Key West Holiday Events and Historic Inn Tours
2026 dates not announced yet. Details are from 2025.
Key West transforms into a festive wonderland during the holiday season, offering a warm escape from the cold. Visitors can enjoy a variety of events from late November through December, including illuminated light displays along the Historic Seaport, unique artisan markets perfect for holiday shopping, and lively parades. Experience cultural performances like 'Fiesta de Navidad Tropical' and a special Keys-themed 'Nutcracker Key West' ballet. Family fun abounds with activities like ice skating, festive bike rides, and opportunities to meet Santa. Don't miss the historic inn tours showcasing beautiful holiday decorations.
All ages $$
See more Christmas events near Key West
Plan Your Visit
Last year
Neighborhood
Various Key West neighborhoods
Featured Performers
- Bahama Village Music Program’s Joyful Voices Choir
- House of Pan Steel Pan Drums ensemble
Food & Drink
Food trucks and beverage vendors available at many events, including festive food and libations.
Accessibility
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Location
Tips & Advice
- Book accommodations and tickets for popular events well in advance, as Key West is a sought-after holiday destination.
- Pack light clothing suitable for warm weather, but also bring a light jacket or sweater for cooler evenings or air-conditioned venues.
- Utilize bicycles, golf carts, or scooters for easy navigation around Key West, as parking can be challenging.
- Check the specific event details for exact times and locations, as many events occur on different dates and at various venues across the island.
- Be prepared for potential tropical weather; while it's a warm holiday season, brief rain showers can occur.
Special Events & Promotions
- Lighting of the Harbor Walk of Lights
- Black Friday Shopping Extravaganza
- Pet Pictures with Santa
- Holiday Historic Inn Tours
- Waterfront Winter Wonderland ice skating and rides
- Lighting of the Menorah ceremony
Links & Contact
Run by Rent Key West Vacations
Christmas Events Near Me is an independent guide, not the organizer of this event. For tickets, entries, vendor spots or questions, contact the organizer directly through their contact page.
Frequently Asked Questions
What kind of weather can I expect in Key West during the holidays?
Key West offers a warm holiday season, typically with pleasant temperatures. While it's a tropical climate, occasional brief rain showers can occur.
Is transportation easy around Key West during the holiday events?
Yes, many visitors find that bicycles, golf carts, and scooters are practical and fun ways to get around. Walking is also a great option for exploring Old Town.
Are there specific events for families with young children?
Absolutely! Events like the Holiday Village, Waterfront Winter Wonderland with its ice rink and rides, and the Hometown Holiday Parade are very family-friendly.
What kind of shopping is available during the holiday season?
Key West hosts several artisan markets and shopping events, such as the Black Friday Shopping Extravaganza and the Artisan Market, offering unique gifts and handmade items from local creators.
Are there any specific events for Hanukkah?
Yes, the City of Key West holds its annual Lighting of the Menorah ceremony at Bayview Park, providing a traditional observance of Hanukkah.
Browse Christmas in Key West
Always check the official website for the most current information.
We've done our best to keep details up-to-date, but event schedules, prices, and policies can change. For the latest updates, please visit the official website or contact the organizers directly. Christmas Events Near Me is an independent guide and isn't affiliated with the events we list.