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OTT holiday contest
Holiday key west

We are proud to bring back our annual contest

Historic Tours of America invites home owners to enter into our friendly competition for the most beautiful house on the block! People of all ages will delight as Key West homes dazzle with their holiday lights adorning every corner of the island. And our sleighs for the night will take guests to some of the most resplendent island homes. This is your opportunity to shine and have the chance to win one of our three cash prices!

Contest begins December 1, 2019. The final winner will be chosen by public vote. Voting ends December 25, 2019. Winners will be announced December 27, 2019.

1st Place: $500 • 2nd Place: $300 • 3rd Place: $200

All winners will also receive a Waterford Crystal.

Historic Tours of America Logo

Prize money is awarded by Historic Tours of America, Inc.


Let The Voting Begin!

Pick your favorite House and get that homeowner a nice cash prize for all their hard work! You’ll be able to cast your ballot once a day until December 25th, so get busy and choose the Winner of the 2019 Key West Lights & Sights Contest!


319 Votes


12 Votes


54 Votes


57 Votes


605 Votes


3 Votes
22 Votes


16 Votes


8 Votes


5 Votes




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1503 Washington St, Key West, FL 33040, USA GET DIRECTIONS
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    • This Stop location does not have points of interest

Enter the 2019 Contest

Contest Rules

Contest begins December 1, 2019. All entries must include name, street address, phone number, and be submitted by noon on December 15, 2019. Only residential properties are allowed to enter this contest. One entry per household. The final winner will be chosen by public vote. Voting ends December 25, 2019. Winners will be announced December 27, 2019.

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By submitting your home you agree to the contest rules stated on this page. Terms and Conditions: We will not accept mail entries. All prizes are paid for and awarded by Historic Tours of America, Inc. Entries will be accepted from all neighborhoods from Key Haven to Key West. If you are a prize winner, you agree to have your image used in any advertising or promotions (including your name and address – residential homes only.) Submitting your home does not guarantee that it will be included as part of the Old Town Trolley Tours or Conch Tour Train public or private Holiday Light Tour route. All submissions must be of a street-facing façade. No backyards or boats will be accepted as entries. Your KEYS Energy Electric Bill must be current. If not current, your prize will not be awarded. Addresses will be published online on our interactive map. A Key West Holiday Light Contest Participant sign will be included on your property for the public to see.

Photos of Your Home

If you would like your home photographed to use as part of the entry process, Johnny White will take photos for $25 per house. He will be available to take photos December 10 or December 12, 2019. He will be photographing between 7pm and 11pm. Houses must have their lights on. After the photos are taken he will provide you high-resolution photos.

Please click here to make a reservation and payment. 

All photos are property of Historic Tours of America. All photos submitted are subject to approval. If not approved, you must resubmit by entry deadline. No photos featuring un-costumed persons or minors will be accepted.

2018 Winners

First Place

Key West Mayor Teri Johnston

holiday lights background and the words 'Donated to the Key West Boys and Girls Club'

Second Place

Linda Agin

key west holiday light contest second place winner standing in front of her house during day time holding a check that reads Linda Agin, $300 dollars

Third Place

Shia Marzetti

Three key west holiday light contest third place winners standing in front of their house during day time holding a check that reads Shia Marzetti, $200 dollars

Sponsored by

Historic Tours of America Logo that is round. Inside the circle are stars and stripes and over those, an illustration of a horse being ridden by Paul Revere holding a lantern. Around logo are the words 'Historic Tours of America' and 'The Nation's Storyteller'.    Round logo that reads 'Old Town Trolley Tours' and inside of it is an illustration of the front of a trolley.    Round logo with a train illustration cutting through it and the words 'Conch Tour Train' 'Entertaining Key West Since 1958'    Keys Energy Services Logo with an illustration of a conch shell and a sun and rays coming out of the shell

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