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    Cruise Key West Waterfront Tiki Bars by Private Boat

    Private boat tiki bar crawl with dock-to-dock stops around Key West

    5.0 stars• 67 reviews
    From$1,372incl. taxes and fees

    Duration

    4 Hours

    Ideal For

    Up to 8 people

    Includes

    Captain, cooler with ice, water

    Highlights

    Cruise between waterfront tiki bars and dockside restaurants by private boat, with a United States Coast Guard (USCG)-licensed captain handling the docking. Choose your stops based on marine conditions and dock availability, then head back to The Perry Hotel & Marina.

    1. Ride between dockside bars and waterfront restaurants by boat
    2. Customize your lunch or dinner crawl with your group
    3. Relax on scenic harbor cruises between stops
    4. Enjoy a fully private charter for up to 8 people
    5. Use The Perry Hotel & Marina pools and gym before or after

    What's Included

    1. Private captain
    2. Cooler with ice
    3. Bottled water
    4. Harbor cruising between stops
    5. United States Coast Guard (USCG)-certified safety equipment

    Things to know

    Food and beverages are purchased directly at each venue. Captain gratuity is not included (customary 20% minimum if satisfied). A signed digital waiver is required for all passengers, and the primary renter must be 21+ with a government-issued photo ID. Fuel is extra for trips with over six passengers at $35/hour. Itinerary subject to weather, tides, and dock availability.

    Split the cost with your group

    This booking is for the whole experience, which fits up to 8 guests.

    From$171per person
    Split with

    Cancellation Policy

    Reservations made within 7 calendar days of departure are non-refundable. Cancel before 7 calendar days of departure for a full refund. Full refund if Six Fins Charter cancels due to unsafe weather conditions or other circumstances initiated by the owner/operator.

    FAQs

    Complete the required waiver in advance so you can depart on time. If you bring a 7th or 8th passenger, the primary renter (21+ years old) and the captain must complete a bareboat agreement together at the dock before departure. Bring a government-issued photo ID for check-in.

    Buy food and beverages directly at each venue. Captain gratuity is not included (customary 20% minimum if satisfied). Towels and infant/toddler life jackets are not included; bring your own life jackets for infants/toddlers.

    Bring towels if you want them, and bring infant/toddler life jackets if needed. Do not bring illegal drugs or open flames. Do not use glass containers while the boat is underway.

    Meeting details

    Key West

    Experience provided by Six Fins Boat Charter - Perry Marina
    Experience provided by Six Fins Boat Charter - Perry Marina

    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

    Reference #RSKWYD

    Private Charter

    $1,372.70

    Fits up to 8 guests · 4 Hours

    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

    5.0
    Excellent
    67 reviews•Google Maps
    67
    0
    0
    0
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    Captains Dustin, Brian, Brian and Alexandra, Mike, Ash, Jack, Chris, and Nico collectively paint a picture of a crew that genuinely cares about showing people a good time on the water. Reviewers consistently praise how knowledgeable and personable the captains are, whether guiding guests to hidden sandbars, pointing out local history, or patiently teaching first-timers how to handle a jet ski. The boats are described as clean and well-equipped, and the team has a solid reputation for proactively working around weather to protect the experience. Beyond the boat trips, the jet ski tours get equally strong praise, with guides like Chris and Jack tailoring the pace to each group's skill level. One standout moment from a review: when weather pushed back a departure time, Chris personally called ahead to reschedule a guest's lunch reservation so nothing felt rushed. That kind of thoughtfulness comes up again and again across the reviews and seems to reflect how the whole operation runs. With a near-perfect rating across dozens of reviews, this charter is hard to argue with for anyone looking to get out on the water around Key West.

    What people are saying

    Review 1 of 5
    5/5

    We booked a 6-hour snorkeling and sandbar trip. Captain Mike was fantastic, and Commodore Tiny was the bomb. Perfect weather, great locations and just a lot of fun all around. Would definitely recommend to any group or family who wants a fun day on the water on the keys.

    Photo of Tracy Collins

    Tracy Collins

    March 13, 2026

    Review 1 of 1
    5/5

    We booked a 6-hour snorkeling and sandbar trip. Captain Mike was fantastic, and Commodore Tiny was the bomb. Perfect weather, great locations and just a lot of fun all around. Would definitely recommend to any group or family who wants a fun day on the water on the keys.

    Photo of Tracy Collins

    Tracy Collins

    March 13, 2026

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