Vehicle Rentals Sunset Cruises

Sunset Celebration at Mallory Square

When are you traveling?
Filter
Languages Clear
Time of Day Clear
5
4
4
Duration Clear
1
5
3
2
2
Price Clear
$0 $500+
Specials Clear
6
3
0
0
0
Features Clear
3
6
5
0
3
Accessibility Clear
1
3
4
Families Clear
6
4
1
Rating Clear
2
6
6

Key West Tours

Attractions

Calendar

Recommendations

Key West Sunset Celebration at Mallory Square

The Mallory Square Sunset Celebration is one of Key West’s most well-known attractions. Originally begun in the late 1960s as a stoned-out hippie ritual, the gathering of locals and visitors to enjoy the unobstructed sunset view from Mallory Pier is now an island institution that draws thousands every evening.

Mallory Square has been a hub of commercial activity in Key West since the 1820s, and is loaded with history. Over two hundred years ago, pirates anchored in waters off the shoreline that later became the Key West Harbor and site of the commercial plaza and warehouse district named after Stephen Russell Mallory, a United States Senator in the 1850s and the youngest son of the first European female settler in Key West.

For many years, sea-going activities out of the island centered on the Square and nearby harbor. Mallory Square has hosted sailors from the U.S. Navy anti-piracy campaign of the 1820s, Key West wreckers selling salvaged goods from shipwrecks, and American soldiers and sailors shipping out to war.

Town folk and visitors gathered at the Square daily to exchange news and gossip, and many imminent figures including John Audubon, Mark Twain, Tennessee Williams, and Ernest Hemingway enjoyed the sunset views offered there.

Now, the nightly gathering to view the colorful Key West sunset from the historic Key West waterfront draws visitors from all over the world. You will find artists, clowns, fishermen, food vendors, jugglers, musicians, psychics, tourists, and friends celebrating nature’s finale to another day in paradise.

Sunset at Mallory Square is a lively multicultural scene and nightly party that has something for everyone. The sight of the sun sinking into the sea amidst an amazing, ever-changing cloudscape is a unique island event that must be part of any Key West visit.

Read More
6 Results
Sort by:
Price (Low to High)
  • Key West Ghosts & Gravestones Tour
    Likely to Sell Out
    Likely to Sell Out
    4.4 (1,191)

    Key West Ghosts & Gravestones Tour

    Join your gravedigger guide aboard the Trolley of the Doomed for a journey through Key West's darker side! Take an evening trolley ride down the...

     1 hour  Free Cancellation
    from
    $39.85
    from
    $39.85
  • Key West Conch Tour Train
    4.5 (749)

    Key West Conch Tour Train

    Experience the best of Key West on the famous Conch Tour Train! One of Florida’s most popular attractions, the Conch Tour Train has been entertaining...

     1 hour 30 minutes  Free Cancellation  Instant Confirmation
    from
    $45.10
    from
    $45.10
  • Key West Old Town Trolley
    4.5 (1,470)

    Key West Old Town Trolley

    The hop-on hop-off trolley tour of Key West is a fantastic way to explore this historic island. Sit back and relax while your expert tour...

     1 hour 30 minutes  Free Cancellation  Instant Confirmation
    from
    $55.60
    from
    $55.60
  • Key West 4 Seater Electric Car Rental
    Likely to Sell Out
    Likely to Sell Out
    4.9 (902)

    Key West 4 Seater Electric Car Rental

    Cruise Key West with family or friends! Four people can get around town in comfort and ease with the smooth, silent GEM 4-seater electric car...

     3 hours and up  Hotel pickup offered  Free Cancellation  Instant Confirmation
    Best Rate
    $90
    Best Rate
    $90
  • Miami to Key West Day Trip with Trolley Tour
    Special Offer
    Special Offer
    4.6 (3,054)

    Miami to Key West Day Trip with Trolley Tour

    Our best Key West day trip features a scenic Overseas Highway tour and 6 hours in unique Key West plus fun hop-on hop-off trolley rides...

     6 hours in Key West (approx.)  Hotel pickup offered  Free Cancellation  Instant Confirmation
    $169
    $129
    $169
    $129
  • Key West 6 Seater Electric Car Rental
    Likely to Sell Out
    Likely to Sell Out
    4.9 (902)

    Key West 6 Seater Electric Car Rental

    Our 6-seater GEM electric cars beat any regular rental car hands down when it comes to zipping around Key West with a party of 5...

     3 hours and up  Hotel pickup offered  Free Cancellation  Instant Confirmation
    Best Rate
    $170
    Best Rate
    $170
Filter

Things To Do in Key West

Language
Currency

Site Settings

Activity name

Currency

Activity name

Lowest Price Guarantee

Activity name

We guarantee the lowest price on all the things to do 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.

We Make It Easy!

Gather your information

Locate your Inside Key West Booking Number and the proof of the lower price you found.

Send it to us

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.
  • Inside Key West 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 Inside Key West 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.
  • Inside Key West 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 Inside Key West.

Sorting, ranking, and search results

Activity name

Inside Key West 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 Inside Key West 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.

Customer Support

Ask us anything!

Activity name

Concierge

Cool Rewards Terms & Conditions

Activity name

Cool Rewards

  • Cool Rewards is a loyalty program operated by Cool Destinations. Rewards may be earned by any eligible person holding a Cool Destinations account, subject to the Cool Destinations customer Terms of Use.

Earning rewards

  • Rewards can be earned by making bookings on the Cool Destinations website. You will be able to see the value of the rewards you can earn during the booking process.
  • Earned rewards will be issued in a pending state and will move to a confirmed state 24 hours after the start time of the experience.
  • Earned rewards will be available to redeem once they are no longer in a pending state.
  • For bookings that are moved to a different travel date, the rewards will be redeemable after the amended travel date.
  • If a booking where rewards were issued is canceled, the earned rewards will not be redeemable and will be moved to a canceled state.

Redeeming rewards

  • To redeem rewards, you must be logged into your Cool Destinations account.
  • Any available rewards will be automatically applied the next time you make a booking, and their value will be deducted from your order at checkout, unless you choose not to apply them, which requires you to indicate this via the toggle switch. Bookings made using rewards are subject to the standard Cool Destinations Customer Terms of Use.
  • You will not be able to redeem only a portion of your available rewards at checkout. It is only possible to redeem all or none of your available rewards.
  • There is no minimum order value required to redeem your rewards. This means that you can pay for 100% of your order with rewards.
  • Rewards are non-transferable and cannot be redeemed for cash.
  • If rewards are redeemed against a booking that is canceled or refunded, the rewards will be reissued to your account.

Miscellaneous

  • You can check your Cool Destinations account to see the rewards you have collected at any time. You are responsible for ensuring that your rewards balance is correct.
  • We reserve the right to modify these Cool Rewards Terms and Conditions at any time, with or without notice, including the rules for earning and redeeming rewards. Any changes will be reflected in the updated Terms and Conditions.
  • We reserve the right to terminate the Cool Rewards program and cease issuing any further rewards on future bookings. All pending and available rewards balances will be honored.
  • By earning and redeeming rewards, you agree to these Terms and Conditions, as well as any subsequent changes made to them.