Free Concierge Service
    Text or call (650) 414-7338
    Ask AIAI
    Ask AIAI
    1. Local experiences/
    2. Things to do in Key West…/
    3. Specialty Tours/
    4. Sunrise and Sunset Tours/
    5. Key West Sunset Cruise
    Why travelers choose Greetwell

    Curated by our team

    Every experience is hand selected and approved by Greetwell.

    Personal concierge

    Real humans available to help before, during, and after your booking.

    Intimate & authentic

    Including unique in-home experiences you won't find anywhere else.

    Easy booking & cancellation

    Reserve in minutes with free cancellation on most experiences.

    Greetwell

    Experiences that stay with you long after the trip

    Greetwell curates authentic local experiences and provides personal concierge support in over 500 destinations, helping you explore confidently wherever you go.

    About

    • Our Story
    • For Experience Providers
    • For Hospitality Partners
    • For Developers

    Concierge Support

    • Help Center
    [email protected](650) 414-7338

    Safe & Secure Payments

    © 2026 Greetwell, Inc. All rights reserved.
    Privacy PolicyTerms
    Product image 1
    Product image 2
    Product image 3
    Product image 4
    Product image 5
    Product image 6
    Product image 7
    Product image 8
    Product image 9
    Product image 10
    Product image 11
    Gallery image
    Gallery image 1
    Gallery image 2
    Gallery image 3
    Gallery image 5

    Key West Sunset Cruise

    Cruise out for a relaxed sunset view from the water

    From$477incl. taxes and fees

    Duration

    2 Hours

    Ideal For

    Up to 6 people

    Includes

    Bottled water, cooler with ice

    Highlights

    Head out on a private sunset cruise in Key West and settle in for an easy ride to a viewing spot. Your captain will anchor or drift while you watch the sun go down.

    • Cruise out for a 2-hour sunset ride
    • Time your departure around sunset, typically 90 minutes before
    • Anchor or drift at a scenic viewing spot
    • Bring your camera for sunset photos
    • Relax with space for up to 6 passengers

    What's Included

    • Cabin for changing
    • Marine head (toilet) in cabin
    • Cooler with ice
    • Bottled water

    Things to know

    Departure time is based on sunset time and will be confirmed later. Pricing notes state the charter does not include fees—clarify the fee amount with Greetwell before booking.

    Cancellation Policy

    Full refund if you cancel more than seven days before the trip, or if the captain cancels due to weather, mechanical issue, or unforeseen circumstances. No refund for cancellations within seven days. No-shows are charged the full price.

    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

    Key west, FL

    Experience provided by Dauntless Excursions
    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 (650) 414-7338

    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

    $265

    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?

    • 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

    Great for groups

    Thumbnail
    Boat RentalsUp to 4

    Rent a 17' Bay Boat in Key West

    From$408/ boat
    Thumbnail
    Boat RentalsUp to 6

    Rent a 23' SeaCraft Boat in Key West

    From$460/ boat
    Thumbnail
    Private Fishing ChartersUp to 6

    Private Spearfishing Charter in Key West

    $1,124.13

    Nearby activities

    Thumbnail
    Boat ToursUp to 3

    Sandbar-Hopping Bay Boat Cruise in Key West

    From$312
    Thumbnail
    Fishing ChartersUp to 6

    Reef Fishing Charter in Key West

    From$901
    Thumbnail
    Yacht ChartersUp to Six Guest…

    Customize a 4-Hour Private Charter in Key West

    $1,484
    Thumbnail
    Fishing ChartersUp to Six

    Fish on a 4-Hour Private Charter in Key West

    $2,014
    Thumbnail
    Yacht ChartersUp to 6

    Customize Your Key West Boat Charter

    From$1,192
    Thumbnail
    Fishing Charters

    10-Hour Dry Tortugas National Park Fishing Charter

    $3,180