Create your ultimate holiday itinerary in Estero! Discover all the best festive events with our guide. From locals to holiday tourists, our guide highlights the best of Estero's festive season.
One highlight is the 50th Annual Christmas on Fifth Avenue South, where beautifully decorated streets transform into a winter wonderland filled with holiday cheer and community spirit. Additionally, the Edison and Ford Winter Estates Holiday Nights Celebration captivates visitors with enchanting light displays and festive decorations across historic grounds. And the Christmas on Third is something you definitely don't want to miss, featuring unique local vendors and festive entertainment. See more details on these and other fun events and activities below!
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Top Holiday Events In and Around Estero
- Edison and Ford Winter Estates Holiday Nights Celebration (Fort Myers)
- 50th Annual Christmas on Fifth Avenue South (Naples)
- Christmas on Third (Naples)
- NUTCRACKER Magical Christmas Ballet (Fort Myers)
- Tiburón Christmas Market (Naples)
- Fort Myers Beach Christmas Boat Parade (Fort Myers Beach)
- Community-Wide Chanukah Celebration (Naples)
- Saint Ann Christmas Bingo (Fort Myers)
- Festive Painting Cape Coral – Christmas at JC Park (Cape Coral)
See these and even more events listed below!
Estero Holiday Light Displays
Edison and Ford Winter Estates Holiday Nights Celebration
What to Expect:
Guided tours of historically decorated homes with thousands of lights.
Description:
The Edison and Ford Winter Estates Holiday Nights Celebration features thousands of lights, hundreds of historic decorations, and guided tours of the beautifully decorated homes. Visitors can enjoy self-guided tours, live music, and special events like the tree lighting ceremony and children's activities.
Where: Fort Myers | More Info: Edison and Ford Winter Estates Holiday Nights Celebration
Estero Holiday Markets and Shopping
Tiburón Christmas Market
What to Expect:
European-style holiday market with local artisans and nightly snowfall.
Description:
The Tiburón Christmas Market at The Ritz-Carlton Naples, Tiburón features local artisans, crafts, carols, food, and seasonal treats in a European-style holiday market setting with nightly snowfall.
Where: Naples | More Info: Tiburón Christmas Market
50th Annual Christmas on Fifth Avenue South
What to Expect:
Upscale dining and entertainment under the stars.
Description:
The 50th Annual Christmas on Fifth Avenue South features a tree lighting ceremony, live music, holiday menus, and Santa Claus on the plaza. Restaurants line the street for special holiday dinners, and the event includes a living nativity and skating rink.
Where: Naples | More Info: 50th Annual Christmas on Fifth Avenue South
Estero Holiday Shows and Entertainment
NUTCRACKER Magical Christmas Ballet
What to Expect:
World-class ballet performance with elaborate sets and costumes.
Description:
The Nutcracker Magical Christmas Ballet features an international all-star cast blending world-class ballet with whimsical puppets, lavish costumes, and stunning acrobatics. Celebrate America's favorite Christmas tradition with Tchaikovsky's timeless score, perfect for sharing with friends and family of all ages.
Where: Fort Myers | More Info: NUTCRACKER Magical Christmas Ballet
Christmas on Third
What to Expect:
Live Christmas music and snowfall in a historic downtown setting.
Description:
Christmas on Third is a month-long celebration in Naples' historic downtown shopping and dining district, featuring live music, snowfall, and festive activities for all ages. The event includes entertainment each evening from Thanksgiving Week through December, with special events like the Traditional Holiday Stroll and Santa Paws.
Where: Naples | More Info: Christmas on Third
Estero Other Holiday Activities
Saint Ann Christmas Bingo
What to Expect:
Community-driven holiday bingo with festive games and prizes.
Description:
Join Saint Ann Catholic Church for a fun-filled evening of bingo, featuring holiday-themed games and prizes, fostering community spirit and joy.
Where: Fort Myers | More Info: Saint Ann Christmas Bingo
Festive Painting Cape Coral – Christmas at JC Park
What to Expect:
Step-by-step painting guidance with all materials provided.
Description:
Join us for a creative holiday celebration in Cape Coral where all art materials are provided. Our professional artist will guide you through the painting process, ensuring a successful masterpiece. You'll take home your creation to cherish forever. The venue offers beer, wine, and non-alcoholic drinks for purchase, and you can bring your own food. Street parking is available with limited spots.
Where: Cape Coral | More Info: Festive Painting Cape Coral – Christmas at JC Park
Fort Myers Beach Christmas Boat Parade
What to Expect:
Decorated boats parade through the Back Bay area.
Description:
The Fort Myers Beach Christmas Boat Parade is a festive event featuring over 30 boats decorated with lights and decorations, parading through the Back Bay area. Participants can vote for their favorite boat in the People's Choice Award, and the parade will also be broadcast live on Beach Talk Radio's YouTube Channel. The event includes a toy drive for Dr. Piper Center's 108th Annual Christmas Celebration and an awards party at Salty Sam's Marina.
Where: Fort Myers Beach | More Info: Fort Myers Beach Christmas Boat Parade
Community-Wide Chanukah Celebration
What to Expect:
Traditional menorah lighting with community participation.
Description:
The Community-Wide Chanukah Celebration, hosted by the Jewish Federation of Greater Naples, features a menorah lighting ceremony with rabbis and clergy, live music, and entertainment on the lawn at Mercato.
Where: Naples | More Info: Community-Wide Chanukah Celebration
Festive Fun in Nearby Cities!
Discover Holiday events in hundreds of cities worldwide. Check out these nearby locations for more festive fun!
- Bonita Springs (7 miles)
- Cape Coral (12 miles)
- Fort Myers (13 miles)
- North Fort Myers (16 miles)
- Lehigh Acres (17 miles)
- Golden Gate (19 miles)
- Naples (20 miles)
- East Naples (21 miles)
- Immokalee (24 miles)
- Port Charlotte (41 miles)