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Key West Luxury & Special Occasions

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Key West Tours

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12 Results
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  • Key West Private Luxury Pro Fishing Yacht Charter (up to 41 passengers)
    Likely to Sell Out

    Key West Private Luxury Pro Fishing Yacht Charter (up to 41 passengers)

    15

    City Boat Tours brings you the ultimate Private Deep Sea Fishing Charter experience with a classic 63-foot sportfishing boat that can show 41 day-trip guests...
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     4-12 hours (approx.)  Free Cancellation  Instant Confirmation
    Best Rate
    $1,700
    Details
    Best Rate
    $1,700
    Details
  • 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

    846

    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 Historic Bahama Village & Hemingway Heritage
    Likely to Sell Out

    Key West Historic Bahama Village & Hemingway Heritage

    250

    Experience Historic Key West With A Small-Group Walking Tour Ever wondered how the island of Key West was discovered and became so rich? Explore Key...
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     1 hour 30 minutes  Free Cancellation  Instant Confirmation
    from
    $46.99
    Details
    from
    $46.99
    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 Walking Food Tour With Secret Food Tours
    Likely to Sell Out

    Key West Walking Food Tour With Secret Food Tours

    239

    On our Secret Food Tour: Key West Old Town, we'll walk far from the tourist traps of Duval to show you the real city and...
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     2 hours 30 minutes  Free Cancellation
    from
    $109
    Details
    from
    $109
    Details
  • Southernmost Key West History and Culture Small-Group Walking Tour
    Likely to Sell Out

    Southernmost Key West History and Culture Small-Group Walking Tour

    112

    Meet The Locals, On Foot, At Eye Level If you’re like us, you think of travel as more than just “going places.” You crave experience...
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     1 hour 45 minutes  Free Cancellation  Instant Confirmation
    from
    $39.99
    Details
    from
    $39.99
    Details
  • Classic Key West Schooner Sunset Sail with Full Open Bar
    Likely to Sell Out

    Classic Key West Schooner Sunset Sail with Full Open Bar

    173

    There's no better way to savor the magic of a Key West sunset than aboard a majestic schooner, complete with a full open bar. This...
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     2 hours  Free Cancellation  Instant Confirmation
    from
    $109
    Details
    from
    $109
    Details
  • Private Tour of Florida Keys from Marathon to Key West

    Private Tour of Florida Keys from Marathon to Key West

    22

    Visit the one-and-only island city of KEY WEST! Enjoy a narrated tour on the way down, and island music on the way back. HIGHLIGHTS •...
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     8 hours  Free Cancellation  Instant Confirmation
    from
    $137
    Details
    from
    $137
    Details
  • Bimini Charters - Private Luxury Catamaran 3-hr Sunset Sails
    Likely to Sell Out

    Bimini Charters - Private Luxury Catamaran 3-hr Sunset Sails

    4

    Rent your own private yacht and savor the beautiful Key West sunset away from the crowds. Do it all on a luxury catamaran reserved just...
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     3 hours  Free Cancellation  Instant Confirmation
    from
    $775
    Details
    from
    $775
    Details
  • Key West Wreckers Race Aboard Schooner America 2.0

    Key West Wreckers Race Aboard Schooner America 2.0

    9

    Join in on the annual Wreckers Race and take part in a fast pace race toward Sand Key Lighthouse aboard Schooner America 2.0! Back in...
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     3 hours  Instant Confirmation
    from
    $111.80
    Details
    from
    $111.80
    Details
  • Private Key West Morning Sail, Snorkel & Kayak Excursion
    Special Offer

    Private Key West Morning Sail, Snorkel & Kayak Excursion

    New To The Site!

    Enjoy an unforgettable morning or afternoon of sailing, kayaking and snorkeling in the pristine marine wilderness of the Key West National Wildlife Refuge....
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     4 hours 30 minutes (approx.)  Free Cancellation  Instant Confirmation
    $2,399
    $2,269.69
    Details
    $2,399
    $2,269.69
    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 Luxury & Special Occasions?

A: According to verified reviews on City Boat Tours and TripAdvisor, the best Key West Luxury & Special Occasions are:

Q: What are the best kid-friendly options for Key West Luxury & Special Occasions Tours?

A: According to verified reviews on City Boat Tours and TripAdvisor, the best kid-friendly Key West Luxury & Special Occasions are:

View all kid-friendly Tours →

Q: Which Key West Luxury & Special Occasions have Instant Confirmation?

A: Key West Luxury & Special Occasions with Instant Confirmation include:

View all Tours with Instant Confirmation →

Q: Which Key West Luxury & Special Occasions have Free Cancellation?

A: Key West Luxury & Special Occasions 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: 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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Lowest Price Guarantee

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We guarantee the lowest price on all the tours available to book on our site. We'll refund the difference if you find the exact tour cheaper online until 48 hours before your tour starts.

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Gather your information

Locate your City Boat Tours Booking Number and the proof of the lower price you found.

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Email [email protected] with the documents, your name, and your home address.

We'll review

We'll review your materials and get in touch as soon as possible.

Receive your refund

If everything checks out, we'll refund you the price difference.

Refund Terms & Conditions

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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