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

    Anchor or drift at a scenic spot as the Keys evening light unfolds

    5.0 stars• 39 reviews
    From$477incl. taxes and fees

    Duration

    2 hours

    Ideal For

    Up to 6 people

    Includes

    Cabin, cooler with ice, water

    Highlights

    Set out on a private boat ride to a sunset viewing spot in the Keys. Anchor or drift as the evening light changes over the water.

    • Capture the evening views with your camera
    • Relax aboard while you watch the sunset
    • Bring your own beverages to keep chilled in the cooler
    • Pack a towel, swimsuit, water shoes, and change of clothes if desired

    What's Included

    • Cabin for changing
    • Marine toilet
    • Cooler with ice
    • Bottled water

    Important details

    • Children under 13 must wear a life jacket while the boat is underway

    Cancellation Policy

    Full refund for cancellations more than 7 days before the trip. No refund within 7 days. Full refund if the captain cancels due to weather, mechanical issues, or unforeseen circumstances. No-shows are charged in full.

    FAQs

    Plan on a sunset-based start time. Departure time is to be determined based on sunset time, typically about 90 minutes before sunset, and will be confirmed later.

    Consider bringing a hat, sunscreen, sunglasses, towel, water shoes, a change of clothes, swimsuit, camera, cell phone for photos, any medications you need, and motion-sickness prevention (just in case).

    You have a cabin for changing (if needed), a marine head (toilet) in the cabin, a cooler with ice for your beverages, and bottled water.

    Meeting details

    Stock Island Yacht Club, 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

    Reference #Z9XT96

    Two Hour Private Charter • Dauntless

    $477

    All ages welcome• Up to 6 people • Does not include fees

    0

    Two Hour Private Charter • Dauntless II, Bay Boat

    $371

    All ages welcome, best for 6+ • Up to 3 people (or 2 Adults w/2 sm children) •Does not include fees

    0

    Why book through Greetwell?

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      No booking or service fees, ever

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    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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