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    5. Cruise Key West Waterfront Tiki Bars by Private Boat
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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

    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.

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

    What's Included

    • Private captain
    • Cooler with ice
    • Bottled water
    • Harbor cruising between stops
    • 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.

    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

    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 (650) 414-7338

    Report an issue

    Reference #RSKWYD

    Private Charter

    $1,372.70

    Fits up to 8 guests · 4 Hours

    Need more than one? Contact us.

    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

    Six Fins delivers consistently excellent experiences across both their boat charters and jet ski tours, with guests raving about the personal attention from their captains and guides. Names like Captain Dustin, Brian, Chris, and Jack come up repeatedly for their knowledge, hospitality, and ability to make everyone feel comfortable regardless of experience level. The sandbar tours are particularly popular, taking guests to stunning, secluded spots that showcase the real beauty of the Keys beyond the typical tourist areas. What really sets this operation apart is how their guides go above and beyond when guests need extra help. First-timers struggling with jet skis get patient instruction and additional support rather than being sent back early. The boats themselves get high marks for cleanliness and amenities (the lily pad is apparently a crowd favorite), and families especially appreciate how welcoming the crews are with kids. From prep calls before your trip to thoughtful touches like rescheduling lunch reservations when weather shifts plans, the team clearly prioritizes making sure every detail of your day works out perfectly.

    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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