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Key West Day Cruises

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Key West Tours

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12 Results
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  • Key West Schooner Sunset Sail with Bar & Hors d'oeuvres
    Likely to Sell Out

    Key West Schooner Sunset Sail with Bar & Hors d'oeuvres

    1,528

    Enjoy an exquisite 2-hour sunset sailing adventure aboard a stunning modern-built schooner! Take in the sights aboard Schooner America 2.0, the most elegant schooner in Key...
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     2 hours  Free Cancellation  Instant Confirmation
    from
    $116.10
    Details
    from
    $116.10
    Details
  • Sunset Sail in Key West with Beverages Included
    Likely to Sell Out

    Sunset Sail in Key West with Beverages Included

    847

    Key West is famous for fabulous sunsets and Floridays is famous for our spectacular uncrowded champagne sunset cruise. Our reputation for personal service and attention...
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     1 hour 30 minutes  Free Cancellation  Instant Confirmation
    from
    $79
    Details
    from
    $79
    Details
  • Key West Day Sail on Schooner America 2.0 with 2 Drinks
    Likely to Sell Out

    Key West Day Sail on Schooner America 2.0 with 2 Drinks

    185

    Sail aboard the fastest and most elegant schooner in Key West, Schooner America 2.0! This boat is a replica of the 1851 Schooner America that...
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     1 hour 30 minutes  Free Cancellation  Instant Confirmation
    from
    $73.10
    Details
    from
    $73.10
    Details
  • Key West: Snorkel, Sandbar & Dolphin Excursion
    Likely to Sell Out

    Key West: Snorkel, Sandbar & Dolphin Excursion

    24

    Max 6 people. Explore the waters around Key West. This versatile boat let's you plan your own adventure. Snorkel the reef, explore an offshore island,...
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     3 hours 30 minutes  Free Cancellation  Instant Confirmation
    from
    $800
    Details
    from
    $800
    Details
  • Private Key West Sunset Sail
    Likely to Sell Out

    Private Key West Sunset Sail

    45

    2 Hr. Private charter sailing from downtown Key West onboard Key West's First sailing charter boat, the pretty green sloop "High Tide" USCG Certified for...
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     2 hours  Instant Confirmation
    from
    $695
    Details
    from
    $695
    Details
  • Key West Sunset Buffet Dinner Cruise with Open Bar and Live Music
    Likely to Sell Out

    Key West Sunset Buffet Dinner Cruise with Open Bar and Live Music

    1

    Key West is famous for stunning sunsets, and this dinner cruise offers the perfect way to enjoy them. Savor breathtaking views as the sky transforms,...
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     2 hours  Free Cancellation  Instant Confirmation
    from
    $99.99
    Details
    from
    $99.99
    Details
  • Sunset Cruise

    Sunset Cruise

    15

    Come see for yourself why Marathon Mermaid is voted the #1 thing to do in Marathon! Watching the sunset by water is a must-do when...
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     2 hours  Free Cancellation  Instant Confirmation
    from
    $84.69
    Details
    from
    $84.69
    Details
  • Dry Tortugas National Park Day Trip by Luxury Private Boat

    Dry Tortugas National Park Day Trip by Luxury Private Boat

    2

    Experience the Dry Tortugas in Unrivaled Luxury and Style aboard the Axopar 37 XC. This exclusive day trip offers the thrill of a high-performance luxury...
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     8 hours  Free Cancellation  Instant Confirmation
    from
    $1,500
    Details
    from
    $1,500
    Details
  • Key West Sandbar Charter

    Key West Sandbar Charter

    2

    Come experience the Crystal clear waters and sandbar island surrounding the Florida Keys. This tour can be completely tailored to whatever you have in mind....
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     4 hours  Free Cancellation
    from
    $800
    Details
    from
    $800
    Details
  • Key West: Sunset Sail Full Bar, Live Music & Dinner & Early Morning Snorkeling

    Key West: Sunset Sail Full Bar, Live Music & Dinner & Early Morning Snorkeling

    1

    Key West Water Fun with Snorkeling, Sunset Cruise, Dinner, Live Music and open Bar. Enjoy a bright and early morning snorkel Catamaran cruise departing 9...
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     5 hours  Free Cancellation
    from
    $159.99
    Details
    from
    $159.99
    Details
  • Private Historic Harbor Cruise

    Private Historic Harbor Cruise

    New To The Site!

