and even baby sharks along the way. Mike's flexibility is a recurring theme, with last-minute bookings accommodated and itineraries adjusted to suit the group. For a private, personal day on the water in Key West, this one is hard to beat.

    What people are saying

    Review 1 of 5
    5/5

    Absolutely the best experience possible, highlight of our trip! The captain was a pleasure, and took us to several amazing locations, and was a pleasure to chat with. On our return trip he took us directly to where the dolphins were playing, then lined us up just right for an incredible sunset view.

    Photo of Derek Crandall

    Derek Crandall

    June 14, 2026

    Review 1 of 1
    5/5

    Absolutely the best experience possible, highlight of our trip! The captain was a pleasure, and took us to several amazing locations, and was a pleasure to chat with. On our return trip he took us directly to where the dolphins were playing, then lined us up just right for an incredible sunset view.

    Photo of Derek Crandall

    Derek Crandall

    June 14, 2026

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