Is it High Time for a Holiday Escape? 

Whether it’s Christmas or Thanksgiving or more modest occasions like Labor Day or Indigenous Peoples’ Day, holidays at The Capitana are a great time to get away. And we’re serving up savings to get you a steal of a deal on a holiday-based retreat, year-round.

The earliest bookers secure the best value, so if a holiday visit is an annual tradition (or one you’re looking to start), the sooner you book, the better.

Here’s a peek at the holiday offers on deck at The Capitana:

Stay during the below travel dates and receive up to 10% off + a $25 daily resort credit.

• Fantasy Fest: Stay 4 or more nights October 16 - 25
• Powerboat Races: Stay 4 or more nights November 2 - 8

Stay 3 or more nights during the below travel window and get the fourth night half off.

• Thanksgiving: November 25 - 28, 2026

We make it easy to find these dates so you can book a great hotel deal in Key West. Simply follow the link below and peruse major holidays and holiday weekend dates.