    Experience the charm of Key West from a unique perspective with our Harbor Cruise. About Set sail from historic seaports and meander through picturesque harbors,...
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     3 hours  Hotel pickup offered  Instant Confirmation
    from
    $995
    Details
    from
    $995
    Details
  • Schooner Bloody Mary Day Sail with Full Open Bar in Key West

    Schooner Bloody Mary Day Sail with Full Open Bar in Key West

    New To The Site!

    Sip cocktails and soak in your tropical surroundings. There is no better way to start your day in paradise! While enjoying your sail remember there...
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     2 hours  Free Cancellation  Instant Confirmation
    from
    $49
    Details
    from
    $49
    Details
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Frequently Asked Questions

The answers provided below are based on answers previously given to customers' questions.

Q: What are the best options for Key West Day Cruises?

A: According to verified reviews on City Boat Tours and TripAdvisor, the best Key West Day Cruises are:

Q: What are the best kid-friendly options for Key West Day Cruises Tours?

A: According to verified reviews on City Boat Tours and TripAdvisor, the best kid-friendly Key West Day Cruises are:

View all kid-friendly Tours →

Q: Which Key West Day Cruises have Instant Confirmation?

A: Key West Day Cruises with Instant Confirmation include:

View all Tours with Instant Confirmation →

Q: Which Key West Day Cruises have Free Cancellation?

A: Key West Day Cruises with Free Cancellation (in most cases up to 24 hours in advance of your tour date, check the specific tour page) include:

View all Tours with Free Cancellation →

Q: I need a ride! Which Key West Day Cruises include Hotel Pickup?

A: No problem. These Key West Day Cruises include Hotel Pickup:

View all Tours with Hotel Pickup →

Q: Got any more Key West trip ideas?

A: We sure do. Check out our curated lists of hand-picked Key West Tours.

View all Key West Trip Ideas →

Q: What are the most popular styles of Tours and Activities in Key West?

A: Based on our sales data over the past year, the most popular styles of tours and activities in Key West are:

View all tour styles in Key West →

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The following conditions apply to all lowest price guarantee refund requests:

  • The lowest price guarantee is available to any customer who makes a qualifying purchase through our website. The qualifying purchase must be a minimum of US$20 (or equivalent).
  • The lowest price guarantee covers retail and prepaid rates available to the general public. This does not include discounts or promotions you may receive (or be eligible for) from third-party sites or organizations such as AAA or AARP or special offers made as part of a membership program, corporate discount, daily deal, group, or rewards program.
  • City Boat Tours promotions cannot be combined with the lowest price guarantee.
  • If you find a lower retail or prepaid rate for the same tour, offered on the same date, time and priced in the same currency as your original purchase, on any other website between the time you book on City Boat Tours and 48 hours before your trip starts, we will refund the difference.
  • The lowest price guarantee does not apply where a lower overall price is found by breaking down the purchased tour into one or more parts sold separately.
  • City Boat Tours reserves the right to verify the lower price details. Examples of acceptable forms of verification include a web screenshot or a web address.
  • All refund decisions will be made at the sole discretion of City Boat Tours.

Sorting, ranking, and search results

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City Boat Tours wants to make your searches as relevant as possible. That's why we offer many ways to help you find the right experiences for you.

On some pages, you can select how to sort the results we display and also use filter options to see only those search results that meet your chosen preferences. You'll see explanations of what those sort options mean when you select them.

If you see a Badge of Excellence label, the award is based on average review ratings, share of bookings with a review, and number of bookings through City Boat Tours over a 12-month period.

The importance of any one factor over any other in a sort order varies, and the balance is constantly being reviewed and adjusted. We're always updating our systems and testing new ways to refine and improve your results to make them as relevant as possible to meet your needs.

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