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    5. /Clothing-Optional Cruise in Key West
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    Clothing-Optional Cruise in Key West

    Shape a private Key West cruise around your own plans

    5.0 stars• 39 reviews

    Duration

    2 or 4 hrs

    Ideal For

    Up to 6 people

    Includes

    Bottled water, ice cooler, floats

    Highlights

    Explore Key West waters on a private, clothing-optional cruise shaped around your group’s plans. Relax, socialize, or enjoy time together with privacy, shade, and onboard comforts.

    • Customize your time on the water around activities that are legal and safe
    • Relax in a private setting with a cabin for changing
    • Cool off with a fresh-water rinse and shaded space onboard
    • Float on provided floats or bring beverages for the ice-filled cooler
    • Capture your day with a camera or cell phone

    What's Included

    • Bottled water
    • Cooler with ice
    • Floats
    • Changing cabin
    • Marine toilet
    • Fresh-water shower

    Important details

    • Ages 18+ only

    Cancellation Policy

    Receive a full refund when you cancel more than 7 days before your trip. Receive a full refund if the captain cancels due to weather, mechanical issues, or unforeseen circumstances. No refunds within 7 days; no-shows are charged in full.

    Product ID: ZH86J7

    FAQs

    Bring a hat, sunscreen, sunglasses, towel, water shoes, a change of clothes, swimsuit, camera or cell phone, any medications you need, and motion-sickness prevention if desired.

    Your cruise includes bottled water, a cooler with ice for your beverages, floats, shade, a changing cabin, a marine toilet, and a fresh-water shower.

    Private charters accommodate up to 6 people total.

    Meeting details

    6000 Peninsular Ave, Key West, FL 33040

    Experience provided by Dauntless Excursions

    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

    Two Hour Private Charter (18+)

    $630.70

    Adults Only, 18+ • Up to 6 people • Does not include fees

    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

    5.0
    Excellent
    39 reviews•Google Maps
    38
    0
    0
    0
    0

    Captain Janis has built a strong reputation in Key West for lobstering trips, though she clearly offers much more than that. Reviewers consistently praise her deep knowledge of local waters, her ability to find lobsters even late in the season, and her willingness to jump in the water alongside guests to help them succeed. First mate Siba also gets regular shoutouts, and the two make a well-regarded team on the water. What stands out most is how flexible and personal the experience feels. Guests have combined lobstering with reef fishing, snorkeling, sandbar stops, and dolphin watching all in a single trip. One family noted how patient and attentive Janis was with their autistic child, and she has even officiated elopements on short notice. If you have something specific in mind, she seems genuinely willing to shape the day around it.

    What people are saying

    Review 1 of 5
    5/5

    Brandy and I had an awesome day on the Dauntless with Capt Janis. She performed our marriage ceremony, then took us to a reef for a great snorkeling trip then we moved off to fish the remainder of the day. The weather was pretty crappy but she made the best of it for us. The boat was great and rode well in mixed seas. After a great trip she cleaned the fish and bagged it up. She recommended a restaurant with a local vibe. "The Hogfish bar and grill" Capt Janis joined us after we invited her. The restaurant prepared our catch. Some blackened and the rest deep friend. It was delicious. We highly recommend Capt Janis and Dauntless Excursions. Darryl and Brandy Donovan

    Photo of james donovan

    james donovan

    June 8, 2026

    Review 1 of 1
    5/5

    Brandy and I had an awesome day on the Dauntless with Capt Janis. She performed our marriage ceremony, then took us to a reef for a great snorkeling trip then we moved off to fish the remainder of the day. The weather was pretty crappy but she made the best of it for us. The boat was great and rode well in mixed seas. After a great trip she cleaned the fish and bagged it up. She recommended a restaurant with a local vibe. "The Hogfish bar and grill" Capt Janis joined us after we invited her. The restaurant prepared our catch. Some blackened and the rest deep friend. It was delicious. We highly recommend Capt Janis and Dauntless Excursions. Darryl and Brandy Donovan

    Photo of james donovan

    james donovan

    June 8, 2026

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